3,3'-Dichlorobenzidine
SmallMolecule
T3DB_ID
T3D0040
描述
3,3'-Dichlorobenzidine is a manufactured chemical used in pigments for printing inks, textiles, plastics and enamels, paint, leather, and rubber. (L124)
类别
"Industrial/Workplace Toxin", "Pollutant", "Airborne Pollutant", "Synthetic Toxin"
同义词
"3, 3'-Dichlorobenzidine", "3,3 Dichlorobenzidine", "3,3' Dichlorobenzidine", "3,3'-dichloro-(1,1'-Biphenyl)-4,4'-diamine", "3,3'-Dichloro-4, 4'-diaminodiphenyl", "3,3'-Dichloro-4,4'-biphenyldiamine", "3,3'-Dichloro-4,4'-diamino(1,1-biphenyl)", "3,3'-Dichloro-4,4'-diaminobiphenyl", "3,3'-dichloro-Benzidine", "3,3'-Dichloro-p,p'-bianiline", "3,3'-Dichlorobiphenyl-4,4'-diamine", "3,3'-dichlorobiphenyl-4,4'-ylenediamine", "3,3'-dichloro[1,1'-biphenyl]-4,4'-diamine", "3,3-Dichloro-[1,1]-biphenyl-4,4-diamine", "3,3-Dichlorobenzidine", "4'-Amino-3,3'-dichloro(1,1'-biphenyl)-4-ylamine", "4'-Amino-3,3'-dichloro[1,1'-biphenyl]-4-ylamine", "4,4'-Diamino-3,3'-dichlorodiphenyl", "4,4'Ddiamino-3,3'-dichlorobiphenyl", "Dichlorobenzidine", "o,o'-dichlorobenzidine", "Ortho,ortho'-dichlorobenzidine"
CAS登记号
91-94-1
化学式
C12H10Cl2N2
平均分子量
253.127
单同位素质量
252.022103744
IUPAC 名称
4-(4-amino-3-chlorophenyl)-2-chloroaniline
传统名称
3,3'-dichlorobenzidine
简化分子线性输入规范
NC1=CC=C(C=C1Cl)C1=CC=C(N)C(Cl)=C1
InChI 标识符
InChI=1S/C12H10Cl2N2/c13-9-5-7(1-3-11(9)15)8-2-4-12(16)10(14)6-8/h1-6H,15-16H2
InChIKey=HUWXDEQWWKGHRV-UHFFFAOYSA-N
化合物类型
Organic compounds
大分类
Benzenoids
类型
Benzene and substituted derivatives
子类
Biphenyls and derivatives
直接大类
3,3'-disubstituted benzidines
另外分类
"Aniline and substituted anilines", "Aryl chlorides", "Chlorobenzenes", "Hydrocarbon derivatives", "Organochlorides", "Organopnictogen compounds", "Polychlorinated biphenyls", "Primary amines"
取代基
"3,3'-disubstituted benzidine", "Amine", "Aniline or substituted anilines", "Aromatic homomonocyclic compound", "Aryl chloride", "Aryl halide", "Chlorinated biphenyl", "Chlorobenzene", "Halobenzene", "Hydrocarbon derivative", "Organic nitrogen compound", "Organochloride", "Organohalogen compound", "Organonitrogen compound", "Organopnictogen compound", "Polychlorinated biphenyl", "Primary amine"
分子框架
Aromatic homomonocyclic compounds
外部描述符
"biphenyls", "monochlorobenzenes", "organochlorine compound"
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
Gray to purple crystalline solid.
