4-Aminobiphenyl
描述
4-Aminobiphenyl is an amine derivative of biphenyl. It is used to manufacture azo dyes. It is a known human carcinogen and so it has been largely replaced by less toxic compounds. It is similar to benzidine.
类别
"Cigarette Toxin", "Industrial/Workplace Toxin", "Pollutant", "Airborne Pollutant", "Food Toxin", "Synthetic Toxin"
同义词
"(1,1'-Biphenyl)-4-amine", "(4-phenyl-phenyl)-amine", "4-Amino-1,1'-biphenyl", "4-Aminodiphenyl", "4-Biphenylamine", "4-Biphenylamine hydrochloride", "4-Biphenylylamine", "4-Phenylaniline", "Aminobiphenyl", "Biphenyl-4-amine", "Biphenyl-4-ylamine", "Biphenylamine", "p-Aminobiphenyl", "p-Aminodiphenyl", "p-Biphenylamine", "p-Phenylaniline", "p-Xenylamine", "Paraaminodiphenyl", "Xenylamine", "[1,1'-Biphenyl]-4-amine", "[1,1'-biphenyl]-4-ylamine", "{[1,1'-Biphenyl]-4-amine}"
IUPAC 名称
[1,1'-biphenyl]-4-amine
简化分子线性输入规范
NC1=CC=C(C=C1)C1=CC=CC=C1
InChI 标识符
InChI=1S/C12H11N/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H,13H2
键
InChIKey=DMVOXQPQNTYEKQ-UHFFFAOYSA-N
类型
Benzene and substituted derivatives
子类
Biphenyls and derivatives
直接大类
Biphenyls and derivatives
另外分类
"Aniline and substituted anilines", "Hydrocarbon derivatives", "Organopnictogen compounds", "Primary amines"
取代基
"Amine", "Aniline or substituted anilines", "Aromatic homomonocyclic compound", "Biphenyl", "Hydrocarbon derivative", "Organic nitrogen compound", "Organonitrogen compound", "Organopnictogen compound", "Primary amine"
分子框架
Aromatic homomonocyclic compounds
地位
Detected and Not Quantified
暴露途径
Oral (T36) ; inhalation (T36) ; dermal (T36)
毒性机制
4-Aminobiphenyl requires metabolic activation in order to exert its toxicity. This is catalyzed by N-hydroxylation via cytochrome P450 1A2, then followed by O-sulfation and O-acetylation by sulfotransferase 1A1 and arylamine N-acetyltransferase 2. The metabolites of 4-aminobiphenyl may form adducts with DNA, inducing mutations. 4-Aminobiphenyl and its metabolites may also cross the placenta and have fetal effects. (A2454, A2455, A2456, A2457)
代谢
4-Aminobiphenyl exposure can be assayed by measuring the extent of adduct formation with hemoglobin. 4-Aminobiphenyl metabolism is catalyzed by N-hydroxylation via cytochrome P450 1A2. It is then followed by O-sulfation and O-acetylation by sulfotransferase 1A1 and arylamine N-acetyltransferase 2. The urinary metabolites of 4-aminobiphenyl include 4-acetylaminobiphenyl, 4'-hydroxy-4-aminobiphenyl, 2'-hydroxy-4-acetylaminobiphenyl, 4'-hydroxy-4-acetylaminobiphenyl, 3'-hydroxy, 4'-methoxy-4-acetylaminobiphenyl, 4'-hydroxy, 3'-methoxy-4-acetylaminobiphenyl, and 3',4'-dihydroxy-4-acetylaminobiphenyl. (T36, A2457)
毒性值
LD50: 205 mg/kg (Oral, Mouse) (T14)
致癌性
1, carcinogenic to humans. (L135)
用途/来源
4-Aminobiphenyl is used to manufacture azo dyes and is also found in tobacco smoke. (L1654, A2455)
健康影响
4-Aminobiphenyl is a known human carcinogen. It may also cause methemoglobinemia. (L135, T36)
症状
Symptoms of 4-aminobiphenyl may include dyspnea, headache, dizziness, lethargy, and ataxia. (T36)
维基百科链接
http://en.wikipedia.org/wiki/4-Aminobiphenyl
创建于
2009-03-06 18:58:20 UTC
更新于
2014-12-24 20:21:23 UTC