DEMETHYLATION REACTIONS OF -N-(2,6-DIMETHOXY-4-PYRIMIDINYL)BENZENESULFONAMIDE (SULFADIMETHOXINE) IN STRONGLY BASIC AQUEOUS-SOLUTION

Authors
MIURA T ONO M YOSHIDA A KATO M YOSHIOKA T TACHI H
Citation
T. Miura et al., DEMETHYLATION REACTIONS OF -N-(2,6-DIMETHOXY-4-PYRIMIDINYL)BENZENESULFONAMIDE (SULFADIMETHOXINE) IN STRONGLY BASIC AQUEOUS-SOLUTION, Journal of heterocyclic chemistry, 31(6), 1994, pp. 1407-1411
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
31
Issue
6
Year of publication
1994
Pages
1407 - 1411
Database
ISI
SICI code
0022-152X(1994)31:6<1407:DRO->2.0.ZU;2-1
Abstract
Hydrolysis of 1 in strongly basic aqueous solution afforded mono- and didemethylated products 2, 3 and 4, that are postulated as the metabol ites of 1 in some animals. This hydrolytic demethylation was shown to proceed stepwise via mono-demethylation to give 2 and 3, followed by t heir further demethylation to 4. The hydrolytic reactivity of 1-3 was rationalized based on MO calculation results and C-13 nmr data.