4,4'-Methylenebis(2-chloroaniline)
SmallMolecule
T3DB_ID
T3D0152
描述
4,4'-Methylenebis(2-chloroaniline) (MBOCA) is a synthetic chemical used primarily to make polyurethane products. It may be found in gears, gaskets, sport boots, roller skate wheels, shoe soles, rolls and belt drives in cameras, computers and copy machines, wheels and pulleys for escalators and elevators, components in home appliances, and various military applications. It is also used as a coating in chemical reactions to set glues, plastics, and adhesives. (L891)
类别
"Pesticide", "Pollutant", "Airborne Pollutant", "Synthetic Toxin"
同义词
"2,2'-dichloro-4,4'-methylendianiline", "2,2'Dichloro-4,4'-methylene dianiline", "3,3'-Dichloro-4, 4'-diaminodiphenylmethane", "3,3'-Dichloro-4,4'-diaminodiphenyl methane", "3,3'-Dichloro-4,4'-Diaminodiphenylmethane", "4'-Methylenebiso-chloroaniline", "4, {4'-Methylenebis[o-chloroaniline]}", "4,4'-Diamino-3, 3'-(dichlorodiphenyl)methane", "4,4'-Diamino-3,3'-(dichlorodiphenyl)methane", "4,4'-Diamino-3,3'-dichlorodiphenyl methane", "4,4'-Diamino-3,3'-dichlorodiphenylmethane", "4,4'-Methylene bis(2-chloroaniline)", "4,4'-Methylene(bis)-chloroaniline", "4,4'-Methylene-bis(2-chloroaniline)", "4,4'-Methylene-bis-(2-chloroaniline)", "4,4'-Methylene-bis-2-chloroaniline", "4,4'-Methylenebis(2-chlorobenzenamine)", "4,4'-Methylenebis(o-chloroaniline)", "4,4'-Methylenebis-(2-Chlorobenzenamine )", "4,4'-Methylenebis-(2-Chlorobenzenamine)", "4,4'-Methylenebis-2-chlorobenzenamine", "4,4'-Methylenebiso-chloroaniline", "4,4'-Methylenebis[2-chloroaniline", "4,4'-Methylenebis[2-chloroaniline]", "4,4'-Methylenebis[2-chlorobenzenamine]", "4,4'-Methylenebis[o-chloroaniline]", "4,4-Methylene bis(2-chloroaniline)", "4-(4-Amino-3-chlorobenzyl)-2-chlorophenylamine", "Bis(3-chloro-4-aminophenyl)methane", "Bis(4-amino-3-chlorophenyl)methane", "Bis-amine a", "Bisamine", "Bisamine s", "CL-mda", "Cuamine m", "Cuamine MT", "Curalin m", "Cyanaset", "Di(-4-amino-3-chlorophenyl)methane", "Di(4-amino-3-chlorophenyl)methane", "Diamet KH", "Methylene 4,4'-bis(o-chloroaniline)", "Methylene bis(chloroaniline)", "Methylene-4,4'-bis(o-chloroaniline)", "Methylene-bis-orthochloroaniline", "Methylenebis(2-chloroaniline)", "Methylenebis(3-chloro-4-aminobenzene)", "Methylenebis(chloroaniline)", "Methylenebis[3-Chloro-4-aminobenzene]", "Millionate m", "MOCA", "p,p'-methylenebis(a-chloroaniline)", "p,p'-methylenebis(alpha-chloroaniline)", "p,p'-methylenebis(o-chloroaniline)", "p,p'-methylenebis(ortho-chloroaniline)", "p,p'-methylenebis[.alpha.-chloroaniline]", "p,p'-methylenebis[o-chloroaniline]"
CAS登记号
101-14-4
化学式
C13H12Cl2N2
平均分子量
267.154
单同位素质量
266.037753808
IUPAC 名称
4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline
传统名称
bis amine
简化分子线性输入规范
NC1=CC=C(CC2=CC=C(N)C(Cl)=C2)C=C1Cl
InChI 标识符
InChI=1S/C13H12Cl2N2/c14-10-6-8(1-3-12(10)16)5-9-2-4-13(17)11(15)7-9/h1-4,6-7H,5,16-17H2
InChIKey=IBOFVQJTBBUKMU-UHFFFAOYSA-N
化合物类型
Organic compounds
大分类
Benzenoids
类型
Benzene and substituted derivatives
子类
Diphenylmethanes
直接大类
Diphenylmethanes
另外分类
"Aniline and substituted anilines", "Aryl chlorides", "Chlorobenzenes", "Hydrocarbon derivatives", "Organochlorides", "Organopnictogen compounds", "Primary amines"
取代基
"Amine", "Aniline or substituted anilines", "Aromatic homomonocyclic compound", "Aryl chloride", "Aryl halide", "Chlorobenzene", "Diphenylmethane", "Halobenzene", "Hydrocarbon derivative", "Organic nitrogen compound", "Organochloride", "Organohalogen compound", "Organonitrogen compound", "Organopnictogen compound", "Primary amine"
分子框架
Aromatic homomonocyclic compounds
外部描述符
"chloroaniline"
地位
Detected and Not Quantified
起源
Exogenous
蜂窝位置
"Membrane"
生物流体位置
组织位置
途径
状态
Solid
外貌
White powder.
