GuvacineCAS# 498-96-4 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 498-96-4 | SDF | Download SDF |
| PubChem ID | 3532 | Appearance | Powder |
| Formula | C6H9NO2 | M.Wt | 127.14 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 1,2,3,6-tetrahydropyridine-5-carboxylic acid | ||
| SMILES | C1CNCC(=C1)C(=O)O | ||
| Standard InChIKey | QTDZOWFRBNTPQR-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C6H9NO2/c8-6(9)5-2-1-3-7-4-5/h2,7H,1,3-4H2,(H,8,9) | ||
| 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 | meso-Hannokinol and (+)-hannokinol can significantly inhibit lipopolysaccharide-induced nitric oxide production in BV2 microglial cells at concentrations ranging from 1 uM to 100 uM. |
| Targets | NO |
| In vitro | Inhibitory constituents of lipopolysaccharide-induced nitric oxide production in BV2 microglia isolated from Amomum tsao-ko.[Pubmed: 18523923]Planta Med. 2008 Jun;74(8):867-9.A methanolic extract of the fruits of AMOMUM TSAO-KO (Zingiberaceae) significantly attenuated nitric oxide production in lipopolysaccharide-simulated BV2 microglia. Bioactivity evaluation of ingredients identified from the fruits of Amomum tsaoko Crevost et Lemaire, a Chinese spice.[Pubmed: 24915829]Food Funct. 2014 Aug;5(8):1747-54.
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Guvacine Dilution Calculator
Guvacine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 7.8653 mL | 39.3267 mL | 78.6535 mL | 157.3069 mL | 196.6336 mL |
| 5 mM | 1.5731 mL | 7.8653 mL | 15.7307 mL | 31.4614 mL | 39.3267 mL |
| 10 mM | 0.7865 mL | 3.9327 mL | 7.8653 mL | 15.7307 mL | 19.6634 mL |
| 50 mM | 0.1573 mL | 0.7865 mL | 1.5731 mL | 3.1461 mL | 3.9327 mL |
| 100 mM | 0.0787 mL | 0.3933 mL | 0.7865 mL | 1.5731 mL | 1.9663 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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Synthesis and Biological Evaluation of Nipecotic Acid and Guvacine Derived 1,3-Disubstituted Allenes as Inhibitors of Murine GABA Transporter mGAT1.[Pubmed:30957949]
ChemMedChem. 2019 Apr 8.
A new class of nipecotic acid and Guvacine derivatives has been synthesized and characterized regarding their inhibitory potency at mGAT1-4 and binding affinity for mGAT1. Compounds of the described class are defined by a four-carbon atom allenyl spacer connecting the nitrogen of the nipecotic acid or Guvacine head with an aromatic residue. Among the compounds investigated, the nipecotic acid derivative 21p, possessing an o-terphenyl residue, was identified as highly selective and most potent mGAT1 inhibitor in this study. For the (R)-nipecotic acid derived form of 21p, the inhibitory potency in [3H]GABA-Uptake-Assays has been determined as pIC50 = 6.78 +/- 0.08 and the binding affinity in MS Binding Assays as pKi = 7.10 +/- 0.12. The synthesis of the designed compounds was carried out by a two-step procedure, generating the allene moiety via allenylation of terminal alkynes that allows a broad variation of the terminal phenyl and biphenyl subunit.
Catalytic Enantioselective Synthesis of Guvacine Derivatives through [4 + 2] Annulations of Imines with alpha-Methylallenoates.[Pubmed:30246538]
Org Lett. 2018 Oct 5;20(19):6089-6093.
P-Chiral [2.2.1] bicyclic phosphines (HypPhos catalysts) have been applied to reactions between alpha-alkylallenoates and imines, producing Guvacine derivatives. These HypPhos catalysts were assembled from trans-4-hydroxyproline, with the modular nature of the synthesis allowing variations of the exocyclic P and N substituents. Among them, exo-( p-anisyl)-HypPhos was most efficacious for [4 + 2] annulations between ethyl alpha-methylallenoate and imines. Through this method, ( R)-aplexone was identified as being responsible for the decrease in the cellular levels of cholesterol.
