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Details

Stereochemistry ACHIRAL
Molecular Formula C21H22N2O3
Molecular Weight 350.411
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PAQUINIMOD

SMILES

CCN(C(=O)C1=C(O)C2=C(C=CC=C2CC)N(C)C1=O)C3=CC=CC=C3

InChI

InChIKey=DIKSYHCCYVYKRO-UHFFFAOYSA-N
InChI=1S/C21H22N2O3/c1-4-14-10-9-13-16-17(14)19(24)18(20(25)22(16)3)21(26)23(5-2)15-11-7-6-8-12-15/h6-13,24H,4-5H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C21H22N2O3
Molecular Weight 350.411
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Paquinimod is an immunomodulatory compound preventing S100A9 binding to TLR-4. It was studied in experimental osteoarthritis, in patients with mild active systemic lupus erythematosus and in systemic sclerosis patients. In January 2014, the US FDA granted orphan drug designation to paquinimod for the treatment of systemic scleroderma. The Orphan designation is implemented to promote the development of drugs that may provide significant benefit to patients suffering from rare diseases identified as life threatening or chronically debilitating. The further development of paquinimod for systemic lupus erythematosus and rheumatoid arthritis was discontinued.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
Hard gelatine capsules 3.0 mg/day for 8 weeks
Route of Administration: Oral
Substance Class Chemical
Record UNII
HB76GLG27V
Record Status Validated (UNII)
Record Version