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2.
J Pharm Sci ; 69(7): 842-5, 1980 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-7391952

RESUMO

The metabolism of amiquinsin hydrochloride (4-amino-6,7-dimethoxyquinoline hydrochloride monohydrate, I) was studied in rats and humans. The major metabolite isolated from human urine was identified through synthesis as 4-amino-6,7-dimethoxy-3-quinolinol hydrochloride hydrate (II). Acid hydrolysis of the major metabolite from rat urine also gave II. The structure of the rat metabolite subsequently was tentatively identified as the potassium salt of the 3-O-sulfate of II. The pharmacological and toxicological properties of I and II are discussed.


Assuntos
Aminoquinolinas/metabolismo , Anti-Hipertensivos/metabolismo , Hidroxiquinolinas/metabolismo , Aminoquinolinas/síntese química , Aminoquinolinas/farmacologia , Animais , Biotransformação , Fenômenos Químicos , Química , Hemodinâmica/efeitos dos fármacos , Humanos , Hidroxiquinolinas/síntese química , Hidroxiquinolinas/farmacologia , Dose Letal Mediana , Ratos
4.
J Med Chem ; 19(5): 729-31, 1976 May.
Artigo em Inglês | MEDLINE | ID: mdl-1271418

RESUMO

The potassium salt of 1-[[(5-aco-nitro-4,5-dihydro-4-oxo-2-furanyl)methylene]amino]-2,4-imidazolidinedione (4) was isolated from the urine of rats fed nitrofurantoin. An aldehyde absorbing at 400 nm was synthesized photochemically, in less than 1% yield, from 5-nitro-2-furancarboxaldehyde diacetate (1), and the hydroxylamine (2), 3-amino-2-oxazolidinone (3a-c), and 1-amino-2,4-imidazolidinedione (4) derivatives were prepared. On the basis of ir and NMR data 2, 3b,c, and 4 are considered derivatives of 4-hydroxy-5-nitro-2-furancarboxaldehyde which are mainly in the aci-nitro form. Methyl and ethyl nitronic esters of 3b were synthesized. The photochemical hydroxylation of 1 also yields 3,4-dihydroxy-5-nitro-2-furancarboxaldehyde, isolated as 3-[[(3,4-dimethoxy-5-nitro-2-furanyl)-methylene[amino[-2-oxazolidinone (7).


Assuntos
Nitrofuranos/metabolismo , Aldeídos/metabolismo , Animais , Hidroxilação , Nitrofuranos/síntese química , Nitrofuranos/urina , Fotoquímica , Ratos , Espectrofotometria Infravermelho
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