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Details

Stereochemistry RACEMIC
Molecular Formula C22H24N2O7S
Molecular Weight 460.5021
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of APREMILAST, (+/-)-

SMILES

CCOc1cc(ccc1OC)C(CS(=O)(=O)C)N2C(=O)c3cccc(c3C2=O)N=C(C)O

InChI

InChIKey=IMOZEMNVLZVGJZ-UHFFFAOYSA-N
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)

HIDE SMILES / InChI
APREMILAST, (±)- is a mixture of isomers, one of them is therapeutic active S form (apremilast), an inhibitor of phosphodiesterase 4. This active form is sold under the brand name OTEZLA for the treatment of adult patients with active psoriatic arthritis.

Approval Year

PubMed

PubMed

TitleDatePubMed
Apremilast: A Review in Psoriasis and Psoriatic Arthritis.
2017 Mar
Name Type Language
APREMILAST, (+/-)-
Common Name English
ACETAMIDE, N-(2-(1-(3-ETHOXY-4-METHOXYPHENYL)-2-(METHYLSULFONYL)ETHYL)-2,3-DIHYDRO-1,3-DIOXO-1H-ISOINDOL-4-YL)-
Systematic Name English
APREMILAST (+/-)-FORM [MI]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 384812
Created by admin on Sat Jun 26 11:04:22 UTC 2021 , Edited by admin on Sat Jun 26 11:04:22 UTC 2021
NCI_THESAURUS C257
Created by admin on Sat Jun 26 11:04:22 UTC 2021 , Edited by admin on Sat Jun 26 11:04:22 UTC 2021
NCI_THESAURUS C744
Created by admin on Sat Jun 26 11:04:22 UTC 2021 , Edited by admin on Sat Jun 26 11:04:22 UTC 2021
FDA ORPHAN DRUG 622417
Created by admin on Sat Jun 26 11:04:22 UTC 2021 , Edited by admin on Sat Jun 26 11:04:22 UTC 2021
Code System Code Type Description
PUBCHEM
10151715
Created by admin on Sat Jun 26 11:04:22 UTC 2021 , Edited by admin on Sat Jun 26 11:04:22 UTC 2021
PRIMARY
FDA UNII
N5UK68MGDZ
Created by admin on Sat Jun 26 11:04:22 UTC 2021 , Edited by admin on Sat Jun 26 11:04:22 UTC 2021
PRIMARY
MERCK INDEX
M2010
Created by admin on Sat Jun 26 11:04:22 UTC 2021 , Edited by admin on Sat Jun 26 11:04:22 UTC 2021
PRIMARY Merck Index
CAS
253168-86-4
Created by admin on Sat Jun 26 11:04:22 UTC 2021 , Edited by admin on Sat Jun 26 11:04:22 UTC 2021
PRIMARY
WIKIPEDIA
Apremilast
Created by admin on Sat Jun 26 11:04:22 UTC 2021 , Edited by admin on Sat Jun 26 11:04:22 UTC 2021
PRIMARY
NCI_THESAURUS
C72703
Created by admin on Sat Jun 26 11:04:22 UTC 2021 , Edited by admin on Sat Jun 26 11:04:22 UTC 2021
PRIMARY