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Details

Stereochemistry ACHIRAL
Molecular Formula C13H12N2O5S
Molecular Weight 308.31
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NIMESULIDE

SMILES

CS(=O)(=O)NC1=C(OC2=CC=CC=C2)C=C(C=C1)[N+]([O-])=O

InChI

InChIKey=HYWYRSMBCFDLJT-UHFFFAOYSA-N
InChI=1S/C13H12N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h2-9,14H,1H3

HIDE SMILES / InChI

Molecular Formula C13H12N2O5S
Molecular Weight 308.31
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

Nimesulide is a relatively COX-2 selective, non-steroidal anti-inflammatory drug (NSAID) with analgesic and antipyretic properties. Its approved indications are the second line treatment of acute pain and primary dysmenorrhoea. Due to concerns about the risk of hepatotoxicity, nimesulide has been withdrawn from market in many countries.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
17.4 µM [IC50]
0.6 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Nimesulide
Primary
Nimesulide

PubMed

Sample Use Guides

In Vivo Use Guide
The recommended dosage is 100 mg twice daily and the maximum duration of treatment are 15 days with the shortest duration of treatment recommended.
Route of Administration: Oral
In Vitro Use Guide
Nimesulide (1-100 microM) inhibited platelet aggregation induced by adrenaline (20-200 microM). It also inhibited thromboxane A2 formation by platelets at low concentration (IC50 = 1 microM). However, much lower concentrations of nimesulide (0.01-0.1 microM) potentiated the aggregatory response of subthreshold concentrations of adrenaline (0.2-2 microM).
Substance Class Chemical
Record UNII
V4TKW1454M
Record Status Validated (UNII)
Record Version