# Structure Activity Relationship (SAR) Categories in Support of SNURs for 17 Chemical Substances

EPA Docket: EPA-HQ-OPPT-2008-0920

May 14, 2010

# SAR Aliphatic Amines 8/2008

FISH 96-h LC50 (Mortality)

ESTIMATED TOXICITY: The fish 96-h LC50 values used to develop this SAR were measured and the octanol water partition coefficient s (Ko w ) were calculated usi ng the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = -0.6016 (log Kow) + 0.4479

The LC50 is in millimoles per liter (mM/L); N = 11 7 + 2 3 ; and the Coefficient of Determination (R 2 

# ) = 0.7609. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 6.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Fish 96-h LC50

y = -0.6016x + 0.4479
R 2 

## = 0.7609 n = 117 + 23 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-5.0 -4.0 -3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0



# Log Kow (EPI)Log Fish 96-h LC50 (mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amines

.
LIMITATIONS: For alip hatic amines with log Kow values greater tha n 7.0, a test duration of g reater than 96 hours may be required for proper expression of toxicity. Al so, if the toxicity value obtained by the use of this equation exceeds the water solubility of t he compound (measured or estimated), mortalities greater than 50% would not be expected in a saturated solution during an exposure period of 96 hours.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish 96-h LC50 (mg/L) Log Fish 96-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish 96-h LC50) 100-97-0 Hexamethylenetetramine 140 2.5 -4.2 49800 2.55 DUL

102-71-6 Triethanolamine 149 -1.5 -2.5 -1 11800 1.90 Hansch et al., 1995 DUL CBI CBI 252 -0.9 -1.9 585 0.37 P91-____ 111-42-2 Diethanolamine 105 -1.5 -1.7 -1.43 4710 1.65 Hansch & Leo, 1985 DUL 107-15-3 Ethylenediamine 60 -1.2 -1.6 -2.04 220 0.56 Hansch et al., 1995 DUL 141-43-5 2-Aminoethanol 61 -1.3 -1.6 -1.31 2070 1.53 Hansch & Leo, 1985 DUL 140-31-8 1-(2-Aminoethyl)piperazine 129 -0.6 -1.6 2190 1.23 DUL

103-76-4 1-(2-Hydroxyethyl) piperazine 130 -0.68 -1.6 6410 1.69 DUL

5407-04-5 3-Dimethylaminopropyl chloride hydrochloride 158 3.1 -1.5 133 -0.07 DUL

7209-38-3 1,4-Bis (3-aminopropyl) piperazine 200 -1.4 -1.4 -1.43 3100 1.19 DUL CBI CBI 208 0.09 -1.4 3900 1.27 P00-____

622-40-2 4-(2-Hydroxyethyl) morpholine 131 -0.45 -1.3 2710 1.32 DUL 78-90-0 1,2-Propane diamine 74 -0.91 -1.2 1010 1.14 DUL 78-96-6 Isopropanol amine 75 -0.99 -1.2 -0.96 2520 1.53 Hansch & Leo, 1985 DUL CBI CBI 317 -3.2 -1.2 75 -0.63 P95-____ 109-76-2 1,3-Propane diamine 74 -1.5 -1.1 -1.43 1190 1.21 Hansch et al., 1995 DUL 109-85-3 2-Methoxyethylamine 75 -0.67 -0.91 524 0.84 DUL 110-73-6 2-(Ethylamino) ethanol 89 -0.46 -0.66 1480 1.22 DUL CBI CBI 249 -0.25 -0.6 677 0.43 P95-____ 109-01-3 1-Methylpiperazine 100 -0.099 -0.59 2300 1.36 DUL 110-91-8 Morpholine 87 -0.72 -0.56 -0.86 380 0.64 Hansch & Leo, 1985 Calamari et al., 1980

280-57-9 1,4-Diazabicyclo (2,2,2) octane 112 0.69 -0.49 1730 1.19 DUL 109-07-9 2-Methylpiperazine 100 -0.44 -0.38 2240 1.35 DUL 107-29-9 Acetaldoxime 59 -0.14 -0.21 -0.13 76 0.11 Hansch et al., 1995 DUL 124-40-3 Dimethylamine 45 -0.51 -0.17 -0.38 118 0.42 Hansch & Leo, 1985 Calamari et al., 1980 59-97-2 Tolazoline hydrochloride 197 MF -0.16 354 0.25 DUL 75-04-7 Ethylamine 45 -0.14 -0.15 -0.13 227 0.70 Hansch & Leo, 1985 U.S. EPA, 1990 (ERL-D)

22104-62-7 4-Dimethylamino-3-methyl2-butanone 129 0.34 -0.12 8.5 -1.18 DUL 100-37-8 N,N-Diethylethanolamine 117 0.48 0.05 1780 1.18 DUL CBI CBI 135 0.2 0.15 390 0.46 P91-____ 107-11-9 Allylamine 57 -0.09 0.21 0.03 27 -0.32 Hansch & Leo, 1985 Bridie et al., 1979 141-91-3 2,6-Dimethylmorpholine 115 0.73 0.28 387 0.53 DUL 107-10-8 Propylamine 59 0.39 0.34 0.48 308 0.72 Hansch & Leo, 1985 DUL CBI CBI 238 0 0.41 250 0.02 P91-____ 6921-29-5 Tripropargylamine 131 0.19 0.67 1.27 296 0.35 Hansch et al., 1995 DUL 75-64-9 tert-Butylamine 73 0.57 0.72 0.4 270 0.57 Hansch & Leo, 1985 Calamari et al., 1980 13952-84-6 (+-)-sec-Butylamine 73 0.74 0.76 0.74 275 0.58 Hansch & Leo, 1985 DUL

6948-86-3 N,N-Bis(2,2-diethoxyethyl) methylamine 263 1.4 0.78 637 0.38 DUL

6948-86-3 N,N-Bis(2,2-diethoxyethyl) methylamine 263 1.4 0.78 634 0.38 DUL 109-89-7 Diethylamine 73 0.54 0.81 0.58 855 1.07 Hansch & Leo, 1985 DUL 109-89-7 Diethylamine 73 0.54 0.81 0.58 182 0.40 Hansch & Leo, 1985 Calamari et al., 1980 109-73-9 Butylamine 73 0.92 0.83 0.97 268 0.56 Hansch & Leo, 1985 DUL

96-80-0 2-(Diisopropylamino) ethanol 145 1.1 0.88 201 0.14 DUL 100-64-1 Cyclohexanone oxime 113 1.2 0.91 0.84 208 0.26 TSCATS DUL

