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fluazacort

CAS No.
19888-56-3
Chemical Name:
fluazacort
Synonyms
L-6400;Azacortid;fluazacort;Fluazacortum;21-acetoxy-9-fluoro-11β-hydroxy-2'-methyl-(16β)-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione;9α-Fluoro-11β,21-dihydroxy-3,20-dioxo-1,4-pregnadieno[17α,16α-d]-2-Methyloxazoline 21-Acetate;(16β)-21-(Acetoxy)-9-fluoro-11β-hydroxy-2'-methylpregnano[17,16-d]oxazole-1,4-diene-3,20-dione;(5'β)-9-Fluoro-11β,21-dihydroxy-2'-methylpregnano[17,16-d]oxazole-1,4-diene-3,20-dione 21-acetate;(11β,16β)-21-(Acetyloxy)-9-fluoro-11-hydroxy-2'-Methyl-5'H-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione;5'H-Pregna-1,4-dieno[17,16-d]oxazole-3,20-dione, 21-(acetyloxy)-9-fluoro-11-hydroxy-2'-methyl-, (11β,16β)-
CBNumber:
CB3909984
Molecular Formula:
C25H30FNO6
Molecular Weight:
459.51
MDL Number:
MOL File:
19888-56-3.mol
Last updated:2023-05-04 17:34:35

fluazacort Properties

Melting point 252-255°
alpha D +54.8° (c = 0.5 in CHCl3)
FDA UNII Y37GZ3VFSS

fluazacort price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC F407400 Fluazacort 19888-56-3 10mg $195 2021-12-16 Buy
TRC F407400 Fluazacort 19888-56-3 100mg $1540 2021-12-16 Buy
American Custom Chemicals Corporation API0011466 FLUAZACORT 95.00% 19888-56-3 100MG $2194.5 2021-12-16 Buy
American Custom Chemicals Corporation API0011466 FLUAZACORT 95.00% 19888-56-3 10MG $779.63 2021-12-16 Buy
Product number Packaging Price Buy
F407400 10mg $195 Buy
F407400 100mg $1540 Buy
API0011466 100MG $2194.5 Buy
API0011466 10MG $779.63 Buy

fluazacort Chemical Properties,Uses,Production

Originator

Azacortid,Richter,Italy,1975

Uses

fluazacort is a glucucorticoid with anti-inflammatory properties used in the treatment of skin diseases.

Definition

ChEBI: Fluazacort is a corticosteroid hormone.

Manufacturing Process

To a solution of 2.4 g of pregna-1,4,9(11)-triene-21-ol-3,20-dione-[17α,16α- d]-2'-methyloxazoline 21-acetate in 24 ml of tetrahydrofuran, 12.8 ml of 0.46 N perchloric acid are added at 15°C under stirring. N-bromoacetamide (1.1 g) is then added to the mixture which is kept far from light, and stirred for 4 hours at room temperature. After lowering the temperature to 10°C, a saturated solution of sodium bisulfite is added in order to decolorize the mixture, which is then poured into 120 ml of ice water. A product separates, which is collected by filtration, washed with water and then dried, thus obtaining 2.81 g of crude 9α-bromo-pregna-1,4-diene-11β,21-diol-3,20-dione- [17α,16α-d]-2'-methyloxazoline-21-acetate (yield 93%), MP 175°C to 176°C. An amount of 2.75 g of 9α-brorno-pregna-1,4-diene-11β,21-diol-3,20-dione- [17α,16α-d]-2'-methyloxazoline-21-acetate is dissolved under nitrogen in 137 ml of a mixture methanol:chloroform (3:2). The solution is put in ice bath and 5.5 ml of 1 N NaOH are then added within 10 minutes followed by 5.5 ml within the next 40 minutes. A strong stirring is provided for 2 hours and the temperature is kept between 0°C and 5°C, then the pH is adjusted to 7 to 8 with glacial acetic acid. The solvent is evaporated in vacuo to 20 ml of volume of solution, that is poured into ice water (130 ml). The product is collected by filtration, washed with water and dried. Yield: 1.6 g (80%), MP 221°C to 222°C. It is pregna-1,4-diene-9β,11β-epoxy-21-ol-3,20-dione-[17α,16α-d]-2'- methyloxazoline.
An amount of 1 g of the above product is dissolved in 9.4 ml of a mixture obtained by mixing 4.67 ml of hydrofluoric acid with 8.5 ml of tetrahydrofuran at the temperature of 0°C. This solution is stirred for 20 hours at the same temperature, then under strong stirring and cooling 20 ml of tetrahydrofuran are added. The solution is subsequently neutralized by the addition of 24 g of sodium bicarbonate followed by 1 g of sodium sulfate. The inorganic substance is collected and washed with ethyl acetate. The filtrate is evaporated to dryness and the product is crystallized from acetone: 0.65 g (yield 61%) of pregna-1,4-dien-9α-fluoro-11β,21-diol-3,20-dione-[17α,16α-d]- 2'-methyloxazoline are obtained, MP 241°C to 244°C [α]D = +83.5 (c. 0.5, CHCl3).The 21-acetate has MP 252°C to 255°C [α]D = +54.8 (c. 0.5, CHCl3).

Therapeutic Function

Antiinflammatory

fluazacort Preparation Products And Raw materials

Global( 18)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Hangzhou MolCore BioPharmatech Co.,Ltd.
+86-057181025280; +8617767106207 sales@molcore.com China 49739 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Chemsky (shanghai) International Co.,Ltd 021-50135380 shchemsky@sina.com China 15421 60
Shenzhen Polymeri Biochemical Technology Co., Ltd. +86-400-002-6226 13028896684 sales@rrkchem.com China 55827 58
Energy Chemical 021-58432009 400-005-6266 marketing@energy-chemical.com China 44941 58
TargetMol Chemicals Inc. 4008200310 marketing@tsbiochem.com China 24131 58
(16β)-21-(Acetoxy)-9-fluoro-11β-hydroxy-2'-methylpregnano[17,16-d]oxazole-1,4-diene-3,20-dione (5'β)-9-Fluoro-11β,21-dihydroxy-2'-methylpregnano[17,16-d]oxazole-1,4-diene-3,20-dione 21-acetate Azacortid L-6400 fluazacort (11β,16β)-21-(Acetyloxy)-9-fluoro-11-hydroxy-2'-Methyl-5'H-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione 9α-Fluoro-11β,21-dihydroxy-3,20-dioxo-1,4-pregnadieno[17α,16α-d]-2-Methyloxazoline 21-Acetate Fluazacortum 5'H-Pregna-1,4-dieno[17,16-d]oxazole-3,20-dione, 21-(acetyloxy)-9-fluoro-11-hydroxy-2'-methyl-, (11β,16β)- 21-acetoxy-9-fluoro-11β-hydroxy-2'-methyl-(16β)-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione 19888-56-3 C25H30FNO6 Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Steroids