6,6-DIMETHYL-8-OXO-5,6,8,9-TETRAHYDROBENZO[F]-PYRROLO[2,1-ALPHA]ISOQUINOLINE-9-SPIRO-2-(3-AROYL-4-HYDROXY-1-O-HYDROXYPHENYL-5-OXO-2,5-DIHYDRO-1H-PYRROLES) AND 6,6-DIMETHYL-8-OXO-5,6,8,9-TETRAHYDROBENZO[F]PYRROLO[2,1-ALPHA]ISOQUINOLINE-9-SPIRO-2-(3-BENZOYL-4-HYDROXY-1-O-HYDROXYPHENYL-5-OXO-2,5-DIHYDRIO-1H-PYRROLE) ELICITING ANALGESIC ACTIVITY AND METHOD FOR THEIR PREPARING Russian patent published in 2008 - IPC C07D487/10 A61K31/4747 A61P29/00 

Abstract RU 2316557 C1

FIELD: organic chemistry, chemical technology, medicine.

SUBSTANCE: invention describes 6,6-dimethyl-8-oxo-5,6,8,9-tetrahydrobenzo[f]pyrrolo[2,1-α]isoquinoline-9-spiro-2-(3-aroyl-4-hydroxy-1-o-hydroxyphenyl-5-oxo-2,5-dihydro-7H-pyrroles) and 6,6-dimethyl-8-oxo-5,6,8,9-tetrahydrobenzo[f]pyrrolo[2,1-α]isoquinoline-9-spiro-2-(3-benzoyl-4-hydroxy-1-o-hydroxyphenyl-5-oxo-2,5-dihydro-1H-pyrrole) of the formula (I) (a, b, c) wherein Ar means C6H5 (a); p-C6H4OMe (b); p-C6H4Br (c) eliciting analgesic activity and related to substituted 13-aza-analogs of steroids, and to a method for their synthesis. Invention provides the development of a simple method of synthesis of 6,6-dimethyl-8-oxo-5,6,8,9-tetrahydrobenzo[f]pyrrolo[2,1-α]isoquinoline-9-spiro-2-(3-aroyl-4-hydroxy-1-o-hydroxyphenyl-5-oxo-2,5-dihydro-1H-pyrroles) related to 13-azagonanes - heterocyclic analogs of steroid comprising a spiro-heterocyclic substitute at position 16 of tetracyclic system among them compound 6,6-dimethyl-8-oxo-5,6,8,9-tetrahydrobenzo[f]pyrrolo[2,1-α]isoquinoline-9-spiro-2-(3-benzoyl-4-hydroxy-1-o-hydroxyphenyl-5-oxo-2,5-dihydro-1H-pyrrole) elicits analgesic activity and these compounds have not been described. The proposed reaction represents a novel approach to synthesis of heterocyclic analogs of steroids.

EFFECT: improved method of synthesis, valuable medicinal property of compound.

2 tbl, 3 ex

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RU 2 316 557 C1

Authors

Anikina Lada Vladimirovna

Racheva Nadezhda L'Vovna

Maslivets Andrej Nikolaevich

Shkljaev Jurij Vladimirovich

Dates

2008-02-10Published

2006-10-06Filed