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Merck

C5976

Sigma-Aldrich

CL 316,243 hydrate

≥98% (HPLC), powder, β3 adrenoceptor agonist

Sinónimos:

Disodium 5-[(2R)-2-[[(2R)-2-(3-Chlorophenyl)-2-hydroxyethyl]amino]propyl]-1,3-benzodioxole-2,2-dicarboxylate hydrate

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About This Item

Fórmula empírica (notación de Hill):
C20H18ClNNa2O7 · xH2O
Número de CAS:
Peso molecular:
465.79 (anhydrous basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

CL 316,243 hydrate, ≥98% (HPLC), powder

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)

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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

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 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 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 was developed by Wyeth. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

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)
Fatty acids from fat cell lipolysis do not activate an inflammatory response but are stored as triacylglycerols in adipose tissue macrophages
Caspar BS, et al.
Diabetologia, 58(11), 2627-2636 (2015)
Mfsd2a encodes a novel major facilitator superfamily domain-containing protein highly induced in brown adipose tissue during fasting and adaptive thermogenesis
Angers M, et al.
The Biochemical Journal, 416(3), 347-355 (2008)
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

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