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MedKoo Cat#: 522562 | Name: CL-316243 disodium
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

CL-316243, also known as HP 186, is a potent and highly selective β3-adrenoceptor agonist (EC50 = 3 nM); > 10000-fold selective over β1 and β2 receptors. CL-316243 restores the expression of down-regulated fatty acid oxidation genes in type 2 diabetic mice. CL-316,243 enhances insulin-stimulated glucose disposal in nonobese rats. CL 316243 possesses anti-obesity and anti-diabetic effects and consequently may be useful for treating obesity as well as non-insulin-dependent diabetes mellitus in obese persons, without causing excessive side effects.

Chemical Structure

CL-316243 disodium
CL-316243 disodium
CAS#138908-40-4 (sodium)

Theoretical Analysis

MedKoo Cat#: 522562

Name: CL-316243 disodium

CAS#: 138908-40-4 (sodium)

Chemical Formula: C20H18ClNNa2O7

Exact Mass: 0.0000

Molecular Weight: 465.79

Elemental Analysis: C, 51.57; H, 3.90; Cl, 7.61; N, 3.01; Na, 9.87; O, 24.04

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 650.00 2 Weeks
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Related CAS #
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Synonym
CL-316243 disodium; CL 316243 disodium; CL316243 disodium; CL-316,243 disodium; CL 316,243 disodium; CL316,243 disodium
IUPAC/Chemical Name
sodium 5-((R)-2-(((R)-2-(3-chlorophenyl)-2-hydroxyethyl)amino)propyl)benzo[d][1,3]dioxole-2,2-dicarboxylate
InChi Key
FUZBPOHHSBDTJQ-CFOQQKEYSA-L
InChi Code
InChI=1S/C20H20ClNO7.2Na/c1-11(22-10-15(23)13-3-2-4-14(21)9-13)7-12-5-6-16-17(8-12)29-20(28-16,18(24)25)19(26)27;;/h2-6,8-9,11,15,22-23H,7,10H2,1H3,(H,24,25)(H,26,27);;/q;2*+1/p-2/t11-,15+;;/m1../s1
SMILES Code
O=C(C1(C([O-])=O)OC2=CC=C(C[C@H](NC[C@@H](C3=CC=CC(Cl)=C3)O)C)C=C2O1)[O-].[Na+].[Na+]
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Related CAS# 183720-02-7 (BTA-243 Free) 138908-40-4 (CL-316243 sodium)

