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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H32O5S.2Na
Molecular Weight 502.574
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of POBILUKAST DISODIUM

SMILES

[Na+].[Na+].O[C@H]([C@H](SCCC([O-])=O)C1=C(CCCCCCCCC2=CC=CC=C2)C=CC=C1)C([O-])=O

InChI

InChIKey=OZPHBYXRDOEADX-LBDKHHEASA-L
InChI=1S/C26H34O5S.2Na/c27-23(28)18-19-32-25(24(29)26(30)31)22-17-11-10-16-21(22)15-9-4-2-1-3-6-12-20-13-7-5-8-14-20;;/h5,7-8,10-11,13-14,16-17,24-25,29H,1-4,6,9,12,15,18-19H2,(H,27,28)(H,30,31);;/q;2*+1/p-2/t24-,25-;;/m1../s1

HIDE SMILES / InChI

Molecular Formula C26H32O5S
Molecular Weight 456.594
Charge -2
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Pobilukast is the Leukotriene D4 receptor antagonist. Pobilukast significantly attenuated the Salmonella enteritidis endotoxin-induced thrombocytopenia but had no effect on either the endotoxin-induced early leukopenia or late leukocytosis. Additionally, Pobilukast significantly reduced the endotoxin-induced hemoconcentration and improved survival to 30% at 48 hr. Pobilukast dose-dependently inhibited the immediate hemodynamic changes after leukotriene D4 (LTD4) injections. Pobilukast also attenuated the increase in vascular permeability and the prolonged decrease in CO, suggesting that the observed cardiac and vascular effects of LTs were mediated by stimulation of LT receptors. A shift toward the right of the dose-response curves to histamine with pobilukast compared to that with placebo in three subjects was demonstrated, whereas the active compound did not exhibit any protective effect against histamine in the remaining nine subjects. It was concluded that there is a leukotriene component to the bronchial responses to histamine in some, but not all, subjects. Pobilukast had been in phase II clinical trial for the treatment of asthma. However, this development was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacology of leukotriene receptor antagonists.
1998 Jun
Leukotriene C4 is a tight-binding inhibitor of microsomal glutathione transferase-1. Effects of leukotriene pathway modifiers.
1999 Jan 22
Identification, molecular cloning, expression, and characterization of a cysteinyl leukotriene receptor.
1999 Sep
Lipoxin, leukotriene, and PDGF receptors cross-talk to regulate mesangial cell proliferation.
2002 Nov
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:09:19 GMT 2023
Edited
by admin
on Sat Dec 16 05:09:19 GMT 2023
Record UNII
SF79K8NK9V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
POBILUKAST DISODIUM
Common Name English
BENZENEPROPANOIC ACID, .BETA.-((2-CARBOXYETHYL)THIO)-.ALPHA.-HYDROXY-2-(8-PHENYLOCTYL)-, SODIUM SALT (1:2), (.ALPHA.S,.BETA.R)-
Systematic Name English
SKF-104353Z2
Code English
Code System Code Type Description
PUBCHEM
11706049
Created by admin on Sat Dec 16 05:09:19 GMT 2023 , Edited by admin on Sat Dec 16 05:09:19 GMT 2023
PRIMARY
FDA UNII
SF79K8NK9V
Created by admin on Sat Dec 16 05:09:19 GMT 2023 , Edited by admin on Sat Dec 16 05:09:19 GMT 2023
PRIMARY
CAS
107023-42-7
Created by admin on Sat Dec 16 05:09:19 GMT 2023 , Edited by admin on Sat Dec 16 05:09:19 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE