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Details

Stereochemistry ACHIRAL
Molecular Formula C16H12O3S
Molecular Weight 284.33
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TIOPINAC

SMILES

OC(=O)CC1=CC=C2C(SCC3=CC=CC=C3C2=O)=C1

InChI

InChIKey=KLIVRBFRQSOGQI-UHFFFAOYSA-N
InChI=1S/C16H12O3S/c17-15(18)8-10-5-6-13-14(7-10)20-9-11-3-1-2-4-12(11)16(13)19/h1-7H,8-9H2,(H,17,18)

HIDE SMILES / InChI

Molecular Formula C16H12O3S
Molecular Weight 284.33
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

Tiopinac is a tricyclic compound with anti-inflammatory and analgesic effects in animals, ability to inhibit prostaglandin synthesis, and modest antiplatelet aggregation properties in humans. The manufacturer withdrew tiopinac from investigation because of toxicity at higher doses. Tiopinac did not have significant cardiovascular or CNS activity. Lack of anorexia and emesis in dogs with up to 30 mg/kg p.o. and mild oral activity in producing gastric erosion in acute and subacute studies in rats suggests that tiopinac may have relatively little gastrointestinal irritating activity.

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
25 or 50 mg/ day for 4 wk
Route of Administration: Oral
Substance Class Chemical
Record UNII
1QX5LNW7CG
Record Status Validated (UNII)
Record Version