ChemicalBook >> CAS DataBase List >>Amebucort

Amebucort

CAS No.
83625-35-8
Chemical Name:
Amebucort
Synonyms
Amebucort;Pregn-4-ene-3,20-dione, 21-(acetyloxy)-11-hydroxy-6-methyl-17-(1-oxobutoxy)-, (6α,11β)- (9CI)
CBNumber:
CB81177994
Molecular Formula:
C28H40O7
Molecular Weight:
488.61
MDL Number:
MFCD00868781
MOL File:
83625-35-8.mol
Last updated:2023-07-12 16:40:38

Amebucort Properties

Boiling point 603.7±55.0 °C(Predicted)
Density 1.20±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility Soluble in DMSO
pka 14.15±0.70(Predicted)
FDA UNII 7YRF8G0G0F

Amebucort price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ChemScene CS-7267 Amebucort ≥99.0% 83625-35-8 1mg $480 2021-12-16 Buy
American Custom Chemicals Corporation API0010672 AMEBUCORT 95.00% 83625-35-8 5MG $503.78 2021-12-16 Buy
ChemScene CS-7267 Amebucort ≥99.0% 83625-35-8 5mg $960 2021-12-16 Buy
ChemScene CS-7267 Amebucort ≥99.0% 83625-35-8 10mg $1632 2021-12-16 Buy
ChemScene CS-7267 Amebucort ≥99.0% 83625-35-8 20mg $2880 2021-12-16 Buy
Product number Packaging Price Buy
CS-7267 1mg $480 Buy
API0010672 5MG $503.78 Buy
CS-7267 5mg $960 Buy
CS-7267 10mg $1632 Buy
CS-7267 20mg $2880 Buy

Amebucort Chemical Properties,Uses,Production

Originator

Amebucort,ZYF Pharm Chemical

Manufacturing Process

(a) 100 g of 17,21-dihydroxy-6α-methyl-4-pregnene-3,20-dione and 10 g of pyridinium tosylate are dissolved in 700 ml of dimethylformamide at room temperature and under agitation, and the clear solution is diluted with 3.5 L of toluene. The solution is then warmed up in a glycerin bath and, at a temperature of 120°C, 1.2 L of toluene is distilled off to remove traces of water. Under agitation, 240 ml of trimethyl orthoformate is gradually poured into the hot reaction solution; the latter is reacted for 30 min and thereafter additional toluene and other readily volatile reaction components are removed by 1 hour of distillation. The mixture is combined with 120 ml of pyridine, cooled to 60°C, and concentrated under vacuum at a bath temperature of 70°C. The mixture is then diluted with 400 ml of dimethylformamide, and the solution is poured under agitation into 10 L of water, thus obtaining the product in the form of a yellowish-white, crystalline precipitate. The mixture is stirred for another 2 hours, vacuum-filtered, washed with water, and dried for 24 hours at 40°C in a vacuum over phosphorus pentoxide, thus obtaining 111.6 g of 17,21-(1-methoxyethylidenedioxy)-6α-methyl-4-pregnene-3,20- dione, melting point 85-87°C.
(b) A 7-14 day old sweetwort slant with Curvularia lunata (NRRL 2380) is freed of the supernatant with 3 ml of physiological sodium chloride solution, and this supernatant is used to inoculate a 2-liter Erlenmeyer flask containing 500 ml of a nutrient solution of 2% glucose and 2% cornsteep, sterilized for 30 min at 120°C in an autoclave and adjusted to pH 6.5. After 60 hours of shaking on a rotary shaker at 30°C, 250 ml of this germination culture is used to inoculate the preliminary fermentor. A 20-liter prefermentor charged with 15 L of a nutrient medium of the same composition as the germination medium and sterilized at 121°C and 1 bar gauge pressure is inoculated with 250 ml of germination culture. With the addition of silicone SH as the defrother, germination is now conducted up to 29°C and 0.6 bar pressure under aeration (15 L/min) and agitation (220 rpm) for 24 hours. The main fermentor is inoculated with 1.5 L of this prefermentor culture. A 20-liter main fermentor, filled with 13.5 L of a sterilized nutrient medium made up of 3% cornsteep liquor and 0.7% glucose, adjusted to pH 5.5, is inoculated with 1.5 L of prefermentor culture. After an incubation phase of 12 hours under prefermentation conditions, a sterile-filtered solution of 12.18 g of 17,21-(1- methoxyethylidenedioxy)-6α-methyl-4-pregnene-3,20-dione in 130 ml of dimethylformamide is added thereto and the mixture is further agitated and aerated. 4 hours after addition of the substrate, the pH value of the culture broth is set at pH 4.5 and held at this value. The pH 0.2 by automatic control with 16% sodium hydroxide solution and 20% sulfuric acid until the end of the fermentation. After a contact period of 51 hours, the microbiological conversion is complete. The content of the fermentor is then treated in a continuous centrifuge, and the culture filtrate as well as the centrifuged fungal mycelium are extracted separately with methyl isobutyl ketone. The extracts are combined and first concentrated in a forced-circulation evaporator to 1 liter at 40°C under vacuum, and then entirely evaporated to dryness in a 2-liter round flask on a rotary evaporator under vacuum at a bath temperature of 40°C. The remaining oily residue is combined with 400 ml of hexane and decanted after vigorous shaking. Subsequently, the residue is once again combined with 400 ml of hexane and agitated at room temperature for 2 hours. The now completely crystallized residue is vacuum-filtered, washed with 100 ml of hexane, and dried for 4 hours at 60°C in a vacuum. Yield: 9.9 g of 17-acetoxy-11β,21-dihydroxy-6α-methyl-4-pregnene-3,20-dione which, after recrystallization from acetone-diisopropyl ether, melts at 192-194°C.
A solution of 1.0 g of 17-acetoxy-11β,21-dihydroxy-6α-methyl-4-pregnene- 3,20-dione in 20 ml of pyridine is combined with 3 ml of butyric anhydride and stirred at room temperature for 2 hours. The reaction solution is then allowed to flow into 150 ml of cooled 8% sulfuric acid and agitated for another 5 hours; the product, initially precipitated in oily form, becomes completely crystallized. The product is vacuum-filtered, washed with water, and dried for 6 hours at 80°C in a vacuum. For purifying purposes, the crude product is recrystallized from acetone-diisopropyl ether, thus obtaining 940 mg of 17- acetoxy-21-butyryloxy-11β-hydroxy-6α-methyl-4-pregnene-3,20-dione, melting point 98-120°C.

Therapeutic Function

Antiinflammatory, Antiallergic

Amebucort Suppliers

Global( 10)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
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 52927 58
MedChemexpress LLC 021-58955995 sales@medchemexpress.cn United States 4863 58
Fan De(Beijing) Biotechnology Co., Ltd. 15911056312 liming@bio-fount.com China 9730 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58
Shanghai?Medlife?Pharm-Tech?Co.,?Ltd 021-59167510 18117107507 vip@med-life.cn China 5019 58
Amebucort Pregn-4-ene-3,20-dione, 21-(acetyloxy)-11-hydroxy-6-methyl-17-(1-oxobutoxy)-, (6α,11β)- (9CI) 83625-35-8