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Merck
CN

A2898

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57653839
EC Number:
202-177-1
Beilstein/REAXYS Number:
386533
MDL number:
MFCD00007879

Key Documents

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Product Name

4-Aminobiphenyl, ≥98%

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

SMILES string

Nc1ccc(cc1)-c2ccccc2

assay

≥98%

form

solid

autoignition temp.

842 °F

bp

191 °C/15 mmHg (lit.)

mp

52-54 °C (lit.)

Quality Level

200

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

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
0000484794
0000484794
0000456793
0000456792
0000456793

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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
Samuel M Cohen et al.
Critical reviews in toxicology, 36(10), 803-819 (2006-11-23)
The IPCS Human Relevance Framework was evaluated for a DNA-reactive (genotoxic) carcinogen, 4-aminobiphenyl, based on a wealth of data in animals and humans. The mode of action involves metabolic activation by N-hydroxylation, followed by N-esterification leading to the formation of
Jae-In Yoon et al.
Cancer prevention research (Philadelphia, Pa.), 5(2), 299-308 (2011-11-17)
Aromatic amines are a widespread class of environmental contaminants present in various occupational settings and tobacco smoke. Exposure to aromatic amines is a major risk factor for bladder cancer development. The etiologic involvement of aromatic amines in the genesis of
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Articles

Carcinogenesis and Epigenetics

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

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