Ацетогексамид

Использование

Acetohexamide is a sulfonylurea derivative. Acetohexamide is a hyopglycemic agent with moderate uricosuric activity. Acetohexamide is a first generation medication used in the treatment of diabetes metilus type 2.

Определение

ChEBI: An N-sulfonylurea that is urea in which a hydrogen attached to one of the nitrogens is replaced by a p-acetylphenylsulfonyl group, while a hydrogen attached to the other nitrogen is replaced by a cyclohexyl group.

Общее описание

Acetohexamide is 4-acetyl-N-[(cyclohexylamino)carbonyl]benzenesulfonamide; or 1-[(p-acetylphenyl)sulfonyl]-3-cyclohexylurea; or 1-(p-acetylbenzenesulfonyl)-3-cyclohexylurea(generic). Acetohexamide incorporates the nearly optimal(for potency) cyclohexyl moiety in the “right-hand” sideof its molecular structure, but a p-acetyl substituent on the“left-side” benzene ring that decreases lipophilicity and israpidly biotransformed by reduction to an active metabolitethat is cleared relatively rapidly (see preceding discussion) independentlyof any P450s.

Реакции воздуха и воды

Water insoluble.

Профиль реактивности

An amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Пожароопасность

Flash point data for ACETOHEXAMIDE are not available; however, ACETOHEXAMIDE is probably combustible.

Клиническое использование

Acetohexamide is metabolized in the liver to a reducedform, the α -hydroxyethyl derivative. This metabolite, themain one in humans, possesses hypoglycemic activity.Acetohexamide is intermediate between tolbutamide andchlorpropamide in potency and duration of effect on bloodsugar levels.

Профиль безопасности

Human reproductive effects by an unspecified route: stillbirth. Mildly toxic by ingestion. When heated to decomposition it emits very toxic fumes of SO, and NOx,.