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A2898

Sigma-Aldrich

4-Aminobiphenyl

≥98%

Synonym(s):

4-Aminodiphenyl, 4-Biphenylamine, 4-Biphenylylamine, 4-Phenylaniline, Biphenyl-4-ylamine, NSC 7660, Xenylamine

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About This Item

Linear Formula:
C6H5C6H4NH2
CAS Number:
92-67-1
Molecular Weight:
169.22
Beilstein/REAXYS Number:
386533
EC Number:
202-177-1
MDL number:
MFCD00007879
UNSPSC Code:
12352100
PubChem Substance ID:
57653839
NACRES:
NA.22

assay

≥98%

form

solid

autoignition temp.

842 °F

bp

191 °C/15 mmHg (lit.)

mp

52-54 °C (lit.)

SMILES string

Nc1ccc(cc1)-c2ccccc2

InChI

1S/C12H11N/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H,13H2

InChI key

DMVOXQPQNTYEKQ-UHFFFAOYSA-N

Gene Information

human ... UGT1A4(54657)

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Application

  • Induces DNA damage (carcinogen) in human bladder carcinoma cells and bladder tissue in mouse
  • Synthetic amine ligand for enrichment, depletion and one-step purification of leech proteins

Biochem/physiol Actions

Hepatic tumor initiator in experimental animal model.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

hcodes

H302,H350

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1A

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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K L Dooley et al.
Cancer letters, 62(3), 205-209 (1992-03-15)
The tumorigenic activities of four representative heterocyclic amine food pyrolysates, 2-amino-6-methyldipyrido[1,2-a:3',2'-d]imidazole (Glu-P-1), 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), 2-amino-3,8-dimethylimidazo[4,5f]quinoxaline (MeIQx), and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), were assessed in the neonatal male B6C3F1 mouse and were compared with that of the potent human carcinogen, 4-amino-biphenyl (4-ABP). These
Dexian Dong et al.
Journal of molecular recognition : JMR, 21(3), 163-168 (2008-04-29)
Although the concept of affinity purification using synthetic ligands had been utilized for many years, there are few articles related to this research area, and they focus only on the affinity purification of specific protein by a defined library of
Moinuddin et al.
Environmental toxicology, 29(5), 568-576 (2012-05-23)
4-Aminobiphenyl (4-ABP), an aromatic amine is a major environmental carcinogen found mainly in cigarette smoke. It has been vastly implicated in mutagenesis and cancer development. In this study, commercially available human placental DNA was exposed to 4-ABP (1.3 mM) in
Gwendoline Nauwelaers et al.
Chemical research in toxicology, 24(6), 913-925 (2011-04-05)
DNA adduct formation of the aromatic amine, 4-aminobiphenyl (4-ABP), a known human carcinogen present in tobacco smoke, and the heterocyclic aromatic amines (HAAs), 2-amino-9H-pyrido[2,3-b]indole (AαC), 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), and 2-amino-3,8-dimethylmidazo[4,5-f]quinoxaline (MeIQx), potential human carcinogens, which are also present in
Kristen L Randall et al.
Journal of chromatography. A, 1217(25), 4135-4143 (2009-11-26)
Exposure to 4-aminobiphenyl (4-ABP), an environmental and tobacco smoke carcinogen that targets the bladder urothelium, leads to DNA adduct formation and cancer development [1]. Two major analytical challenges in DNA adduct analysis of human samples have been limited sample availability
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