CL 316243 disodium salt

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Cat.No. 1499 - CL 316243 disodium salt | C20H18ClNNa2O7 | CAS No. 151126-84-0
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: ≥98% (HPLC)
Datasheet
Citations (15)
Reviews
Literature

Biological Activity

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

M. Wt 465.8
Formula C20H18ClNNa2O7
Storage Desiccate at -20°C
Purity ≥98% (HPLC)
CAS Number 151126-84-0
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

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 46.58 100

Preparing Stock Solutions

The following data is based on the product molecular weight 465.8. Batch specific molecular weights may vary from batch to batch due to solvent 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

Certificate of Analysis / Product Datasheet
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References

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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15 Citations for CL 316243 disodium salt

Citations are publications that use Tocris products. Selected citations for CL 316243 disodium salt include:

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

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

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

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

Mössenböck et al (2014) Browning of white adipose tissue uncouples glucose uptake from insulin 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

Li (2017) An additive effect of promoting thermogenic gene expression in mice adipose-derived stromal vascular cells by combination of rosiglitazone and CL316,243 Int J Mol Sci 18 E1002 PMID: 28481288

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

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

Chen et al (2016) Exosomal microRNA miR-92a concentration in serum reflects human brown fat activity. Bladder (San Franc) 7 11420 PMID: 27117818

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


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