4-Aminobiphenyl (92-67-1)

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Suppliers

• Sigma-Aldrich - 4-Aminobiphenyl
  26.50 - 218.50 USD
• Fisher Scientific - Search for 4-Aminobiphenyl
• TCI - Search for 4-Aminobiphenyl

Most-cited Publications

• Hemoglobin Adducts of 4-Aminobiphenyl in Smokers and Nonsmokers (Cancer Research, 1987)
• Smoking related carcinogen-DNA adducts in biopsy samples of human urinary bladder: identification of N-(deoxyguanosin-8-yl)-4-aminobiphenyl as a major adduct. (Proceedings of the National Academy of Sciences of the United States of America, 1991)
• Metabolic oxidation of the carcinogens 4-aminobiphenyl and 4,4'-methylene-bis(2-chloroaniline) by human hepatic microsomes and by purified rat hepatic cytochrome P-450 monooxygenases. (Cancer Research, 1989)
• 32P-Postlabeling Assay in Mice of Transplacental DNA Damage Induced by the Environmental Carcinogens Safrole, 4-Aminobiphenyl, and Benzo(a)pyrene (Cancer Research, 1986)
• In Vivo Dosimetry of 4-Aminobiphenyl in Rats via a Cysteine Adduct in Hemoglobin (Cancer Research, 1984)
• 4-Aminobiphenyl is a major etiological agent of human bladder cancer: evidence from its DNA binding spectrum in human p53 gene (Carcinogenesis, 2002)

Areas of Application

Safety

• Request a Demo
  Predict GHS Hazards for Any Chemical in silico.
  Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more.
• H302: Harmful if swallowed
  Warning Acute toxicity, oral - Category 4
• H350: May cause cancer
  Danger Carcinogenicity - Category 1A, 1B

Trends

Alternate Names

• 4-biphenylamine
• 4-biphenylnitrenium ion
• 4-biphenylamine hydrochloride
• SMILES
  C1=CC=C(C=C1)C2=CC=C(C=C2)N
• InChIKey
  DMVOXQPQNTYEKQ-UHFFFAOYSA-N

External Links

• Pubchem - 4-Aminobiphenyl
• Wikipedia - 4-biphenylamine
  4-Aminobiphenyl is an amine derivative of biphenyl. It is currently used to manufacture azo dyes. However, since it is a known human carcinogen, it has been largely replaced by less toxic compounds in other applications.

Synthesis

4-aminobenzoic acid  +  CHLOROBENZENE (Decarboxylative coupling)

Bromobenzene  +  4-CHLOROANILINE (Stille)

Synthesis of 4-Aminobiphenyl ›

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4-Aminobiphenyl

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