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芳香胺的生物化学。2-甲酰胺基-1-萘基硫酸氢酯,2-萘胺的一种代谢产物。

The biochemistry of aromatic amines. 2-Formamido-1-naphthyl hydrogen sulphate, a metabolite of 2-naphthylamine.

作者信息

Boyland E, Manson D

出版信息

Biochem J. 1966 Apr;99(1):189-99. doi: 10.1042/bj0990189.

Abstract
  1. 2-Formamido-1-naphthyl hydrogen sulphate is excreted by dogs and rats dosed with 2-naphthylamine or with 2-amino-1-naphthyl hydrogen sulphate and was isolated from dog urine. 2. 2-Formamido-1-naphthol, naphtho[2,1-d]oxazole and N-formyl-2-naphthylhydroxylamine are excreted as (2-formamido-1-naphthyl glucosid)uronic acid. 2-Formamidonaphthalene is converted into conjugates of 2-amino-6-naphthol and 2-amino-8-naphthol, but 2-methylaminonaphthalene is excreted as 2-amino-1-naphthyl hydrogen sulphate and its N-methyl and N-formyl derivatives and (2-amino-1-naphthyl glucosid)uronic acid. 3. 2-Methylamino-1-naphthyl hydrogen sulphate is converted into 2-formamido-1-naphthyl hydrogen sulphate and 2-amino-1-naphthyl hydrogen sulphate on charcoal. 2-Amino-1-naphthyl hydrogen sulphate and formaldehyde react on charcoal to yield 2-methylamino- and 2-formamido-1-naphthyl hydrogen sulphate. 4. 2-Formamido-1-naphthol, 2-formamido-1-naphthyl hydrogen sulphate, N-formyl-2-naphthylhydroxylamine and N-formyl-2-naphthylhydroxylamine-O-sulphonic acid were synthesized.
摘要
  1. 给狗和大鼠投喂2-萘胺或2-氨基-1-萘基硫酸氢盐后,2-甲酰胺基-1-萘基硫酸氢盐会被排出,并从狗尿中分离得到。2. 2-甲酰胺基-1-萘酚、萘并[2,1-d]恶唑和N-甲酰基-2-萘基羟胺以(2-甲酰胺基-1-萘基葡糖苷)尿酸的形式排出。2-甲酰胺基萘会转化为2-氨基-6-萘酚和2-氨基-8-萘酚的共轭物,但2-甲基氨基萘会以2-氨基-1-萘基硫酸氢盐及其N-甲基和N-甲酰基衍生物以及(2-氨基-1-萘基葡糖苷)尿酸的形式排出。3. 2-甲基氨基-1-萘基硫酸氢盐在木炭上会转化为2-甲酰胺基-1-萘基硫酸氢盐和2-氨基-1-萘基硫酸氢盐。2-氨基-1-萘基硫酸氢盐和甲醛在木炭上反应生成2-甲基氨基-和2-甲酰胺基-1-萘基硫酸氢盐。4. 合成了2-甲酰胺基-1-萘酚、2-甲酰胺基-1-萘基硫酸氢盐、N-甲酰基-2-萘基羟胺和N-甲酰基-2-萘基羟胺-O-磺酸。

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