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A piperidinemonocarboxylic acid that is (R)-nipecotic acid in which the hydrogen attached to the nitrogen has been replaced by a 1,1-bis(3-methyl-2-thienyl)but-1-en-4-yl group.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

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

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

core#notation
CHEBI:9586
pharm_class
Decreased Central Nervous System Disorganized Electrical Activity [PE]
active_ingredient_strength
12 mg/1
active_ingredient_name
TIAGABINE HYDROCHLORIDE
upc
0316714153018
spl_set_id
953ef3cc-e3cb-480f-b9ea-256520fd62b8
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
rxcui
1299917
listing_expiration_date
20241231
route
ORAL
package_marketing_start_date
08-FEB-10
marketing_start_date
20211124
manufacturer_name
Amneal Pharmaceuticals NY LLC
spl_id
0e898744-051d-4791-e063-6294a90a583e
package_ndc
72205-084-30
package_description
30 TABLET in 1 BOTTLE (72205-084-30)
unii
DQH6T6D8OY
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
31914
oboInOwl#hasDbXref
Wikipedia:Tiagabine
oboInOwl#id
CHEBI:9586
product_type
BULK INGREDIENT
dosage_form
POWDER
marketing_category
BULK INGREDIENT
labeler_name
MAHI DRUGS PRIVATE LIMITED
generic_name
Tiagabine HCl
brand_name
TIAGABINE HYDROCHLORIDE
brand_name_base
TIAGABINE HYDROCHLORIDE
product_ndc
72205-084
application_number
NDA020646
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_85384
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_221278
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_85387
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
http://purl.obolibrary.org/obo/CHEBI_85387
owl#someValuesFrom
t1121957
owl#annotatedSource
t324751