ChemicalBook > CAS DataBase List > BECLOMETHASONE

BECLOMETHASONE

Product Name
BECLOMETHASONE
CAS No.
4419-39-0
Chemical Name
BECLOMETHASONE
Synonyms
Beclometasone;BecL;Becolvent;omethasone;BECLOMETHASONE;BecloMethasone Solution;Beclomethasone - 98% min;Beclomethasone - 95% min;BECLOMETHASONE USP/EP/BP;Beclomethasone in Methanol
CBNumber
CB7694093
Molecular Formula
C22H29ClO5
Formula Weight
408.92
MOL File
4419-39-0.mol
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BECLOMETHASONE Property

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)
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29372900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

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

P281Use personal protective equipment as required.

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

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B0385
Product name
Beclomethasone
Purity
≥99%
Packaging
100mg
Price
$252
Updated
2024/03/01
Sigma-Aldrich
Product number
B0385
Product name
Beclomethasone
Purity
≥99%
Packaging
1g
Price
$1500
Updated
2024/03/01
Sigma-Aldrich
Product number
B0385
Product name
Beclomethasone
Purity
≥99%
Packaging
250mg
Price
$550
Updated
2024/03/01
TRC
Product number
B131000
Product name
Beclomethasone
Packaging
100mg
Price
$190
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB18151
Product name
Beclomethasone - 98% min
Packaging
100mg
Price
$220
Updated
2021/12/16
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BECLOMETHASONE Chemical Properties,Usage,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

Raw materials

Preparation Products

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View Lastest Price from BECLOMETHASONE manufacturers

Career Henan Chemical Co
Product
BECLOMETHASONE 4419-39-0
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
200kg
Release date
2020-01-13

4419-39-0, BECLOMETHASONERelated Search:


  • Beclometasone
  • 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
  • Beclomethasone - 95% min
  • Beclomethasone - 98% min
  • 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
  • 9-Chloro-11beta,17,21-trihydroxy-16
  • BecL
  • 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)
  • 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