AMCINONIDE Property

Melting point:

>216°C (dec.)

Boiling point:

635.9°C (rough estimate)

Density 

1.33±0.1 g/cm3 (20 ºC 760 Torr)

refractive index 

1.5860 (estimate)

storage temp. 

-20°C Freezer

solubility 

Acetonitrile (Slightly), Dichlomethane (Slightly), Dioxane (Slightly), Methanol

pka

13.09±0.70(Predicted)

form 

Solid

color 

White to Off-White

Safety

WGK Germany 

2

RTECS 

TU3682500

HS Code 

2937220000

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H361Suspected of damaging fertility or the unborn child

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P281Use personal protective equipment as required.

P308+P313IF exposed or concerned: Get medical advice/attention.

P314Get medical advice/attention if you feel unwell.

P405Store locked up.

P501Dispose of contents/container to..…

AMCINONIDE Chemical Properties,Usage,Production

Originator

Cyclocort,Lederle,US,1979

Uses

antiinflammatory

Uses

Glucocorticoid.

Definition

ChEBI: Amcinonide is a corticosteroid, an 11beta-hydroxy steroid, a fluorinated steroid, a 20-oxo steroid, an acetate ester, a spiroketal and a 3-oxo-Delta(1),Delta(4)-steroid. It has a role as an anti-inflammatory drug. It derives from a hydride of a pregnane.

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).