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CHEBI:85388 - tiagabine hydrochloride

Default Structure
ChEBI IDCHEBI:85388
ChEBI Nametiagabine hydrochloride
Stars
DefinitionA hydrochloride resulting from the reaction of equimolar amounts of tiagabine and hydrogen chloride. A GABA reuptake inhibitor, it is used for the treatment of epilepsy.
Last Modified2 April 2015
SubmitterGareth Owen
DownloadsMolfile
FormulaC20H25NO2S2.HCl
Net Charge0
Average Mass412.020
Monoisotopic Mass411.10935
SMILESCc1ccsc1C(=CCCN1CCC[C@@H](C(=O)O)C1)c1sccc1C.Cl
InChIInChI=1S/C20H25NO2S2.ClH/c1-14-7-11-24-18(14)17(19-15(2)8-12-25-19)6-4-10-21-9-3-5-16(13-21)20(22)23;/h6-8,11-12,16H,3-5,9-10,13H2,1-2H3,(H,22,23);1H/t16-;/m1./s1
InChIKeyYUKARLAABCGMCN-PKLMIRHRSA-N
Roles Classification
Biological Role:
GABA reuptake inhibitor  A compound that inhibits the re-uptake of the neurotransmitter GABA from the synapse into the pre-synaptic neuron, so increasing the extracellular concentrations of the neurotransmitter and hence increasing neurotransmission.
Applications:
GABA reuptake inhibitor  A compound that inhibits the re-uptake of the neurotransmitter GABA from the synapse into the pre-synaptic neuron, so increasing the extracellular concentrations of the neurotransmitter and hence increasing neurotransmission.
anxiolytic drug  Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
anticonvulsant  A drug used to prevent seizures or reduce their severity.
ChEBI Ontology
Outgoing Relation(s)
tiagabine hydrochloride (CHEBI:85388) has part tiagabine(1+) (CHEBI:85387)
tiagabine hydrochloride (CHEBI:85388) has role anticonvulsant (CHEBI:35623)
tiagabine hydrochloride (CHEBI:85388) has role anxiolytic drug (CHEBI:35474)
tiagabine hydrochloride (CHEBI:85388) has role GABA reuptake inhibitor (CHEBI:85384)
tiagabine hydrochloride (CHEBI:85388) is a hydrochloride (CHEBI:36807)
IUPAC Name 
(3R)-1-[4,4-bis(3-methyl-2-thienyl)but-3-en-1-yl]piperidine-3-carboxylic acid hydrochloride
Synonyms  Source
(3R)-1-[4,4-bis(3-methyl-2-thienyl)but-3-en-1-yl]-3-carboxypiperidinium chlorideIUPAC
(3R)-1-[4,4-bis(3-methyl-2-thienyl)but-3-en-1-yl]piperidine-3-carboxylic acid monohydrochlorideChEBI
Abbott-70569.1ChemIDplus
ABBOTT-705691ChEMBL
Abbott 70569.HClChemIDplus
ABBOTT-70569.HCLChEMBL
Brand Name  Source
GabitrilChemIDplus
Manual XrefsDatabases
D02097KEGG DRUG
US2008064727Patent
Registry NumbersSources
Reaxys:6378452Reaxys
CAS:145821-59-6ChemIDplus
Citations