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Amebucort

Product Name
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
Formula Weight
488.61
MOL File
83625-35-8.mol
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Amebucort Property

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)
form 
Solid
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ChemScene
Product number
CS-7267
Product name
Amebucort
Purity
≥99.0%
Packaging
1mg
Price
$480
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0010672
Product name
AMEBUCORT
Purity
95.00%
Packaging
5MG
Price
$503.78
Updated
2021/12/16
ChemScene
Product number
CS-7267
Product name
Amebucort
Purity
≥99.0%
Packaging
5mg
Price
$960
Updated
2021/12/16
ChemScene
Product number
CS-7267
Product name
Amebucort
Purity
≥99.0%
Packaging
10mg
Price
$1632
Updated
2021/12/16
ChemScene
Product number
CS-7267
Product name
Amebucort
Purity
≥99.0%
Packaging
20mg
Price
$2880
Updated
2021/12/16
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Amebucort Chemical Properties,Usage,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 Preparation Products And Raw materials

Raw materials

Preparation Products

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Amebucort Suppliers

MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
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4861
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58
Shanghai Chaolan Chemical Technology Center
Tel
021-QQ:65489617 15618227136
Fax
21-5161 9052
Email
Sales@ATKchemical.com
Country
China
ProdList
7266
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58
Fan De(Beijing) Biotechnology Co., Ltd.
Tel
15911056312
Email
liming@bio-fount.com
Country
China
ProdList
9729
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58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
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58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11217
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58
Shanghai?Medlife?Pharm-Tech?Co.,?Ltd
Tel
021-59167510 18117107507
Email
vip@med-life.cn
Country
China
ProdList
4997
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58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
52925
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58
Hangzhou MolCore BioPharmatech Co.,Ltd.
Tel
+86-057181025280; +8617767106207
Fax
0571-85806285
Email
sales@molcore.com
Country
China
ProdList
49734
Advantage
58