Compound: 1-PHENYLPIPERAZINE
SMILES: N1(c2ccccc2)CCNCC1
InChIKey: YZTJYBJCZXZGCT-UHFFFAOYSA-N
Synonyms: 1-PHENYLPIPERAZINE, 92-54-6, Phenylpiperazine, J9225CBI7D, DTXSID8057855, DTXCID9031644, RefChem:173105, 202-165-6, N-Phenylpiperazine, Piperazine, 1-phenyl-, 1-Phenyl-piperazine, N-Phenyldiethylenediamine, 4-phenylpiperazine, MFCD00005957, n-phenyl piperazine, CHEMBL9434, 1-Fenylpiperazin, 1-Fenylpiperazin [Czech], N-phenylpiperazin, CCRIS 4334, Piperazine, 1-phenyl-, dihydrochloride, EINECS 202-165-6, BRN 0132157, UNII-J9225CBI7D, Levodropropizine EP Impurity B, AI3-26332, phenyl piperazine, phenyl-piperazine, 4-phenylpiperazin, N-phenylpiperizine, N-phenylpyperazine, 1-Phenypiperazine, 1-Phenylpiperazine; N-Phenylpiperazine; NPP; Phenylpiperazine; Levodropropizine Imp. B (EP), 4-phenylpiperizine, N-phenyl piperazin, N-phenyl-piperazine, 1-phenyl piperazine, 4-phenyl piperazine, 4-phenyl-piperazine, 1-N-phenylpiperazine, N'-phenyl-piperazine, 1-Phenylpiperazine, 99%, Levodropropizine impurity B, EC 202-165-6, SCHEMBL24889, SCHEMBL42709, SCHEMBL55125, PHENYLPIPERAZINE, 1-, 5-23-01-00160 (Beilstein Handbook Reference), BIDD:GT0830, SCHEMBL182813, SCHEMBL188699, SCHEMBL739058, orb3029251, SCHEMBL2182852, SCHEMBL7358977, Levodropropizine impurity B CRS, PDK0400, Tox21_113878, BBL027548, BDBM50001898, SBB003943, STL282711, AKOS000119106, AB00546, AC-2107, CS-W019986, FP10343, LF-0549, CAS-92-54-6, NCGC00253765-01, DB-027446, NS00004455, P0980, ST45255412, LEVODROPROPIZINE IMPURITY B [EP IMPURITY], F021544, SR-01000944921, Q4862383, SR-01000944921-1, F2190-0343, Levodropropizine impurity B, European Pharmacopoeia (EP) Reference Standard, InChI=1/C10H14N2/c1-2-4-10(5-3-1)12-8-6-11-7-9-12/h1-5,11H,6-9H, N-Phenylpiperazine, NPP,1-Phenylpiperazine, Levodropropizine Imp. B (EP), Phenylpiperazine, VU9
Theoretical properties:
molecular_formula: C10H14N2
molecular_weight: 162.23 g/mol
exact_mass: 162.115698455 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 12
topological_polar_surface_area: 15.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: PHENYLPIPERAZINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 1-Phenylpiperazine (1-PP or PP) is a simple chemical compound and drug featuring a phenyl group bound to a piperazine ring. The suffix ‘-piprazole’ is sometimes used in the names of drugs to indicate they belong to this class.
It is a rigid analogue of amphetamine. Similarly to amphetamine, 1-PP is a monoamine releasing agent, with EC50Tooltip half-maximal effective concentration values for monoamine release of 186 nM for norepinephrine, 880 nM for serotonin, and 2,530 nM for dopamine. Based on the preceding values, it is about 4.7-fold less potent in releasing serotonin than norepinephrine and about 13.6-fold less potent in releasing dopamine than norepinephrine. Hence, 1-PP is a modestly selective norepinephrine releasing agent (NRA), or could alternatively be thought of as an imbalanced serotonin–norepinephrine releasing agent (SNRA) or serotonin–norepinephrine–dopamine releasing agent (SNDRA).
Other homologues and rigid analogues of amphetamine besides 1-PP include 2-aminotetralin (2-AT), 2-amino-1,2-dihydronaphthalene (2-ADN), 2-aminoindane (2-AI), 1-naphthylaminopropane (1-NAP), 2-naphthylaminopropane (2-NAP), 6-ABTooltip 6-amino-6,7,8,9-tetrahydro-5H-benzocycloheptene, and 7-ABTooltip 7-amino-6,7,8,9-tetrahydro-5H-benzocycloheptene.
1-Phenylpiperazine shows toxicity at sufficiently high doses; its oral LD50 in rats is 210 mg/kg.
Numerous derivatives of 1-PP, or substituted phenylpiperazines, exist. Some examples include meta-chlorophenylpiperazine (mCPP), 3-trifluoromethylphenylpiperazine (TFMPP), and para-methoxyphenylpiperazine (pMeOPP).