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A42409

Sigma-Aldrich

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
Beilstein:
471874
EC Number:
201-990-9
MDL number:
MFCD00007701
UNSPSC Code:
12171500
PubChem Substance ID:
24890839
NACRES:
NA.47

product name

2-Aminobiphenyl, ≥96.5% (GC)

vapor density

5.8 (vs air)

Quality Level

100

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

SMILES string

Nc1ccccc1-c2ccccc2

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

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

Signal Word

Warning

Hazard Statements

H302,H351,H412

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

307.4 °F - closed cup

Flash Point(C)

153 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB0385
SDBB1036
STBL3323
STBK8194
STBK9634

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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
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
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)
M M Marques et al.
Chemical research in toxicology, 3(6), 559-565 (1990-11-01)
The complementary pentadecamers d(5'-TACTCTTCTTGACCT) (strand A) and d(5'-AGGTCAAGAAGAGTA) (strand B), which span a portion of the mouse c-Ha-ras protooncogene centered around codon 61, were synthesized by using standard beta-cyanoethyl phosphoramidite chemistry and characterized by sequence analysis. Strand A, containing a
Gerald Pratsch et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(37), 11555-11559 (2012-08-14)
Simply aqueous sodium hydroxide is sufficient to exclude ionic side reactions and to prepare 2-aminobiphenyls from aryl diazotates and anilines through a new variant of the Gomberg-Bachmann reaction (see scheme). The metal-free reaction under basic conditions allows to exploit the
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