41 3,3'-Dichlorobenzidine 3,3'-Dichlorobenzidine is a manufactured chemical used in pigments for printing inks, textiles, plastics and enamels, paint, leather, and rubber. (L124) 91-94-1 7070 C12H10Cl2N2 252.022100 Gray to purple crystalline solid. 132-133°C 0.0031 mg/mL at 25 °C [BANERJEE,S et al. (1980)] Oral (L124) ; inhalation (L124) ; dermal (L124) 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) 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) LD50: 8 g/kg (Dermal, Rat) (T24) LD50: 3.82 g/kg (Oral, Rat) (T24) 2B, possibly carcinogenic to humans. (L135) 3,3'-Dichlorobenzidine is used in pigments for printing inks, textiles, plastics and enamels, paint, leather, and rubber. (L124) 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) The salt form of 3,3'-dichlorobenzidine may cause sore throat, respiratory infections, stomach upset, headache, dizziness, caustic burns, and dermatitis. (L124) Treatment for 3,3'-dichlorobenzidine poisoning is usually supportive. (L124) 2009-03-06T18:57:58Z 2026-03-27T02:14:36Z Arylamine N-acetyltransferase 1 (P18440) Arylamine N-acetyltransferase 2 (P11245) Cytochrome P450 1A2 (P05177) Cytochrome P450 4B1 (P13584) (L124) C19225 25520 CPD-801 D015101 3,3'-Dichlorobenzidine 435 true Arylamine N-acetyltransferase 1 (P18440) Arylamine N-acetyltransferase 2 (P11245) Cytochrome P450 1A2 (P05177) Cytochrome P450 4B1 (P13584) (L124) NC1=CC=C(C=C1Cl)C1=CC=C(N)C(Cl)=C1 C12H10Cl2N2 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 HUWXDEQWWKGHRV-UHFFFAOYSA-N 253.127 252.022103744 Exogenous Solid CHEMBL314470 6803 CHEM000036 DTXSID6020432 NS00008259 4-(4-amino-3-chlorophenyl)-2-chloroaniline