Title: Budesonide
CAS Registry Number: 51333-22-3
CAS Name: (11b,16a)-16,17-[Butylidenebis(oxy)]-11,21-dihydroxypregna-1,4-diene-3,20-dione
Additional Names: (R,S)-11b,16a,17,21-tetrahydroxypregna-1,4-diene-3,20-dione cyclic 16,17-acetal with butyraldehyde
Manufacturers' Codes: S-1320
Trademarks: Bidien (IDI); Budeson (Fujisawa); Cortivent (Leiras); Entocort (AstraZeneca); Novopulmon (Viatris); Preferid (Yamanouchi); Pulmicort (AstraZeneca); Rhinocort (AstraZeneca); Spirocort (AstraZeneca)
Molecular Formula: C25H34O6
Molecular Weight: 430.53
Percent Composition: C 69.74%, H 7.96%, O 22.30%
Literature References: Non-halogenated glucocorticoid related to triamcinolone hexacetonide, q.v. with a high ratio of topical to systemic activity. Prepn: R. L. Brattsand et al., DE 2323215; eidem, US 3929768 (1973, 1975 both to Bofors). Synthesis and anti-inflammatory properties: A. Thalén, R. L. Brattsand, Arzneim.-Forsch. 29, 1787 (1979). Pharmacokinetic study: A. Ryrfeldt et al., J. Steroid Biochem. 10, 317 (1979). HPLC determn of epimers, impurities, content: G. Roth et al., J. Pharm. Sci. 69, 766 (1980). Review of pharmacodynamics and efficacy in asthma and rhinitis: S. P. Clissold, R. C. Heel, Drugs 28, 485-518 (1984).
Properties: Crystals, mp 221-232° (dec). Mixture of two isomers; the content of the S-isomer in the mixture varies between 40-51%. [a]D25 +98.9° (c = 0.28 in methylene chloride).
Melting point: mp 221-232° (dec)
Optical Rotation: [a]D25 +98.9° (c = 0.28 in methylene chloride)
Therap-Cat: Anti-inflammatory.
Keywords: Antiasthmatic (Steroidal, Inhalant); Glucocorticoid. |