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CHEBI:68579 - rivaroxaban

Default Structure
ChEBI IDCHEBI:68579
ChEBI Namerivaroxaban
Stars
DefinitionA monocarboxylic acid amide obtained by formal condensation of the carboxy group of 5-chlorothiophene-2-carboxylic acid with the amino group of 4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one. An anticoagulant used for prophylaxis of venous thromboembolism in patients with knee or hip replacement surgery.
Last Modified23 June 2020
SubmitterSteve
DownloadsMolfile
FormulaC19H18ClN3O5S
Net Charge0
Average Mass435.889
Monoisotopic Mass435.06557
SMILESO=C(NC[C@H]1CN(c2ccc(N3CCOCC3=O)cc2)C(=O)O1)c1ccc(Cl)s1
InChIInChI=1S/C19H18ClN3O5S/c20-16-6-5-15(29-16)18(25)21-9-14-10-23(19(26)28-14)13-3-1-12(2-4-13)22-7-8-27-11-17(22)24/h1-6,14H,7-11H2,(H,21,25)/t14-/m0/s1
InChIKeyKGFYHTZWPPHNLQ-AWEZNQCLSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 3.4.21.6 (coagulation factor Xa) inhibitor  An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of coagulation factor Xa (EC 3.4.21.6).
anti-obesity agent  Any substance which is used to reduce or control weight.
antiviral agent  A substance that destroys or inhibits replication of viruses.
Applications:
anti-anaemic agent  A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anticoagulant  An agent that prevents blood clotting.
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.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
rivaroxaban (CHEBI:68579) has role anti-anaemic agent (CHEBI:75835)
rivaroxaban (CHEBI:68579) has role anti-arrhythmia drug (CHEBI:38070)
rivaroxaban (CHEBI:68579) has role anti-obesity agent (CHEBI:74518)
rivaroxaban (CHEBI:68579) has role anticoagulant (CHEBI:50249)
rivaroxaban (CHEBI:68579) has role antineoplastic agent (CHEBI:35610)
rivaroxaban (CHEBI:68579) has role antiviral agent (CHEBI:22587)
rivaroxaban (CHEBI:68579) has role cardiovascular drug (CHEBI:35554)
rivaroxaban (CHEBI:68579) has role EC 3.4.21.6 (coagulation factor Xa) inhibitor (CHEBI:68581)
rivaroxaban (CHEBI:68579) has role hepatoprotective agent (CHEBI:62868)
rivaroxaban (CHEBI:68579) has role hypoglycemic agent (CHEBI:35526)
rivaroxaban (CHEBI:68579) is a aromatic amide (CHEBI:62733)
rivaroxaban (CHEBI:68579) is a lactam (CHEBI:24995)
rivaroxaban (CHEBI:68579) is a monocarboxylic acid amide (CHEBI:29347)
rivaroxaban (CHEBI:68579) is a morpholines (CHEBI:38785)
rivaroxaban (CHEBI:68579) is a organochlorine compound (CHEBI:36683)
rivaroxaban (CHEBI:68579) is a oxazolidinone (CHEBI:55374)
rivaroxaban (CHEBI:68579) is a thiophenes (CHEBI:26961)
IUPAC Name 
5-chloro-N-({(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)thiophene-2-carboxamide
INN  Source
rivaroxabanKEGG DRUG
Synonyms  Source
BAY 59-7939ChemIDplus
BAY-59-7939ChEMBL
BAY59-7939ChemIDplus
JNJ-39039039ChEMBL
JNJ39039039ChEMBL
Brand Names  Source
Rivaroxaban accordChEMBL
Rivaroxaban viatris (previously rivaroxaban mylan)ChEMBL
XareltoKEGG DRUG
Manual XrefsDatabases
4182DrugCentral
D07086KEGG DRUG
DB06228DrugBank
EP1685841Patent
LSM-5499LINCS
RIVPDBeChem
RivaroxabanWikipedia
US2005182055Patent
US2007026065Patent
US2009036504Patent
US2010151011Patent
US2011034453Patent
US2011112083Patent
US2011152266Patent
US2011288294Patent
US7816355Patent
WO2004060887Patent
WO2005068456Patent
WO2008140220Patent
WO2011080341Patent
WO2012035057Patent
WO2012051692Patent
Registry NumbersSources
Reaxys:10206739Reaxys
CAS:366789-02-8ChemIDplus
Citations