熔点/沸点/溶解度
110°C//0.0139 mg/mL at 24 °C [VOORMAN,R & PENNER,D (1986A)]
日志P
暴露途径
Oral (L891) ; inhalation (L891) ; dermal (L891)
毒性机制
MBOCA's carcinogenicity is thought to be a result of its ability to bind to DNA, hemoglobin, and serum albumin. One metabolite in particular, N-hydroxy-N,N’-diacetyl MBOCA, is known to bind nucleic acids, forming DNA adducts. Other N-oxidized MBOCA metabolites, such as n-hydroxy MBOCA and mononitroso-MBOCA, have been shown to form hemoglobin adducts. (T10, L891)
代谢
4,4'-Methylenebis(2-chloroaniline) may be absorbed via oral, inhalation, or dermal exposure. It distributes throughout the body, concentrating in the liver, kidney, and adipose tissue. Metabolism involves N-acetylation, N-hydroxylation (which may be followed by n-oxidation), and ring hydroxylation. The mainy enzymes involves are phenobarbital-inducible cytochrome P-450 enzymes. MBOCA and its metabolites are excreted mainly in the urine. (L891)
毒性值
LD50: >5 g/kg (Dermal, Rabbit) (T14) LD50: 400 mg/kg (Oral, Guinea Pig) (T14) LD50: 64 mg/kg (Intraperitoneal, Mouse) (T14)
致死剂量
致癌性
1, carcinogenic to humans. (L135)
用途/来源
4,4'-Methylenebis(2-chloroaniline) is used primarily to make polyurethane products. It may be found in gears, gaskets, sport boots, roller skate wheels, shoe soles, rolls and belt drives in cameras, computers and copy machines, wheels and pulleys for escalators and elevators, components in home appliances, and various military applications. It is also used as a coating in chemical reactions to set glues, plastics, and adhesives. (L891)
最低风险等级
Chronic Oral: 0.003 mg/kg/day (L134)
健康影响
4,4'-Methylenebis(2-chloroaniline) is a known human carcinogen. It may also damage the liver and kidneys. (L891)
症状
治疗
药库 ID
HMDB_ID
PubChem 化合物 ID
7543
维基百科链接
创建于
2009-03-06 18:58:10 UTC
更新于
2014-12-24 20:21:13 UTC
目标
毒素T3DB ID毒素名称目标名称
T3D0152 4,4'-Methylenebis(2-chloroaniline) Estrogen receptor beta
T3D0152 4,4'-Methylenebis(2-chloroaniline) Estrogen receptor alpha
T3D0152 4,4'-Methylenebis(2-chloroaniline) Sodium/potassium-transporting ATPase subunit beta-3
T3D0152 4,4'-Methylenebis(2-chloroaniline) Sodium/potassium-transporting ATPase subunit beta-2
T3D0152 4,4'-Methylenebis(2-chloroaniline) Sodium/potassium-transporting ATPase subunit beta-1
T3D0152 4,4'-Methylenebis(2-chloroaniline) Sodium/potassium-transporting ATPase subunit alpha-4
T3D0152 4,4'-Methylenebis(2-chloroaniline) Sodium/potassium-transporting ATPase subunit alpha-3
T3D0152 4,4'-Methylenebis(2-chloroaniline) Sodium/potassium-transporting ATPase subunit alpha-2
T3D0152 4,4'-Methylenebis(2-chloroaniline) Sodium/potassium-transporting ATPase subunit alpha-1
T3D0152 4,4'-Methylenebis(2-chloroaniline) Sodium/potassium-transporting ATPase subunit gamma
T3D0152 4,4'-Methylenebis(2-chloroaniline) Sarcoplasmic/endoplasmic reticulum calcium ATPase 3
T3D0152 4,4'-Methylenebis(2-chloroaniline) Sarcoplasmic/endoplasmic reticulum calcium ATPase 2
T3D0152 4,4'-Methylenebis(2-chloroaniline) Sarcoplasmic/endoplasmic reticulum calcium ATPase 1
T3D0152 4,4'-Methylenebis(2-chloroaniline) Plasma membrane calcium-transporting ATPase 4
T3D0152 4,4'-Methylenebis(2-chloroaniline) Plasma membrane calcium-transporting ATPase 3
T3D0152 4,4'-Methylenebis(2-chloroaniline) Plasma membrane calcium-transporting ATPase 2
T3D0152 4,4'-Methylenebis(2-chloroaniline) Plasma membrane calcium-transporting ATPase 1
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit theta
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit rho-3
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit rho-2
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit rho-1
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit pi
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit gamma-3
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit gamma-2
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit gamma-1
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit epsilon
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit delta
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit beta-3
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit beta-2
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit beta-1
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit alpha-6
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit alpha-5
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit alpha-4
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit alpha-3
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit alpha-2
T3D0152 4,4'-Methylenebis(2-chloroaniline) Gamma-aminobutyric acid receptor subunit alpha-1
T3D0152 4,4'-Methylenebis(2-chloroaniline) Calcium-transporting ATPase type 2C member 2
T3D0152 4,4'-Methylenebis(2-chloroaniline) Calcium-transporting ATPase type 2C member 1
T3D0152 4,4'-Methylenebis(2-chloroaniline) Hemoglobin subunit zeta
T3D0152 4,4'-Methylenebis(2-chloroaniline) Hemoglobin subunit theta-1
T3D0152 4,4'-Methylenebis(2-chloroaniline) Hemoglobin subunit mu
T3D0152 4,4'-Methylenebis(2-chloroaniline) Hemoglobin subunit gamma-2
T3D0152 4,4'-Methylenebis(2-chloroaniline) Hemoglobin subunit gamma-1
T3D0152 4,4'-Methylenebis(2-chloroaniline) Hemoglobin subunit epsilon
T3D0152 4,4'-Methylenebis(2-chloroaniline) Hemoglobin subunit delta
T3D0152 4,4'-Methylenebis(2-chloroaniline) Hemoglobin subunit beta
T3D0152 4,4'-Methylenebis(2-chloroaniline) Hemoglobin subunit alpha
T3D0152 4,4'-Methylenebis(2-chloroaniline) Serum albumin
T3D0152 4,4'-Methylenebis(2-chloroaniline) DNA
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