105-14-6 5-Diethylamino-2- pentanone 157 0.57 0.94 336 0.33 DUL

54-11-5 (s)-3-Methyl-2-pyrrolidinyl pyridine nicotine 162 1.3 1 1.17 4 -1.61 Hansch & Leo, 1985 Edsall, 1991 65-30-5 Nicotine sulfate 419 MF 1 1.17 12.2 -1.54 Hansch & Leo, 1985 DUL 65-30-5 Nicotine sulfate 419 MF 1 1.17 15.6 -1.43 Hansch & Leo, 1985 DUL 100-46-9 Benzylamine 107 1.1 1.1 1.09 102 -0.02 Hansch & Leo, 1985 U.S. EPA, 1990 (ERL-D) 2759-28-6 1-Benzylpiperazine 176 1.8 1.1 47.4 -0.57 DUL 127-06-0 Acetone oxime 73 0.12 1.2 0.12 558 0.88 Pomona, 1987 DUL

598-74-3 (+-)-1,2- Dimethylpropylamine 87 1.1 1.2 284 0.51 DUL

5813-64-9 2,2-Dimethyl-1- propylamine 87 1.2 1.2 475 0.74 DUL 110-58-7 Amylamine 87 1.5 1.3 1.49 177 0.31 Hansch & Leo, 1985 DUL

34274-04-9 N-(3-Methoxypropyl)-3,4,5- trimethoxybenzylamine 269 0.05 1.3 136 -0.30 DUL 124-02-7 Diallylamine 97 0.63 1.5 1.11 20 -0.69 Hansch & Leo, 1985 Bridie et al., 1979 108-91-8 Cyclohexylamine 99 1.4 1.6 1.49 90 -0.04 Hansch & Leo, 1985 Calamari et al., 1980 108-18-9 Diisopropylamine 101 1.1 1.6 1.4 196 0.29 Hansch & Leo, 1985 Calamari et al., 1980 96-29-7 2-Butanone oxime 87 0.36 1.7 0.63 843 0.99 Chem Inspect Test Inst, 1992 DUL 15673-00-4 3,3-Dimethylbutylamine 101 1.7 1.7 602 0.78 DUL

7250-67-1 1-(2-Chloroethyl) pyrrolidine Hydrochloride 170 1.4 1.7 153 -0.05 DUL 111-26-2 Hexylamine 101 2 1.8 2.06 56.6 -0.25 Hansch & Leo, 1985 DUL

103-83-3 N,N-Dimethylbenzylamine 135 2 1.8 1.98 37.8 -0.55 Hansch & Leo, 1985 DUL 60-13-9 Amphetamine sulfate 369 1.8 1.8 1.76 28.8 -1.11 Hansch & Leo, 1985; Sangste r DUL 80-52-4 1,8-Diamino-p-menthane 170 1.2 1.9 65.3 -0.42 DUL 14321-27-8 N-Ethylbenzylamine 135 2 2 1.8 57.1 -0.37 Sangster, 1993 DUL 111-68-2 n-Heptylamine 115 2.5 2.3 2.57 21.8 -0.72 Hansch & Leo, 1985 DUL 768-94-5 1-Adamantanamine 151 2 2.4 2.44 25 -0.78 Hansch & Leo, 1985 DUL CBI CBI 198 2.7 2.4 3.23 -1.79 P85-____CBI CBI 198 2.7 2.4 6.8 -1.46 P85-____ CBI CBI 198 2.7 2.4 12 -1.22 P85-____ CBI CBI 198 2.7 2.4 10.2 -1.29 P85-____ 107-45-9 tert-Octylamine 129 2.4 2.6 24.6 -0.72 DUL CBI CBI 238 MF 2.6 3.4 -1.85 P__-____ CBI CBI 494 1.2 2.6 5.8 33 -1.18 HPLC P92-____ 693-16-3 1-Methylheptylamine 129 2.8 2.7 5.11 -1.40 DUL 693-16-3 1-Methylheptylamine 129 2.8 2.7 5.28 -1.39 DUL 111-86-4 Octylamine 129 3 2.8 2.9 5.19 -1.40 Sangster, 1993 DUL 111-92-2 Dibutylamine 129 2.7 2.8 2.83 37 -0.54 Hansch & Leo, 1985 Calamari et al., 1980 CBI CBI 212 2.4 2.9 1100 0.72 P93-____ 102-69-2 Tripropylamine 143 2.8 3 2.79 50.9 -0.45 Hansch & Leo, 1985 DUL CBI CBI 200 1.9 3.1 778 0.59 P89-____ 112-20-9 Nonylamine 143 3.6 3.3 2.16 -1.82 DUL

91-65-6 N,NDiethylcyclohexylamine 155 3 3.3 21.4 -0.86 DUL CBI CBI 392 MF 3.71 0.59 -2.82 P87-____ 2016-57-1 n-Decylamine 157 4.1 3.8 1.03 -2.18 U.S. EPA, 1990 (ERL-D) 2016-57-1 n-Decylamine 157 4.1 3.8 1.04 -2.18 DUL CBI CBI 278 4.3 3.8 3.17 4.6 -1.78 Unknown P00-____ 7307-55-3 Undecylamine 171 4.6 4.3 0.21 -2.91 DUL CBI CBI 217 4.9 4.4 0.21 -3.01 P85-____ CBI CBI 217 4.9 4.4 0.66 -2.52 P85-____ CBI CBI 217 4.9 4.4 0.72 -2.48 P85-____ CBI CBI 217 4.9 4.4 3.7 0.65 -2.52 Unknown P96-____ CBI CBI 217 4.9 4.4 3.7 0.6 -2.56 Unknown P96-____ CBI CBI 217 4.9 4.4 3.7 0.2 -3.04 Unknown P96-____ 29873-30-1 N-Decylthioamine 217 4.9 4.4 0.22 -2.99 8(e)-3587 29873-30-1 N-Decylthioamine 217 4.9 4.4 0.7 -2.49 8(e)-3587 29873-30-1 N-Decylthioamine 217 4.9 4.4 0.77 -2.45 8(e)-3587 CBI CBI 228 4.9 4.4 13 -1.24 P94-____ CBI CBI 228 4.9 4.4 39 -0.77 P94-____ CBI CBI 253 4.9 4.4 0.11 -3.36 P85-____ CBI CBI 253 4.9 4.4 0.345 -2.87 P96-____ CBI CBI 253 4.9 4.4 0.38 -2.82 P96-____ CBI CBI 300 3.8 4.5 0.71 -2.63 P91-____ CBI CBI 367 4.1 4.5 2.8 -2.12 P90-____ 143-16-8 Di-n-hexylamine 185 4.8 4.7 0.78 -2.38 DUL

