86401-95-8

Basic information

• Product Name: Methylprednisolone aceponate
• Synonyms: [(6s,8r,9r,10s,11s,13s,14s,17r)-17-(2-acetyloxyacetyl)-11-hydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-17-yl] propanoate;METHYLPREDNISOLONE ACEPONATE;6alpha-Methylprednisolone aceponate;(6α，11β)-21-(Aeetoxy)-11-hydroxy-6-methyl-17-(1-oxopropoxy)pregna-14-dien-3，20-dione;Advantan;ZK-91588：SH-440;11β-Hydroxy-6α-methyl-21-acetoxy-17-(propionyloxy)pregna-1,4-diene-3,20-dione;21-(Acetyloxy)-11β-hydroxy-6α-methyl-17-(1-oxopropoxy)pregna-1,4-diene-3,20-dione
• CAS NO: 86401-95-8
• Molecular Formula: C₂₇H₃₆O₇
• Molecular Weight: 472.57
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids;Steroid and Hormone
• Mol File: 86401-95-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 595.803 °C at 760 mmHg
• Flash Point: 193.08 °C
• Appearance: /
• Density: 1.233 g/cm³
• Vapor Pressure: 1.11E-16mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Dioxane (Slightly), DMSO (Slightly), Ethyl Acetate(Slightly)
• PKA: 14.05±0.70(Predicted)
• CAS DataBase Reference: Methylprednisolone aceponate(CAS DataBase Reference)
• NIST Chemistry Reference: Methylprednisolone aceponate(86401-95-8)
• EPA Substance Registry System: Methylprednisolone aceponate(86401-95-8)

Safety Data

• Hazardous Substances Data: 86401-95-8(Hazardous Substances Data)

Usage

Uses

Methylprednisolone aceponate used in treatment of seborrhoeic dermatitis includes topical treatments such as corticosteroids, antifungals, metronidazole and pimecrolimus.

InChI:InChI=1/C27H36O7/c1-6-23(32)34-27(22(31)14-33-16(3)28)10-8-19-18-11-15(2)20-12-17(29)7-9-25(20,4)24(18)21(30)13-26(19,27)5/h7,9,12,15,18-19,21,24,30H,6,8,10-11,13-14H2,1-5H3/t15-,18-,19-,21-,24+,25-,26-,27-/m0/s1

Upstream product

• 108-24-7 acetic anhydride 
• 79512-61-1 11β,21-dihydroxy-6α-methyl-17α-propionyloxy-1,4-pregnadiene-3,20-dione 
• 86413-24-3 17α,21-diacetoxy-11β-hydroxy-6α-methyl-1,4-pregnadiene-3,20-dione 
• 86413-47-0 21-acetoxy-6α-methyl-17-propionyloxy-11β-trifluoroacetoxy-1,4-pregnadiene-3,20-dione 
• 99598-76-2 C₂₆H₃₆O₆ 
• 85198-27-2 6α-Methylprednisolone 17α,21-ethyl orthopropanoate 

Relevant articles and documents

6α-Methylprednisolone derivatives

A 6α-methylprednisolone derivative of the general formula: STR1 wherein R1 is a hydrogen atom or stands for the grouping STR2 where R3 is a straight or once-branched chain C1-4 alkyl group, a phenyl group or a lower alkoxy- or alkylthio-methyl group, and R2 is a straight or once-branched chain C1-4 alkyl group, a phenyl group or a lower alkoxy- or alkylthio-methyl group, with the proviso that when R2 is ethyl group, R1 should not be a hydrogen atom or R3 should not be ethyl group. This compound exhibits a strong local antiinflammatory effect and is, therefore, useful as a harmless external antiinflammatory drug for various dermal disorders and also as an antiallergic drug for treating asthma and the like allergic diseases.

Studies on topical antiinflammatory corticosteroids. I. Syntheses and vasoconstrictive activities of 11β,17α,21-trihydroxy-6α-methyl-1,4-pregnadiene-3,20-dione 17-ester and 17,21-diester derivatives

Seven 17-ester and thirty-eight 17,21-diester compounds (3 and 4) of 11β,17α,21-trihydroxy-6α-methyl-1,4-pregnadiene-3,20-dione (6α-methylprednisolone, 1) were synthesized and thirty-eight selected compounds were tested for vasoconstrictive activity in humans. Except for 4g1 and 4g2, they were more active than the mother compound (1). In particular, the activities of ten compounds (3b-g, 4b9,10, 4c2,3, and 4c6) were equal to or greater than that of 9α-fluoro-11β,21-dihydroxy-16β-methyl-17α-valeryloxy-1,4-pregnadiene-3 ,20-dione (betamethasone 17-valerate, BV). The activities of 21-methoxyacetate compounds (4b9, 4c6 and 4d5) were potent. The structure-activity relationship is discussed.