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Details

Stereochemistry ACHIRAL
Molecular Formula C12H10N2O3S
Molecular Weight 262.284
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TIACRILAST

SMILES

CSC1=CC2=C(C=C1)N=CN(\C=C\C(O)=O)C2=O

InChI

InChIKey=VHFPVEGFRVEDBK-SNAWJCMRSA-N
InChI=1S/C12H10N2O3S/c1-18-8-2-3-10-9(6-8)12(17)14(7-13-10)5-4-11(15)16/h2-7H,1H3,(H,15,16)/b5-4+

HIDE SMILES / InChI

Molecular Formula C12H10N2O3S
Molecular Weight 262.284
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Tiacrilast (also known as Ro 22-3747) is a quinazolinyl-propenoic acid derivative patented by Hoffmann-La Roche, Inc. as an antihypertensive useful for anaphylaxis management. Tiacrilast acts as a potent mast cell degranulation inhibitor in vitro and inhibits of antigen-induced histamine release from passively sensitized rat peritoneal cells in vitro. In preclinical models, Tiacrilast shows marked activity in rat passive cutaneous anaphylaxis assay, rat anaphylactic bronchospasm assay. In vitro studies have confirmed that the mechanism of action of Tiacrilast in the in vivo models is through allergic mediator release inhibition. Clinical evaluations of Tiacrilast in patients with ragweed sensitive allergic asthma, Tiacrilast demonstrates significant inhibitory activity relative to placebo in reducing acute airway responses to inhaled pollen extracts

Approval Year

PubMed

PubMed

TitleDatePubMed
The pharmacological profile and initial clinical evaluation of tiacrilast (Ro 22-3747): a new antiallergic agent.
1986 Jun
Patents

Patents

Sample Use Guides

350mg/day
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:09:27 GMT 2023
Edited
by admin
on Fri Dec 15 15:09:27 GMT 2023
Record UNII
74L3DXN051
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TIACRILAST
INN   MART.   USAN  
INN   USAN  
Official Name English
RO-22-3747/000
Code English
(E)-6-(Methylthio)-4-oxo-3(4H)-quinazolineacrylic acid
Systematic Name English
TIACRILAST [MART.]
Common Name English
TIACRILAST [USAN]
Common Name English
2-PROPENOIC ACID, 3-(6-(METHYLTHIO)-4-OXO-3(4H)-QUINAZOLINYL)-, (E)-
Common Name English
RO 22-3747/000
Code English
tiacrilast [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29578
Created by admin on Fri Dec 15 15:09:27 GMT 2023 , Edited by admin on Fri Dec 15 15:09:27 GMT 2023
Code System Code Type Description
CAS
78299-53-3
Created by admin on Fri Dec 15 15:09:27 GMT 2023 , Edited by admin on Fri Dec 15 15:09:27 GMT 2023
PRIMARY
FDA UNII
74L3DXN051
Created by admin on Fri Dec 15 15:09:27 GMT 2023 , Edited by admin on Fri Dec 15 15:09:27 GMT 2023
PRIMARY
INN
5640
Created by admin on Fri Dec 15 15:09:27 GMT 2023 , Edited by admin on Fri Dec 15 15:09:27 GMT 2023
PRIMARY
MESH
C040252
Created by admin on Fri Dec 15 15:09:27 GMT 2023 , Edited by admin on Fri Dec 15 15:09:27 GMT 2023
PRIMARY
EPA CompTox
DTXSID801167245
Created by admin on Fri Dec 15 15:09:27 GMT 2023 , Edited by admin on Fri Dec 15 15:09:27 GMT 2023
PRIMARY
ChEMBL
CHEMBL337379
Created by admin on Fri Dec 15 15:09:27 GMT 2023 , Edited by admin on Fri Dec 15 15:09:27 GMT 2023
PRIMARY
NCI_THESAURUS
C73059
Created by admin on Fri Dec 15 15:09:27 GMT 2023 , Edited by admin on Fri Dec 15 15:09:27 GMT 2023
PRIMARY
EVMPD
SUB10997MIG
Created by admin on Fri Dec 15 15:09:27 GMT 2023 , Edited by admin on Fri Dec 15 15:09:27 GMT 2023
PRIMARY
SMS_ID
100000082173
Created by admin on Fri Dec 15 15:09:27 GMT 2023 , Edited by admin on Fri Dec 15 15:09:27 GMT 2023
PRIMARY
USAN
U-109
Created by admin on Fri Dec 15 15:09:27 GMT 2023 , Edited by admin on Fri Dec 15 15:09:27 GMT 2023
PRIMARY
PUBCHEM
6435375
Created by admin on Fri Dec 15 15:09:27 GMT 2023 , Edited by admin on Fri Dec 15 15:09:27 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY