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Details

Stereochemistry ACHIRAL
Molecular Formula C12H14N2O3S
Molecular Weight 266.316
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TIPRINAST

SMILES

CC(C)CC1=C(C)C2=C(S1)N=C(NC2=O)C(O)=O

InChI

InChIKey=WIZAMTSKPRSWIL-UHFFFAOYSA-N
InChI=1S/C12H14N2O3S/c1-5(2)4-7-6(3)8-10(15)13-9(12(16)17)14-11(8)18-7/h5H,4H2,1-3H3,(H,16,17)(H,13,14,15)

HIDE SMILES / InChI

Molecular Formula C12H14N2O3S
Molecular Weight 266.316
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Tiprinast (MJ 12175) is one of a series of thienopyrimidine-carboxylic acids synthesized as possible antiallergy compounds. In clinical studies it has been shown to be efficacious in preventing the symptoms of ragweed hay fever when used as a nasal spray. Tiprinast has been shown to resemble disodium cromoglycate (cromolyn) in biologic activity in a variety of antigen-induced allergic test systems. Both compounds inhibit passive cutaneous anaphylaxis in the rat, histamine release from rat peritoneal mast cells and nasal constriction due to antigen in the rat. In all cases tiprinast is more potent than cromolyn and also longer acting. Tiprinast, like cromolyn, appears to elicit a cardiac reflex (Bezold-Jarisch) in the anesthetized dog.

Approval Year

PubMed

PubMed

TitleDatePubMed

Sample Use Guides

In Vivo Use Guide
Sources: DOI: 10.1002/ddr.430100203
Curator's Comment: Dog data
Single dose - 1 mg/kg
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:55:28 GMT 2023
Edited
by admin
on Fri Dec 15 18:55:28 GMT 2023
Record UNII
UYD8T7171M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TIPRINAST
INN  
INN  
Official Name English
tiprinast [INN]
Common Name English
3,4-DIHYDRO-6-ISOBUTYL-5-METHYL-4-OXOTHIENO(2,3-D)PYRIMIDINE-2-CARBOXYLIC ACID
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C308
Created by admin on Fri Dec 15 18:55:28 GMT 2023 , Edited by admin on Fri Dec 15 18:55:28 GMT 2023
Code System Code Type Description
CAS
83153-39-3
Created by admin on Fri Dec 15 18:55:28 GMT 2023 , Edited by admin on Fri Dec 15 18:55:28 GMT 2023
PRIMARY
INN
5384
Created by admin on Fri Dec 15 18:55:28 GMT 2023 , Edited by admin on Fri Dec 15 18:55:28 GMT 2023
PRIMARY
FDA UNII
UYD8T7171M
Created by admin on Fri Dec 15 18:55:28 GMT 2023 , Edited by admin on Fri Dec 15 18:55:28 GMT 2023
PRIMARY
MESH
C046856
Created by admin on Fri Dec 15 18:55:28 GMT 2023 , Edited by admin on Fri Dec 15 18:55:28 GMT 2023
PRIMARY
SMS_ID
100000077243
Created by admin on Fri Dec 15 18:55:28 GMT 2023 , Edited by admin on Fri Dec 15 18:55:28 GMT 2023
PRIMARY
ChEMBL
CHEMBL2111019
Created by admin on Fri Dec 15 18:55:28 GMT 2023 , Edited by admin on Fri Dec 15 18:55:28 GMT 2023
PRIMARY
NCI_THESAURUS
C152653
Created by admin on Fri Dec 15 18:55:28 GMT 2023 , Edited by admin on Fri Dec 15 18:55:28 GMT 2023
PRIMARY
PUBCHEM
54964
Created by admin on Fri Dec 15 18:55:28 GMT 2023 , Edited by admin on Fri Dec 15 18:55:28 GMT 2023
PRIMARY
EPA CompTox
DTXSID10232193
Created by admin on Fri Dec 15 18:55:28 GMT 2023 , Edited by admin on Fri Dec 15 18:55:28 GMT 2023
PRIMARY
EVMPD
SUB11107MIG
Created by admin on Fri Dec 15 18:55:28 GMT 2023 , Edited by admin on Fri Dec 15 18:55:28 GMT 2023
PRIMARY
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ACTIVE MOIETY