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Merck

A42409

2-Aminobiphenyl

≥96.5% purity, powder or crystals

Synonym(s):

2-Biphenylylamine, 2-Phenylaniline

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About This Item

Linear Formula:
C6H5C6H4NH2
CAS Number:
90-41-5
Molecular Weight:
169.22
NACRES:
NA.47
PubChem Substance ID:
24890839
UNSPSC Code:
12171500
EC Number:
201-990-9
MDL number:
MFCD00007701
Beilstein/REAXYS Number:
471874

Key Documents

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Product Name

2-Aminobiphenyl, ≥96.5% (GC)

InChI

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

InChI key

TWBPWBPGNQWFSJ-UHFFFAOYSA-N

SMILES string

Nc1ccccc1-c2ccccc2

vapor density

5.8 (vs air)

assay

≥96.5% (GC)

form

powder or crystals

autoignition temp.

842 °F

technique(s)

titration: suitable

impurities

<0.1% 4-aminobiphenyl

color

brown
 off-white to yellow

bp

299 °C (lit.)

mp

47-50 °C (lit.)

solubility

water: insoluble

density

1.16 g/cm3 at 21 °C

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

Quality Level

100

Gene Information

human ... UGT1A4(54657)

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General description

2-Aminobiphenyl is a substrate for UGTs (UDP-glucuronosyltransferases), including UGT1A4, UGT2B13 and UGT2B16.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

307.4 °F - closed cup

flash_point_c

153 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB3828
SDBB3830
SDBB0385
SDBB1036
STBL3323

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S Kimura et al.
Carcinogenesis, 20(9), 1825-1830 (1999-09-02)
4-Aminobiphenyl (4-ABP), a potent carcinogen in rodents (liver cancer) and human (bladder cancer), is found as an environmental contaminant and in tobacco smoke. Hemoglobin adducts and lung DNA adducts of 4-ABP are found in tobacco smokers. In vitro metabolism studies
Y Yamazoe et al.
Xenobiotica; the fate of foreign compounds in biological systems, 14(7), 549-552 (1984-07-01)
The involvement of four forms of cytochrome P-450 in the activation of the promutagens, 3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2), 2-amino-6-methyl-dipyrido[1,2-a:3',2'-d]imidazole (Glu-P-1), 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), 2-aminofluorene and 4-aminobiphenyl has been investigated using a Salmonella test system. A high-spin form, P-448 II-a, catalysed the activation of
Identification of the rabbit liver UDP-glucuronosyltransferase catalyzing the glucuronidation of 4-ethoxyphenylurea (dulcin).
Uesawa Y, et al.
Drug Metabolism and Disposition, 32, 1476-1481 (2004)
R Harzmann et al.
Urologia internationalis, 35(5), 340-350 (1980-01-01)
It takes 24 months to induce preinvasive carcinomas in the urinary bladder of dogs as reported in the literature. The transplantation of chemically induced carcinomas has never been successful. Therefore, it was looked for methods which enable a shortening of
Agricultural and Biological Chemistry, 38, 1209-1209 (1974)
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