CL 316243 disodium salt

Names

[ Name ]:
CL 316243 disodium salt

[Synonym ]:
BTA-243
CL 316,243
disodium 5-[(2R)-2-[[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]propyl]-1,3-benzodioxazole-2,2-dicarboxylate
disodium 5-[(2R)-2-{[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl]-1,3-benzodioxole-2,2-dicarboxylate
Disodium (R,R)-5-(2-((2-(3-chlorophenyl)-2-hydroxyethyl)-amino)propyl)-1,3-benzodioxole-2,3-dicarboxylate

Biological Activity

[Description]:

CL316243 is a highly potent selective β3-adrenoceptor agonist with a EC50 of 3 nM, but is an extremely poor to β1/2- receptors[1].CL316243 is a effective stimulant of adipocyte lipolysis and increases brown adipose tissue thermogenesis and metabolic rate[2]. CL316243 has the potential for the treatment obesity, diabetes and urge urinary incontinence[3].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Research Areas >> Metabolic Disease

[Target]

EC50: 3 nM (β3-adrenoceptor)[1]

[In Vitro]

CL 316243 displays binding affinities with IC50 values of 0.6 μM and 1 μM for rat heart and rat soleus muscle respectively[1]. CL 316243 inhibits spontaneously contracting, isolated rat detrusor strips in a concentration dependent manner with a mean concentration inhibiting 50% of maximal response of 2.65 nM[3].

[In Vivo]

CL316243 disodium (subcutaneously injection; 0.1 mg/kg/day; once a day; 1 weeks) elevates the mRNA and protein expression levels of UCP1 in BAT, irrespective of diet[2]. Animal Model: Male C57BL/6J mice fed with high-fat diets (HFD; 45%-kcal fat) or a control diet (ND; 10%-kcal fat) for 14 weeks[2] Dosage: 0.1 mg/kg/day Administration: once a day; 1 weeks Result: Exhibited a premium effect of obesity in mice.

[References]

[1]. Bloom JD, et al. 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.

[2]. Shin W, et al. Impaired adrenergic agonist-dependent beige adipocyte induction in obese mice.J Vet Med Sci. 2019 Jun 6;81(6):799-807.

Chemical & Physical Properties

[ Boiling Point ]:
689.5ºC at 760 mmHg

[ Molecular Formula ]:
C₂₀H₁₈ClNNa₂O₇

[ Molecular Weight ]:
465.79200

[ Flash Point ]:
370.8ºC

[ Exact Mass ]:
465.05700

[ PSA ]:
130.98000

[ Vapour Pressure ]:
5.86E-20mmHg at 25°C

MSDS

Click to get detail MSDS

Related Compounds

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