CAS 75664-64-1

5,6-dihydroxy-O~15~-methyl-5,6-dihydroretinoic acid

Description:

5,6-Dihydroxy-O~15~-methyl-5,6-dihydroretinoic acid, identified by its CAS number 75664-64-1, is a derivative of retinoic acid, which is a metabolite of vitamin A. This compound features two hydroxyl (-OH) groups at the 5 and 6 positions, contributing to its polar characteristics and potential for hydrogen bonding. The presence of the methyl group at the 15 position modifies its hydrophobicity and biological activity. It is known to interact with retinoic acid receptors, influencing gene expression and cellular differentiation, particularly in skin and epithelial tissues. The compound's structural modifications may enhance its stability and bioavailability compared to other retinoids. As with many retinoids, it may exhibit therapeutic properties, including effects on skin health, and could be investigated for its role in treating skin disorders or other conditions influenced by retinoid signaling. However, its specific pharmacological profile, including efficacy and safety, would require further research to fully understand its potential applications in medicine or dermatology.

Formula: C₂₁H₃₂O₄

InChI: InChI=1/C21H32O4/c1-16(9-7-10-17(2)15-18(22)25-6)11-14-21(24)19(3,4)12-8-13-20(21,5)23/h7,9-11,14-15,23-24H,8,12-13H2,1-6H3/b10-7+,14-11+,16-9+,17-15+

Synonyms:

• 5,6-Dihydro-5,6-dihydroxyretinoic acid methyl ester
• Retinoic acid, 5,6-dihydro-5,6-dihydroxy-, methyl ester

5,6-Dihydro-5,6-dihydroxyretinoic Acid Methyl Ester

Controlled Product

CAS: 75664-64-1

Applications 5,6-Dihydro-5,6-dihydroxyretinoic Acid Methyl Ester is an intermediate in the synthesis of Ro 22-5112 (R637180), a retinoid that has been used in a QSAR analysis for the use of retinoids as a carcinogenesis inhibitor.
References Niculescu-Duvaz, I., et. al.: Carcinogenesis, 6, 479 (1985)

Formula: C₂₁H₃₂O₄

Color and Shape: Neat

Molecular weight: 348.48

Ref: TR-D447035