Size | Price | |
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500mg | ||
1g | ||
Other Sizes |
References |
1: Kinjo A, Sassa M, Koito T, Suzuki M, Inoue K. Functional characterization of the GABA transporter GAT-1 from the deep-sea mussel Bathymodiolus septemdierum. Comp Biochem Physiol A Mol Integr Physiol. 2019 Jan;227:1-7. doi: 10.1016/j.cbpa.2018.08.016. Epub 2018 Sep 6. PMID: 30195015. 2: Moldavan M, Cravetchi O, Allen CN. GABA transporters regulate tonic and synaptic GABAA receptor-mediated currents in the suprachiasmatic nucleus neurons. J Neurophysiol. 2017 Dec 1;118(6):3092-3106. doi: 10.1152/jn.00194.2017. Epub 2017 Aug 30. PMID: 28855287; PMCID: PMC5814714. 3: Jinzenji A, Sogawa C, Miyawaki T, Wen XF, Yi D, Ohyama K, Kitayama S, Sogawa N, Morita K. Antiallodynic action of 1-(3-(9H-Carbazol-9-yl)-1-propyl)-4-(2-methyoxyphenyl)-4-piperidinol (NNC05-2090), a betaine/GABA transporter inhibitor. J Pharmacol Sci. 2014;125(2):217-26. doi: 10.1254/jphs.13146fp. Epub 2014 May 30. PMID: 24881960. 4: Suárez LM, Bustamante J, Orensanz LM, Martín del Río R, Solís JM. Cooperation of taurine uptake and dopamine D1 receptor activation facilitates the induction of protein synthesis-dependent late LTP. Neuropharmacology. 2014 Apr;79:101-11. doi: 10.1016/j.neuropharm.2013.10.035. Epub 2013 Nov 10. PMID: 24225198. 5: Beggiato S, O'Connor WT, Tomasini MC, Antonelli T, Loche A, Tanganelli S, Cacciaglia R, Ferraro L. GET73 increases rat extracellular hippocampal CA1 GABA levels through a possible involvement of local mGlu5 receptor. Synapse. 2013 Oct;67(10):678-91. doi: 10.1002/syn.21672. Epub 2013 May 21. PMID: 23564259. 6: Ransom CB, Tao W, Wu Y, Spain WJ, Richerson GB. Rapid regulation of tonic GABA currents in cultured rat hippocampal neurons. J Neurophysiol. 2013 Feb;109(3):803-12. doi: 10.1152/jn.00460.2012. Epub 2012 Oct 31. PMID: 23114210; PMCID: PMC3567397. 7: Sogawa N, Hazehara Y, Kunitomo M, Morita Y, Yoo B, Ohyama K, Sogawa C, Kitayama S. Age-dependent changes in the susceptibility to thiopental anesthesia in mice: analysis of the relationship to the functional expression of GABA transporter. Pharmacol Biochem Behav. 2012 Dec;103(2):267-72. doi: 10.1016/j.pbb.2012.08.027. Epub 2012 Sep 4. PMID: 22963929. 8: Galvan A, Hu X, Smith Y, Wichmann T. Localization and function of GABA transporters in the globus pallidus of parkinsonian monkeys. Exp Neurol. 2010 Jun;223(2):505-15. doi: 10.1016/j.expneurol.2010.01.018. Epub 2010 Feb 4. PMID: 20138865; PMCID: PMC2864357. 9: Peng XQ, Gardner EL, Xi ZX. Gamma-vinyl GABA increases nonvesicular release of GABA and glutamate in the nucleus accumbens in rats via action on anion channels and GABA transporters. Psychopharmacology (Berl). 2010 Mar;208(4):511-9. doi: 10.1007/s00213-009-1753-7. Epub 2009 Dec 22. PMID: 20033132; PMCID: PMC3713230. 10: Matthews E Jr, Rahnama-Vaghef A, Eskandari S. Inhibitors of the gamma- aminobutyric acid transporter 1 (GAT1) do not reveal a channel mode of conduction. Neurochem Int. 2009 Dec;55(8):732-40. doi: 10.1016/j.neuint.2009.07.005. Epub 2009 Jul 19. PMID: 19622377; PMCID: PMC2764797. 11: Schmitt U, Conner AC, Rapp S, Kissling C, Jennen-Steinmetz C, Hünnerkopf R, Coogan AN, Thome J. The effects of GABA transporter inhibition on synaptophysin and synaptotagmin expression in diazepam tolerance. World J Biol Psychiatry. 2010 Mar;11(2 Pt 2):439-46. doi: 10.1080/15622970902874932. PMID: 19452356. 12: Meinild AK, Loo DDF, Skovstrup S, Gether U, MacAulay N. Elucidating conformational changes in the gamma-aminobutyric acid transporter-1. J Biol Chem. 2009 Jun 12;284(24):16226-16235. doi: 10.1074/jbc.M109.003137. Epub 2009 Apr 10. PMID: 19363027; PMCID: PMC2713550. 13: Ben-Yona A, Kanner BI. Transmembrane domain 8 of the {gamma}-aminobutyric acid transporter GAT-1 lines a cytoplasmic accessibility pathway into its binding pocket. J Biol Chem. 2009 Apr 10;284(15):9727-32. doi: 10.1074/jbc.M809423200. Epub 2009 Feb 6. PMID: 19201752; PMCID: PMC2665093. 14: Tartaglione CM, Ritta MN. On the presence of 3H-GABA uptake mechanism in bovine spermatozoa. Anim Reprod Sci. 2008 Oct;108(1-2):247-58. doi: 10.1016/j.anireprosci.2007.08.010. Epub 2007 Aug 25. PMID: 17954017. 