Preparing Stock Solutions

The following data is based on the product molecular weight 465.79 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.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Šefčíková Z, Raček Ľ. Effect of neonatal β3-adrenoceptor agonist CL 316,243 treatment on body fat accumulation and intestinal alkaline phosphatase activity in rats from reduced nests. Folia Histochem Cytobiol. 2015 Dec 30. doi: 10.5603/fhc.a2015.0033. [Epub ahead of print] PubMed PMID: 26714445. 2: Kumar A, Shiloach J, Betenbaugh MJ, Gallagher EJ. The beta-3 adrenergic agonist (CL-316,243) restores the expression of down-regulated fatty acid oxidation genes in type 2 diabetic mice. Nutr Metab (Lond). 2015 Mar 8;12:8. doi: 10.1186/s12986-015-0003-8. eCollection 2015. PubMed PMID: 25784953; PubMed Central PMCID: PMC4362840. 3: Ghorbani M, Teimourian S, Farzad R, Asl NN. Apparent histological changes of adipocytes after treatment with CL 316,243, a β-3-adrenergic receptor agonist. Drug Des Devel Ther. 2015 Feb 11;9:669-76. doi: 10.2147/DDDT.S73891. eCollection 2015. PubMed PMID: 25709398; PubMed Central PMCID: PMC4334338. 4: MacPherson RE, Castellani L, Beaudoin MS, Wright DC. Evidence for fatty acids mediating CL 316,243-induced reductions in blood glucose in mice. Am J Physiol Endocrinol Metab. 2014 Oct 1;307(7):E563-70. doi: 10.1152/ajpendo.00287.2014. Epub 2014 Aug 5. PubMed PMID: 25096179; PubMed Central PMCID: PMC4187028. 5: Ghorbani M, Shafiee Ardestani M, Gigloo SH, Cohan RA, Inanlou DN, Ghorbani P. Anti diabetic effect of CL 316,243 (a β3-adrenergic agonist) by down regulation of tumour necrosis factor (TNF-α) expression. PLoS One. 2012;7(10):e45874. doi: 10.1371/journal.pone.0045874. Epub 2012 Oct 4. PubMed PMID: 23056223; PubMed Central PMCID: PMC3464262. 6: Fu L, Isobe K, Zeng Q, Suzukawa K, Takekoshi K, Kawakami Y. The effects of beta(3)-adrenoceptor agonist CL-316,243 on adiponectin, adiponectin receptors and tumor necrosis factor-alpha expressions in adipose tissues of obese diabetic KKAy mice. Eur J Pharmacol. 2008 Apr 14;584(1):202-6. doi: 10.1016/j.ejphar.2008.01.028. Epub 2008 Feb 5. PubMed PMID: 18304529. 7: Brandt K, Arnold M, Geary N, Langhans W, Leonhardt M. Vagal afferents mediate the feeding response to mercaptoacetate but not to the beta (3) adrenergic receptor agonist CL 316,243. Neurosci Lett. 2007 Jan 10;411(2):104-7. Epub 2006 Nov 16. PubMed PMID: 17112664. 8: Navegantes LC, Resano NM, Baviera AM, Migliorini RH, Kettelhut IC. CL 316,243, a selective beta3-adrenergic agonist, inhibits protein breakdown in rat skeletal muscle. Pflugers Arch. 2006 Feb;451(5):617-24. Epub 2005 Aug 10. PubMed PMID: 16091956. 9: Burkey BF, Dong M, Gagen K, Eckhardt M, Dragonas N, Chen W, Grosenstein P, Argentieri G, de Souza CJ. Effects of pioglitazone on promoting energy storage, not expenditure, in brown adipose tissue of obese fa/fa Zucker rats: comparison to CL 316,243. Metabolism. 2000 Oct;49(10):1301-8. PubMed PMID: 11079820. 10: Weyer C, Tataranni PA, Snitker S, Danforth E Jr, Ravussin E. Increase in insulin action and fat oxidation after treatment with CL 316,243, a highly selective beta3-adrenoceptor agonist in humans. Diabetes. 1998 Oct;47(10):1555-61. PubMed PMID: 9753292. 11: Ghorbani M, Himms-Hagen J. Treatment with CL 316,243, a beta 3-adrenoceptor agonist, reduces serum leptin in rats with diet- or aging-associated obesity, but not in Zucker rats with genetic (fa/fa) obesity. Int J Obes Relat Metab Disord. 1998 Jan;22(1):63-5. PubMed PMID: 9481601. 12: de Souza CJ, Hirshman MF, Horton ES. CL-316,243, a beta3-specific adrenoceptor agonist, enhances insulin-stimulated glucose disposal in nonobese rats. Diabetes. 1997 Aug;46(8):1257-63. PubMed PMID: 9231648. 13: Ghorbani M, Himms-Hagen J. Appearance of brown adipocytes in white adipose tissue during CL 316,243-induced reversal of obesity and diabetes in Zucker fa/fa rats. Int J Obes Relat Metab Disord. 1997 Jun;21(6):465-75. PubMed PMID: 9192230. 14: Yoshida T, Yoshioka K, Hiraoka N, Umekawa T, Sakane N, Kondo M. Effect of CL 316,243, a novel beta 3-adrenoceptor agonist, on insulin secretion in perfused mouse pancreas. Endocr J. 1994 Dec;41(6):671-5. PubMed PMID: 7704091. 15: Yoshida T, Sakane N, Wakabayashi Y, Umekawa T, Kondo M. Anti-obesity effect of CL 316,243, a highly specific beta 3-adrenoceptor agonist, in mice with monosodium-L-glutamate-induced obesity. Eur J Endocrinol. 1994 Jul;131(1):97-102. PubMed PMID: 7913651. 16: Himms-Hagen J, Cui J, Danforth E Jr, Taatjes DJ, Lang SS, Waters BL, Claus TH. Effect of CL-316,243, a thermogenic beta 3-agonist, on energy balance and brown and white adipose tissues in rats. Am J Physiol. 1994 Apr;266(4 Pt 2):R1371-82. PubMed PMID: 7910436. 17: Yoshida T, Sakane N, Wakabayashi Y, Umekawa T, Kondo M. Anti-obesity and anti-diabetic effects of CL 316,243, a highly specific beta 3-adrenoceptor agonist, in yellow KK mice. Life Sci. 1994;54(7):491-8. Erratum in: Life Sci 1994;54(22):1745. PubMed PMID: 8309351. 18: Bloom JD, Dutia MD, Johnson BD, Wissner A, Burns MG, Largis EE, Dolan JA, Claus TH. Disodium (R,R)-5-[2-[[2-(3-chlorophenyl)-2-hydroxyethyl]-amino] propyl]-1,3-benzodioxole-2,2-dicarboxylate (CL 316,243). A potent beta-adrenergic agonist virtually specific for beta 3 receptors. A promising antidiabetic and antiobesity agent. J Med Chem. 1992 Aug 7;35(16):3081-4. PubMed PMID: 1354264.