1019. Beclomethasone

Nomenclature

CAS number: 4419-39-0
(11β,16β)-9-Chloro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione; 9α-chloro-16β-methyl-1,4-pregnadiene-11β,17α,21-triol-3,20-dione; 9α-chloro-16β-methylprednisolone.
C22H29ClO5; mol wt 408.92.
C 64.62%, H 7.15%, Cl 8.67%, O 19.56%.

Description and references

Glucocorticoid. Prepn of free alcohol and 21-acetate: GB 912378 (1962 to Merck & Co.); of 21-acetate: GB 901093 (1962 to Schevico); of mono and diesters: J. Elks et al., BE 649170; eidem, US 3312590 (1964, 1967 both to Glaxo). Symposium on clinical studies: Br. J. Clin. Pharmacol. 4, Suppl. 3, 249S-312S (1977). Use in chronic asthma in children: M. Rao et al., J. Asthma 19, 21 (1982); in treatment of asthma in steroid-independent adults: V. A. Malfitan, Clin. Ther. 4, 472 (1982). Review of use in rhinitis: P. Small et al., Ann. Allergy 49, 127 (1982); of pharmacology, side effects and use in asthma and allergic rhinitis: R. N. Brogden et al., Drugs 28, 99-126 (1984).

Chemical structure

Derivative

Dipropionate.

Nomenclature

CAS number: 5534-09-8
Sch-18020W; Aerobec (3M Pharma); Aldecin (Schering-Plough); Anceron (Schering-Plough); Andion (GEA); Beclacin (Kaigai); Becloforte (GSK); Beclomet (Orion); Beclorhinol (Lindopharm); Beclovent (GSK); Becodisks (GSK); Beconase (GSK); Beconasol (GSK); Becotide (GSK); Clenil-A (Chiesi); Entyderma (Taiyo); Inalone (Lampugnani); Korbutone (Nippon Glaxo); Propaderm (GSK); Qvar (3M); Rino-Clenil (Chiesi); Sanasthmax (GSK); Vancenase (Schering-Plough); Vanceril (Schering-Plough); Viarex (Schering-Plough); Viarox (Byk Gulden).
C28H37ClO7; mol wt 521.04.
C 64.54%, H 7.16%, Cl 6.80%, O 21.49%.

Properties

Crystals from acetone + ether, mp 117-120° (dec). [α]D +98.0° (c = 1.0 in dioxane). uv max (ethanol): 238 nm (ε 15990).

Therapeutic Category

Antiallergic, antiasthmatic (inhalant). Anti-inflammatory (topical).

Keywords

Antiallergic (Steroidal, Nasal); Antiasthmatic (Steroidal, Inhalant); Glucocorticoid