51022-69-6

Basic information

• Product Name: AMCINONIDE
• Synonyms: AMCINONIDE;(11-beta,16-alpha)-fluoro-11-hydroxy;20-dione,21-(acetyloxy)-16,17-(cyclopentylidenebis(oxy))-9-pregna-4-diene-3;cl-34699;cyclocort;Amciderm;Amcinonid;Penticort
• CAS NO: 51022-69-6
• Molecular Formula: C28H35FO7
• Molecular Weight: 502.57
• EINECS: 256-915-2
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids;RELAFEN
• Mol File: 51022-69-6.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 635.9°C (rough estimate)
• Flash Point: 338.4 °C
• Appearance: /
• Density: 1.33±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 7.56E-19mmHg at 25°C
• Refractive Index: 1.5860 (estimate)
• Storage Temp.: -20°C Freezer
• Solubility: Acetonitrile (Slightly), Dichlomethane (Slightly), Dioxane (Slightly), Methanol
• PKA: 13.09±0.70(Predicted)
• CAS DataBase Reference: AMCINONIDE(CAS DataBase Reference)
• NIST Chemistry Reference: AMCINONIDE(51022-69-6)
• EPA Substance Registry System: AMCINONIDE(51022-69-6)

Safety Data

• WGK Germany: 2
• RTECS: TU3682500
• Hazardous Substances Data: 51022-69-6(Hazardous Substances Data)

Usage

Originator

Cyclocort,Lederle,US,1979

Uses

Different sources of media describe the Uses of 51022-69-6 differently. You can refer to the following data:
1. Glucocorticoid.
2. antiinflammatory

Manufacturing Process

An 11.1 g (24.1 mmol) portion of the compound 16α,17α- cyclopentylidenedioxy-9α-fluoro-11β,21-dihydroxy-1,4-pregnadiene-3,20-dione is placed in a 250 ml round-bottom flask. A 100 ml portion of pyridine is added and the mixture is stirred to a complete solution. A 5.5 ml (54.6 mmol) portion of acetic anhydride is added dropwise and the mixture is stirred for 2% hours. An 11 ml portion of methanol is added and the mixture is stirred an additional hour. This mixture is concentrated under reduced pressure to about 10 to 15 ml and then poured slowly into a mixture of ice, water and dilute hydrochloric acid. This mixture is stirred and the solid which forms is collected by filtration, washed with water to a neutral pH and air dried yielding 11.5 g. This solid is taken up in hot acetone, treated with activated charcoal and filtered while hot through diatomaceous earth. The filtrate is concentrated on a steam bath while adding n-hexane to the point of incipient crystallization. This mixture is allowed to cool to room temperature. The solid which forms is collected by filtration, washed with acetone-n-hexane (1:14) and air dried yielding 7.0 g of the desired product.

Brand name

Cyclocort (Astellas.

Therapeutic Function

Topical corticosteroid, Antiinflammatory

General Description

Amcinonide, 21-(acetyloxy)-16α,17-[cyclopentylidenebis(oxy)]-9-fluoro-11β-hydroxypregna-1,4-diene-3,20-dione (Cyclocort).

InChI:InChI=1/C28H35FO7/c1-16(30)34-15-22(33)28-23(35-26(36-28)9-4-5-10-26)13-20-19-7-6-17-12-18(31)8-11-24(17,2)27(19,29)21(32)14-25(20,28)3/h8,11-12,19-21,23,32H,4-7,9-10,13-15H2,1-3H3/t19?,20?,21-,23+,24-,25-,27-,28+/m0/s1