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Tiagabine hydrochloride

Tiagabine hydrochloride structure

CAS No:
145821-59-6
Formula:
C20H25NO2S2.ClH
Chemical Name:
Tiagabine hydrochloride
Synonyms:
3-Piperidinecarboxylic acid,1-[4,4-bis(3-methyl-2-thienyl)-3-buten-1-yl]-,hydrochloride (1:1),(3R)-;3-Piperidinecarboxylic acid,1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]-,hydrochloride,(R)-;3-Piperidinecarboxylic acid,1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]-,hydrochloride,(3R)-;Tiagabine hydrochloride;Abbott 70569.1;Abbott 70569 hydrochloride;ABT 569;NO 05-0328;NNC 05-0328;Tiabex;Gabitril;(3R)-1-[4,4-Bis(3-methylthien-2-yl)-3-butenyl]piperidine-3-carboxylic acid hydrochloride;(3R)-1-[4,4-Bis(3-methylthiophen-2-yl)but-3-en-1-yl]piperidine-3-carboxylic acid hydrochloride
Categories:
Analytical Chemistry > Standard

Description

Tiagabine hydrochloride(NO328 hydrochloride) is a selective gamma-aminobutyric acid (GABA) reuptake inhibitor.Target: GABA reuptake inhibitorTiagabine had an early onset of effect, as shown by significant reduction from baseline in mean HAM-A total score compared with placebo at week 1 (observed cases, p < .05). Tiagabine was generally well tolerated and not associated with changes in sexual functioning or depressive status. Symptoms of a discontinuation syndrome during taper were not ob

Tiagabine hydrochloride is 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. It has a role as an anticonvulsant and a GABA reuptake inhibitor. It contains a tiagabine(1+).|Tiagabine Hydrochloride is the hydrochloride salt form of tiagabine, a nipecotic acid derivative with anticonvulsant property. Tiagabine hydrochloride inhibits the gamma-aminobutyric acid (GABA) transporter type 1 (GAT1), which is predominantly localized in presynaptic terminals of neurons thereby preventing the reuptake of GABA by the presynaptic endings. Consequently, this increases the level of available GABA within the synaptic cleft, thereby resulting in prolongation of its inhibitory actions. Tiagabine is effective against maximum electroshock seizures and both limbic and generalized tonic-clonic seizures.|A nipecotic acid derivative that acts as a GABA uptake inhibitor and anticonvulsant agent. It is used in the treatment of EPILEPSY, for refractory PARTIAL SEIZURES.

Tiagabine hydrochloride Basic Attributes

Molecular Weight：

412.01

Exact Mass：

411.109344

EC Number：

200-659-6

UNII：

DQH6T6D8OY

DSSTox ID：

DTXSID2044218

NCI Thesaurus Code：

C47755

Characteristics

PSA：

XLogP3：

5.78470

Appearance：

white to beige

Melting Point：

192 °C (decomp)

Boiling Point：

568ºC at 760 mmHg

Flash Point：

9℃

Water Solubility：

H2O: soluble 10mg/mL, clear

Storage Conditions：

-20°C Freezer

Vapor Pressure：

9.71E-14mmHg at 25°C

Specific rotation：

D20 -11°

Safety Information

Transport codes：

UN1230 - class 3 - PG 2 - Methanol, solution

hazard class code：

20/21/22-39/23/24/25-23/24/25-11

safety instructions：

36/37-45-16-7

RTECS Number：

TM6128245

Marks：

Xn,T,F

Precautionary statement(s)：

P210-P260-P280-P301 + P310-P311

Hazard Statements：

H225-H301 + H311 + H331-H370

Drug Information

MeSH：

Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)|Compounds that suppress or block the plasma membrane transport of GAMMA-AMINOBUTYRIC ACID by GABA PLASMA MEMBRANE TRANSPORT PROTEINS. (See all compounds classified as GABA Uptake Inhibitors.)

MeSH Entry Terms：

(R)-(4,4-bis(3-methyl-2-thienyl)-3-butenyl)-3-piperidinecarboxylic acid, hydrochloride

Tiagabine hydrochloride Use and Manufacturing

Uses

A GABA uptake inhibitor. Anticonvulsant.

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:412.0
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:411.1093491
Monoisotopic Mass:411.1093491
Topological Polar Surface Area:97
Heavy Atom Count:26
Complexity:474
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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Tiagabine hydrochloride

CAS No.: 145821-59-6

Content: 99.00%

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