DEXBUDESONIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C25H34O6
Molecular Weight	430.5339
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC[C@@H]1O[C@@H]2C[C@H]3[C@@H]4CCC5=CC(=O)C=C[C@]5(C)[C@H]4[C@@H](O)C[C@]3(C)[C@@]2(O1)C(=O)CO

InChI

InChIKey=VOVIALXJUBGFJZ-VXKMTNQYSA-N

InChI=1S/C25H34O6/c1-4-5-21-30-20-11-17-16-7-6-14-10-15(27)8-9-23(14,2)22(16)18(28)12-24(17,3)25(20,31-21)19(29)13-26/h8-10,16-18,20-22,26,28H,4-7,11-13H2,1-3H3/t16-,17-,18-,20+,21+,22+,23-,24-,25+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C25H34O6
Molecular Weight	430.5339
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	9 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23416292

Dexbudesonide (22R- Budesonide) is an epimer R of Budesonide, last is used as a mixture of 22R and 22S epimers for the topical treatment of asthma, rhinitis, and inflammatory bowel disease

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Holding chambers versus nebulisers for inhaled steroids in chronic asthma.	2001	11405994
Inhaled budesonide/formoterol combination.	2001	11217872
Onset of bronchodilation of budesonide/formoterol vs. salmeterol/fluticasone in single inhalers.	2001	11162416
Stability and performance characteristics of a budesonide powder for inhalation with a novel dry powder inhaler device.	2001 Apr	11385814
Scintigraphic evaluation of lung deposition with a novel inhaler device.	2001 Apr	11385810
Effectiveness of inhaled corticosteroids in controlling acute asthma exacerbations in children at home.	2001 Feb	11261454
Nasal retention of budesonide and fluticasone in man: formation of airway mucosal budesonide-esters in vivo.	2001 Feb	11259988
Therapeutic benefit of a dissociated glucocorticoid and the relevance of in vitro separation of transrepression from transactivation activity.	2001 Feb 1	11160246
Novel glucocorticoid antedrugs possessing a 17beta-(gamma-lactone) ring.	2001 Feb 15	11170650
Asthma, corticosteroids, and growth.	2001 Feb 22	11221624
Is budesonide or nedocromil superior in the long-term management of mild to moderate asthma in children?	2001 Jan	11195486
Effect of food on the pharmacokinetics of budesonide controlled ileal release capsules in patients with active Crohn's disease.	2001 Jan	11136277
Pneumomediastinum and pneumopericardium: unusual and rare complications of asthma in a 4 years old girl.	2001 Jan-Feb	11449532
Infliximab for the treatment of Crohn's disease: review and indications for clinical use in Canada.	2001 Jun	11429666
Benign intracranial hypertension associated with budesonide treatment in children with Crohn's disease.	2001 Jun	11417618
Interleukin-13 upregulates eotaxin expression in airway epithelial cells by a STAT6-dependent mechanism.	2001 Jun	11415942
Inhibitory effects of anti-inflammatory drugs on interleukin-6 bioactivity.	2001 Jun	11411563
The problem of dose-response and therapeutic ratio of inhaled steroids.	2001 Jun	11401902
Meconium induces expression of inducible NO synthase and activation of NF-kappaB in rat alveolar macrophages.	2001 Jun	11385144
Relevance and reproducibility of patch-test reactions to corticosteroids.	2001 Jun	11380547
On-demand relief treatment for asthma.	2001 Jun 9	11417576
On-demand relief treatment for asthma.	2001 Jun 9	11417575
The effect of intranasal budesonide spray on mucosal blood flow measured with laser Doppler flowmetry.	2001 Mar	11340689
The effectiveness of high-dose inhaled budesonide therapy in the treatment of acute asthma exacerbations in children.	2001 Mar	11289332
Comparison of the systemic effects of fluticasone propionate and budesonide given by dry powder inhaler in healthy and asthmatic subjects.	2001 Mar	11182010
Effect of budesonide and nedocromil sodium on IL-6 and IL-8 release from human nasal mucosa and polyp epithelial cells.	2001 May	11392584
Ex-vivo product performance of Diskus and Turbuhaler inhalers using inhalation profiles from patients with severe chronic obstructive pulmonary disease.	2001 May	11392571
A comparison of the efficacy and safety of a half dose of fluticasone propionate with beclamethasone dipropionate and budesonide in childhood asthma.	2001 May	11392363
Comparison of the cost-effectiveness of budesonide and sodium cromoglycate in the management of childhood asthma in everyday clinical practice.	2001 May	11379805
[Precise direction or flexible self-control. How strictly must the asthma patient adhere to medical advice?].	2001 May 10	11400630

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

In vitro biotransformation of the 22R (Dexbudesonide) and 22S epimers of the topical steroid budesonide was studied in the S-9 fraction of human liver, bronchus, skin and colonic mucosa. A marked decay of the initial concentration of unchanged budesonide epimers was noticed after 2 h incubation in cultured human hepatocytes, while only a small decrease was observed after 24 h incubation in cultured human airway smooth muscle cells and BEAS-2B cells. The 22R epimer of budesonide suffered greater in vitro biotransformation than the 22S epimer in human hepatic, bronchial and colonic tissues.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:13:42 GMT 2025` Edited by `admin` on `Mon Mar 31 18:13:42 GMT 2025`
Record UNII	2HI1006KPH
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

dexbudesonide [INN]

Preferred Name

English

DEXBUDESONIDE

Official Name

English

PREGNA-1,4-DIENE-3,20-DIONE, 16,17-BUTYLIDENEBIS(OXY)-11,21-DIHYDROXY-, (11.BETA.16.ALPHA.(R))

Common Name

English

Dexbudesonide [WHO-DD]

Common Name

English

(R)-11.BETA.,16.ALPHA.,17,21-TETRAHYDROXYPREGNA-1,4-DIENE-3,20-DIONE 16,17-ACETAL WITH BUTYRALDEHYDE

Common Name

English

R-BUDESONIDE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C521