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CHEBI:126598 - cinalukast

ChEBI IDCHEBI:126598
ChEBI Namecinalukast
Stars
Definition2,2-Diethylsuccinanilic acid substituted at a meta- position by an (E)-2-(4-cyclobutyl-1,3-thiazol-2-yl)ethenyl group. It selectively antagonizes leukotriene D4 at the cysteinyl leukotriene receptor, in the human airway, preventing airway edema, smooth muscle contraction, and enhanced secretion of thick, viscous mucus. It is used in the treatment of asthma.
Last Modified22 February 2017
DownloadsMolfile
FormulaC23H28N2O3S
Net Charge0
Average Mass412.555
Monoisotopic Mass412.18206
SMILESCCC(CC)(CC(=O)Nc1cccc(/C=C/c2nc(C3CCC3)cs2)c1)C(=O)O
InChIInChI=1S/C23H28N2O3S/c1-3-23(4-2,22(27)28)14-20(26)24-18-10-5-7-16(13-18)11-12-21-25-19(15-29-21)17-8-6-9-17/h5,7,10-13,15,17H,3-4,6,8-9,14H2,1-2H3,(H,24,26)(H,27,28)/b12-11+
InChIKeyBZMKNPGKXJAIDV-VAWYXSNFSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
leukotriene antagonist  A drug designed to prevent leukotriene synthesis or activity by blocking binding at the receptor level.
Applications:
leukotriene antagonist  A drug designed to prevent leukotriene synthesis or activity by blocking binding at the receptor level.
anti-arrhythmia drug  A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
anti-asthmatic drug  A drug used to treat asthma.
ChEBI Ontology
Outgoing Relation(s)
cinalukast (CHEBI:126598) has role anti-arrhythmia drug (CHEBI:38070)
cinalukast (CHEBI:126598) has role anti-asthmatic drug (CHEBI:49167)
cinalukast (CHEBI:126598) has role leukotriene antagonist (CHEBI:49159)
cinalukast (CHEBI:126598) is a 1,3-thiazoles (CHEBI:38418)
cinalukast (CHEBI:126598) is a carboxylic acid (CHEBI:33575)
IUPAC Name 
4-({3-[(E)-2-(4-cyclobutyl-1,3-thiazol-2-yl)ethenyl]phenyl}amino)-2,2-diethyl-4-oxobutanoic acid
INN  Source
cinalukastChemIDplus
Synonym  Source
3'-((E)-2-(4-cyclobutyl-2-thiazolyl)vinyl)-2,2-diethylsuccinanilic acidChemIDplus
Manual XrefsDatabases
D02846KEGG DRUG
DB00587DrugBank
648DrugCentral
Registry NumbersSources
CAS:128312-51-6ChemIDplus