56296-78-7 Fluoxetin hydrochloride 346 4.1 4.7 3.82; 4.05 0.49 -2.85 Unknown; Adlard, M et al., 1995 8(e)-15316 CBI CBI 411 6.8 4.7 0.33 -3.10 P02-____ 124-22-1 Dodecyamine 185 5.2 4.8 0.103 -3.25 DUL

52898-18-7 1,3-Propanediamine, N- 3- (dodecyloxy)propyl - 301 4.1 5 0.033 -3.96 8(e)-14601

NK Hydrogenated cocoamidopropyldiethylami ne-N-oxide 343 3 5.1 0.75 -2.66 8(e)-14655 CBI CBI 940 2.4 5.2 0.28 -3.53 P05-____ 2869-34-3 Tridecylamine 199 5.7 5.3 0.0654 -3.48 DUL CBI CBI 259 5.7 5.3 0.55 -2.67 T94-___

_ 112-18-5 Dimethyl dodecyl amine 213 5.5 5.4 0.84 -2.40 SIDS, 1998 CBI CBI 295 MF 5.7 3.8 100 -0.47 HPLC P00-____ CBI CBI 316 5.7 5.7 4.9 1.466 -2.33 PMN est. P91-____

SAR Data Not Included in Regression Equation: 2706-56-1 2-(2-Aminoethyl) pyridine 122 -0.21 0.02 0.08 

### * Hansch & Leo, 1985 DUL CBI CBI 341 3.7 4.4 4.4 

### * Unknown P03-____ CBI CBI 481 5.5 6.5 

### * 4.4 

### * -2.04 CBI CBI CBI 481 5.5 6.5 

### * 13 

### * -1.57 CBI CBI CBI 1527 7.1 6.7 

### * 2.5 

### * -2.79 P98-____ CBI CBI 1527 7.1 6.7 

### * 2.9 

### * -2.72 P98-____ CBI CBI 509 7.1 6.9 

### * 1 

### * -2.71 CBI CBI CBI 509 7.1 6.9 

### * 7.9 

### * -1.81 CBI CBI CBI 377 8.4 7.1 

### * 2.3 

### * -2.21 P00-____ CBI CBI 501 7.1 7.1 

### * 0.13 

### * -3.59 P98-_____ CBI CBI 501 7.1 7.1 

### * 0.28 

### * -3.25 P98-_____

95-38-5 2-(8-Heptadecenyl)-4,5- dihydro-1H-imidazole-1- ethanol 351 7.9 7.5 

### * 0.3 

### * -3.07 8(e)-4252 CBI CBI 439 5.7 7.5 

### * 0.13 

### * -3.53 P97-____ CBI CBI 469 7.9 7.5 

### * 0.45 

### * -3.02 P90-____ CBI CBI 494 8.6 8.1 0.82 -2.78 P05-____ CBI CBI 284 8.6 8.1 

### * 0.44 

### * -2.81 P92-____ CBI CBI 582 MF 8.2 

### * P90-____ CBI CBI 423 8.7 9.1 

### * 0.43 

### * -2.99 P00-____ CBI CBI 961 14.8 9.6 

### * P89-____ CBI CBI 565 14 13 

### * 2.3 

### * -2.39 P91-____ CBI CBI 676 11 13 

### * 0.525 

### * -3.11 P91-____ CBI CBI 1066 16 14 

### * P98-____ CBI CBI 1066 16 14 

### * 4.4 

### * -2.38 P98-____Data Not Included in SAR:

333-18-6 Ethylenediamine dihydrochloride 133 MF -3.4 >100 >-0.12 Ewell et al., 1986 CBI CBI 503 3.3 -0.47 0.2 >2400 >0.68 CBI CBI CBI CBI 503 3.3 -0.47 0.2 >2100 >0.62 CBI CBI CBI CBI 262 0.1 0.35 >500 >0.28 P91-____ CBI CBI 189 0.52 0.86 >100 >-0.39 P05-____ CBI CBI 489 3.3 1.9 >101 >-0.68 P02-____ CBI CBI 451 2 3.8 >99 >-0.66 P93-____ CBI CBI 428 5.6 <0.1 <-3.63 8(e)-_____

_

27136-73-8 2-(Heptadecenyl)-4,5- dihydro-1H-imidazole-1- ethanol 351 7.8 7.5 0.22 to 0.5 -3.2 to -2.85 CBI CBI 284 8.6 8.1 0.56 to 0.75 -2.71 to -2.58 P92-____ * indicates no effects at saturation



# REFERENCES: Bridie AL, Wolff CJM, and Winter M. 1979. The acut e toxicity of some petro ch emicals to goldfish. Water Research 13:623-626. [A summary of studi es also listed in the ‘Reference’ section.]

Brooke LT, Call DJ, Geiger DL, Northcott CE, and Piorier SH (ed s ). 1984-1990 Acute toxicities of organic chemicals to Fathead minnows ( Pimephales promelas )

. Superior, WI: Center for Lake Superior Environmental Studies, University of Wisconsin-Superior. Volume 1-5. [note: the five volumes have different author sequence & publication years]

Calamari D, DaGasso R, Galassi S, Provini A, and Vighi M. 1980 . Biodegra dat ion and toxicity of selected amines on aquatic organisms. Chemosphe re 9: 753-762. [A summary of studies also listed in the ‘Reference’ section.]

Edsall, CC. 1991. Acute toxicities to larval Ra inbow trout of represent ative com poun ds detected in Great Lake fish. Bull. Env. Contam. Toxicol. 46(2):173-178.

Ewell WS, Gorsuch JW, Kringle RO, Robillard KA, and Spiegel RC. 1986. Simultaneous evolution of the acute effects of che m icals on seven aquatic species. Environ. Toxicol. Chem. 5:831-840.

Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard as sessme nt of aliphatic amines. Washington, DC: Environmental Effects Branch, Health and Environmental Review Division (TS796), Office of Toxic Substances, United Stat es Environmental Protection Agency. Unpublished manuscript.

SIAR. 2005. SIDS Initial Assess me nt Report. SIAR for the 11 th 

# SIAM. N,N-Dimethyol dodecyamine. Sponsor country: Germany. [SIDS]

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisconsi n-Su perior (UWS) and ORD Environmental Research Laboratory, Duluth, MN (ERL-D) research team. Computer printout from Environmental Effects Branch, HERD, U.S. EPA, Washington, DC.

