Structure via PubChem · Public domain (PubChem)
apremilast
Sign in to saveAlso known as CC-10004, Otezla®, CC 10004, CC10004, Apremilastum, Aprémilast, N-{2-[(1S)-1-(3-Ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}acetamide
Apremilast, sold under the brand name Otezla among others, is a medication for the treatment of certain types of psoriasis and psoriatic arthritis. The drug acts as a selective inhibitor of the enzyme phosphodiesterase 4 (PDE4). It is taken by mouth.
Key facts
- Drug.image
- Apremilast.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 215
- Drug.image2
- Apremilast molecule ball.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 215
- Drug.tradename
- Otezla, others
- Drug.MedlinePlus
- a614022
- Drug.DailyMedID
- Apremilast
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- L04
- Drug.ATC_suffix
- AA32
- Drug.legal_AU
- S4
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.legal_EU
- Rx-only
- Drug.legal_status
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C22H24N2O7S
- Molecular weight
- 460.5 g/mol
- IUPAC name
- N-[2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-1,3-dioxoisoindol-4-yl]acetamide
- SMILES
- CCOC1=C(C=CC(=C1)[C@@H](CS(=O)(=O)C)N2C(=O)C3=C(C2=O)C(=CC=C3)NC(=O)C)OC
- InChIKey
- IMOZEMNVLZVGJZ-QGZVFWFLSA-N
- XLogP
- 1.8
- Polar surface area
- 127 Ų
- H-bond donors
- 1
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
1,509 papersvia PubMed
~9 min read
Encyclopedic overview
18 sectionsContents
- Medical uses
- Contraindications
- Adverse effects
- Diarrhea and vomiting
- Psychological
- Weight loss
- Other
- Interactions
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- Chemistry
- History
- Society and culture
- Economics
- Legal status
- Research
- References
{{Infobox drug | image = Apremilast.svg | image_class = skin-invert-image | width = 215 | alt = | image2 = Apremilast molecule ball.png | image_class2 = bg-transparent | width2 = 215 | alt2 =
| pronounce = | tradename = Otezla, others | Drugs.com = | MedlinePlus = a614022 | DailyMedID = Apremilast | pregnancy_AU = B3 | pregnancy_AU_comment = | pregnancy_category = | routes_of_administration = By mouth | class = | ATC_prefix = L04 | ATC_suffix = AA32 | ATC_supplemental =
Excerpted from Wikipedia’s “apremilast” article, available under the CC BY-SA 4.0 licence.