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C125

Sigma-Aldrich

(±)-CGP-12177A

≥98% (HPLC), solid

Synonym(s):

(±)-CGP-12177 hydrochloride, 4-[3-[(1,1-Dimethylethyl)amino]-2-hydroxypropoxy]-1, 3-dihydro-2H-benzimidazol-2-one hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C14H21N3O3 · HCl
CAS Number:
64208-32-8
Molecular Weight:
315.80
MDL number:
MFCD00069230
UNSPSC Code:
12352200
PubChem Substance ID:
24277768
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >10 mg/mL

SMILES string

Cl.CC(C)(C)NCC(O)COc1cccc2NC(=O)Nc12

InChI

1S/C14H21N3O3.ClH/c1-14(2,3)15-7-9(18)8-20-11-6-4-5-10-12(11)17-13(19)16-10;/h4-6,9,15,18H,7-8H2,1-3H3,(H2,16,17,19);1H

InChI key

YQVFCYCTITZLSX-UHFFFAOYSA-N

Gene Information

human ... ADRB1(153) , ADRB2(154) , ADRB3(155)

Application

(±)-CGP-12177A has been used as a β-Adrenergic receptor agonist:
  • to evaluate the dissociation constant (Kd) by frontal affinity chromatography
  • to study its cardiostimulant effects on rat ventricular cardiomyocytes
  • to study its binding affinity in α1D-adrenoceptors expressed in rat BHK-21 cells

Biochem/physiol Actions

β-adrenoceptor nonconventional partial agonist.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Clive J Lewis et al.
British journal of pharmacology, 141(5), 813-824 (2004-02-06)
1. CGP 12177A mediates cardiostimulation by activation of the 'putative' beta(4)-adrenoceptor; however, it has recently been reported that disruption of the beta(1)-adrenoceptor gene abolishes this effect. We have adenovirally overexpressed beta(1)-adrenoceptors in isolated, cultured adult rat ventricular cardiomyocytes and observed
Maura Floreani et al.
European journal of pharmacology, 590(1-3), 303-309 (2008-07-01)
Recent in vitro studies, performed in rat aorta, mesenteric and intrapulmonary arteries, and human pulmonary artery, demonstrated that the beta-adrenoceptor ligand CGP-12177A (4-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]-1,3-dihydro-2H-benzimidazol-2-one) is also provided with antagonist or partial agonist properties at alpha(1)-adrenoceptors. These observations were supported by estimates
Y Yamamoto et al.
Journal of smooth muscle research = Nihon Heikatsukin Gakkai kikanshi, 36(1), 13-19 (2000-06-01)
In the present study, we tried to determine what effects were induced by beta-adrenoceptor agonists on 40 mM KCl-induced rhythmic contraction and to clarify which beta-adrenoceptor subtypes are involved in the regulation of ureter motility in the guinea pig by
J Oostendorp et al.
British journal of pharmacology, 130(4), 747-758 (2000-06-24)
The smooth muscle relaxant responses to the mixed beta(3)-, putative beta(4)-adrenoceptor agonist, (-)-CGP 12177 in rat colon are partially resistant to blockade by the beta(3)-adrenoceptor antagonist SR59230A suggesting involvement of beta(3)- and putative beta(4)-adrenoceptors. We now investigated the function of
P Oliver et al.
International journal of obesity and related metabolic disorders : journal of the International Association for the Study of Obesity, 24(4), 423-428 (2000-05-11)
To assess the effect of chronic treatment with CGP-12177 a beta3-adrenergic receptor (AR) agonist with beta2/beta1-AR antagonist action, on the expression of the leptin gene and of genes coding for uncoupling proteins (ucp1, ucp2 and ucp3) in brown and white
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