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem an ufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from data sub m itted under the “Toxic Substanc e Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 14 00 Pennsylvania Ave., N.W.

# SAR Aliphatic Amines 11/2007

DAPHNID 48-h LC50

ESTIMATED TOXICITY: The daphnid 48-h LC50 values used to develop this SAR were measured, and the octanol water partition coefficient s (Ko w ) were calculated usi ng the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 48-h LC50 (mmol/L) = -0.5119 (log Kow) - 0.7278

The LC50 is in millimoles per liter (mM/L); N = 44 + 15 ; and the Coe fficient of Determination (R 2 

# ) = 0.554. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Daphnia 48-h LC50

y = -0.5119x - 0.7278
R 2 

## = 0.5405 n = 43 + 16 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Daphnia 48-h LC50(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: For alip hatic amines with log Kow values greater tha n 5.0, a test duration of g reater than 48 hours may be required for proper expression of toxicity. Al so, if the acute toxicity value obtained by the use of this equation exceeds the water solub ility of the compound (measured or estimated), significant mortalities would not be expected in a saturated solution during an exposure period of 48 hours.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Daphnia 48-h LC50) CBI CBI 773 -7.6 -2.4 1.6 -2.68 P95-____ CBI CBI 144 -0.8 -2.2 1760 1.09 P90-____ 111-42-2 Diethanolamine 105 -1.5 -1.7 -1.43 55 -0.28 Hansch & Leo, 1985 Le Blanc, 1980 111-42-2 Diethanolamine 105 -1.5 -1.7 -1.43 131 0.10 Hansch & Leo, 1985 Cowgill et al., 1985 107-15-3 Ethylenediamine 60 -1.2 -1.6 -2.04 26.5 -0.35 Hansch et al., 1995 Van Leeuwen et al., 1985 CBI CBI 317 -3.2 -1.2 1.7 -2.27 P95-____ 74-89-5 Methylamine 31 -0.7 -0.64 -0.57 280 0.96 Hansch & Leo, 1985 Kuhn et al., 1989 CBI CBI 249 -0.25 -0.6 10.5 -1.38 P95-____ 124-40-3 Dimethylamine 45 -0.51 -0.17 -0.38 50 0.05 Hansch & Leo, 1985 Van Leeuwen et al., 1985 CBI CBI 163 0.4 0.05 450 0.44 P03-____ CBI CBI 135 0.2 0.15 230 0.23 P91-____ CBI CBI 3.3 -0.47 0.2 117 1.55 Unknown CBI CBI CBI 205 MF 0.2 51 -0.60 P96-____ CBI CBI 262 0.1 0.35 90 -0.46 P91-____ CBI CBI 143 1.1 0.4 42 -0.53 P91-____ CBI CBI 238 0 0.41 77 -0.49 P91-____ 109-89-7 Diethylamine 73 0.54 0.81 0.58 56 -0.12 Hansch & Leo, 1985 Van Leeuwen et al., 1985 CBI CBI 154 0.37 0.95 46 -0.52 P94-____

54-11-5 (s)-3-Methyl-2-pyrrolidinyl pyridine nicotine 162 1.3 1 1.17 0.2 -2.91 Hansch & Leo, 1985 Smith, 1988 CBI CBI 157 1 1.2 4.3 -1.56 P83-____ CBI CBI 438 MF 2.2 1.18 -2.57 P87-____ CBI CBI 198 2.7 2.4 3.8 -1.72 P85-____ CBI CBI 198 2.7 2.4 4.51 -1.64 P85-____ CBI CBI 494 1.2 2.6 5.8 7.72 -1.81 HPLC P92-____ CBI CBI 173 1.3 2.7 15 -1.06 P88-____ CBI CBI 360 2.8 0.3 -3.08 8(e)-_____ CBI CBI 212 2.4 2.9 21 -1.00 P93-____ CBI CBI 200 1.9 3.1 10 -1.30 P89-____ 54739-18-3 Fluvoxamine 318 3.1 0.84 -2.58 Henry et al., 2004 59729-33-8 Citalopram 324 3.7 3.9 -1.92 Henry et al., 2004 CBI CBI 278 4.3 3.8 3.17 5.2 -1.73 P00-____ 54739-18-3 Paroxetine 329 4 0.58 -2.75 Henry et al., 2004 29873-30-1 N-Decylthioethylamine 217 4.9 4.4 0.045 -3.68 8(e)-3588 29873-30-1 N-Decylthioethylamine 217 4.9 4.4 0.034 -3.80 8(e)-3587 CBI CBI 217 4.9 4.4 3.7 0.03 -3.86 Unknown P85-____ CBI CBI 217 4.9 4.4 3.7 0.05 -3.64 Unknown P85-____ CBI CBI 217 4.9 4.4 3.7 0.03 -3.86 Unknown P96-____ CBI CBI 228 4.9 4.4 7.5 -1.48 P94-____ CBI CBI 253 4.9 4.4 0.033 -3.88 P85-____ CBI CBI 253 4.9 4.4 0.018 -4.15 P96-____

36362-09-1 2-(Decyl thio)-ethanamine hydrochloride 254 4.9 4.4 0.033 -3.89 8(e)-3307 54910-89-3 Fluoxetine 309 4.7 0.51 -2.78 Henry et al., 2004 CBI CBI 411 6.8 4.7 0.17 -3.38 P02-____

SAR Data Not Included in Regression Equation: CBI CBI 341 3.7 4.4 4.4 

### * * Unknown P03-____

NK Hydrogenated cocoamidopropyldiethylami ne-N-oxide 343 3 5.1 

### * 0.96 

### * -2.55 8(e)-14655 79617-96-2 Sertraline 306 5.3 

### * 0.12 

### * -3.41 Henry et al., 2004 112-18-5 Dimethyl dodecyl amine 213 5.5 5.4 

### * 0.083 

### * -3.41 SIDS, 1998 CBI CBI 295 MF 5.7 3.8 

### * 0.012 

### * -4.39 HPLC P00-____ CBI CBI 295 MF 5.7 3.8 

### * 0.51 

### * -2.76 HPLC P00-____ CBI CBI 316 5.7 5.7 4.9 

### * 8.88 

### * -1.55 PMN est. P91-____ CBI CBI 323 5.6 5.7 

### * 27 

### * -1.08 P95-____ CBI CBI 377 8.4 7.1 

### * 0.065 

### * -3.76 P00-____ CBI CBI 439 5.7 7.5 

### * 0.032 

### * -4.14 P97-____ CBI CBI 469 7.9 7.5 

### * 0.23 

### * -3.31 P90-____ CBI CBI 614 11 7.5 

### * 0.13 

### * -3.67 P90-____ CBI CBI 494 8.6 8.1 0.79 *-2.80 P05-____ CBI CBI 423 8.7 9.1 

### * 0.04 

### * -4.02 P00-____ CBI CBI 565 14 13 

### * 0.97 

### * -2.77 P91-____ CBI CBI 676 11 13 

### * 0.55 

### * -3.09 P91-____

Data Not Included in SAR: CBI CBI 189 0.52 0.86 270 0.15 P-05-____

* indicates no effects at saturation



# REFERENCES: Cowgill UM, Takahashi IT, and Applegath SL. 1985. A comparison of the effect of four benchmark chemi c al s on Daphnia magna and Ceriodaphnia dubia/ affinis tested at two different temperatures. [A summary of studies al so listed in the ‘R eference’ section.]

