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2 Naphthylamine

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Covid-19
Related compounds  2-Naphthol
Molar mass  143.19 g/mol
Boiling point  306 °C
Formula  C10H9N
Density  1.06 g/cm³
Appearance  White to red crystals
2-Naphthylamine 2Naphthylamine and 2Nitronaphtalene metabolism

Medical vocabulary what does 2 naphthylamine mean


2-Naphthylamine is one of two isomeric aminonaphthalenes, compounds with the formula C10H7NH2. It is a colorless solid, but samples take on a reddish color in air because of oxidiation. The aromatic amine used to be used to make azo dyes. It is a known carcinogen and has largely been replaced by less toxic compounds.

Contents

2-Naphthylamine 2Naphthylamine Exporter 2Naphthylamine Manufacturer India

Preparation

2-Naphthylamine Synthesis of nphenyl2naphthylamine PrepChemcom

2-Naphthylamine is prepared by heating 2-naphthol with ammonium zinc chloride to 200-210 °C, the Bucherer reaction. It also can be produced its acetyl derivative by heating 2-naphthol with ammonium acetate to 270-280 °C.

Reactions

2-Naphthylamine 5 Antagonism To BetaGlucuronidase

It gives no color with iron(III) chloride. When reduced by sodium in boiling amyl alcohol solution, it forms tetrahydro-3-naphthylamine, which exhibits the properties of the aliphatic amines in that it is strongly alkaline in reaction, has an ammoniacal odor and cannot be diazotized.

On oxidation, it yields ortho-carboxy-hydrocinnamic acid, HO2CC6H4CH2CH2CO2H.

2-Naphthylamine Synthesis of nphenyl2naphthylamine PrepChemcom

Numerous sulfonic acid derivatives of 2-naphthylamine are used in commerce, such as precursors to dyes. Owing to the carcinogenicity of the amine, these derivatives are mainly prepared by amination of the corresponding naphthols. Of them, the δ-acid and Bronner's acid are of more value technically, since they combine with ortho-tetrazoditolyl to produce fine red dye-stuffs.

Role in disease

2-Naphthylamine is found in cigarette smoke and suspected to contribute to the development of bladder cancer.

2-Naphthylamine wwwsigmaaldrichcomcontentdamsigmaaldrichstr

It is activated in the liver but quickly deactivated by conjugation to glucuronic acid. In the bladder, glucuronidase re-activates it by deconjugation, which leads to the development of bladder cancer.

2-Naphthylamine NPhenyl2naphthylamine 97 SigmaAldrich
2-Naphthylamine 4Methoxy2naphthylamine 98 SigmaAldrich

References

2-Naphthylamine Wikipedia


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