Compound: Diphacinone
SMILES: O=C1c2c(cccc2)C(C1C(=O)C(c3ccccc3)c4ccccc4)=O
InChIKey: JYGLAHSAISAEAL-UHFFFAOYSA-N
Synonyms: Diphacinone, DIPHENADIONE, 82-66-6, Didandin, Diphenacin, Diphenandione, Promar, Diphacin, Diphenadion, Oragulant, Ratindan, Dipaxin, Solvan, Ramik, Didion, Diphac, 2-(Diphenylacetyl)-1H-indene-1,3(2H)-dione, Ratindan 1, Difenadione, 2-(Diphenylacetyl)-1,3-indandione, Difenadiona, Diphacins, Parakakes, Kill-Ko Rat Killer, Rodent Cake, Gold Crest, Contrax-D, Promar PCQ, Diphenadionum, URI 788, U-1363, 1,3-Indandione, 2-diphenylacetyl-, 2-Diphenylacetyl-1,3-diketohydrindene, 1,3-Indandione, 2-(diphenylacetyl)-, DTXSID4032378, U 1363, 1H-Indene-1,3(2H)-dione, 2-(diphenylacetyl)-, NSC-9138, 2-(Diphenylacetyl)indan-1,3-dione, 54CA01C6JX, Diphenylacetylindandione, NCI-9138, difenadion, diphacine, 2-(2,2-diphenylacetyl)-2,3-dihydro-1H-indene-1,3-dione, DTXCID2012378, RefChem:134623, U1363, 201-434-5, NSC 9138, 2-Diphenylacetyl-1,3-indandione, 2-Diphenyl-acetyl-indan-1,3-dion, 2-(2,2-Diphenylacetyl)indane-1,3-dione, 2-(2,2-diphenylacetyl)indene-1,3-dione, 1H-Indene-1,3-(2H)-dione, 2-(diphenylacetyl)-, Diphenadione (INN), NCGC00160553-01, DIPHENADIONE [INN], 2-(Diphenylacetyl)-1H-indene-1,3-(2H)-dione, Diphacin [Turkey], Difenadione [DCIT], Caswell No. 394, Difenadiona [INN-Spanish], Diphenadionum [INN-Latin], CAS-82-66-6, Diphacinone [ISO], Diphacinone [ANSI:BSI:ISO], HSDB 2788, C23H16O3, EINECS 201-434-5, EPA Pesticide Chemical Code 067701, BRN 2060511, UNII-54CA01C6JX, Diphenadione [USP:INN:BAN], P.C.Q., 2-Diphenyl-acetyl-indan-1,3-dion [German], DIPHACINONE [MI], 1, 2-(diphenylacetyl)-, DIPHENADIONE [HSDB], Oprea1_049194, SCHEMBL43891, CBDivE_000266, DIPHENADIONE [MART.], 4-07-00-02838 (Beilstein Handbook Reference), MLS004774071, DIPHENADIONE [WHO-DD], CHEMBL1413199, SCHEMBL29405205, 2-diphenylacetylindan-1,3-dione, CHEBI:81896, NSC9138, Tox21_111893, 1H-Indene-1, 2-(diphenylacetyl)-, BBL004126, MFCD00046317, STK396707, WLN: L56 BV DV CHJ CVYR&R, AKOS003597405, Tox21_111893_1, DB13347, 2-(Diphenylacetyl)-1,3-diketohydrindene, NCGC00160553-02, NCGC00160553-03, SMR002049143, VS-01515, Diphacinone 100 microg/mL in Acetonitrile, DB-056645, NS00007899, ST50449693, C18698, D07136, Q419386, SR-01000883949, SR-01000883949-1, 2-(2,2-diphenylacetyl)-2-hydrocyclopenta[1,2-a]benzene-1,3-dione
Theoretical properties:
molecular_formula: C23H16O3
molecular_weight: 340.4 g/mol
exact_mass: 340.109944368 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 4
heavy_atom_count: 26
topological_polar_surface_area: 51.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Yellow crystals
color: Yellow crystals
odor: Odorless
melting_point: 295 to 297 °F (EPA, 1998)
density: Bulk density: 1.87 g/mL
solubility: In water, 0.3 mg/L, temp not specified
vapor_pressure: VP: 1.2X10-8 mm Hg
Descriptions:
pubchem: Diphenadione is a beta-triketone and a diarylmethane.
chembl: DIPHENADIONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Diphenadione is a vitamin K antagonist that has anticoagulant effects and is used as a rodenticide against rats, mice, voles, ground squirrels and other rodents. The chemical compound is an anti-coagulant with active half-life longer than warfarin and other synthetic 1,3-indandione anticoagulants.
It is toxic to mammals, in all forms; exposure and oral ingestion of the toxin may cause irregular heartbeat and major maladies associated with its impact on blood clotting, depending on dose. As a "second-generation" anticoagulant, diphenadione is more toxic than the first generation compounds (e.g., warfarin). For purposes of treating toxicity on exposure, diphenadione is grouped with other vitamin K antagonists (coumarins and indandiones); despite being directed at rodents and being judged as less hazardous to humans and domestic animals than other rodenticides in use (by the U.S. Environmental Protection Agency), indandione anticoagulants, nevertheless, "may cause human toxicity at a much lower dose than conventional 'first-generation anticoagulants'… and can bioaccumulate in the liver."
Rat poisons with diphacinone are often dyed bright blue to signal toxicity.