CAS number：55079-83-9
molecular formula：C21H26O3
molecular weight：326.43
EINECS number：259-474-4

English synonyms

(all-e)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraen;9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid;(ALL-E)-9-(4-METHOXY-2,3,6-TRIMETHYLPHENYL)-3,7-DIMETHYL-2,4,6,8-NONATETRAENOIC ACID;ACITRETIN;SORIATANE;NEOTIGASON;Neotigason, Soriatane;Acritretin

Related categories

Dermatological drugs; other drugs; drugs; Dermatosis skin beauty products; APIs; cell biology; pharmaceutical raw materials; chemical intermediates; small molecule inhibitors; small molecule inhibitors, natural products; antiviral and anti-infective; anti-keratosis Abnormal drugs; cell signaling and neurobiology; compounds: raw materials; pharmaceutical anti-keratosis drugs; pharmaceutical chemicals; raw materials; standard substances; Chinese medicine reference substances; other raw materials; pharmaceutical raw materials; medical raw materials; pharmaceuticals, pesticides and Dye Intermediates; Raw Materials; Active Pharmaceutical Ingredients; Various Metabolites and Impurities; Intermediates & Fine Chemicals; Metabolites & Impurities; Pharmaceuticals; Retinoids; Intracellular receptor; API; Aromatics; Soriatane; Inhibitors; ; Physical spot advantage price

Introduction

Acitretin can be crystallized from hexane with a melting point of 228-230 °C. Intraperitoneal injection of acute toxicity LD50 in mice (mg/kg): >4000 (1 day), 700 (10 days), 700 (20 days). Acitretin is a synthetic aromatic vitamin A analog, which is the active metabolite of acitretin ester. It is used for the treatment of severe psoriasis, keratinization diseases and other skin diseases.

Chemical properties

Crystallization from hexane, melting point 228 ~ 230 ℃. Intraperitoneal injection of acute toxicity LD50 in mice (mg/kg): >4000 (1 day), 700 (10 days), 700 (20 days).

Use

●  Monoaryl retinoids. For the treatment of psoriasis and other dyskeratotic skin diseases.

●  For the treatment of stubborn skin diseases such as psoriasis

●  treat psoriasis

Production method

●  4-Methoxy-2,3,6-trimethylbenzaldehyde (I) and ethyl orthoformate were reacted in ethanol containing phosphoric acid to obtain compound (II) with a yield of 84%. Then react with (III) in ethyl acetate containing

zinc dichloride to obtain (E)-(IV) and (Z)-(IV) in 6:4, with a total yield of 83%. Acid elimination yielded 27% (E,E)-(V) and 21% (Z,E)-(V).

(E, E)-(V) were reacted with acetone in aqueous methanol to give 25% of compound (VI). Reaction with ethoxyacetylene magnesium bromide Grignard reagent in diethyl ether to obtain compound (VII) with a

yield of 48%. The final hydrolysis yielded 91% of the product.

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