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

Details

Stereochemistry ABSOLUTE
Molecular Formula C22H29ClO5
Molecular Weight 408.916
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALCLOMETASONE

SMILES

[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]3([H])[C@@]2([H])[C@H](Cl)CC4=CC(=O)C=C[C@]34C

InChI

InChIKey=FJXOGVLKCZQRDN-PHCHRAKRSA-N
InChI=1S/C22H29ClO5/c1-11-6-14-18-15(23)8-12-7-13(25)4-5-20(12,2)19(18)16(26)9-21(14,3)22(11,28)17(27)10-24/h4-5,7,11,14-16,18-19,24,26,28H,6,8-10H2,1-3H3/t11-,14+,15-,16+,18-,19+,20+,21+,22+/m1/s1

HIDE SMILES / InChI
Alclometasone is synthetic glucocorticoid steroid for topical use. Alclometasone dipropionate cream USP and alclometasone dipropionate ointment USP are indicated for the relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses. It may be used in pediatric patients 1 year of age or older, although the safety and efficacy of drug use for longer than 3 weeks have not been established. Like other topical corticosteroids, alclometasone dipropionate has anti-inflammatory, antipruritic, and vasoconstrictive properties. The mechanism of the anti-inflammatory activity of the topical steroids, in general, is unclear. However, corticosteroids are thought to act by the induction of phospholipase A2inhibitory proteins, collectively called lipocortins. It is postulated that these proteins control the biosynthesis of potent mediators of inflammation such as prostaglandins and leukotrienes by inhibiting the release of their common precursor, arachidonic acid. Arachidonic acid is released from membrane phospholipids by phospholipase A2. Alclometasone initially binds the corticosteroid receptor. This complex migrates to the nucleus where it binds to different glucocorticoid response elements on the DNA. This in turn enhances and represses various genes, especially those involved in inflammatory pathways.

CNS Activity

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
ALCLOMETASONE DIPROPIONATE

Approved Use

Alclometasone dipropionate cream USP and alclometasone dipropionate ointment USP are low to medium potency corticosteroids indicated for the relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses. Alclometasone dipropionate cream USP and alclometasone dipropionate ointment USP may be used in pediatric patients 1 year of age or older, although the safety and efficacy of drug use for longer than 3 weeks have not been established

Launch Date

2004
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
7708 ng × h/mL/m²
4 mg/m² single, topical
dose: 4 mg/m²
route of administration: Topical
experiment type: SINGLE
co-administered:
ALCLOMETASONE unknown
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
PubMed

PubMed

TitleDatePubMed
Subacute cutaneous lupus erythematosus presenting in a child.
2002 Feb
Three times weekly tacrolimus ointment reduces relapse in stabilized atopic dermatitis: a new paradigm for use.
2008 Dec

Sample Use Guides

Apply a thin film of alclometasone dipropionate cream USP or alclometasone dipropionate ointment USP to the affected skin areas 2 or 3 times daily
Route of Administration: Topical
In Vitro Use Guide
Unknown
Name Type Language
ALCLOMETASONE
INN   MI   VANDF   WHO-DD  
INN  
Official Name English
ALCLOMETASONE [MI]
Common Name English
ALCLOMETASONE [VANDF]
Common Name English
(7.ALPHA.,11.BETA.,16.ALPHA.)-7-CHLORO-11,17,21-TRIHYDROXY-16-METHYLPREGNA-1,4-DIENE-3,20-DIONE
Systematic Name English
PREGNA-1,4-DIENE-3,20-DIONE, 7-CHLORO-11,17,21-TRIHYDROXY-16-METHYL-, (7.ALPHA.,11.BETA.,16.ALPHA.)-
Systematic Name English
Alclometasone [WHO-DD]
Common Name English
alclometasone [INN]
Common Name English
Classification Tree Code System Code
WHO-VATC QD07AB10
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NDF-RT N0000175450
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NDF-RT N0000175576
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NCI_THESAURUS C521
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WHO-VATC QS01BA10
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WHO-ATC S01BA10
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WHO-ATC D07AB10
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Code System Code Type Description
INN
4616
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PRIMARY
EPA CompTox
DTXSID60867277
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PRIMARY
RXCUI
108088
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PRIMARY RxNorm
SMS_ID
100000087717
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PRIMARY
CAS
67452-97-5
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PRIMARY
EVMPD
SUB05300MIG
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PRIMARY
NCI_THESAURUS
C65219
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PRIMARY
WIKIPEDIA
ALCLOMETASONE
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PRIMARY
PUBCHEM
5311000
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PRIMARY
FDA UNII
136H45TB7B
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PRIMARY
CHEBI
53776
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PRIMARY
DAILYMED
136H45TB7B
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PRIMARY
ChEMBL
CHEMBL1200989
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PRIMARY
DRUG BANK
DB00240
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PRIMARY
LACTMED
Alclometasone
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MERCK INDEX
m1483
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PRIMARY Merck Index