Ewell WS, Gorsuch JW, Kringle RO, Robillard KA, and Spiegel RC. 1986. Simultaneous evolution of the acute effects of che m icals on seven aquatic species. Environ. Toxicol. Chem. 5:831-840.

# Gersich FM, Millazzo DP, and Voos-Esquivel C. 1988. An invertebrate lif e-cycle study of the toxicity of Daphnia magna Straus. Mammalian and Environmental Toxicology Research Laboratory. Dow Chemical Company. Study ID: ES- DR-0065-5425-6. [A summary of studies also listed in the ‘Reference’ section.]

Henry et al., 2004. Acute and chronic toxicity of fi ve sele ctive se rotonin reuptake inhibitors to Ceriodaphnia dubia. Env Tox & Chem 23:2229-2233.

LeBlanc GA. 1980. Acute Toxicity of priority pollutants to water flea ( Daphni a m agna) . Bulletin of Environmental Contamination and Toxicology 24:684- 691. [A summary of studies also listed in the ‘Reference’ section.]

Lilius et al., 1995. Toxicity comparison of D. magna and D. pule x

. Env Tox & Chem 14:20 85- 2088.

Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard as sessme nt of aliphatic amines. Washington, DC: Environmental Effects Branch, Health and Environmental Review Division (TS796), Office of Toxic Substances, United Stat es Environmental Protection Agency. Unpublished manuscript.
Smith SB, Perry CM. 1988. Toxicity of six heterocyclic nitrogen compounds to Da phnia p u lex

. Bull. Environ. Contam. Toxicol. 41(4):604-608.

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisconsi n-Su perior (UWS) and ORD Environmental Research Laboratory, Duluth, MN (ERL-D) research team. Computer printout from Environmental Effects Branch, HERD, U.S. EPA, Washington, DC.

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem an ufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from data sub m itted under the “Toxic Substanc e Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 14 00 Pennsylvania Ave., N.W.

Van Leeuwen CJ, MASS-Diepeveen JL, Niebeek G, Vergouw WHA , Griffioen PS, and LuijkenMW. 1985. Aquatic toxicological aspects of dithiocarbamates and related compounds. I. Shortterm toxicity tests. Aquatic Toxicology 7:145-164. [A summary of studies also listed in the ‘Reference’ section.]

# SAR Aliphatic Amines 8/2008

GREEN ALGAE 96-h EC50

ESTIMATED TOXICITY: The green algae 96-h EC50 values used to develop this SAR were measured, and the octanol water p artitio n coeffici ents (Kow) were calc ulated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.3708 (log Kow) -1.3744

The EC50 is in millimoles per liter (mM/L); N = 49 + 10; and the Coefficient of Determination (R 2 

# ) = 0.306. To convert the EC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Algal 96-h EC50

y = -0.3708x - 1.3744
R 2 

## = 0.306 n = 49 + 10 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal 96-h EC50(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amines

.
LIMITATIONS: If the log Kow value is gre ater than 7, or if t he compou nd is solid an d the EC50 e xceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Algal 96-h EC50 (mg/L) Log Algal 96- h EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal 96-h EC50) CBI CBI 773 -7.6 -2.4 0.02 -4.59 P95-____ 107-15-3 Ethylenediamine 60 -1.2 -1.6 -2.04 61 0.01 Hansch et al., 1995 Van Leeuwen et al., 1985 CBI CBI 132 -0.7 -1.5 27 -0.69 P94-____ CBI CBI 317 -3.2 -1.2 0.05 -3.80 P95-____ CBI CBI 329 -0.85 2.2 -2.17 P94-____ CBI CBI 89 -0.6 -0.74 480 0.73 P91-____ CBI CBI 249 -0.25 -0.6 6.2 -1.60 P95-____ CBI CBI 249 -0.25 -0.6 7.3 -1.53 P95-_____ 110-91-8 Morpholine 87 -0.72 -0.56 -0.86 28 -0.49 Hansch & Leo, 1985 Calamari et al., 1980 124-40-3 Dimethylamine 45 -0.52 -0.17 -0.38 30 -0.18 Hansch & Leo, 1985 Van Leeuwen et al., 1985 124-40-3 Dimethylamine 45 -0.52 -0.17 -0.38 9 -0.70 Hansch & Leo, 1985 Calamari et al., 1980 CBI CBI 163 0.4 0.05 0.27 -2.78 P03-____ CBI CBI 135 0.2 0.15 36 -0.57 P91-____ CBI CBI 143 1.1 0.4 16 -0.95 P91-____ CBI CBI 238 0 0.41 38 -0.80 P91-____ CBI CBI 185 0.64 0.71 -2.42 8(e)-____ 75-64-9 tert-Butylamine 73 0.57 0.72 0.4 16 -0.66 Hansch & Leo, 1985 Calamari et al., 1980 13952-84-6 (+-)-sec-Butylamine 73 0.74 0.76 0.74 275 0.58 Hansch & Leo, 1985 8(e)-14540 109-89-7 Diethylamine 73 0.54 0.81 0.58 56 -0.12 Hansch & Leo, 1985 Van Leeuwen et al., 1985 109-89-7 Diethylamine 73 0.54 0.81 0.58 20 -0.56 Hansch & Leo, 1985 Calamari et al., 1980 108-91-8 Cyclohexylamine 99 1.4 1.6 1.49 20 -0.69 Hansch et al., 1995 Calamari et al., 1980 108-18-9 Diisopropylamine 101 1.1 1.6 1.4 20 -0.70 Hansch et al., 1995 Calamari et al., 1980 CBI CBI 438 MF 2.2 0.21 -3.32 P87-____ 98-94-2 Dimethylcyclohexylamine 127 2.1 2.3 0.31 -2.61 8(e)-14542 CBI CBI 161 2.7 2.4 1.04 -2.19 P85-____ CBI CBI 198 2.7 2.4 1 -2.30 P85-____ CBI CBI 592 6.5 2.5 0.14 -3.63 P88-____ CBI CBI 238 MF 2.6 4 -1.77 P91-____ CBI CBI 173 1.3 2.7 1.8 -1.98 P88-____ 111-86-4 Octylamine 129 3 2.8 2.9 0.12 -3.03 Sangster, 1993 8(e)-14541 111-86-4 Octylamine 129 3 2.8 2.9 0.22 -2.77 Sangster, 1993 U.S.EPA, 1990 (ERL-D) 111-92-2 Dibutylamine 129 2.7 2.8 2.8 19 -0.83 Hansch & Leo, 1985 Calamari et al., 1980 CBI CBI 360 2.8 0.114 -3.50 8(e)-____ 102-06-7 N,N'-Diphenyl-guanidine 211 MF 2.9 2.6 -1.91 8(e)-13109 CBI CBI 212 2.4 2.9 0.25 -2.93 P93-____ CBI CBI 487 3.4 3 28 -1.24 P02-____ CBI CBI 200 1.9 3.1 2.9 -1.84 P89-____

