tiagabine hydrochloride (CHEBI:85388)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:85388 - tiagabine hydrochloride

Default Structure

Take structure to advanced search

ChEBI ID	CHEBI:85388
ChEBI Name	tiagabine hydrochloride
Stars
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.
Last Modified	2 April 2015
Submitter	Gareth Owen
Downloads	Molfile

Formula	C20H25NO2S2.HCl
Net Charge	0
Average Mass	412.020
Monoisotopic Mass	411.10935
SMILES	Cc1ccsc1C(=CCCN1CCC[C@@H](C(=O)O)C1)c1sccc1C.Cl
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

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. 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 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 chloride	IUPAC
(3R)-1-[4,4-bis(3-methyl-2-thienyl)but-3-en-1-yl]piperidine-3-carboxylic acid monohydrochloride	ChEBI
Abbott-70569.1	ChemIDplus
Abbott 70569.HCl	ChemIDplus
(−)-(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

Brand Name	Source
Gabitril	ChemIDplus

Manual Xrefs	Databases
D02097	KEGG DRUG
US2008064727	Patent

Registry Numbers	Sources
Reaxys:6378452	Reaxys
CAS:145821-59-6	ChemIDplus