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CHEBI:45302 - (5Z)-5-(quinoxalin-6-ylmethylidene)-1,3-thiazolidine-2,4-dione

ChEBI IDCHEBI:45302
ChEBI Name(5Z)-5-(quinoxalin-6-ylmethylidene)-1,3-thiazolidine-2,4-dione
Stars
ASCII Name(5Z)-5-(quinoxalin-6-ylmethylidene)-1,3-thiazolidine-2,4-dione
DefinitionA quinoxaline derivative that is quinoxaline in which the hydrogen at position 6 is replaced by a (2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl group. It is a potent inhibitor of the PI3Kγ, with an IC50 of 8 nM and inhibits the progression of joint inflammation and damage in both lymphocyte-independent and dependent mouse models of rheumatoid arthritis.
Last Modified25 September 2020
DownloadsMolfile
FormulaC12H7N3O2S
Net Charge0
Average Mass257.274
Monoisotopic Mass257.02590
SMILESO=C1NC(=O)/C(=C/c2ccc3nccnc3c2)S1
InChIInChI=1S/C12H7N3O2S/c16-11-10(18-12(17)15-11)6-7-1-2-8-9(5-7)14-4-3-13-8/h1-6H,(H,15,16,17)/b10-6-
InChIKeySQWZFLMPDUSYGV-POHAHGRESA-N
Roles Classification
Biological Role:
EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor  An inhibitor of phosphatidylinositol 3-kinase, EC 2.7.1.137, a family of related enzymes capable of phosphorylating the 3 position hydroxy group of the inositol ring of a phosphatidylinositol.
Applications:
antirheumatic drug  A drug used to treat rheumatoid arthritis.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
(5Z)-5-(quinoxalin-6-ylmethylidene)-1,3-thiazolidine-2,4-dione (CHEBI:45302) has role anti-inflammatory agent (CHEBI:67079)
(5Z)-5-(quinoxalin-6-ylmethylidene)-1,3-thiazolidine-2,4-dione (CHEBI:45302) has role antirheumatic drug (CHEBI:35842)
(5Z)-5-(quinoxalin-6-ylmethylidene)-1,3-thiazolidine-2,4-dione (CHEBI:45302) has role EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor (CHEBI:50914)
(5Z)-5-(quinoxalin-6-ylmethylidene)-1,3-thiazolidine-2,4-dione (CHEBI:45302) is a quinoxaline derivative (CHEBI:38771)
(5Z)-5-(quinoxalin-6-ylmethylidene)-1,3-thiazolidine-2,4-dione (CHEBI:45302) is a thiazolidinediones (CHEBI:50990)
IUPAC Name 
(5Z)-5-(quinoxalin-6-ylmethylidene)-1,3-thiazolidine-2,4-dione
Synonyms  Source
5-[(quinoxalin-6-yl)methylidene]-1,3-thiazolidine-2,4-dioneChEBI
5-quinoxalin-6-ylmethylenethiazolidine-2,4-dioneChEBI
AS 605240LINCS
AS605240ChEBI
AS-605240ChemIDplus
5-(6-quinoxalinylmethylene)-2,4-thiazolidinedioneChEBI
Manual XrefsDatabases
QYTPDBeChem
DB04769DrugBank
LSM-42785LINCS
CN101550135Patent
Registry NumbersSources
CAS:648450-29-7ChemIDplus
Citations