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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=CC2=C(C=C1)C(=O)C3=C(CS2)C=CC=C3

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
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

PubMed

TitleDatePubMed
The anti-inflammatory and analgesic profile of 6,11-dihydrodibenzo-[b.e.]-thiepin-11-one-3-acetic acid (tiopinac).
1980 Jun
Tiopinac in rheumatoid arthritis: a three-phase dose-ranging, efficacy, and aspirin-withdrawal protocol.
1980 May
Tiopinac absorption, distribution, excretion, and pharmacokinetics in man and animals.
1980 Nov-Dec
11-[3-(Dimethyl-amino)prop-yl]-6,11-dihydro-dibenzo[b,e]thiepin-11-ol.
2009 Dec 16

Sample Use Guides

25 or 50 mg/ day for 4 wk
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:23:46 GMT 2023
Edited
by admin
on Fri Dec 15 15:23:46 GMT 2023
Record UNII
1QX5LNW7CG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TIOPINAC
INN   USAN  
USAN   INN  
Official Name English
TIOPINAC [USAN]
Common Name English
tiopinac [INN]
Common Name English
RS-40974-00-00-0
Code English
Classification Tree Code System Code
NCI_THESAURUS C257
Created by admin on Fri Dec 15 15:23:46 GMT 2023 , Edited by admin on Fri Dec 15 15:23:46 GMT 2023
Code System Code Type Description
FDA UNII
1QX5LNW7CG
Created by admin on Fri Dec 15 15:23:46 GMT 2023 , Edited by admin on Fri Dec 15 15:23:46 GMT 2023
PRIMARY
CAS
61220-69-7
Created by admin on Fri Dec 15 15:23:46 GMT 2023 , Edited by admin on Fri Dec 15 15:23:46 GMT 2023
PRIMARY
MESH
C024834
Created by admin on Fri Dec 15 15:23:46 GMT 2023 , Edited by admin on Fri Dec 15 15:23:46 GMT 2023
PRIMARY
EPA CompTox
DTXSID80210140
Created by admin on Fri Dec 15 15:23:46 GMT 2023 , Edited by admin on Fri Dec 15 15:23:46 GMT 2023
PRIMARY
NCI_THESAURUS
C152642
Created by admin on Fri Dec 15 15:23:46 GMT 2023 , Edited by admin on Fri Dec 15 15:23:46 GMT 2023
PRIMARY
SMS_ID
100000077234
Created by admin on Fri Dec 15 15:23:46 GMT 2023 , Edited by admin on Fri Dec 15 15:23:46 GMT 2023
PRIMARY
EVMPD
SUB11088MIG
Created by admin on Fri Dec 15 15:23:46 GMT 2023 , Edited by admin on Fri Dec 15 15:23:46 GMT 2023
PRIMARY
PUBCHEM
43585
Created by admin on Fri Dec 15 15:23:46 GMT 2023 , Edited by admin on Fri Dec 15 15:23:46 GMT 2023
PRIMARY
ChEMBL
CHEMBL75245
Created by admin on Fri Dec 15 15:23:46 GMT 2023 , Edited by admin on Fri Dec 15 15:23:46 GMT 2023
PRIMARY
INN
4488
Created by admin on Fri Dec 15 15:23:46 GMT 2023 , Edited by admin on Fri Dec 15 15:23:46 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY