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iguratimod

Structure via PubChem · Public domain (PubChem)

EntityQ13575264· pop 6· linked from 1 articles

iguratimod

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Iguratimod is an anti-inflammatory small molecule drug used for the treatment of rheumatoid arthritis, together with methotrexate in Japan and China. As of 2015, the biological target was not known, but it prevents NF-κB activation and subsequently selectively inhibits COX-2 and several inflammatory cytokines.

Chemical data

Formula
C17H14N2O6S
Molecular weight
374.4 g/mol
IUPAC name
N-[7-(methanesulfonamido)-4-oxo-6-phenoxychromen-3-yl]formamide
SMILES
CS(=O)(=O)NC1=C(C=C2C(=C1)OC=C(C2=O)NC=O)OC3=CC=CC=C3
InChIKey
ANMATWQYLIFGOK-UHFFFAOYSA-N
XLogP
1.4
Polar surface area
119 Ų
H-bond donors
2
H-bond acceptors
7
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 3
Molecule type
Small molecule
Indications
Sjogren syndrome, lupus nephritis, rheumatoid arthritis, autoimmune thrombocytopenic purpura

via ChEMBL · EBI

Wikidata facts

Mass
374.057
Show 2 more facts
chemical formula
C₁₇H₁₄N₂O₆S
canonical SMILES
CS(=O)(=O)NC1=C(C=C2C(=C1)OC=C(C2=O)NC=O)OC3=CC=CC=C3
Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

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Contents
  • References

Iguratimod is an anti-inflammatory small molecule drug used for the treatment of rheumatoid arthritis, together with methotrexate in Japan and China. As of 2015, the biological target was not known, but it prevents NF-κB activation and subsequently selectively inhibits COX-2 and several inflammatory cytokines.

Adverse effects include elevated transaminases, nausea, vomiting, stomach pain, rashes, and itchiness.

Excerpted from Wikipedia’s “iguratimod” article, available under the CC BY-SA 4.0 licence.

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via Wikidata sitelinks · CC0