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

Details

Stereochemistry ABSOLUTE
Molecular Formula C28H37ClO7
Molecular Weight 521.042
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALCLOMETASONE DIPROPIONATE

SMILES

[H][C@@]12C[C@@H](C)[C@](OC(=O)CC)(C(=O)COC(=O)CC)[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=DJHCCTTVDRAMEH-DUUJBDRPSA-N
InChI=1S/C28H37ClO7/c1-6-22(33)35-14-21(32)28(36-23(34)7-2)15(3)10-18-24-19(29)12-16-11-17(30)8-9-26(16,4)25(24)20(31)13-27(18,28)5/h8-9,11,15,18-20,24-25,31H,6-7,10,12-14H2,1-5H3/t15-,18+,19-,20+,24-,25+,26+,27+,28+/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 DIPROPIONATE
JAN   MART.   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
USAN  
Official Name English
SCH 22219
Code English
PREGNA-1,4-DIENE-3,20-DIONE, 7-CHLORO-11-HYDROXY-16-METHYL-17,21-BIS(1-OXOPROPOXY)-, (7.ALPHA.,11.BETA.,16.ALPHA.)-
Common Name English
7α-Chloro-11β,17,21-trihydroxy-16α-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate
Common Name English
ALCLOMETASONE DIPROPIONATE [MART.]
Common Name English
ALCLOMETASONE DIPROPIONATE [JAN]
Common Name English
NSC-758914
Code English
ALCLOMETASONE DIPROPIONATE [USAN]
Common Name English
ALCLOMETASONE DIPROPIONATE [VANDF]
Common Name English
ALCLOMETASONE 17,21-DIPROPIONATE [MI]
Common Name English
Alclometasone dipropionate [WHO-DD]
Common Name English
ALCLOMETASONE 17,21-DIPROPIONATE
MI  
Common Name English
ALCLOMETASONE DIPROPIONATE [USP MONOGRAPH]
Common Name English
ACLOVATE
Brand Name English
ALCLOMETASONE DIPROPIONATE [USP-RS]
Common Name English
SCH-22219
Code English
ALCLOMETASONE DIPROPIONATE [ORANGE BOOK]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C521
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Code System Code Type Description
FDA UNII
S56PQL4N1V
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DAILYMED
S56PQL4N1V
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MERCK INDEX
m1483
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DRUG BANK
DB00240
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NCI_THESAURUS
C47385
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EPA CompTox
DTXSID6045535
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CHEBI
31184
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RS_ITEM_NUM
1012757
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ECHA (EC/EINECS)
266-464-3
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NSC
758914
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PUBCHEM
636374
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ChEMBL
CHEMBL1200989
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EVMPD
SUB12765MIG
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MESH
C021137
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CAS
66734-13-2
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DRUG CENTRAL
4493
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RXCUI
17268
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SMS_ID
100000077969
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WIKIPEDIA
Alclometasone dipropionate
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