Product Name

Tiagabine

Name: Tiagabine
SKU: 115103-54-3

CAS Number

115103-54-3

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Product Name:

Tiagabine

CAS Number:

115103-54-3

Indication:

For the treatment of partial seizures

Mode of Action:

Though the exact mechanism by which Tiagabine exerts its effect on the human body is unknown, it does appear to operate as a selective GABA reuptake inhibitor.

Pharmacodynamics:

Tiagabine is used primarily as an anticonvulsant for the adjunctive treatment of epilepsy. The precise mechanism by which Tiagabine exerts its antiseizure effect is unknown, although it is believed to be related to its ability to enhance the activity of gamma aminobutyric acid (GABA), the major inhibitory neurotransmitter in the central nervous system. Tiagabine binds to recognition sites associated with the GABA uptake carrier. It is thought that, by this action, Tiagabine blocks GABA uptake into presynaptic neurons, permitting more GABA to be available for receptor binding on the surfaces of post-synaptic cells.

Metabolism:

Tiagabine is likely metabolized primarily by the 3A isoform subfamily of hepatic cytochrome P450.

Toxicity:

mptoms most often accompanying tiagabine overdose, alone or in combination with other drugs, have included: seizures including status epilepticus in patients with and without underlying seizure disorders, nonconvulsive status epilepticus, coma, ataxia, confusion, somnolence, drowsiness, impaired speech, agitation, lethargy, myoclonus, spike wave stupor, tremors, disorientation, vomiting, hostility, and temporary paralysis. Respiratory depression was seen in a number of patients, including children, in the context of seizures.

IUPAC:

(3R)-1-[4, 4-bis(3-methylthiophen-2-yl)but-3-en-1-yl]piperidine-3-carboxylic acid

ATC:

N03AG06

DrugBank:

DB00906

Formula:

C20-H25-N-O2-S2

Molecular Mass:

375.5545

Synonyms:

(R)-Tiagabine, Gabatril, HSDB 7527, NO 050328, NO 328, Tiagabina, Tiagabina [INN-Spanish], Tiagabine, Tiagabinum, Tiagabinum [INN-Latin], UNII-Z80I64HMNP

SMILES:

C1[N@@](CCC[C@H]1C(O)=O)CCC=C(/c1sccc1C)c1c(ccs1)C

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

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Tiagabine

115103-54-3

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