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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H34O5S
Molecular Weight 458.61
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of POBILUKAST

SMILES

O[C@H]([C@H](SCCC(O)=O)C1=C(CCCCCCCCC2=CC=CC=C2)C=CC=C1)C(O)=O

InChI

InChIKey=PZIFPMYXXCAOCC-JWQCQUIFSA-N
InChI=1S/C26H34O5S/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)/t24-,25-/m1/s1

HIDE SMILES / InChI
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
Identification and characterization of two cysteinyl-leukotriene high affinity binding sites with receptor characteristics in human lung parenchyma.
1998 Apr
Pharmacology of leukotriene receptor antagonists.
1998 Jun
Inhibition of 5-lipoxygenase diminishes neurally evoked tachykinergic contraction of guinea pig isolated airway.
1998 May
Leukotriene C4 is a tight-binding inhibitor of microsomal glutathione transferase-1. Effects of leukotriene pathway modifiers.
1999 Jan 22
Name Type Language
POBILUKAST
INN   WHO-DD  
INN  
Official Name English
pobilukast [INN]
Common Name English
(2S,3R)-3-((2-CARBOXYETHYL)THIO)-3-(O-(8-PHENYLOCTYL)PHENYL)LACTIC ACID
Common Name English
Pobilukast [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29712
Created by admin on Sat Dec 16 17:13:28 GMT 2023 , Edited by admin on Sat Dec 16 17:13:28 GMT 2023
Code System Code Type Description
SMS_ID
100000081934
Created by admin on Sat Dec 16 17:13:28 GMT 2023 , Edited by admin on Sat Dec 16 17:13:28 GMT 2023
PRIMARY
NCI_THESAURUS
C96710
Created by admin on Sat Dec 16 17:13:28 GMT 2023 , Edited by admin on Sat Dec 16 17:13:28 GMT 2023
PRIMARY
ChEMBL
CHEMBL22776
Created by admin on Sat Dec 16 17:13:28 GMT 2023 , Edited by admin on Sat Dec 16 17:13:28 GMT 2023
PRIMARY
INN
7179
Created by admin on Sat Dec 16 17:13:28 GMT 2023 , Edited by admin on Sat Dec 16 17:13:28 GMT 2023
PRIMARY
MESH
C052393
Created by admin on Sat Dec 16 17:13:28 GMT 2023 , Edited by admin on Sat Dec 16 17:13:28 GMT 2023
PRIMARY
CAS
107023-41-6
Created by admin on Sat Dec 16 17:13:28 GMT 2023 , Edited by admin on Sat Dec 16 17:13:28 GMT 2023
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PUBCHEM
60842
Created by admin on Sat Dec 16 17:13:28 GMT 2023 , Edited by admin on Sat Dec 16 17:13:28 GMT 2023
PRIMARY
FDA UNII
R2N8IH71HC
Created by admin on Sat Dec 16 17:13:28 GMT 2023 , Edited by admin on Sat Dec 16 17:13:28 GMT 2023
PRIMARY
EVMPD
SUB09961MIG
Created by admin on Sat Dec 16 17:13:28 GMT 2023 , Edited by admin on Sat Dec 16 17:13:28 GMT 2023
PRIMARY