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Budesonide

Catalog No. DB01222 Name DrugBank
CAS Number 51333-22-3 Website http://www.ualberta.ca/
M. F. C25H34O6 Telephone (780) 492-3111
M. W. 430.53386 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 1092

SYNONYMS

IUPAC name
(1S,2S,4R,6S,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-propyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-16-one
IUPAC Traditional name
budesonide
Brand Name
Preferid
Cortivent
Pulmicort Respules
Budeson
Rhinocort Turbuhaler
Bidien
Desowen
Entocort
Micronyl
Pulmicort
Pulmicort Nebuamp
Pulmicort Turbuhaler
Rhinocort
Rhinocort Aqua
Spirocort
Entocort EC
Tridesilon
Synonyms
budesonide

DATABASE IDS

CAS Number 51333-22-3

PROPERTIES

Hydrophobicity(logP) 1.9
Solubility insoluble

DETAILS

Description (English)
Item Information
Drug Groups approved; investigational
Description A glucocorticoid used in the management of asthma, the treatment of various skin disorders, and allergic rhinitis. [PubChem]
Indication For the treatment of mild to moderate active Crohn's disease. Also for the treatment of asthma, non-infectious rhinitis (including hay fever and other allergies), and for treatment and prevention of nasal polyposis.
Pharmacology Budesonide is a synthetic corticosteroid used in Crohn's disease to decrease the symptoms and inflammation associated with the disease, especially at times of flare up. Budesonide has a high topical glucocorticosteroid (GCS) activity and a substantial first pass elimination. The formulation contains granules which are coated to protect dissolution in gastric juice, but which dissolve at pH >5.5, ie, normally when the granules reach the duodenum. Thereafter, a matrix of ethylcellulose with budesonide controls the release of the drug into the intestinal lumen in a time-dependent manner.
Toxicity Single oral doses of 200 and 400 mg/kg were lethal in female and male mice, respectively. The signs of acute toxicity were decreased motor activity, piloerection and generalized edema.
Affected Organisms
Humans and other mammals
Biotransformation Following absorption, budesonide is subject to high first pass metabolism (80-90%). In vitro experiments in human liver microsomes demonstrate that budesonide is rapidly and extensively biotransformed, mainly by CYP3A4, to its 2 major metabolites, 6b-hydroxy budesonide and 16a- hydroxy prednisolone. The glucocorticoid activity of these metabolites is negligible (<1/100) in relation to that of the parent compound.
Absorption Absorption is complete following oral administration.
Half Life 2.0 and 3.6 hours
Protein Binding 85-90%
Elimination Budesonide is excreted in urine and feces in the form of metabolites.
Distribution * 3 L/kg [asthmatic children 4 to 6 years of age]
Clearance * 0.5 L/min [Athmatic children 4 to 6 years of age]
External Links
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RxList
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REFERENCES