U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C26H32ClFO5
Molecular Weight 478.9816
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CLOBETASONE BUTYRATE

SMILES

CCCC(=O)O[C@@]1([C@@]([H])(C)C[C@@]2([H])[C@]3([H])CCC4=CC(=O)C=C[C@]4(C)[C@]3(C(=O)C[C@@]21C)F)C(=O)CCl

InChI

InChIKey=FBRAWBYQGRLCEK-AVVSTMBFSA-N
InChI=1S/C26H32ClFO5/c1-5-6-22(32)33-26(21(31)14-27)15(2)11-19-18-8-7-16-12-17(29)9-10-23(16,3)25(18,28)20(30)13-24(19,26)4/h9-10,12,15,18-19H,5-8,11,13-14H2,1-4H3/t15-,18-,19-,23-,24-,25-,26-/m0/s1

HIDE SMILES / InChI

Molecular Formula C26H32ClFO5
Molecular Weight 478.9816
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment:: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/12775314 and http://www.mhra.gov.uk/home/groups/par/documents/websiteresources/con239418.pdf

Clobetasone is a corticosteroid used in dermatology, for treating such skin inflammation as seen in eczema, psoriasis and other forms of dermatitis, and ophthalmology. Topical clobetasone butyrate has shown minimal suppression of the Hypothalamic-pituitary-adrenal axis. It is available as clobetasone butyrate under the brand names Eumosone or Eumovate both manufactured by GlaxoSmithKline. Trimovate also contains Oxytetracycline, an antibiotic, and nystatin, an antifungal. Clobetasone butyrate is classed as a moderately potent topical corticosteroid. Clobetasone butyrate relieves the symptoms of a flare-up by reducing inflammation, itching and redness. It is not a cure for the condition, but it will help to relieve the symptoms. Although less potent topical steriods are often preferred for use in children, a short course of clobetasone butyrate may be prescribed for a child with severe eczema on the arms or legs. Short courses of clobetasone butyrate may also be prescribed for the treatment of psoriasis for areas such as the face, or the inside of elbows and behind the knees. In ophthalmology, clobetasone butyrate 0.1% eye drops have been shown to be safe and effective in the treatment of dry eyes in Sjögren's Syndrome.

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.19 nM [EC50]
6080.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
EUMOVATE CREAM

Approved Use

Eumovate Cream is a moderately potent topical corticosteroid indicated for adults, elderly, children and infants for the relief of the inflammatory and pruritic manifestations of steroid responsive dermatoses. These include the following: - Atopic dermatitis - Irritant or allergic contact dermatitis - Seborrhoeic dermatitis - Photodermatitis - Otitis externa - Prurigo nodularis - Insect bite reactions

Launch Date

1.97078401E11
Palliative
EUMOVATE CREAM

Approved Use

EUMOVATE is used to treat eczema and dermatitis

Launch Date

1.97078401E11
Palliative
EUMOVATE CREAM

Approved Use

EUMOVATE is suitable for treating atopic eczema, photodermatitis, otitis externa, primary irritant and allergic dermatitis, prurigo nodularis, seborrhoeic dermatitis, and other steroid responsive skin conditions which do not require the use of a more active topical corticosteroid in children and adults.

Launch Date

1.97078401E11
Palliative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Serum leptin level in children with atopic dermatitis-treated topical steroids.
2004 Jun
Highly potent and moderately potent topical steroids are effective in treating phimosis: a prospective randomized study.
2005 Apr
Use of nonprescription topical steroids: patients' experiences.
2005 Jun
Acrokeratoelastoidosis.
2005 May
Nocardia keratitis: a case report.
2006 Jan-Feb
Comparison of the effects of vitamin D products in a psoriasis plaque test and a murine psoriasis xenograft model.
2009 Dec 17
Patents

Sample Use Guides

Eumovate (clobetasone butyrate 0.05%) should be applied thinly and evenly to the affected area(s) of skin up to 2 times a day
Route of Administration: Topical
In Vitro Use Guide
Clobetasone butyrate depressed proliferation of cell strains derived from normal human foreskin at 10 ug/ml
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:14:24 UTC 2021
Edited
by admin
on Fri Jun 25 21:14:24 UTC 2021
Record UNII
8U0H6XI6EO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CLOBETASONE BUTYRATE
EP   JAN   MART.   USAN   WHO-DD  
USAN  
Official Name English
PREGNA-1,4-DIENE-3,11,20-TRIONE, 21-CHLORO-9-FLUORO-16-METHYL-17-(1-OXOBUTOXY)-, (16.BETA.)-
Systematic Name English
GR-2/1214
Code English
CLOBETASONE BUTYRATE [USAN]
Common Name English
CLOBETASONE BUTYRATE [EP MONOGRAPH]
Common Name English
CCI 5537
Code English
21-CHLORO-9-FLUORO-17-HYDROXY-16.BETA.-METHYLPREGNA-1,4-DIENE-3,11,20-TRIONE BUTYRATE
Common Name English
CLOBETASONE BUTYRATE [WHO-DD]
Common Name English
GR 2/1214
Code English
CCI-5537
Code English
CLOBETASONE BUTYRATE [MART.]
Common Name English
CLOBETASONE BUTYRATE [JAN]
Common Name English
CLOBETASONE 17-BUTYRATE [MI]
Common Name English
KINDAVATE
Brand Name English
CLOBETASONE 17-BUTYRATE
MI  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C521
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
Code System Code Type Description
PUBCHEM
71386
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY
FDA UNII
8U0H6XI6EO
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY
MERCK INDEX
M3629
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY Merck Index
MESH
C010893
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY
EVMPD
SUB01347MIG
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY
NCI_THESAURUS
C77409
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY
DRUG BANK
DBSALT001967
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY
ECHA (EC/EINECS)
246-635-9
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY
CAS
25122-57-0
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY
RXCUI
21246
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY RxNorm
ChEMBL
CHEMBL2308885
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY
EPA CompTox
25122-57-0
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY
DRUG CENTRAL
3911
Created by admin on Fri Jun 25 21:14:24 UTC 2021 , Edited by admin on Fri Jun 25 21:14:24 UTC 2021
PRIMARY
Related Record Type Details
ACTIVE MOIETY