JPH05279298

• Format: Patent
• Language: English
• Published: 26.10.1993
• Edition: 5
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

PURPOSE:To provide the subject derivative composed of a specific oxybenzoic acid derivative containing cyclohexene ring, exhibiting retinoic acid-like biological activity and excellent hydrophilic nature and useful as an agent for the treatment of vitamin A deficiency diseases, allergic diseases, leukemia, etc. CONSTITUTION:The objective substituted aromatic carboxylic acid derivative of formula (R is H, lower alkyl, OH, halogen, etc.) can be produced by dissolving 3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-propenic acid in dry benzene, dropping thionyl chloride to the solution at room temperature, dropping dry DMF, stirring the reaction solution for 6hr in a light-shielded state, distilling out thionyl chloride under reduced pressure, adding dry benzene to the residue, adding 4- hydroxybenzoic acid and pyridine to the obtained solution, reacting at room temperature for 2hr, adding the reaction liquid to 0.1N HCl cooled with ice, extracting with ethyl acetate, distilling away the solvent under reduced pressure and purifying the residue by recrystallization from methanol.