49745-95-1 Dobutamine hydrochloride 338 2.5 3.5 0.76 -2.65 8(e)-15346 CBI CBI 278 4.3 3.8 3.17 0.3 -2.97 Unknown P00-____ CBI CBI 228 4.9 4.4 0.06 -3.58 P94-____ CBI CBI 253 4.9 4.4 0.03 -3.93 P85-____ CBI CBI 341 3.7 4.4 4.4 0.14 -3.39 Unknown P03-____ CBI CBI 300 3.8 4.5 0.02 -4.18 P91-____ CBI CBI 411 6.8 4.7 0.1 -3.61 P02-____ CBI CBI 639 3.5 5.2 37 -1.24 P96-____ CBI CBI 940 2.4 5.2 0.33 -3.45 P05-____ 112-18-5 Dimethyl dodecyl amine 213 5.5 5.4 0.007 -4.48 SIDS, 1998 CBI CBI 316 5.7 5.7 4.9 0.038 -3.92 PMN est. P91-____ CBI CBI 323 5.6 5.7 0.01 -4.51 P95-____

SAR Data Not Included in Regression Equation: CBI CBI 377 8.4 7.1 

### * 0.091 

### * -3.62 P00-____ CBI CBI 439 5.7 7.5 

### * 0.052 

### * -3.93 P97-____ CBI CBI 469 7.9 7.5 

### * 0.006 

### * -4.89 P90-____ CBI CBI 614 11 7.5 

### * 0.23 

### * -3.43 P90-____ CBI CBI 328 7.1 8.1 

### * 0.13 

### * -3.4 P86-____ CBI CBI 582 ` 8.2 

### * P90-____ CBI CBI 423 8.7 9.1 

### * 0.035 

### * -4.08 P00-____ CBI CBI 676 11 13 

### * 1.7 

### * -2.6 P91-____ CBI CBI 737 MF 14 

### * P89-____ CBI CBI 1066 16 14 

### * 0.66 

### * -3.21 P98-____

Data Not Included in SAR: CBI CBI 189 0.52 0.86 18 -1.02 P05-____ CBI CBI 737 MF 14 >10 >-1.87 CBI

* indicates no effects at saturation



# REFERENCES: Calamari D, DaGasso R, Galassi S, Provini A, and Vighi M. 1980 . Biodegra dat ion and toxicity of selected amines on aquatic organisms. Chemos phere 9:753-762. [A summary of studies also listed in the ‘Reference’ section.]

Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard as sessme nt of aliphatic amines. Washington, DC: Environmental Effects Branch, Health and Environmental Review Division (TS796), Office of Toxic Substances, United Stat es Environmental Protection Agency. Unpublished manuscript.

# U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisconsi n-Su perior (UWS) and ORD Environmental Research Laboratory, Duluth, MN (ERL-D) research team. Computer printout from Environmental Effects Branch, HERD, U.S. EPA, Washington, DC.

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem an ufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from data sub m itted under the “Toxic Substanc e Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 14 00 Pennsylvania Ave., N.W.
Van Leeuwen CJ, Maas-Diepeveen JL, Niebeek G, Vergouw WHA, Griffioen PS, and Luijken MW. 1985. Aquatic toxicol ogical aspe cts of dithiocarbamates and related compounds. I. Shortterm toxicity tests. Aquatic Toxicology 7:145-164. [A summary of studies also listed in the ‘Reference’ section.]

# SAR Aliphatic Amines 11/2007

FISH ChV

ESTIMATED TOXICITY: The fish chronic values (ChV) used to develop this SAR were measured and the octanol water partition coefficient s (Ko w ) were calculated usi ng the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.5648 (log Kow) - 1.3894

The ChV is in millimoles per liter (mM/L); N = 3; and the Coefficient of Determination (R 2 

# ) = 0.9979. To convert the ChV from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Fish ChV

y = -0.5648x - 1.3894
R 2 

## = 0.9979 n = 3 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0 

# Log Kow (EPI)Log Fish ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amines

.
LIMITATIONS: If the log Kow value is gre ater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. Kow) Reference (Fish ChV)

54-11-5 (s)-3-Methyl-2-pyrrolidinyl pyridine nicotine 162 1.3 1 1.17 1.8 -1.95 Hansch & Leo, 1985 Passino-Reader, 1995

CBI CBI 253 4.9 4.4 0.03 -3.93 P85-____(Analogue),P96-____

36362-09-1 2-(Decyl thiol) ethyl amine hydrochloride 253 4.9 4.4 0.038 -3.82 8(e)-3305

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Passino-Reader DR, Berlin WH, and Hickey JP. 1995. Chro nic bi oassays of Rainbow trout fry with compounds representative of contaminants in Great Lakes fish. J. Great Lakes Res. 21:373- 383.
U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from Prem an ufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from data sub m itted under the “Toxic Substanc e Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR Aliphatic Amines 11/2007

DAPHNID ChV

ESTIMATED TOXICITY: The daphnid chronic values (ChV) used to devel op thi s SAR we re measured and the octanol water partition coefficients (Kow) were calc ulated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.0977 (log Kow) - 3.7304

The ChV is in millimoles per liter (mM/L); N =3; and the Coefficient of Determination (R 2 

