TIPRINAST MEGLUMINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C12H14N2O3S.C7H17NO5
Molecular Weight	461.53
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CC(C)CC1=C(C)C2=C(S1)N=C(NC2=O)C(O)=O

InChI

InChIKey=OPEPFDHEYUYTMO-WZTVWXICSA-N

InChI=1S/C12H14N2O3S.C7H17NO5/c1-5(2)4-7-6(3)8-10(15)13-9(12(16)17)14-11(8)18-7;1-8-2-4(10)6(12)7(13)5(11)3-9/h5H,4H2,1-3H3,(H,16,17)(H,13,14,15);4-13H,2-3H2,1H3/t;4-,5+,6+,7+/m.0/s1

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

Molecular Formula	C7H17NO5
Molecular Weight	195.2136
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2412976 | https://adisinsight.springer.com/drugs/800000048 | DOI: 10.1002/ddr.430100203

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Selected immunologic properties of tiprinast, a non-steroidal antiallergy agent.	1985	2412976

Sample Use Guides

In Vivo Use Guide

Single dose - 1 mg/kg

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:29:17 GMT 2025` Edited by `admin` on `Mon Mar 31 18:29:17 GMT 2025`
Record UNII	7GWN8D7165
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

MJ 12,175-170

Preferred Name

English

TIPRINAST MEGLUMINE

Official Name

English

THIENO(2,3-D)PYRIMIDINE-2-CARBOXYLIC ACID, 3,4-DIHYDRO-5-METHYL-6-(2-METHYLPROPYL)-4-OXO, COMPOUND WITH 1-DEOXY-1-(METHYLAMINO)-D-GLUCITOL (1:1)

Common Name

English

MJ-12175-170

Code

English

D-GLUCITOL, 1-DEOXY-1-(METHYLAMINO)-, 1,4-DIHYDRO-5-METHYL-6-(2-METHYLPROPYL)-4-OXOTHIENO(2,3-D)PYRIMIDINE-2-CARBOXYLATE (1:1)

Systematic Name

English

TIPRINAST MEGLUMINE [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29714