Compound: 4-Aminobiphenyl
SMILES: Nc1ccc(-c2ccccc2)cc1
InChIKey: DMVOXQPQNTYEKQ-UHFFFAOYSA-N
Synonyms: 4-Aminobiphenyl, 92-67-1, 4-Phenylaniline, 4-Aminodiphenyl, 4-BIPHENYLAMINE, [1,1'-Biphenyl]-4-amine, biphenyl-4-amine, Xenylamine, p-Phenylaniline, p-Biphenylamine, 4-Biphenylylamine, p-Aminobiphenyl, p-Aminodiphenyl, p-Xenylamine, Biphenylamine, Paraaminodiphenyl, Xenylamin, 4-Amino-1,1'-biphenyl, 4-Aminodifenil, Aniline, p-phenyl-, 4-Aminobifenyl, 4-Bifenylamin, NSC 7660, (1,1'-Biphenyl)-4-amine, 1,1'-biphenyl-4-amine, DTXSID5020071, AI3-00124, NSC-7660, DTXCID9071, CHEBI:1784, 16054949HJ, NSC7660, RefChem:518559, 202-177-1, Biphenyl-4-ylamine, Xenylamin [Czech], 4-Bifenylamin [Czech], 4-Aminobifenyl [Czech], 4-Aminodifenil [Spanish], MFCD00007879, (4-phenyl-phenyl)-amine, Xenylamin (czech), 4-phenylphenylamine, biphenyl, 4-amino-, 4-Aminodifenil (spanish), EN300-17141, 116267-93-7, CCRIS 26, HSDB 1325, EINECS 202-177-1, BRN 0386533, (1,1'-Biphenyl-4-yl)amine, p-Amino diphenyl, para-aminobiphenyl, 4-amino-biphenyl, 4-phenyl aniline, UNII-16054949HJ, WLN: ZR DR, SCHEMBL62469, P-BIPHENYLAMINE [MI], 4-12-00-03241 (Beilstein Handbook Reference), MLS002303005, CHEMBL44201, SCHEMBL183523, SCHEMBL273759, SCHEMBL1176741, SCHEMBL3149147, SCHEMBL6607460, SCHEMBL9316232, 4-AMINOBIPHENYL [IARC], 4-BIPHENYLAMINE [HSDB], {[1,1'-Biphenyl]-4-amine}, MSK1201, BDBM626040, HMS1722B15, HMS3091M12, AAA09267, ALBB-025794, CS-B0270, QIA52772, 4-Aminobiphenyl, analytical standard, Tox21_200376, SBB038604, STK315364, AKOS000114495, GS-3083, CAS-92-67-1, NCGC00091372-01, NCGC00091372-02, NCGC00091372-03, NCGC00257930-01, BP-11958, SMR000062444, DB-002657, 4-Aminobiphenyl 10 microg/mL in Cyclohexane, NS00015359, ST45028940, [1,1'-biphenyl]-4-amine (ACD/Name 4.0), [1,1'-biphenyl]-4-ylamine (ACD/Name 4.0), AC-907/25014308, Q229922, F0096-0021, InChI=1/C12H11N/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H,13H
Theoretical properties:
molecular_formula: C12H11N
molecular_weight: 169.22 g/mol
exact_mass: 169.089149355 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 1
heavy_atom_count: 13
topological_polar_surface_area: 26 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless crystals
color: Colorless crystals
odor: Floral odor
boiling_point: 576 °F at 760 mmHg (NTP, 1992)
melting_point: 127 °F (NTP, 1992)
density: 1.16 at 68 °F (NTP, 1992) - Denser than water; will sink
solubility: less than 0.1 mg/mL at 66 °F (NTP, 1992)
flash_point: greater than 235 °F (NTP, 1992)
vapor_pressure: 1 mmHg at 227 °F (NIOSH, 2024)
Descriptions:
pubchem: 4-Aminobiphenyl (4-aminodiphenyl) can cause cancer according to California Labor Code.
chebi: An aminobiphenyl that is biphenyl substituted by an amino group at position 4.
chembl: BIPHENYL-4-AMINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 4-Aminobiphenyl (4-ABP) is an organic compound with the formula C6H5C6H4NH2. It is an amine derivative of biphenyl. It is a colorless solid, although aged samples can appear colored. 4-Aminobiphenyl was commonly used in the past as a rubber antioxidant and an intermediate for dyes. Exposure to this aryl-amine can happen through contact with chemical dyes and from inhalation of cigarette smoke. Researches showed that 4-aminobiphenyl is responsible for bladder cancer in humans and dogs by damaging DNA. Due to its carcinogenic effects, commercial production of 4-aminobiphenyl ceased in the United States in the 1950s.