FLUORINE-CONTAINING TEVINOL AND ORVINOL DERIVATIVES AND METHODS OF THEIR OBTAINING (VERSIONS) Russian patent published in 2014 - IPC C07D489/12 A61K31/485 A61P25/04 

Abstract RU 2506265 C1

FIELD: chemistry.

SUBSTANCE: invention relates to tevinol and orvinol derivatives of general formula I where R=OH; R1=H, CF3, C1-C4 alkyl, aryl, or (R+R1) stands for O=; R2=H, CH3; R3=H, CH3; R4=CH3, cyclopropylmethyl, allyl; Z~Z=CH2CH2, CH=CH. Invention also relates to method of obtaining formula I derivatives. Method lies in trifluoromethylation of respective aldehyde with formation of 21,21,21-trifluorotevinol, further oxidation of formed fluorine-containing alcohol with formation of respective ketone, which under influence of reagent, selected from the group, including R1Li, R1MgX, CF3Si(CH3)3, results in obtaining formula I tevinol derivatives. Orvinol derivatives are obtained by demethylation of tevinols.

EFFECT: formula I derivatives as ligands of opioid receptors with wide possibilities of varying their hydrophilic-hydrophobic balance.

9 cl, 16 ex

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RU 2 506 265 C1

Authors

Moiseev Sergej Konstantinovich

Kalinin Valerij Nikolaevich

Sandulenko Irina Vladimirovna

Dates

2014-02-10Published

2012-08-21Filed