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C231

Sigma-Aldrich

CGP-20712A methanesulfonate salt

solid, ≥98% (HPLC)

Synonym(s):

(±)-2-Hydroxy-5-[2-[[2-hydroxy-3-[4-[1-methyl-4-(trifluoromethyl)-1H-imidazol-2-yl]phenoxy]propyl] amino]ethoxy]-benzamide methanesulfonate salt

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About This Item

Empirical Formula (Hill Notation):
C23H25F3N4O5 · CH4O3S
CAS Number:
105737-62-0
Molecular Weight:
590.57
MDL number:
MFCD00798870
UNSPSC Code:
12352200
PubChem Substance ID:
24278787
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white to off-white

solubility

H2O: >10 mg/mL
DMSO: 100 mg/mL

storage temp.

2-8°C

SMILES string

CS(O)(=O)=O.Cn1cc(nc1-c2ccc(OCC(O)CNCCOc3ccc(O)c(c3)C(N)=O)cc2)C(F)(F)F

InChI

1S/C23H25F3N4O5.CH4O3S/c1-30-12-20(23(24,25)26)29-22(30)14-2-4-16(5-3-14)35-13-15(31)11-28-8-9-34-17-6-7-19(32)18(10-17)21(27)33;1-5(2,3)4/h2-7,10,12,15,28,31-32H,8-9,11,13H2,1H3,(H2,27,33);1H3,(H,2,3,4)

InChI key

VFPOVCXWKBYDNF-UHFFFAOYSA-N

Gene Information

human ... ADRB1(153)

Application

CGP-20712A methanesulfonate salt has been used as a β1-adrenergic receptor antagonist in adult rat ventricular myocytes (ARVM) and rat cardiac fibroblasts. It may also be used as an antagonist for the β1-adrenergic receptor in rat bladder smooth muscles.

Biochem/physiol Actions

CGP-20712A methanesulfonate salt is a selective β1-adrenoceptor antagonist.

Caution

Product is hygroscopic

Legal Information

Sold exclusively with the permission of Ciba-Geigy.

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)

Certificates of Analysis (COA)

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D J Dooley et al.
European journal of pharmacology, 130(1-2), 137-139 (1986-10-14)
CGP 20712 A (1-[2-((3-carbamoyl-4-hydroxy)phenoxy)ethylamino]-3- [4-(1-methyl-4-trifluoromethyl-2-imidazolyl) phenoxy]-2-propanol methanesulfonate), a specific beta 1-adrenoceptor antagonist, was tested for resolution of beta 1- and beta 2-adrenoceptors in an in vitro [3H]dihydroalprenolol ([3H]DHA) binding assay. Competition experiments, using rat neocortical and cerebellar membranes, yielded two
A Ferro et al.
Journal of cardiovascular pharmacology, 25(1), 134-141 (1995-01-01)
We previously demonstrated that right atrial strips from patients treated with beta 1-selective antagonists exhibit sensitization of beta 2-adrenergic responses in vitro. We also showed that cardiac beta 2-adrenergic sensitization can be induced in normal subjects prospectively by beta 1-blocker
Noureddine Bribi et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 23(9), 901-913 (2016-07-09)
Fumaria capreolata L. (Papaveraceae) is a botanical drug used in North Africa for its gastro-intestinal and anti-inflammatory properties. It is characterized for the presence of several alkaloids that could be responsible for some of its effects, including an immunomodulatory activity.
Antonella Ranieri et al.
Journal of molecular and cellular cardiology, 115, 20-31 (2018-01-03)
Type 2A protein phosphatase (PP2A) enzymes are serine/threonine phosphatases which comprise a scaffold A subunit, a regulatory B subunit and a catalytic C subunit, and have been implicated in the dephosphorylation of multiple cardiac phosphoproteins. B subunits determine subcellular targeting
Rhonda L Carter et al.
Pharmacology research & perspectives, 2(1) (2014-04-01)
Label-free systems for the agnostic assessment of cellular responses to receptor stimulation have been shown to provide a sensitive method to dissect receptor signaling. β-adenergic receptors (βAR) are important regulators of normal and pathologic cardiac function and are expressed in
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