3,3'-dimethoxybenzidine

Synonyms: "o-dianisidine", "dianisidine", "Cellitazol B", "3,3'-dimethoxybiphenyl-4,4'-diamine", "Diacel Navy DC", "Disperse Black 6", "Blue Base NB", "Blue BN Base", "Blue Base irga B", "o-dimethoxybenzidine", "Lake Blue B Base", "Spectrolene Blue B", "Fast Blue B Base", "Fast Blue Base B", "Diazo Fast Blue B", "Diato Blue Base B", "o-Dianisidina", "Mitsui Blue B Base", "Kayaku Blue B Base", "Azofix Blue B Salt", "Azogene Fast Blue B", "Fast Blue DSC Base", "Setacyl Diazo Navy R", "ortho-dianisidine", "Azoene Fast Blue Base", "Naphthanil Bl"

Source: 3,3'-Dimethoxybenzidine is used principally as an intermediate in the production of commercial bisazobiphenyl dyes for coloring textiles, paper, plastic, rubber, and leather.

Identifiers:

IUPAC Name: 4-(4-amino-3-methoxyphenyl)-2-methoxyaniline
CAS Number: 119-90-4
PubChem ID: 8411
InChiKey: JRBJSXQPQWSCCF-UHFFFAOYSA-N
Canonical SMILES: COC1=C(C=CC(=C1)C2=CC(=C(C=C2)N)OC)N

Structural Properties:

Molecular Formula: C₁₄H₁₆N₂O₂
Molecular Weight: 244.294

Pharmacophore Features:

Number of bond donors: 2
Number of bond acceptors: 4
Number of atoms different from hydrogen: 18

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Duval, J.F. and Vickery, L.E., 1981. Inhibition of bovine adrenocortical cytochrome P-450scc by 3,3'-dimethoxybenzidine. Steroids, 37(1), pp.91-101. DOI: https://doi.org/10.1016/0039-128X(81)90011-8. URL: https://www.sciencedirect.com/science/article/pii/0039128X81900118.