Beclomethasone Dipropionate | CAS#5534-09-8 | Glucocorticoid

MedKoo Cat#: 315215 | Name: Beclomethasone dipropionate

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Beclometasone dipropionate (INN modified) or beclomethasone dipropionate (USAN, former BAN), also referred to as beclometasone (INN), is a potent glucocorticoid steroid. In the form of an inhaler (e.g. Clenil, Qvar), a wide number of brands of which are available, it is used for the prophylaxis of asthma. As a nasal spray (e.g. Beconase, alanase, Vancenase), it is used for the treatment of rhinitis (e.g. hayfever) and sinusitis. In some instances it is used by oral pathologists in the treatment of unusually severe aphthous ulcers.

Chemical Structure

Beclomethasone dipropionate

CAS#5534-09-8

Theoretical Analysis

MedKoo Cat#: 315215

Name: Beclomethasone dipropionate

CAS#: 5534-09-8

Chemical Formula: C28H37ClO7

Exact Mass: 520.2228

Molecular Weight: 521.04

Elemental Analysis: C, 64.54; H, 7.16; Cl, 6.80; O, 21.49

Price and Availability

Size	Price	Availability	Quantity
250mg	USD 350.00	2 Weeks
1g	USD 650.00	2 weeks

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Synonym

Beclomethasone dipropionate; Clenil; Qvar; Beconase; alanase; Vancenase

IUPAC/Chemical Name

(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-[2-(propionyloxy)acetyl]-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl propionate

InChi Key

KUVIULQEHSCUHY-XYWKZLDCSA-N

InChi Code

InChI=1S/C28H37ClO7/c1-6-23(33)35-15-22(32)28(36-24(34)7-2)16(3)12-20-19-9-8-17-13-18(30)10-11-25(17,4)27(19,29)21(31)14-26(20,28)5/h10-11,13,16,19-21,31H,6-9,12,14-15H2,1-5H3/t16-,19-,20-,21-,25-,26-,27-,28-/m0/s1

SMILES Code

CCC(O[C@]1(C(COC(CC)=O)=O)[C@@H](C)C[C@@]2([H])[C@]3([H])CCC4=CC(C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]12C)=O)=O

Appearance

White to off-white crystalline powder.

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO.

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Betamethasone dipropionate is a glucocorticoid steroid with anti-inflammatory and immunosuppressive abilities.

In vitro activity:

The effects of dexamethasone (Dex) and beclomethasone (Beclo) on C. pneumoniae infection in vitro were evaluated. Glucocorticoids were tested alone or in combination with azithromycin (AZM), telithromycin (TEL), or levofloxacin (LVX), antibiotics commonly used against C. pneumoniae infections. In vitro at 1 and 5 μM, both glucocorticoids decreased the number of IFU (inclusion forming units) versus the control number (P < 0.001). Dex and Beclo reduced the number of IFU versus the control number by about 25% at 1 μM and by about 40 and 30%, respectively, at 5 μM. Reference: Antimicrob Agents Chemother. 2004 Dec;48(12):4878-81. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC529217/

In vivo activity:

The in vivo antichlamydial activities of dexamethasone and beclomethasone alone and in combination with an antibiotic were tested. An in vivo dose of Dex and Beclo (120 μg/kg/day) led to an anti-inflammatory effect and an immunosuppressant effect in a murine Chlamydophila pneumoniae infection model. Reference: Antimicrob Agents Chemother. 2004 Dec;48(12):4878-81. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC529217/

	Solvent	mg/mL	mM
Solubility
	DMSO	107.0	205.36
	Ethanol	18.0	34.55

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 521.04 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Caronzolo D, Lucini V, Pannacci M, Grosso S, Colleoni F, Fraschini F, Scaglione F. Glucocorticoids increase in vitro and in vivo activities of antibiotics against Chlamydophila pneumoniae. Antimicrob Agents Chemother. 2004 Dec;48(12):4878-81. doi: 10.1128/AAC.48.12.4878-4881.2004. PMID: 15561871; PMCID: PMC529217.