熔点/沸点/溶解度
132-133°C//0.0031 mg/mL at 25 °C [BANERJEE,S et al. (1980)]
日志P
暴露途径
Oral (L124) ; inhalation (L124) ; dermal (L124)
毒性机制
3,3’-Dichlorobenzidine's mechanism of toxicity derives mainly from the adduction of DNA by its metabolites. The formation of nitroso derivatives during metabolism, yielding a sulfinic acid amide with hemoglobin in erythrocytes, is suggested to be a mechanism for this adduct formation. 3,3’-Dichlorobenzidine can act on the aryl hydrocarbon receptor to induce the activity of cytochrome p-450 enzymes, which metabolize 3,3’-dichlorobenzidine, along with other polyhalogenated aromatics, into their toxic intermediates. (L124, A89, A90)
代谢
3,3'-Dichlorobenzidine is absorbed via ingestion, inhalation, and dermal routes. The major path of metabolism is believed to be N-acetylation via hepatic N-acetyltransferases, producing metabolites such as N-acetyl-3,3’-dichlorobenzidine and N,N-diacetyl-3,3’-dichlorobenzidine. 3,3'-Dichlorobenzidine may also be activated to toxic intermediates by certain cytochrome P-450 monooxygenases. Metabolites are excreted primarily in urine and to a lesser extent in faeces. (L124)
毒性值
LD50: 8 g/kg (Dermal, Rat) (T24) LD50: 3.82 g/kg (Oral, Rat) (T24)
致死剂量
致癌性
2B, possibly carcinogenic to humans. (L135)
用途/来源
3,3'-Dichlorobenzidine is used in pigments for printing inks, textiles, plastics and enamels, paint, leather, and rubber. (L124)
最低风险等级
健康影响
The salt form of 3,3'-dichlorobenzidine may cause respiratory infections, stomach upset, and dermatitis. 3,3'-Dichlorobenzidine is also believed to be a possible carcinogen. (L124)
症状
The salt form of 3,3'-dichlorobenzidine may cause sore throat, respiratory infections, stomach upset, headache, dizziness, caustic burns, and dermatitis. (L124)
治疗
Treatment for 3,3'-dichlorobenzidine poisoning is usually supportive. (L124)
药库 ID
HMDB_ID
PubChem 化合物 ID
7070
维基百科链接
创建于
2009-03-06 18:57:58 UTC
更新于
2014-12-24 20:20:57 UTC
目标
毒素T3DB ID毒素名称目标名称
T3D0040 3,3'-Dichlorobenzidine Estrogen receptor beta
T3D0040 3,3'-Dichlorobenzidine Estrogen receptor alpha
T3D0040 3,3'-Dichlorobenzidine Sodium/potassium-transporting ATPase subunit beta-3
T3D0040 3,3'-Dichlorobenzidine Sodium/potassium-transporting ATPase subunit beta-2
T3D0040 3,3'-Dichlorobenzidine Sodium/potassium-transporting ATPase subunit beta-1
T3D0040 3,3'-Dichlorobenzidine Sodium/potassium-transporting ATPase subunit alpha-4
T3D0040 3,3'-Dichlorobenzidine Sodium/potassium-transporting ATPase subunit alpha-3
T3D0040 3,3'-Dichlorobenzidine Sodium/potassium-transporting ATPase subunit alpha-2
T3D0040 3,3'-Dichlorobenzidine Sodium/potassium-transporting ATPase subunit alpha-1
T3D0040 3,3'-Dichlorobenzidine Sodium/potassium-transporting ATPase subunit gamma
T3D0040 3,3'-Dichlorobenzidine Sarcoplasmic/endoplasmic reticulum calcium ATPase 3
T3D0040 3,3'-Dichlorobenzidine Sarcoplasmic/endoplasmic reticulum calcium ATPase 2
T3D0040 3,3'-Dichlorobenzidine Sarcoplasmic/endoplasmic reticulum calcium ATPase 1
T3D0040 3,3'-Dichlorobenzidine Plasma membrane calcium-transporting ATPase 4
T3D0040 3,3'-Dichlorobenzidine Plasma membrane calcium-transporting ATPase 3
T3D0040 3,3'-Dichlorobenzidine Plasma membrane calcium-transporting ATPase 2
T3D0040 3,3'-Dichlorobenzidine Plasma membrane calcium-transporting ATPase 1
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit theta
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit rho-3
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit rho-2
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit rho-1
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit pi
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit gamma-3
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit gamma-2
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit gamma-1
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit epsilon
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit delta
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit beta-3
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit beta-2
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit beta-1
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit alpha-6
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit alpha-5
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit alpha-4
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit alpha-3
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit alpha-2
T3D0040 3,3'-Dichlorobenzidine Gamma-aminobutyric acid receptor subunit alpha-1
T3D0040 3,3'-Dichlorobenzidine Calcium-transporting ATPase type 2C member 2
T3D0040 3,3'-Dichlorobenzidine Calcium-transporting ATPase type 2C member 1
T3D0040 3,3'-Dichlorobenzidine Androgen receptor
T3D0040 3,3'-Dichlorobenzidine DNA
T3D0040 3,3'-Dichlorobenzidine Aryl hydrocarbon receptor
T3D0040 3,3'-Dichlorobenzidine Hemoglobin subunit zeta
T3D0040 3,3'-Dichlorobenzidine Hemoglobin subunit theta-1
T3D0040 3,3'-Dichlorobenzidine Hemoglobin subunit mu
T3D0040 3,3'-Dichlorobenzidine Hemoglobin subunit gamma-2
T3D0040 3,3'-Dichlorobenzidine Hemoglobin subunit gamma-1
T3D0040 3,3'-Dichlorobenzidine Hemoglobin subunit epsilon
T3D0040 3,3'-Dichlorobenzidine Hemoglobin subunit delta
T3D0040 3,3'-Dichlorobenzidine Hemoglobin subunit beta
T3D0040 3,3'-Dichlorobenzidine Hemoglobin subunit alpha
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