Structure via PubChem · Public domain (PubChem)
amcinonide
Sign in to saveAlso known as CL-34699, Cyclocort®, Triamcinolonacetatcyclopentanonid
Amcinonide (trade name Cyclocort) is a topical glucocorticoid used to treat itching, redness and swelling associated with several dermatologic conditions such as atopic dermatitis and allergic contact dermatitis. Amcinonide can also be classified as a multi-functional small molecule corticosteroid, which has been approved by the FDA and is currently marketed as an ointment, lotion, or cream. It acts as both a transcription factor for responses to glucocorticoids and modulator for other transcription factors while also regulating phospholipase A2 activity.
Chemical data
- Formula
- C28H35FO7
- Molecular weight
- 502.6 g/mol
- IUPAC name
- [2-[(1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-9,13-dimethyl-16-oxospiro[5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-diene-6,1'-cyclopentane]-8-yl]-2-oxoethyl] acetate
- SMILES
- CC(=O)OCC(=O)[C@@]12[C@@H](C[C@@H]3[C@@]1(C[C@@H]([C@]4([C@H]3CCC5=CC(=O)C=C[C@@]54C)F)O)C)OC6(O2)CCCC6
- InChIKey
- ILKJAFIWWBXGDU-MOGDOJJUSA-N
- XLogP
- 3.6
- Polar surface area
- 99.1 Ų
- H-bond donors
- 1
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1979
- Admin. routes
- topical
via ChEMBL · EBI
Research
56 papers- Amcinonide.2006
- Contact allergy to amcinonide.Contact dermatitis · 1986
- Amcinonide vs. betamethasone dipropionate ointments in the treatment of psoriasis.Cutis · 1985
- Allergic contact dermatitis from amcinonide.Contact dermatitis · 1985
- Contact dermatitis from amcinonide.Contact dermatitis · 1987
via PubMed
Wikidata facts
- Mass
- 502.237
- Has use
- medication
Show 6 more facts
- chemical formula
- C₂₈H₃₅FO₇
- medical condition treated
- inflammation
- canonical SMILES
- CC(=O)OCC(=O)C12C(CC3C1(CC(C4(C3CCC5=CC(=O)C=CC54C)F)O)C)OC6(O2)CCCC6
- isomeric SMILES
- CC(=O)OCC(=O)[C@@]12[C@@H](C[C@@H]3[C@@]1(C[C@@H]([C@]4([C@H]3CCC5=CC(=O)C=C[C@@]54C)F)O)C)OC6(O2)CCCC6
- subject has role
- glucocorticoid
- Commons category
- Amcinonide
Sources (2)
via Wikidata · CC0
~11 min read
Encyclopedic overview
11 sectionsContents
- Medical Uses
- Dermatitis, Psoriasis, & Eczema
- Adverse Effects
- Pharmacology
- Mechanism of Action
- Metabolism & Elimination
- History
- Research & Clinical Trials
- Commercialization
- Regulatory
- References
Amcinonide (trade name Cyclocort) is a topical glucocorticoid used to treat itching, redness and swelling associated with several dermatologic conditions such as atopic dermatitis and allergic contact dermatitis. Amcinonide can also be classified as a multi-functional small molecule corticosteroid, which has been approved by the FDA and is currently marketed as an ointment, lotion, or cream. It acts as both a transcription factor for responses to glucocorticoids and modulator for other transcription factors while also regulating phospholipase A2 activity.
== Medical Uses == Corticosteroids applied topically are used for the relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses, particularly dermatitis, eczema, and psoriasis. Cyclocort's active ingredient is Amcinonide, with inactive ingredients including petrolatum, benzyl alcohol, sorbitol, butylated hydroxyanisole, propyl gallate, citric acid, glycerin, and/ or propylene glycol. The specific inactive ingredients used depend on the dosage form (ointment, area, or lotion) and help the product retain its chemical and physical integrity while increasing the shelf-life.
Excerpted from Wikipedia’s “amcinonide” article, available under the CC BY-SA 4.0 licence.
Available in 8 languages
via Wikidata sitelinks · CC0