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CAS number：55079-83-9
molecular formula：C21H26O3
molecular weight：326.43
EINECS number：259-474-4
(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
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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.
| Melting point | 228-230°C |
| Boiling point | 404.46°C (rough estimate) |
| Density | 1.1348 (rough estimate) |
| Refractive index | 1.4700 (estimate) |
| Storage conditions | -20°C |
| Solubility | Practically insoluble in water, sparingly soluble in tetrahydrofuran, slightly soluble in acetone and in ethanol (96 per cent), very slightly soluble in cyclohexane. |
Shape | powder |
| Acidity coefficient(pKa) | 4.72±0.33(Predicted) |
| Maximum wavelength(λmax) | 352nm(MeOH)(lit.) |
Merck | 14,112 |
| Stability | LIGHT SENSITIVE |
| CAS database | 55079-83-9(CAS DataBase Reference) |
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).
● Monoaryl retinoids. For the treatment of psoriasis and other dyskeratotic skin diseases.
● For the treatment of stubborn skin diseases such as psoriasis
● treat psoriasis
● 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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