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CHEBI:50122 - rosiglitazone
| Formula | C18H19N3O3S |
| Net Charge | 0 |
| Average Mass | 357.435 |
| Monoisotopic Mass | 357.11471 |
| SMILES | CN(CCOc1ccc(CC2SC(=O)NC2=O)cc1)c1ccccn1 |
| InChI | InChI=1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23) |
| InChIKey | YASAKCUCGLMORW-UHFFFAOYSA-N |
| Wikipedia |
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| Roles Classification |
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| Chemical Role: | Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). |
| Biological Roles: | antimalarial A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human. ferroptosis inhibitor Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms. anti-HIV agent An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus. EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor An EC 6.2.1.* (acid-thiol ligase) inhibitor that interferes with the action of a long-chain-fatty-acid—CoA ligase (EC 6.2.1.3). insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma). |
| Applications: | hypoglycemic agent A drug which lowers the blood glucose level. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. antimalarial A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human. anti-inflammatory agent Any compound that has anti-inflammatory effects. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. anti-asthmatic agent Any compound that has anti-asthmatic effects. antiatherosclerotic agent A cardiovascular drug that prevents atherosclerosis (a disease in which the inside of an artery narrows due to the build up of plaque). Compare with antiatherogenic agent. vasodilator agent A drug used to cause dilation of the blood vessels. antiemetic A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. anti-anaemic agent A compound which increases either the number of red cells or the amount of haemoglobin in the blood. antirheumatic drug A drug used to treat rheumatoid arthritis. insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma). |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| rosiglitazone (CHEBI:50122) has role anti-anaemic agent (CHEBI:75835) |
| rosiglitazone (CHEBI:50122) has role anti-asthmatic agent (CHEBI:65023) |
| rosiglitazone (CHEBI:50122) has role anti-HIV agent (CHEBI:64946) |
| rosiglitazone (CHEBI:50122) has role anti-inflammatory agent (CHEBI:67079) |
| rosiglitazone (CHEBI:50122) has role antiatherosclerotic agent (CHEBI:145947) |
| rosiglitazone (CHEBI:50122) has role antiemetic (CHEBI:50919) |
| rosiglitazone (CHEBI:50122) has role antihypertensive agent (CHEBI:35674) |
| rosiglitazone (CHEBI:50122) has role antimalarial (CHEBI:38068) |
| rosiglitazone (CHEBI:50122) has role antineoplastic agent (CHEBI:35610) |
| rosiglitazone (CHEBI:50122) has role antirheumatic drug (CHEBI:35842) |
| rosiglitazone (CHEBI:50122) has role cardiovascular drug (CHEBI:35554) |
| rosiglitazone (CHEBI:50122) has role EC 6.2.1.3 (long-chain-fatty-acid—CoA ligase) inhibitor (CHEBI:83157) |
| rosiglitazone (CHEBI:50122) has role ferroptosis inhibitor (CHEBI:173084) |
| rosiglitazone (CHEBI:50122) has role hypoglycemic agent (CHEBI:35526) |
| rosiglitazone (CHEBI:50122) has role insulin-sensitizing drug (CHEBI:50864) |
| rosiglitazone (CHEBI:50122) has role vasodilator agent (CHEBI:35620) |
| rosiglitazone (CHEBI:50122) is a aminopyridine (CHEBI:38207) |
| rosiglitazone (CHEBI:50122) is a thiazolidinediones (CHEBI:50990) |
| rosiglitazone (CHEBI:50122) is conjugate acid of rosiglitazone(1−) (CHEBI:188074) |
| Incoming Relation(s) |
| rosiglitazone maleate (CHEBI:8892) has part rosiglitazone (CHEBI:50122) |
| (+)-rosiglitazone (CHEBI:50123) is a rosiglitazone (CHEBI:50122) |
| (−)-rosiglitazone (CHEBI:50125) is a rosiglitazone (CHEBI:50122) |
| rosiglitazone(1−) (CHEBI:188074) is conjugate base of rosiglitazone (CHEBI:50122) |
| IUPAC Name |
|---|
| 5-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzyl)-1,3-thiazolidine-2,4-dione |
| INNs | Source |
|---|---|
| rosiglitazona | ChEBI |
| rosiglitazone | ChemIDplus |
| rosiglitazonum | ChEBI |
| Synonyms | Source |
|---|---|
| 5-((4-(2-(methyl-2-pyridinylamino)ethoxy)phenyl)methyl)-2,4-thiazolidinedione | ChemIDplus |
| Avandamet | ChEMBL |
| Avandaryl | ChEMBL |
| BRL-49653 | ChemIDplus |
| Gaudil | ChEMBL |
| NSC-758698 | ChEMBL |
| Brand Names | Source |
|---|---|
| Nyracta | ChEMBL |
| Venvia | ChEMBL |
| Registry Numbers | Sources |
|---|---|
| Beilstein:7082202 | Beilstein |
| CAS:122320-73-4 | ChemIDplus |
| Citations |
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