# ) = 0.9538. To convert the ChV from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Daphnia ChV

y = -0.0977x - 3.7304
R 2 

## = 0.9538 n = 3 

# -6.00 -4.00 -2.00 0.00 2.00 4.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Daphnia ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: If the log Kow value is gre ater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. Kow) Reference (Daphnia ChV) CBI CBI 326 MF 5.4 0.018 -4.26 8(e)-___

_ CBI CBI 253 4.9 4.4 0.018 -4.15 P85-___

_ CBI CBI 253 4.9 4.4 0.017 -4.17 P96-___

_ SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

36362-09-1 2-(Decyl thiol) ethyl amine hydrochloride 253 4.9 4.4 0.013- 0.0248 -4.29 to -4.01 8(e)-3307

* indicates no effects at saturation



# REFERENCES: Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard as sessme nt of aliphatic amines. Washington, DC: Environmental Effects Branch, Health and Environmental Review Division (TS796), Office of Toxic Substances, United Stat es Environmental Protection Agency. Unpublished manuscript. [A summary of studies also listed in the ‘Reference’ section.]

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem an ufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from data sub m itted under the “Toxic Substanc e Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR Aliphatic Amines 11/2007

GREEN ALGAE ChV

ESTIMATED TOXICITY: The green algae chronic values (ChV) used to devel o p this SAR were me asured and the octanol water partition coefficients (Kow) were calc ulated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.4862 (log Kow) - 1.5487

The ChV is in millimoles per liter (mM/L); N = 32 + 7; and the Coeffici ent of Determination (R 2 

# ) = 0.5639. To convert the ChV from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Algal ChV

y = -0.4862x - 1.5487
R 2 

## = 0.5639 n = 32 + 7 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amines with log Kow values less than or equal to 7.0 and molecular weights less than 1000.

LIMITATIONS: If the log Kow value is greater than 7.0, or if the compound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. Kow) Reference (Algal ChV) CBI CBI 132 -0.7 -1.5 16.7 -0.90 P94-____ CBI CBI 329 -0.85 1.6 -2.31 P94-____ CBI CBI 89 -0.6 -0.74 140 0.20 P91-____ CBI CBI 249 -0.25 -0.6 1.8 -2.14 P95-____ 110-91-8 Morpholine 87 -0.72 -0.56 -0.86 10 -0.94 Hansch & Leo, 1985 Calamari et al., 1980 124-40-3 Dimethylamine 45 -0.52 -0.17 -0.38 2 -1.35 Hansch & Leo, 1985 Calamari et al., 1980 CBI CBI 163 0.48 0.05 0.01 -4.21 P03-____ CBI CBI 135 0.2 0.15 15 -0.95 P91-____ CBI CBI 205 MF 0.2 5 -1.61 P96-____ CBI CBI 143 1.1 0.4 9 -1.20 P91-____ CBI CBI 238 0 0.41 28 -0.93 P91-____ CBI CBI 185 0.64 0.4 -2.67 8(e)-____ 75-64-9 tert-Butylamine 73 0.57 0.72 0.4 2 -1.56 Hansch & Leo, 1985 Calamari et al., 1980 109-89-7 Diethylamine 73 0.54 0.81 0.58 2 -1.56 Hansch & Leo, 1985 Calamari et al., 1980 108-91-8 Cyclohexylamine 99 1.4 1.6 1.49 5 -1.30 Hansch & Leo, 1985 Calamari et al., 1980 108-18-9 Diisopropylamine 101 1.1 1.64 1.4 5 -1.31 Hansch et al., 1995 Calamari et al., 1980 CBI CBI 438 MF 2.2 0.042 -4.02 P87-____ 111-92-2 Dibutylamine 129 2.7 2.8 2.83 2.5 -1.71 Hansch & Leo, 1985 Calamari et al., 1980 111-86-4 Octylamine 129 3 2.8 2.9 0.65 -2.30 Sangster, 1993 Calamari et al., 1980 CBI CBI 212 2.4 2.9 0.24 -2.95 P93-____ CBI CBI 487 3.4 3 4.5 -2.03 P02-____ CBI CBI 200 1.93 3.1 1.6 -2.10 P89-____ CBI CBI 278 4.3 3.8 3.17 0.22 -3.10 Unknown P00-____ CBI CBI 228 4.9 4.4 0.013 -4.24 P94-____ CBI CBI 253 4.9 4.4 0.009 -4.45 P85-____ CBI CBI 341 3.7 4.4 4.4 0.035 -3.99 HPLC P03-____ CBI CBI 300 3.8 4.5 0.017 -4.25 P91-____ CBI CBI 411 6.8 4.7 0.07 -3.77 P02-____ CBI CBI 639 3.5 -1.6 4 -2.20 P96-____ CBI CBI 940 2.4 5.2 0.18 -3.72 P05-____ CBI CBI 316 5.7 5.7 4.9 0.005 -4.80 PMN est. P91-____ CBI CBI 323 5.6 5.7 0.002 -5.21 P95-____

SAR Data Not Included in Regression Equation: CBI CBI 377 8.4 7.1 

### * 0.054 

### * -3.84 P00-____ CBI CBI 439 5.7 7.5 

### * 0.01 

### * -4.64 P97-____ CBI CBI 469 7.9 7.5 

### * 0.002 

### * -5.37 P90-____ CBI CBI 614 11 7.5 

### * 0.1 

### * -3.79 P90-____ CBI CBI 423 8.7 9.1 

### * 0.009 

### * -4.67 P00-____ CBI CBI 676 11 13 

### * 0.44 

### * -3.19 P91-____ CBI CBI 1066 16 14 

### * 0.47 

### * -3.36 P98-____

Data Not Included in SAR: CBI CBI 189 0.52 0.86 4.4 -1.63 P05-____

* indicates no effects at saturation



# REFERENCES: Calamari D, DaGasso R, Galassi S, Provini A, and Vighi M. 1980. Biodegra dat ion and toxicity of selected amines on aquatic org anisms. Chemosphere 9:753-762.

Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard as sessme nt of aliphatic amines. Washington, DC: Environmental Effects Branch, Health and Environmental Review Division (TS796), Office of Toxic Substances, United Stat es Environmental Protection Agency. Unpublished manuscript. [A summary of studies also listed in the ‘Reference’ section.]

