apremilast (CHEBI:78540)

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:78540 - apremilast

ChEBI ID	CHEBI:78540
ChEBI Name	apremilast
Stars
Definition	A member of the class of isoindoles that is isoindole-1,3-dione substituted at position 4 by an acetamido group and at position 1 by a 1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl group. Used for treatment of psoriatic arthritis.
Last Modified	22 February 2017
Submitter	tmorrison
Downloads	Molfile

Formula	C22H24N2O7S
Net Charge	0
Average Mass	460.508
Monoisotopic Mass	460.13042
SMILES	CCOc1cc([C@@H](CS(C)(=O)=O)N2C(=O)c3cccc(NC(C)=O)c3C2=O)ccc1OC
InChI	InChI=1S/C22H24N2O7S/c1-5-31-19-11-14(9-10-18(19)30-3)17(12-32(4,28)29)24-21(26)15-7-6-8-16(23-13(2)25)20(15)22(24)27/h6-11,17H,5,12H2,1-4H3,(H,23,25)/t17-/m1/s1
InChIKey	IMOZEMNVLZVGJZ-QGZVFWFLSA-N

Wikipedia

Roles Classification

Biological Roles:

antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.

antiviral agent A substance that destroys or inhibits replication of viruses.

phosphodiesterase IV inhibitor An EC 3.1.4.53 (3',5'-cyclic-AMP phosphodiesterase) inhibitor that specifically blocks the action of phosphodiesterase IV.

Applications:

antirheumatic drug A drug used to treat rheumatoid arthritis.

dermatologic drug A drug used to treat or prevent skin disorders or for the routine care of skin.

ophthalmology drug Any compound used for the treatment of eye conditions or eye diseases.

gout suppressant A drug that increases uric acid excretion by the kidney (uricosuric drug), decreases uric acid production (antihyperuricemic), or alleviates the pain and inflammation of acute attacks of gout.

non-steroidal anti-inflammatory drug An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.

anti-ulcer drug One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.

antipsoriatic A drug used to treat psoriasis.

ChEBI Ontology

Outgoing Relation(s)
	apremilast (CHEBI:78540) has role anti-ulcer drug (CHEBI:49201)
	apremilast (CHEBI:78540) has role antimicrobial agent (CHEBI:33281)
	apremilast (CHEBI:78540) has role antipsoriatic (CHEBI:50748)
	apremilast (CHEBI:78540) has role antirheumatic drug (CHEBI:35842)
	apremilast (CHEBI:78540) has role antiviral agent (CHEBI:22587)
	apremilast (CHEBI:78540) has role dermatologic drug (CHEBI:50177)
	apremilast (CHEBI:78540) has role gout suppressant (CHEBI:35845)
	apremilast (CHEBI:78540) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
	apremilast (CHEBI:78540) has role ophthalmology drug (CHEBI:66981)
	apremilast (CHEBI:78540) has role phosphodiesterase IV inhibitor (CHEBI:68844)
	apremilast (CHEBI:78540) is a N-acetylarylamine (CHEBI:13790)
	apremilast (CHEBI:78540) is a aromatic ether (CHEBI:35618)
	apremilast (CHEBI:78540) is a phthalimides (CHEBI:82851)
	apremilast (CHEBI:78540) is a sulfone (CHEBI:35850)

IUPAC Name
N-{2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}acetamide

INNs	Source
apremilast	WHO MedNet
apremilast	ChemIDplus
aprémilast	WHO MedNet
apremilastum	WHO MedNet

Synonyms	Source
CC 10004	ChemIDplus
CC-10004	ChemIDplus
CC10004	ChemIDplus

Brand Names	Source
Apremilast accord	ChEMBL
OTEZLA	KEGG DRUG

Manual Xrefs	Databases
4829	DrugCentral
Apremilast	Wikipedia
D08860	KEGG DRUG

Registry Numbers	Sources
Reaxys:12446985	Reaxys
CAS:608141-41-9	KEGG DRUG
CAS:608141-41-9	ChemIDplus

Citations