Guvacine hydrochlorideSpecific GABA uptake inhibitor CAS# 6027-91-4 |
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| Cas No. | 6027-91-4 | SDF | Download SDF |
| PubChem ID | 11957555 | Appearance | Powder |
| Formula | C6H10ClNO2 | M.Wt | 163.6 |
| Type of Compound | Nitrogen-containing Compounds | Storage | Desiccate at -20°C |
| Synonyms | 1,2,5,6-Tetrahydronicotinic acid hydrochloride | ||
| Solubility | H2O : 41.67 mg/mL (254.71 mM; Need ultrasonic) DMSO : < 1 mg/mL (insoluble or slightly soluble) | ||
| Chemical Name | 1,2,3,6-tetrahydropyridine-5-carboxylic acid;hydrochloride | ||
| SMILES | C1CNCC(=C1)C(=O)O.Cl | ||
| Standard InChIKey | FGNUNVVTHHKDAM-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C6H9NO2.ClH/c8-6(9)5-2-1-3-7-4-5;/h2,7H,1,3-4H2,(H,8,9);1H | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Specific GABA uptake inhibitor. IC50 values are 14, 58, 119 and 1870 μM for hGAT-1, rGAT-2, hGAT-3 and hBGT-1 respectively. |
Guvacine hydrochloride Dilution Calculator
Guvacine hydrochloride Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 6.1125 mL | 30.5623 mL | 61.1247 mL | 122.2494 mL | 152.8117 mL |
| 5 mM | 1.2225 mL | 6.1125 mL | 12.2249 mL | 24.4499 mL | 30.5623 mL |
| 10 mM | 0.6112 mL | 3.0562 mL | 6.1125 mL | 12.2249 mL | 15.2812 mL |
| 50 mM | 0.1222 mL | 0.6112 mL | 1.2225 mL | 2.445 mL | 3.0562 mL |
| 100 mM | 0.0611 mL | 0.3056 mL | 0.6112 mL | 1.2225 mL | 1.5281 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Tiagabine, SK&F 89976-A, CI-966, and NNC-711 are selective for the cloned GABA transporter GAT-1.[Pubmed:7851497]
Eur J Pharmacol. 1994 Oct 14;269(2):219-24.
gamma-Aminobutyric acid (GABA) is the major inhibitory neurotransmitter in the mammalian brain. The synaptic action of GABA is terminated by rapid uptake into presynaptic terminals and surrounding glial cells. Molecular cloning has revealed the existence of four distinct GABA transporters termed GAT-1, GAT-2, GAT-3, and BGT-1. Pharmacological inhibition of transport provides a mechanism for increasing GABA-ergic transmission, which may be useful in the treatment of various neuropsychiatric disorders. Recently, a number of lipophilic GABA transport inhibitors have been designed and synthesized, which are capable of crossing the blood brain barrier, and which display anticonvulsive activity. We have now determined the potency of four of these compounds, SK&F 89976-A (N-(4,4-diphenyl-3-butenyl)-3-piperidinecarboxylic acid), tiagabine ((R)-1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]-3- piperidencarboxylic acid), CI-966 ([1-[2-[bis 4-(trifluoromethyl)phenyl]methoxy]ethyl]-1,2,5,6-tetrahydro-3- pyridinecarboxylic acid), and NNC-711 (1-(2-(((diphenylmethylene)amino)oxy)ethyl)-1,2,4,6-tetrahydro-3- pyridinecarboxylic acid hydrochloride), at each of the four cloned GABA transporters, and find them to be highly selective for GAT-1. These data suggest that the anticonvulsant activity of these compounds is mediated via inhibition of uptake by GAT-1.
Guvacine hydrochloride is an alkaloid from the nut of Areca catechu, acts as an inhibitor of GABA transporter, and dispalys modest selectivity for cloned GABA transporters with IC50s of 14 μM (human GAT-1), 39 μM (rat GAT-1), 58 μM (rat GAT-2), 119 μM (human GAT-3), 378 μM (rat GAT-3), and 1870 μM (human BGT-3).
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