Name | Tiagabine |
Synonyms | TGB Tiagabin Tiagabine NO-05-0328 1-[4,4-bis(3-methylthiophen-2-yl)but-3-en-1-yl]piperidine-3-carboxylic acid [3R,(-)]-1-[4,4-Bis(3-methyl-2-thienyl)-3-butenyl]-3α-piperidinecarboxylic acid 3-Piperidinecarboxylicacid, 1-[4,4-bis(3-Methyl-2-thienyl)-3-buten-1-yl]-, (3R)- (3R)-1-[4,4-bis(3-methylthiophen-2-yl)but-3-en-1-yl]piperidine-3-carboxylic acid |
CAS | 115103-54-3 109857-64-9 |
InChI | InChI=1/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 |
Molecular Formula | C20H25NO2S2 |
Molar Mass | 375.55 |
Density | 1.208±0.06 g/cm3(Predicted) |
Melting Point | 192oC dec. |
Boling Point | 568.0±50.0 °C(Predicted) |
Flash Point | 297.3°C |
Vapor Presure | 9.71E-14mmHg at 25°C |
pKa | 3.86±0.20(Predicted) |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
Refractive Index | 1.604 |
Physical and Chemical Properties | Tiagabine Hydrochloride: C20H25NO2S2? HCl. [145820-59-6]. White to off-white crystalline powder, odorless. Melting point 192 °c (decomposition). [Α] D20-11 °. pKal 3.3;pKa2 9.4. Partition coefficient (octanol/water, pH 7.4):39.3. Solubility in water: 3%. Insoluble in hexane. |
In vitro study | Tiagabine is an inhibitor of GABA uptake in neuronal cells and glial cells. It is involved in the regulation of GABA levels, especially in the hippocampus and thalamus. Tiagabine not only affects the decay dynamics of IPSCs, but also reduces the frequency of spontaneous microipscs occurrence. |
In vivo study | tiagabine provided significant neuroprotection when treated with Tiagabine 30 minutes before global cerebral ischemia in gerbils (but not 3 hours after global cerebral ischemia). |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |