Basic information
- CAS
1081821-70-6- Standard SMILES
Cc1cccc(N=Nc2ccc(N(C)C)cc2)c1- InChIKey
LVTFSVIRYMXRSR-UHFFFAOYSA-N- Molecular formula
- C15H17N3
- Average molar mass
- 239.32 g/mol
- Monoisotopic mass
- 239.14224756
Overview
3-methyl-4'-dimethylaminoazobenzene is a member of the class of azobenzenes that is azobenzene in which one of the phenyl groups is substituted at position 3 by a methyl group, while the other is substituted at position 4 by a dimethylamino group. It is a potent liver carcinogen. It has a role as a carcinogenic agent. It is a member of azobenzenes and a tertiary amino compound.
Names & identifiers
- Preferred name
- N,N-Dimethyl-4-[2-(3-methylphenyl)diazenyl]benzenamine
- IUPAC
- N,N-dimethyl-4-[(3-methylphenyl)diazenyl]aniline
- English name
- 3'-Methyl-4-dimethylaminoazobenzene
- Molecular formula
- C15H17N3
- Molecular weight
- 239.32
Names & synonyms
55-80-1N,N-Dimethyl-4-(2-(3-methylphenyl)diazenyl)benzenamineN,N-Dimethyl-4-[2-(3-methylphenyl)diazenyl]benzenamineRefChem:2019223'-Methyl-4-dimethylaminoazobenzeneMDAB3'-Mdab4-Dimethylamino-3'-methylazobenzene3'-Me-Dab3'-Methylbuttergelb3'-Methyl-4-(dimethylamino)azobenzeneN,N-Dimethyl-p-(m-tolylazo)aniline
Show more names
3’-mdab3’-me-dab3'Methyl-dab3’-methyl-dab3’-methylbuttergelbmethyldimethylaminoazobenzene
4-(Dimethylamino)-3'-methylazobenzenem'-Methyl-p-dimethylaminoazobenzene3'-Methyl-dabN,N-dimethyl-4-[(3-methylphenyl)diazenyl]aniline3'-Methyl-4-dimethylaminoazobenzen3',N,N-Trimethyl-4-aminoazobenzene3'-Methyldimethylaminoazobenzol4-(N,N-Dimethylamino)-3'-methylazobenzene
Database identifiers
- CAS
1081821-70-6、55-80-1- PubChem CID
Properties
Computed structural properties
- XLogP
- 4.6
- Topological polar surface area
- 28 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 267
Experimental & physicochemical properties
Chemical ClassesDyes -> Azo Dyes
Solubility
In water, 0.4 mg/l @ 25 °C
0.4 [ug/mL] (The mean of the results at pH 7.4)
DecompositionWhen heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Vapor Pressure0.0000352 [mmHg]
Physical DescriptionPowder; [MSDSonline]
Collision Cross Section161.7 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID8020838]
Physicochemical properties
- Melting point
- 120 °C · 120°C
- Boiling point
- 371.98 °C · 371.98°C (rough estimate)
- Density
- 0.9908 · 0.9908 (rough estimate)
- refractive index
- 1.5 · 1.5000 (estimate)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazards SummaryIn chronic high-dose feeding studies of rats and mice: increased liver tumors including carcinomas; [HSDB] Oral LD50 (mouse) = 17,700 mg/kg; [HSDB]
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety & protection
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Toxicology
Interactions
PHENOBARBITAL ENHANCED GROWTH OF ENZYME-ALTERED ISLANDS INDUCED BY 3'-METHYL-4-(DIMETHYLAMINO)AZOBENZENE IN RATS.
INHIBITION OF CHEMICAL CARCINOGENESIS: EARLY INCR IN TISSUE UPTAKE & MACROMOLECULAR BINDING OF TRITIUM-LABELED METABOLITES OF HEPATOCARCINOGEN, 3'-METHYL-4-DIMETHYLAMINOAZOBENZENE, IN RAT LIVER IN VIVO IN PRESENCE OF TUMOR INHIBITOR, CHLORAMPHENICOL.
EFFECT OF PHENOBARBITAL ADMIN ON HEPATOCYTES CONSTITUTING THE HYPERPLASTIC NODULES INDUCED IN RAT LIVER BY 3'-METHYL-4-DIMETHYLAMINOAZOBENZENE. CYTOCHROME P-450 LOW IN PRECANCEROUS RAT LIVER WAS INDUCTIBLE BY PHENOBARBITAL TREATMENT.
Chemistry & industry
Pharmacology
Metabolism/Metabolites
CELL-FREE SYSTEM CATALYZES COVALENT BINDING OF (3)H-3'-METHYL-4-DIMETHYLAMINOAZOBENZENE TO YEAST RNA & ENDOGENOUS TISSUE PROTEIN. SUGGEST 2 ELECTROPHILIC METABOLITES.
METABOLITES INVESTIGATED BY MEANS OF TRACER TECHNIQUE WERE: 3-AMINOBENZOIC ACID, 3-AMINO-6-HYDROXYTOLUENE & THEIR N-ACETYLATED PRODUCTS; N-DEMETHYLATED, ARYL HYDROXYLATED & AZO REDUCED PRODUCTS.
Absorption, Distribution and ExcretionMEABOLITES WERE FOUND BOTH IN THE URINE AND IN THE BILE.
Uses & manufacturing
UsesNot commercially produced in the US; [HSDB]
U.S. Exports
(1977) No Data
(1979) No Data
U.S. Imports
(1977) No Data
(1979) No Data
U.S. Production
(1977) NOT PRODUCED COMMERCIALLY IN US
(1979) NOT PRODUCED COMMERCIALLY IN US
General Manufacturing InformationBenzenamine, N,N-dimethyl-4-[2-(3-methylphenyl)diazenyl]-: INACTIVE
Suppliers19 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
Aladdin Scientific[email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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