U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C38H36F3O8S.Na
Molecular Weight 732.738
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of IRALUKAST SODIUM

SMILES

[Na+].CCCC1=C(O)C(=CC=C1OCCCC\C=C/C=C/[C@H](SC2=CC=C3C(=O)C=C(OC3=C2)C([O-])=O)[C@H](O)C4=CC=CC(=C4)C(F)(F)F)C(C)=O

InChI

InChIKey=UVMDAJYLEKEIPJ-RWRWEHELSA-M
InChI=1S/C38H37F3O8S.Na/c1-3-11-29-31(18-17-27(23(2)42)36(29)45)48-19-9-7-5-4-6-8-14-34(35(44)24-12-10-13-25(20-24)38(39,40)41)50-26-15-16-28-30(43)22-33(37(46)47)49-32(28)21-26;/h4,6,8,10,12-18,20-22,34-35,44-45H,3,5,7,9,11,19H2,1-2H3,(H,46,47);/q;+1/p-1/b6-4-,14-8+;/t34-,35+;/m0./s1

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 C38H36F3O8S
Molecular Weight 709.748
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 2
Optical Activity UNSPECIFIED

Description

IRALUKAST, a leukotriene D4 analog, has potent peptido-leukotriene antagonist activity. It was under clinical development and in phase II clinical trials as a potential treatment for asthma.

Originator

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:45:28 UTC 2023
Edited
by admin
on Fri Dec 15 15:45:28 UTC 2023
Record UNII
NH3ZU6H7KE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IRALUKAST SODIUM
Common Name English
CGP-45715A
Code English
7-(1-(3-TRIFLUOROMETHYLPHENYL)-1-HYDROXY-10-(4-ACETYL-3-HYDROXY-2-PROPYLPHENOXY)-3,5-DECADIEN-2-YL-THIO)-4-OXO-4H-1-BENZOPYRAN-2-CARBOXYLIC ACID,((1R,2S)-(3E,5Z))
Systematic Name English
4H-1-BENZOPYRAN-2-CARBOXYLIC ACID, 7-(((1S,2E,4Z)-9-(4-ACETYL-3-HYDROXY-2-PROPYLPHENOXY)-1-((R)-HYDROXY(3-(TRIFLUOROMETHYL)PHENYL)METHYL)-2,4-NONADIENYL)THIO)-4-OXO-, MONOSODIUM SALT
Systematic Name English
4H-1-BENZOPYRAN-2-CARBOXYLIC ACID, 7-((9-(4-ACETYL-3-HYDROXY-2-PROPYLPHENOXY)-1-(HYDROXY(3-(TRIFLUOROMETHYL)PHENYL)METHYL)-2,4-NONADIENYL)THIO)-4-OXO-, MONOSODIUM SALT, (R-(R*,S*-(E,Z)))-
Systematic Name English
Code System Code Type Description
FDA UNII
NH3ZU6H7KE
Created by admin on Fri Dec 15 15:45:28 UTC 2023 , Edited by admin on Fri Dec 15 15:45:28 UTC 2023
PRIMARY
PUBCHEM
23663990
Created by admin on Fri Dec 15 15:45:28 UTC 2023 , Edited by admin on Fri Dec 15 15:45:28 UTC 2023
PRIMARY
CAS
125711-50-4
Created by admin on Fri Dec 15 15:45:28 UTC 2023 , Edited by admin on Fri Dec 15 15:45:28 UTC 2023
ALTERNATIVE
CAS
125617-94-9
Created by admin on Fri Dec 15 15:45:28 UTC 2023 , Edited by admin on Fri Dec 15 15:45:28 UTC 2023
PRIMARY
Related Record Type Details
Structure of IRALUKAST
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of IRALUKAST
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966