CHEBI:85388 - tiagabine hydrochloride

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ChEBI Name tiagabine hydrochloride
ChEBI ID CHEBI:85388
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
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Formula C20H26ClNO2S2
Net Charge 0
Average Mass 412.00900
Monoisotopic Mass 411.10935
InChI InChI=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
InChIKey YUKARLAABCGMCN-PKLMIRHRSA-N
SMILES Cl.Cc1ccsc1C(=CCCN1CCC[C@H](C1)C(O)=O)c1sccc1C
Roles Classification
Biological Role(s): 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.
Application(s): anticonvulsant
A drug used to prevent seizures or reduce their severity.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
(−)-(R)-1-(4,4-bis(3-methyl-2-thienyl)-3-butenyl)nipecotic acid hydrochloride ChemIDplus
(−)-(R)-1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]nipecotic acid hydrochloride ChEBI
(3R)-1-[4,4-bis(3-methyl-2-thienyl)but-3-en-1-yl]-3-carboxypiperidinium chloride IUPAC
(3R)-1-[4,4-bis(3-methyl-2-thienyl)but-3-en-1-yl]piperidine-3-carboxylic acid monohydrochloride ChEBI
Abbott 70569.HCl ChemIDplus
Abbott-70569.1 ChemIDplus
tiagabine HCl ChemIDplus
tiagabine monohydrochloride ChEBI
Brand Name Source
Gabitril ChemIDplus
Manual Xrefs Databases
D02097 KEGG DRUG
US2008064727 Patent
View more database links
Registry Numbers Types Sources
145821-59-6 CAS Registry Number ChemIDplus
6378452 Reaxys Registry Number Reaxys
Last Modified
02 April 2015