In vitro protocol:

In vivo protocol:

1: Berger WE, Jacobs RL, Amar NJ, Tantry SK, Li J, Small CJ. Efficacy and safety of beclomethasone dipropionate nasal aerosol in children with perennial allergic rhinitis. Ann Allergy Asthma Immunol. 2015 Jun 24. pii: S1081-1206(15)00337-3. doi: 10.1016/j.anai.2015.05.012. [Epub ahead of print] PubMed PMID: 26115578. 2: Van Assche G, Manguso F, Zibellini M, Nuño JL, Goldis A, Tkachenko E, Varoli G, Kleczkowski D, Annese V, D'Heygere F, Balzano A. Corrigendum: Oral Prolonged Release Beclomethasone Dipropionate and Prednisone in the Treatment of Active Ulcerative Colitis: Results From a Double-Blind, Randomized, Parallel Group Study. Am J Gastroenterol. 2015 Jun;110(6):943. doi: 10.1038/ajg.2015.145. PubMed PMID: 26052781. 3: Van Assche G, Manguso F, Zibellini M, Cabriada Nuño JL, Goldis A, Tkachenko E, Varoli G, Kleczkowski D, Annese V, D'Heygere F, Balzano A; BETA study participating centers. Oral prolonged release beclomethasone dipropionate and prednisone in the treatment of active ulcerative colitis: results from a double-blind, randomized, parallel group study. Am J Gastroenterol. 2015 May;110(5):708-15. doi: 10.1038/ajg.2015.114. Epub 2015 Apr 14. PubMed PMID: 25869389. 4: Chen X, Kang Y, Wang L, Lin L, Zhu Z, Chen R. Extrafine HFA-beclomethasone dipropionate versus budesonide for asthma: a meta-analysis. Int J Clin Exp Med. 2015 Jan 15;8(1):212-21. eCollection 2015. PubMed PMID: 25784990; PubMed Central PMCID: PMC4358445. 5: Rodríguez-Martínez CE, Sossa-Briceño MP, Vladimir Lemos E. Cost-effectiveness analysis of mometasone furoate versus beclomethasone dipropionate for the treatment of pediatric allergic rhinitis in Colombia. Adv Ther. 2015 Mar;32(3):254-69. doi: 10.1007/s12325-015-0192-6. Epub 2015 Mar 10. PubMed PMID: 25754327; PubMed Central PMCID: PMC4376956. 6: Zhang Q, Peng X, Shi J, Dai R, Yu S. [Beclomethasone dipropionate cream combined with He-Ne laser irradiation treatment of nasal vestibule eczema]. Lin Chung Er Bi Yan Hou Tou Jing Wai Ke Za Zhi. 2014 Nov;28(22):1789-90. Chinese. PubMed PMID: 25752116. 7: Carney Almroth BM, Gunnarsson LM, Cuklev F, Fick J, Kristiansson E, Larsson DG. Waterborne beclomethasone dipropionate affects the physiology of fish while its metabolite beclomethasone is not taken up. Sci Total Environ. 2015 Apr 1;511:37-46. doi: 10.1016/j.scitotenv.2014.12.016. Epub 2014 Dec 18. PubMed PMID: 25527967. 8: Ciprandi G, Rossi GA. [The topical treatment of allergic and vasomotor rhinitis: the role of beclomethasone dipropionate]. Recenti Prog Med. 2014 Nov;105(11):420-8. doi: 10.1701/1680.18404. Review. Italian. PubMed PMID: 25424236. 9: Weinstein SF, Andrews CP, Shah SR, Chylack LT Jr, Tankelevich A, Ding Y, Tantry SK. Long-term efficacy and safety of once-daily treatment with beclomethasone dipropionate nasal aerosol. Allergy Asthma Proc. 2014 Jul-Aug;35(4):323-31. doi: 10.2500/aap.2014.35.3767. PubMed PMID: 24992552. 10: Takashima S, Eto T, Shiratsuchi M, Hidaka M, Mori Y, Kato K, Kamezaki K, Oku S, Henzan H, Takase K, Matsushima T, Takenaka K, Iwasaki H, Miyamoto T, Akashi K, Teshima T. The use of oral beclomethasone dipropionate in the treatment of gastrointestinal graft-versus-host disease: the experience of the Fukuoka blood and marrow transplantation (BMT) group. Intern Med. 2014;53(12):1315-20. Epub 2014 Jun 15. PubMed PMID: 24930650.