U.S. Environmental Protection Agency (USEPA). 1989. Report on alga toxic ity t e sts on selected OTS chemicals. Unpublished preliminary draft. Corvallis Environmental Research La boratory. Corvallis, OR: United States En vironmental Protection Agency.
U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from Prem an ufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from data sub m itted under the “Toxic Substanc e Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR Aliphatic Amines 11/2007

FISH (SW) 96-h LC50 (Mortality)

ESTIMATED TOXICITY: No adequate data were available for the aliphatic amines SAR fish (SW) acute endpoint. Predi ction s for this endpoint are based on the ali phatic amines SAR for the freshwater fish 96-h LC50 endpoint. The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = -0.5978 (log Kow) + 0.4684

The EC50 is in millimoles per liter (mM/L). To c onvert the LC50 from mM/L to mg/L, multiply by the molecula r weight of the compound.

Maximum K ow 

# : 6.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Fish (SW) 96-h LC50

F96 Aliphatic Amines SAR Equation y = -0.5978x + 0.4684 

# -6 -4 -2 0 2 4 6

-5.0 -4.0 -3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0



# Log Kow (EPI)Log Fish (SW) 96-h LC5(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amines

.
LIMITATIONS: If the log Kow value is gre ater than 6.0, or if the comp ound i s solid and the LC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish (SW) 96-h LC50

(mg/L) Log Fish (SW) 96-h

LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish (SW) 96-h LC50) CBI CBI 455 3.4 2 17 -1.43 P93-___

_ SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from Prem an ufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Aliphatic Amines 11/2007

MYSID SHRIMP (SW) 96-h LC50 (Mortality)

ESTIMATED TOXICITY:

No adequate data were available for the aliphatic amines SAR mysid (SW) EC50 endpoint. Predi ction s for this endpoint are based on the a liphatic amines SAR for the freshwater daphnid 48-h endpoint. The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.5224 (log Kow) - 0.7287

The EC50 is in millimoles per lit er (m M/L). To convert the EC50 fr om mM/L to mg/L, multiply by the molecula r weight of the compound.

Maximum K ow 

# : 6.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Mysid 48-h EC50

D48 Aliphatic Amines SAR Equation y = -0.5224x - 0.7287 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Mysid 48-h EC50 (mmol/



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amines

.
LIMITATIONS: If the log Kow value is gre ater than 6, or if the compou nd is solid an d the LC5 0 exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Mysid 48-h LC50 (mg/L) Log Mysid 48

- h LC50 (mmol/L) Reference (Meas. Kow) Reference (Mysid 48-h LC50) CBI CBI 455 3.4 2 2.6 -2.24 P93-___

_ SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from Prem an ufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Aliphatic Amines 11/2007

GREEN ALGAE (SW) 96-h EC50

ESTIMATED TOXICITY: No adequate data were available for the aliphatic amines SAR green algae (SW) EC50 endpoint. Predi ction s for this endpoint are based on the aliphatic amines SAR for the freshwater green algae 96-h endpoint. The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.3725 (log Kow) - 1.3828

The EC50 is in millimoles per lit er (m M/L). To convert the EC50 fr om mM/L to mg/L, multiply by the molecula r weight of the compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Algal (SW) 96-h EC50

GA96 Aliphatic Amines SAR Equation y = -0.3725x - 1.3828 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal (SW) 96-h EC5(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amines

.
LIMITATIONS: If the log Kow value is gre ater than 7.0, or if the comp ound i s solid and the EC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Algal (SW) 96-h EC50

(mg/L) Log Algal (SW) 96-h

EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal (SW) 96-h EC50) CBI CBI 455 3.4 2 0.5 -2.96 P93-___

_ 141-43-5 Monoethanolamine 61 -1.3 -1.6 -1.31 80 0.12 Hansch C. et al., 1995 Roseth S. et al., 1996

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Roseth S, Edvardsson T, Stenersen J. 1996. Compar ison of acute toxicity of process chemicals used in the oil refinery. Toxicol. Chem. 15:1211.

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from Prem an ufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N. W. (Unpublished test data.)

# SAR Aliphatic Amines 11/2007

FISH (SW) ChV

ESTIMATED TOXICITY: No adequate data were available for the aliphatic ami nes SAR fish (SW) ch roni c value (ChV) endpoint. Predictions for this endpoint are based on the aliphatic amines SAR for the freshwater fish ChV endpoint. The SAR equation used to estimate toxicity is:
Log 96-h ChV (mmol/L) = -0.5648 (log Kow) – 1.3894

The Chv is in millimoles per liter (mM/L). To convert the ChV from mM/L to mg/L, multiply by the molecula r wei ght of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Fish(SW) ChV

FChV Aliphatic Amines SAR Equation y = -0.5648x - 1.3894 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish (SW) ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amines

.
LIMITATIONS: If the log Kow value is gre ater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:

REFERENCES:

# SAR Aliphatic Amines 11/2007

MYSID SHRIMP (SW) ChV

ESTIMATED TOXICITY: No adequate data were available for the aliphatic amines SAR mysid (SW) chronic value (ChV) endp oint. Predictio ns for t his endpoint are based on the aliphatic amines SAR for the freshwater daphnid ChV endpoint. The SAR equation us ed to estimate toxicity is:
Log 96-h ChV (mmol/L) = -0.0977 (log Kow) – 3.7304

The ChV is in millimoles per liter (mM/L). To convert the ChV from mM/L to mg/L, multiply by the molecula r weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Mysid ChV

DChV Aliphatic Amines SAR Equation y = -0.0977x - 3.7304 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Mysid (SW) ChV (mmol/



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amines

.
LIMITATIONS: If the log Kow value is gre ater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:

REFERENCES:

# SAR Aliphatic Amines 11/2007

GREEN ALGAE (SW) ChV

No adequate data were available for the aliphatic amines SAR green algae (SW) chronic value (ChV ) end poi nt. Predictions for this endpoint are based on the aliphatic amines SAR for the freshwater green algae ChV endpoint. The SAR equation used to estimate toxicity is:

Log 96-h ChV (mmol/L) = -0.4731 (log Kow) – 1.597

The ChV is in millimoles per liter (mM/L). To convert the ChV from mM/L to mg/L, multiply by the molecula r weight of the compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Algal (SW) ChV

GAChV Aliphatic Amines SAR Equation y = -0.4731x - 1.597 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal (SW) ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amines

.
LIMITATIONS: If the log Kow value is greater than 7, or if t he compound is solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. CLogP Kow SRC log Kow Meas. log Kow Algal (SW) ChV (mg/L) Log Algal (SW) ChV (mmol/L) Reference (Meas. Kow) Reference (Algal (SW) ChV) CBI CBI 455 3.4 2 0.37 -3.09 P93-___

_ SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from Prem an ufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave ., N.W. (Unpublished test data