C5976

Sigma-Aldrich

CL 316,243 hydrate

≥98% (HPLC), powder

Synonym(s):
Disodium 5-[(2R)-2-[[(2R)-2-(3-Chlorophenyl)-2-hydroxyethyl]amino]propyl]-1,3-benzodioxole-2,2-dicarboxylate hydrate
Empirical Formula (Hill Notation):
C20H18ClNNa2O7 · xH2O
Molecular Weight:
465.79 (anhydrous basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 10 mg/mL, clear

originator

Wyeth

storage temp.

room temp

SMILES string

O.[Na+].[Na+].C[C@H](Cc1ccc2OC(Oc2c1)(C([O-])=O)C([O-])=O)NC[C@H](O)c3cccc(Cl)c3

InChI

1S/C20H20ClNO7.2Na.H2O/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);;;1H2/q;2*+1;/p-2/t11-,15+;;;/m1.../s1

InChI key

BFEWLXURNRQQLY-BELDDISZSA-L

Gene Information

human ... ADRB3(155)

Application

CL 316,243 hydrate has been used:
  • as a β-agonists to inject mice and study its effect on the expression of mammalian major facilitator superfamily domain-containing protein (Mfsd2a)
  • as an adrenergic agonist to stimulate adrenergic response in order to study the metabolic activity of brown, beige and white adipose tissues in mice
  • as a β3-adrenergic agonist to inject mice for in vivo lipolytic challenge

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

β Adrenoceptor is expressed in a number of tissues such as heart, adipose tissue, colon and other tissues. It is associated with many different biological functions. β Adrenoceptor fills in as an objective for treating type 2 diabetes, heart failure, cachexia, obesity, metabolic disorder, issues related with bladder, colon and malignant tumor growth. Depression and anxiety can also be treated via β adrenoceptor. CL 316,243 is known to have antidiabetic action via β adrenoceptor. It is a potent stimulator of lipolysis. It also activates β3- adrenoceptors on neurons in hypothalamic areas that are important in the central regulation of appetite.
CL 316,243 is a β3 adrenoceptor agonist; anti-obesity agent.

Features and Benefits

This compound is featured on the β-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Wyeth. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Y Igawa et al.
British journal of pharmacology, 126(3), 819-825 (1999-04-03)
The possible existence of a beta3-adrenergic receptor (beta3-AR) in the human detrusor muscle was investigated by in vitro functional studies and analysis of mRNA expression. Isoprenaline, noradrenaline and adrenaline each produced a concentration-dependent relaxation of the human detrusor. The rank...
Naoki Aizawa et al.
Neurourology and urodynamics, 29(5), 771-776 (2009-10-10)
It has been suggested that beta(3)-adrenoceptor (beta(3)-AR) agonists affect not only the efferent but also the afferent pathways innervating the bladder. In addition, prostaglandin E(2) (PGE(2)) causes bladder hyperactivity in conscious rats. We investigated the direct effects of a beta(3)-AR...
Evgeny Kanshin et al.
Proteomics, 9(22), 5067-5077 (2009-11-19)
Most phosphoproteomic studies to date have been limited to the identification of phosphoproteins and their phosphorylation sites, and have not assessed the stoichiometry of protein phosphorylation, a critical parameter reflecting the dynamic equilibrium between phosphorylated and non-phosphorylated pools of proteins....
Intracerebroventricular administration of the beta3-adrenoceptor agonist CL 316243 causes Fos immunoreactivity in discrete regions of rat hypothalamus
Castillo-Melendez M, et al.
Neuroscience Letters, 290(3), 161-164 (2000)
beta3-Adrenoceptor agonists and (antagonists as) inverse agonists: history, perspective, constitutive activity, and stereospecific binding
Methods in Enzymology, 484, 197-230 (2010)
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