APREMILAST, (±)-

Details

Stereochemistry	RACEMIC
Molecular Formula	C22H24N2O7S
Molecular Weight	460.5
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOC1=C(OC)C=CC(=C1)C(CS(C)(=O)=O)N2C(=O)C3=C(C2=O)C(NC(C)=O)=CC=C3

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

Molecular Formula	C22H24N2O7S
Molecular Weight	460.5
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28213862

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

Title	Date	PubMed
Apremilast: A Review in Psoriasis and Psoriatic Arthritis.	2017-03	28213862

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:26:57 GMT 2025` Edited by `admin` on `Mon Mar 31 22:26:57 GMT 2025`
Record UNII	N5UK68MGDZ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

APREMILAST (±)-FORM [MI]

Preferred Name

English

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

Classification Tree Code System Code

FDA ORPHAN DRUG

384812