15: Qu L, Liu X, Wu C, Leung LS. Hyperthermia decreases GABAergic synaptic transmission in hippocampal neurons of immature rats. Neurobiol Dis. 2007 Sep;27(3):320-7. doi: 10.1016/j.nbd.2007.06.003. Epub 2007 Jun 12. PMID: 17643307. 16: Wu Y, Wang W, Richerson GB. The transmembrane sodium gradient influences ambient GABA concentration by altering the equilibrium of GABA transporters. J Neurophysiol. 2006 Nov;96(5):2425-36. doi: 10.1152/jn.00545.2006. Epub 2006 Jul 26. PMID: 16870837. 17: Quilichini PP, Chiron C, Ben-Ari Y, Gozlan H. Stiripentol, a putative antiepileptic drug, enhances the duration of opening of GABA-A receptor channels. Epilepsia. 2006 Apr;47(4):704-16. doi: 10.1111/j.1528-1167.2006.00497.x. PMID: 16650136. 18: Mullen GP, Mathews EA, Saxena P, Fields SD, McManus JR, Moulder G, Barstead RJ, Quick MW, Rand JB. The Caenorhabditis elegans snf-11 gene encodes a sodium- dependent GABA transporter required for clearance of synaptic GABA. Mol Biol Cell. 2006 Jul;17(7):3021-30. doi: 10.1091/mbc.e06-02-0155. Epub 2006 Apr 26. PMID: 16641366; PMCID: PMC1483038. 19: Soragna A, Bossi E, Giovannardi S, Pisani R, Peres A. Functionally independent subunits in the oligomeric structure of the GABA cotransporter rGAT1. Cell Mol Life Sci. 2005 Dec;62(23):2877-85. doi: 10.1007/s00018-005-5322-x. PMID: 16314925. 20: Krause S, Schwarz W. Identification and selective inhibition of the channel mode of the neuronal GABA transporter 1. Mol Pharmacol. 2005 Dec;68(6):1728-35. doi: 10.1124/mol.105.013870. Epub 2005 Sep 8. PMID: 16150932.
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Additional Infomation |
1-(4,4-diphenylbut-3-enyl)-3-piperidinecarboxylic acid is a diarylmethane.
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Molecular Formula |
C22H26CLNO2
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Molecular Weight |
371.9
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Exact Mass |
335.189
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Elemental Analysis |
C, 71.05; H, 7.05; Cl, 9.53; N, 3.77; O, 8.60
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CAS # |
85375-85-5
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Related CAS # |
85375-15-1 ( free base);85375-85-5 (HCl);
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PubChem CID |
92409
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Appearance |
Solid powder
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Density |
1.121g/cm3
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Boiling Point |
531.4ºC at 760 mmHg
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Flash Point |
275.2ºC
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Index of Refraction |
1.587
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LogP |
4.242
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Hydrogen Bond Donor Count |
1
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Hydrogen Bond Acceptor Count |
3
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Rotatable Bond Count |
6
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Heavy Atom Count |
25
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Complexity |
427
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Defined Atom Stereocenter Count |
0
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SMILES |
C1(/C(/C2C=CC=CC=2)=C/CCN2CCCC(C(O)=O)C2)C=CC=CC=1
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InChi Key |
SNGGBKYQZVAQKA-UHFFFAOYSA-N
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InChi Code |
InChI=1S/C22H25NO2.ClH/c24-22(25)20-13-7-15-23(17-20)16-8-14-21(18-9-3-1-4-10-18)19-11-5-2-6-12-19;/h1-6,9-12,14,20H,7-8,13,15-17H2,(H,24,25);1H
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Chemical Name |
1-(4,4-diphenylbut-3-en-1-yl)piperidine-3-carboxylic acid hydrochloride
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Synonyms |
SKF89976A HCl; SKF 89976A; SKF-89976A; SKF89976A hydrochloride
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 2.6889 mL | 13.4445 mL | 26.8889 mL | |
5 mM | 0.5378 mL | 2.6889 mL | 5.3778 mL | |
10 mM | 0.2689 mL | 1.3444 mL | 2.6889 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.