N-SUBSTITUTED 14-HYDROXYMORPHINANE ESTERS AND METHOD FOR THEIR PREPARING

• Main Authors: FEDOROV I.S, LINSKIJ IGOR' VLADIMIROVICH, UKRAINETS IGOR' VASIL'EVICH, ROMANOV I.V
• Format: Patent
• Language: English
• Published: 10.11.2003
• Edition: 7
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY

FIELD: organic chemistry, chemical technology. SUBSTANCE: invention relates to N-substituted 14-hydroxymorphinane esters that are important narcotic analgetics and/or antagonistic agents antagonists of opiate receptors of prolonged effect and to methods for their preparing. Invention describes N-substituted 14- hydroxymorphinane esters of the general formula, wherein R is allyl, cyclopropylmethyl; R' is taken among group consisting of acid residues: -C19-C25-aliphatic carboxylic acids, -C19-C25-unsaturated carboxylic acids with a single double bond, -C10-C15-polyunsaturated carboxylic acids with 2-3 double bonds, -C10-C15- unsaturated acids with triple bond of the formula: HC= C-CH2-(CH2)n-CH2-COOH wherein n = 5-10; alkylsubstituted cyclopropane-, dicyclopropane- and tricyclopropane carboxylic acids wherein Alk is 4- 15 carbon atoms, cycloaliphatic carboxylic acids taken among the group: cyclopentane-, cyclohexane-, cyclooctane carboxylic acids or their alkyl-derivatives wherein Alk is 2-3 carbon atoms, -polycyclic carboxylic acids with coupled cycles taken among the group: bicyclohexane-, bicycloheptane-tricyclooctane carboxylic acids and spirane carboxylic acids; -R''' is alkyl-, alkoxy- or cyclopropyl methyl groups, -alkyl-substituted carcass carboxylic acids wherein Alk is hydrogen atom, C1C8, - heterocyclic acids and acids with mixed functions; R'' represents hydrogen atom or taken among the group of indicated acidic residues that are equal to values R' or distinct from them. Invention describes also methods for preparing N-substituted 14-hydroxymorphinane esters. EFFECT: high yield of end product, simplified method. 9 cl, 6 tbl, 2 ex