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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

Molecular Formula C26H34O5S
Molecular Weight 458.61
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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
A kinetic binding study to evaluate the pharmacological profile of a specific leukotriene C(4) binding site not coupled to contraction in human lung parenchyma.
2000 Jun
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:13:27 UTC 2023
Edited
by admin
on Sat Dec 16 17:13:27 UTC 2023
Record UNII
R2N8IH71HC
Record Status Validated (UNII)
Record Version
  • Download
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 UTC 2023 , Edited by admin on Sat Dec 16 17:13:28 UTC 2023
Code System Code Type Description
SMS_ID
100000081934
Created by admin on Sat Dec 16 17:13:28 UTC 2023 , Edited by admin on Sat Dec 16 17:13:28 UTC 2023
PRIMARY
NCI_THESAURUS
C96710
Created by admin on Sat Dec 16 17:13:28 UTC 2023 , Edited by admin on Sat Dec 16 17:13:28 UTC 2023
PRIMARY
ChEMBL
CHEMBL22776
Created by admin on Sat Dec 16 17:13:28 UTC 2023 , Edited by admin on Sat Dec 16 17:13:28 UTC 2023
PRIMARY
INN
7179
Created by admin on Sat Dec 16 17:13:28 UTC 2023 , Edited by admin on Sat Dec 16 17:13:28 UTC 2023
PRIMARY
MESH
C052393
Created by admin on Sat Dec 16 17:13:28 UTC 2023 , Edited by admin on Sat Dec 16 17:13:28 UTC 2023
PRIMARY
CAS
107023-41-6
Created by admin on Sat Dec 16 17:13:28 UTC 2023 , Edited by admin on Sat Dec 16 17:13:28 UTC 2023
PRIMARY
PUBCHEM
60842
Created by admin on Sat Dec 16 17:13:28 UTC 2023 , Edited by admin on Sat Dec 16 17:13:28 UTC 2023
PRIMARY
FDA UNII
R2N8IH71HC
Created by admin on Sat Dec 16 17:13:28 UTC 2023 , Edited by admin on Sat Dec 16 17:13:28 UTC 2023
PRIMARY
EVMPD
SUB09961MIG
Created by admin on Sat Dec 16 17:13:28 UTC 2023 , Edited by admin on Sat Dec 16 17:13:28 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
Ki
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY