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Submit ReviewCL 316243 disodium salt
Description: Highly selective β3 agonist
Chemical Name: 5-[(2R)-2-[[(2R)-2-(3-Chlorophenyl)-2-hydroxyethyl]amino]propyl]-1,3-benzodioxole-2,2-dicarboxylic acid disodium salt
Purity: ≥97% (HPLC)
Biological Activity for CL 316243 disodium salt
CL 316243 disodium salt is a potent and highly selective β3-adrenoceptor agonist (EC50 = 3 nM); > 10000-fold selective over β1 and β2 receptors. Increases brown adipose tissue thermogenesis and metabolic rate, and decreases blood insulin and glucose levels following oral administration in vivo.
Technical Data for CL 316243 disodium salt
| M. Wt | 465.8 |
| Formula | C20H18ClNNa2O7 |
| Storage | Store at -20°C |
| Purity | ≥97% (HPLC) |
| CAS Number | 138908-40-4 |
| PubChem ID | 5312115 |
| InChI Key | FUZBPOHHSBDTJQ-CFOQQKEYSA-L |
| Smiles | [Na+].[Na+].C[C@H](CC1=CC=C2OC(OC2=C1)(C([O-])=O)C([O-])=O)NC[C@H](O)C1=CC=CC(Cl)=C1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for CL 316243 disodium salt
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 46.58 | 100 |
Preparing Stock Solutions for CL 316243 disodium salt
The following data is based on the product molecular weight 465.8. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.15 mL | 10.73 mL | 21.47 mL |
| 5 mM | 0.43 mL | 2.15 mL | 4.29 mL |
| 10 mM | 0.21 mL | 1.07 mL | 2.15 mL |
| 50 mM | 0.04 mL | 0.21 mL | 0.43 mL |
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Product Datasheets for CL 316243 disodium salt
References for CL 316243 disodium salt
References are publications that support the biological activity of the product.
Bloom et al (1992) Disodium(R,R)-5-[2-[[2-(3-chlorophenyl)-2-hydroxyethyl]-amino]propyl]-1,3-benzodioxole-2,2-dicarboxylate (CL 316,243). A potent β-adrenergic agonist virtually specific for β3 receptors. A promising antidiabetic and a J.Med.Chem. 35 3081 PMID: 1354264
Woods et al (2001) Efficacy of the β3-adrenergic receptor agonist CL-316243 on experimental bladder hyperflexia and detrusor instability in the rat. J.Urol. 166 1142 PMID: 11490313
Yoshida et al (1994) Anti-obesity and anti-diabetic effects of CL 316,243, a highly specific β3-adrenoceptor agonist, in yellow KK mice. Life Sci. 54 491 PMID: 8309351
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21 Citations for CL 316243 disodium salt
Citations are publications that use Tocris products. Selected citations for CL 316243 disodium salt include:
Gonzalez-Hurtado et al (2018) Fatty acid oxidation is required for active and quiescent brown adipose tissue maintenance and thermogenic programing. Mol Metab 7 45 PMID: 29175051
Kashyap et al (2015) Characterization of the role of HCN channels in β3-adrenoceptor mediated rat bladder relaxation. Cell Rep 2 PMID: 26709376
Patsouris et al (2015) Burn Induces Browning of the Subcutaneous White Adipose Tissue in Mice and Humans. Nat Commun 13 1538 PMID: 26586436
Berbée et al (2015) Brown fat activation reduces hypercholesterolaemia and protects from atherosclerosis development. J Neurosci 6 6356 PMID: 25754609
Rieg et al (2012) Cardiovascular agents affect the tone of pulmonary arteries and veins in precision-cut lung slices. PLoS One 6 e29698 PMID: 22216346
Saxton et al (2018) Role of Sympathetic Nerves and Adipocyte Catecholamine Uptake in the Vasorelaxant Function of Perivascular Adipose Tissue. Arterioscler Thromb Vasc Biol 38 880 PMID: 29496660
Chen et al (2016) Exosomal microRNA miR-92a concentration in serum reflects human brown fat activity. Bladder (San Franc) 7 11420 PMID: 27117818
Enriori et al (2011) Leptin action in the dorsomedial hypothalamus increases sympathetic tone to brown adipose tissue in spite of systemic leptin resistance. Am J Pathol 31 12189 PMID: 21865462
Chen et al (2018) Cbx4 Sumoylates Prdm16 to Regulate Adipose Tissue Thermogenesis. Cell Rep 22 2860 PMID: 29539416
Masand et al (2018) Proteome Imbalance of Mitochondrial Electron Transport Chain in Brown Adipocytes Leads to Metabolic Benefits. Cell Metab 27 616 PMID: 29514069
Mössenböck et al (2014) Browning of white adipose tissue uncouples glucose uptake from Ins signaling. PLoS One 9 e110428 PMID: 25313899
Suárez et al (2014) Oleoylethanolamide enhances β-adrenergic-mediated thermogenesis and white-to-brown adipocyte phenotype in epididymal white adipose tissue in rat. Dis Model Mech 7 129 PMID: 24159189
Pan et al (2014) MicroRNA-378 controls classical brown fat expansion to counteract obesity. Nat Commun 5 4725 PMID: 25145289
Nagai et al (2015) Pulmonary Macrophages Attenuate Hypoxic Pulmonary Vasoconstriction via β3AR/iNOS Pathway in Rats Exposed to Chronic Intermittent Hypoxia. PLoS One 10 e0131923 PMID: 26132492
De-Lima-Junior et al (2019) Abnormal brown adipose tissue mitochondrial structure and function in IL10 deficiency. EBioMedicine 39 436 PMID: 30502051
Feng et al (2019) Identification of a rhodanine derivative BML-260 as a potent stimulator of UCP1 expression. Theranostics 9 3501 PMID: 31281493
Li (2017) An additive effect of promoting thermogenic gene expression in mice adipose-derived stromal vascular cells by combination of rosiglit. and CL316,243 Int J Mol Sci 18 E1002 PMID: 28481288
Blaszkiewicz et al (2019) Neuropathy and neural plasticity in the subcutaneous white adipose depot. PLoS One 14 e0221766 PMID: 31509546
Fischer et al (2017) A miR-327-FGF10-FGFR2-mediated autocrine signaling mechanism controls white fat browning. Nat Commun 8 2079 PMID: 29233981
Huang et al (2017) Transcription factor Hlx controls a systematic switch from white to brown fat through Prdm16-mediated co-activation. Nat Commun 8 68 PMID: 28701693
Nackley et al (2007) Catechol-O-methyltransferase inhibition increases pain sensitivity through activation of both beta2- and beta3-adrenergic receptors. Pain 128 199 PMID: 17084978
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Depression Poster
Major depressive disorder is characterized by depressed mood and a loss of interest and/or pleasure. Updated in 2015 this poster highlights presynaptic and postsynaptic targets for the potential treatment of major depressive disorder, as well as outlining the pharmacology of currently approved antidepressant drugs.