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tiagabine

CHEBI:CHEBI_9586

Definition

A piperidinemonocarboxylic acid that is (R)-nipecotic acid in which the hydrogen attached to the nitrogen has been replaced by a 1,1-bis(3-methyl-2-thienyl)but-1-en-4-yl group. A GABA reuptake inhibitor, it is used (generally as the hydrochloride salt) for the treatment of epilepsy.

Chemical Information

Molecular Formula
C20H25NO2S2
Molecular Mass
375.54800
Charge
0
SMILES
Cc1ccsc1C(=CCCN1CCC[C@H](C1)C(O)=O)c1sccc1C
InChI
InChI=1S/C20H25NO2S2/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)/t16-/m1/s1
InChIKey
PBJUNZJWGZTSKL-MRXNPFEDSA-N

Alternative Names

  • (-)-(R)-1-(4,4-bis(3-methyl-2-thienyl)-3-butenyl)nipecotic acid
  • (-)-(R)-1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]nipecotic acid
  • (3R)-1-[4,4-bis(3-methyl-2-thienyl)but-3-en-1-yl]piperidine-3-carboxylic acid
  • (R)-(-)-1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]nipecotic acid
  • (R)-tiagabine
  • tiagabina
  • tiagabine
  • tiagabinum

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
31914
oboInOwl#hasDbXref
Wikipedia:Tiagabine
core#notation
CHEBI:9586

Additional References

Wikipedia:Tiagabine

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
31914
oboInOwl#hasDbXref
Wikipedia:Tiagabine
oboInOwl#id
CHEBI:9586
core#notation
CHEBI:9586
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_85384
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chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_221278
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_85387
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_2846
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect37299
chebi#is_conjugate_acid_of
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owl#someValuesFrom
t1121957
owl#annotatedSource
t324751