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Details

Stereochemistry ACHIRAL
Molecular Formula C12H9N2O3S.Na.H2O
Molecular Weight 302.282
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TIACRILAST SODIUM

SMILES

O.[Na+].CSC1=CC2=C(C=C1)N=CN(\C=C\C([O-])=O)C2=O

InChI

InChIKey=HVCXVHOWMRZPBE-SFKRKKMESA-M
InChI=1S/C12H10N2O3S.Na.H2O/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);;1H2/q;+1;/p-1/b5-4+;;

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Molecular Formula HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
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
Patents

Patents

Sample Use Guides

350mg/day
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:16:22 GMT 2023
Edited
by admin
on Fri Dec 15 15:16:22 GMT 2023
Record UNII
4PG8A6UTDX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TIACRILAST SODIUM
USAN  
USAN  
Official Name English
Sodium (E)-6-(methylthio)-4-oxo-3(4H)-quinazolineacrylate, monohydrate
Systematic Name English
RO 22-3747/007
Code English
RO-223747007
Code English
2-PROPENOIC ACID, 3-(6-(METHYLTHIO)-4-OXO-3(4H)-QUINAZOLINYL)-, SODIUM SALT, MONOHYDRATE
Common Name English
TIACRILAST SODIUM [USAN]
Common Name English
RO-22-3747/007
Code English
Classification Tree Code System Code
NCI_THESAURUS C29578
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL337379
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
PUBCHEM
23675014
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
USAN
AA-39
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
NCI_THESAURUS
C72862
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
FDA UNII
4PG8A6UTDX
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
CAS
111868-63-4
Created by admin on Fri Dec 15 15:16:22 GMT 2023 , Edited by admin on Fri Dec 15 15:16:22 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
ANHYDROUS->SOLVATE
Related Record Type Details
ACTIVE MOIETY