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BECLOMETHASONE

CAS No.
4419-39-0
Chemical Name:
BECLOMETHASONE
Synonyms
Beclometasone;BecL;Becolvent;omethasone;BECLOMETHASONE;BecloMethasone Solution;Beclomethasone - 95% min;Beclomethasone - 98% min;BECLOMETHASONE USP/EP/BP;Beclomethasone in Methanol
CBNumber:
CB7694093
Molecular Formula:
C22H29ClO5
Molecular Weight:
408.92
MDL Number:
MFCD00135614
MOL File:
4419-39-0.mol
Last updated:2024-03-19 15:37:50

BECLOMETHASONE Properties

Melting point 217- 222°C (dec.)
Boiling point 600.2±55.0 °C(Predicted)
Density 1.35±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility Dioxane (Sparingly, Sonicated), DMSO (Sparingly), Ethyl Acetate (Slightly), Methane
form Solid
pka 12.17±0.70(Predicted)
color White to Pale Beige
Merck 13,1020
Stability Hygroscopic
CAS DataBase Reference 4419-39-0(CAS DataBase Reference)
NCI Dictionary of Cancer Terms beclomethasone
FDA UNII KGZ1SLC28Z
ATC code A07EA07,D07AC15,R01AD01,R03BA01

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Warning
Hazard statements  H361
Precautionary statements  P201-P202-P281-P308+P313-P405-P501
Safety Statements  24/25
WGK Germany  3
HS Code  29372900

BECLOMETHASONE price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B0385 Beclomethasone ≥99% 4419-39-0 100mg $252 2024-03-01 Buy
Sigma-Aldrich B0385 Beclomethasone ≥99% 4419-39-0 1g $1500 2024-03-01 Buy
Sigma-Aldrich B0385 Beclomethasone ≥99% 4419-39-0 250mg $550 2024-03-01 Buy
TRC B131000 Beclomethasone 4419-39-0 100mg $190 2021-12-16 Buy
Biosynth Carbosynth FB18151 Beclomethasone - 98% min 4419-39-0 100mg $220 2021-12-16 Buy
Product number Packaging Price Buy
B0385 100mg $252 Buy
B0385 1g $1500 Buy
B0385 250mg $550 Buy
B131000 100mg $190 Buy
FB18151 100mg $220 Buy

BECLOMETHASONE Chemical Properties,Uses,Production

Description

Beclomethasone dipropionate is claimed to exert a topical effect on the lungs without significant systemic activity. It is used by inhalation, generally from a metered aerosol, for the prophylaxis of the symptoms of asthma.

Chemical Properties

White to Off-White Solid

Originator

Propaderm,Kyowa Hakko,Japan,1972

Uses

Beclomethasone has been used in MS?MS (mass spectrometry) methods for the analysis of β-agonists, corticosteroids, chloramphenicol and penicillins. It has also been used to find the differential response of glucocorticoids in larval regeneration model.

Uses

Glucocorticoid. Beclomethasone is used in chronic asthma and allergic rhinitis. Antiallergic, antiasthmatic (inhalant). Anti-inflammatory (topical).

Definition

ChEBI: A 17alpha-hydroxy steroid that is prednisolone in which the hydrogens at the 9alpha and 16beta positions are substituted by a chlorine and a methyl group, respectively.

Manufacturing Process

6 grams of 6β-methyl-1,4-pregnadiene-11β,17α,21-triol-3,20-dione-21-acetate is dissolved in a mixture of 35 ml of dimethylformamide and 6 ml of pyridine. To the resulting solution is added 2.5 ml of methanesulfonyl chloride and the reaction mixture maintained at 80°-85°C for about 1 hour. The resulting red solution is cooled in an ice bath and treated successively with 55 ml of methanol, 240 ml of 5% aqueous sodium bicarbonate and finally with 360 ml of water. The resulting reaction mixture is then allowed to stand at room temperature overnight after which the precipitated product is removed by filtration, washed repeatedly with water and dried to a constant weight in air at about 50°C to produce 6β-methyl-1,4,9(11)-pregnadiene-11α,21-diol-3,20- dione-21-acetate.
Hydrolysis of the acetate ester with alkali, e.g., sodium methoxide in methanol, affords the free alcohol, 16β-methyl-1,4,9(11)-pregnadiene-17α,21- diol-3,20-dione. To a suspension of 3 grams of 6β-methyl-1,4,9(11)- pregnadiene-17α,21-diol-3,20-dione-21-acetate 40 ml of acetone is added at 0°C with stirring 2 grams of N-chlorosuccinimide and then 7 ml of a perchloric acid solution prepared by dissolving 0.548 ml of 70% perchloric acid in 33 ml of water. The resulting reaction mixture is stirred at 0° for about 4 hours 45 minutes.
The excess of N-chlorosuccinimide is destroyed by the addition of about 15 drops of allyl alcohol and 180 ml of water is then added with stirring. This mixture is held at 0°C for about one hour. The precipitated 16β-methyl-1,4- pregnadiene-9α-chloro-11β,17α,21-triol-3,20-dione-21-acetate is recovered filtration. A solution of 250 mg of the chlorohydrin in 5 ml of 0.25N perchloric acid in methanol is stirred for about 18 hours at room temperature to produce 16β-methyl-9α-chloro-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione which is recovered by adding water to the reaction mixture and allowing the product to crystallize. Propionic anhydride is then used to convert this material to the dipropionate.

brand name

Beclovent (GlaxoSmithKline); Beconase (GlaxoSmithKline); Qvar (3M Pharmaceuticals); Vanceril (Schering).

Therapeutic Function

Topical antiinflammatory, Glucocorticoid

Biological Functions

The topical anti-inflammatory potency for beclomethasone dipropionate (BDP) is approximately 5,000 times greater than hydrocortisone, 500 times greater than betamethasone or dexamethasone, and approximately five times greater than fluocinolone acetonide or triamcinolone acetonide, as measured by vasoconstrictor assay.

Biochem/physiol Actions

Beclomethasone is an anti-inflammatory glucocorticoid.It helps to decrease airway hyperresponsiveness. It also helps to regulate symptoms of asthma.

Clinical Use

Beclomethasone, a 9α-chloro analogue of betamethasone, is a potent glucocorticoid with approximately half the potency of its fluoro analogue. It is used topically as its dipropionate derivative in inhalation aerosol therapy for asthma and rhinitis but not for treatment of steroid-responsive dermatoses.

BECLOMETHASONE Preparation Products And Raw materials

Global( 136)Suppliers
Supplier Tel Email Country ProdList Advantage
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
AFINE CHEMICALS LIMITED
0571-85134551 info@afinechem.com CHINA 15377 58
Nextpeptide Inc
+86-0571-81612335 +8613336028439 sales@nextpeptide.com China 19915 58
Wuhan Golt Biotech Co., Ltd.
+8615389281203 maria@goltbiotech.com China 980 58
Alfa Chemistry
+1-5166625404 Info@alfa-chemistry.com United States 21317 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
Hunan Jibang Biological Technology Co., LTD
+8613776644403 sales02@kingboomtech.com China 1806 58
Jiangxi Huihe Chemical Co., Ltd.
+86-19189228086 +8618858568638 wuzhouding@huihecrop.com China 886 58
LUYUNJIA CHEMISTRY XIAMEN LIMITED
+86-592-5360779 +86-13055435203 China 5996 58

View Lastest Price from BECLOMETHASONE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
BECLOMETHASONE pictures 2020-01-14 BECLOMETHASONE
4419-39-0
US $1.00 / g 1g 99% 200kg Career Henan Chemical Co
Pregna-1,4-diene-3,20-dione, 9-chloro-11,17,21-trihydroxy-16-methyl-, (11beta,16beta)- 9alpha-Chloro-16beta-methylprednisolone 9-Chloro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione 9-Chloro-11beta,17,21-trihydroxy-16beta-methyl-pregna-1,4-diene-3,20-dione Beclomethasone Solution, 100ppm 9α-Chloro-16β-methyl-1,4-pregnadiene-11β,17α,21-triol-3,20-dione Beclomethasone solution,1000ppm 1,4-PREGNADIEN-9-ALPHA-CHLORO-16-BETA-METHYL-11-BETA, 17-ALPHA, 21-TRIOL-3,20-DIONE 9ALPHA-CHLORO-16BETA-METHYL-1,4-PREGNADIENE-11BETA,17ALPHA,21-TRIOL-3,20-DIONE BECLOMETHASONE BeclomethasoneDipropionateBase Beclomethasone Dipropionate 5534-09-8 /Base 9α-Chloro-16β-methyl-1,4-pregnadiene-11β,17α,21-triol-3,20-dione, 9α-Chloro-11β,17α,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione (8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one (8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11,17-dihydroxy-17-(2-hydroxyethanoyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one (8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-17-glycoloyl-11,17-dihydroxy-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one Beclomethasone,9α-Chloro-11β,17α,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione, 9α-Chloro-16β-methyl-1,4-pregnadiene-11β,17α,21-triol-3,20-dione 9-Chloro-16-methylpregna-1,4-diene-11,17,21-triol-3,20-dione Beclomethasone (base and/or unspecified salts) (9-α-Chloro-16-beta-methylprednisolone) (11,16)-9-Chloro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione 9a-Chloro-16-methylprednisolone Becolvent BecloMethasone Solution 9α-Chloro-16β-Methylprednisolone Beclomethasone - 95% min Beclomethasone - 98% min 9-Chloro-11beta,17,21-trihydroxy-16 omethasone Pregna-1,4-diene-3,20-dione, 9-chloro-11,17,21-trihydroxy-16-methyl-, (11β,16β)- Beclomethasone in Methanol BECLOMETHASONE USP/EP/BP Pregna-1,4-diene-3,20-dione,9-chloro-11,17,21-trihydroxy-16-methyl-, (11b,16b)- Beclometasone (Beclometasone) Beclometasone BecL 9-Chloro-11β,17,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione (Beclometasone) Beclometasone Dipropionate Imp. G (EP) 1, 4-PREGNADIEN-9α-CHLORO-16β-METHYL-11β, 17α, 21-TRIOL-3, 20-DIONE 4419-39-0 2092-13-4 C22H29ClO5 Immunomodulators and Antibiotics Immune System Regulation Immune Cell Signaling and Blood BioChemical Cell Biology Cell Signaling and Neuroscience Intermediates & Fine Chemicals Pharmaceuticals Steroids