Tiagabine

Modify Date: 2025-08-24 21:11:45

Tiagabine structure	Common Name	Tiagabine
	CAS Number	115103-54-3	Molecular Weight	375.55
	Density	1.208 g/cm3	Boiling Point	568ºC at 760 mmHg
	Molecular Formula	C₂₀H₂₅NO₂S₂	Melting Point	192oC dec.
	MSDS	N/A	Flash Point	297.3ºC

Use of Tiagabine

Tiagabine(NO328) 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 observed. Tiagabine may be a useful treatment option for adult patients diagnosed with GAD [1]. Tiagabine was generally well tolerated; the most common adverse events were nausea, dizziness and headaches [2]. Tiagabine (0.1 microM), an antiepileptic drug that specifically inhibits the GAT-1 GABA transporter inhibited GABA uptake 50% in temporal cortex and 60-68% in white structures [3].

Name	tiagabine
Synonym	More Synonyms

Description	Tiagabine(NO328) 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 observed. Tiagabine may be a useful treatment option for adult patients diagnosed with GAD [1]. Tiagabine was generally well tolerated; the most common adverse events were nausea, dizziness and headaches [2]. Tiagabine (0.1 microM), an antiepileptic drug that specifically inhibits the GAT-1 GABA transporter inhibited GABA uptake 50% in temporal cortex and 60-68% in white structures [3].
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Signaling Pathways >> Neuronal Signaling >> GABA Receptor Natural Products >> Alkaloid Research Areas >> Neurological Disease
References	[1]. Pollack, M.H., et al., The selective GABA reuptake inhibitor tiagabine for the treatment of generalized anxiety disorder: results of a placebo-controlled study. J Clin Psychiatry, 2005. 66(11): p. 1401-8. [2]. Sheehan, D.V., et al., An open-label study of tiagabine in panic disorder. Psychopharmacol Bull, 2007. 40(3): p. 32-40. [3]. Henjum, S. and B. Hassel, High-affinity GABA uptake and GABA-metabolizing enzymes in pig forebrain white matter: a quantitative study. Neurochem Int, 2007. 50(2): p. 365-70.

Description

Related Catalog

Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor

Signaling Pathways >> Neuronal Signaling >> GABA Receptor

Natural Products >> Alkaloid

Research Areas >> Neurological Disease

References

[1]. Pollack, M.H., et al., The selective GABA reuptake inhibitor tiagabine for the treatment of generalized anxiety disorder: results of a placebo-controlled study. J Clin Psychiatry, 2005. 66(11): p. 1401-8.

[2]. Sheehan, D.V., et al., An open-label study of tiagabine in panic disorder. Psychopharmacol Bull, 2007. 40(3): p. 32-40.

[3]. Henjum, S. and B. Hassel, High-affinity GABA uptake and GABA-metabolizing enzymes in pig forebrain white matter: a quantitative study. Neurochem Int, 2007. 50(2): p. 365-70.

Density	1.208 g/cm3
Boiling Point	568ºC at 760 mmHg
Melting Point	192oC dec.
Molecular Formula	C₂₀H₂₅NO₂S₂
Molecular Weight	375.55
Flash Point	297.3ºC
PSA	97.02000
LogP	5.78470
Vapour Pressure	9.71E-14mmHg at 25°C
Index of Refraction	1.604
Storage condition	-20℃

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TM6128245

CHEMICAL NAME :: 3-Piperidinecarboxylic acid, 1-(4,4-bis(3-methyl-2-thienyl)-3-butenyl)-, (R)-

CAS REGISTRY NUMBER :: 115103-54-3

LAST UPDATED :: 199801

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C20-H25-N-O2-S2.Cl-H

MOLECULAR WEIGHT :: 412.04

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 630 mg/kg/21D-I

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity)

REFERENCE :: EPIRE8 Epilepsy Research. (Elsevier Science Publishers B.V., POB 1527, 1000 BM, Amsterdam, Netherlands) V.1- 1987- Volume(issue)/page/year: 19,205,1994

Hazard Codes	Xi: Irritant;
Risk Phrases	R36/37/38
Safety Phrases	S26-S36/37-S22
WGK Germany	3

Precursor 8
CAS#:145821-58-5 ethyl (3R)-1-[4... CAS#:14282-76-9 2-Bromo-3-methy... CAS#:5834-16-2 3-Methylthiophe... CAS#:30717-55-6 bis(3-methylthi...
CAS#:109857-81-0 4-BROMO-1,1-BIS... CAS#:922184-80-3 4-Bromo-1,1-bis... CAS#:847233-27-6 4,4-bis(3-methy... CAS#:300-08-3 Arecoline hydro...
DownStream 0

(-)-(R)-1-[4,4-Bis(3-methyl-2-thienyl)-3-butenyl]nipecotic acid hydrochloride

(R)-(-)-N-(4,4-di(3-methylthien-2-yl)but-3-enyl)nipecotic acid

acide (3R)-1-[4,4-bis(3-méthylthiophén-2-yl)but-3-én-1-yl]pipéridine-3-carboxylique chlorhydrate

NO-05-0328

Gabitril / NNC 05-328

Abbott-70569.1

(R)-N-[4,4-di-(3-methylthien-2-yl)but-3-enyl] nipecotic acid hydrochloride

(3R)-1-[4,4-Bis(3-methyl-2-thienyl)but-3-en-1-yl]piperidine-3-carboxylic acid hydrochloride (1:1)

(3R)-1-[4,4-Bis(3-methylthiophen-2-yl)but-3-en-1-yl]piperidin-3-carbonsäurehydrochlorid

TIGABINE

3-Piperidinecarboxylic acid, 1-[4,4-bis(3-methyl-2-thienyl)-3-buten-1-yl]-, (3R)-, hydrochloride (1:1)

(R)-1-[4,4-bis(3-methyl-thien-2-yl)-3-butenyl]-3-piperidinecarboxylic acid

(3R)-1-(4,4-bis(3-methyl-2-thienyl)-3-butenyl)-3-piperidinecarboxylic acid hydrochloride

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

TGB

Tiagabine

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

no328

4-bis(3-methyl-2-thienyl)-3-butenyl)-1-((r)-3-piperidinecarboxylicaci

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

(3R)-1-[4,4-Bis(3-methyl-2-thienyl)-3-buten-1-yl]-3-piperidinecarboxylic acid hydrochloride (1:1)

Abbott-70569.HCl

MFCD00865317

3-piperidinecarboxylic acid, 1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]-, (3R)-, hydrochloride

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Tiagabine

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