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Merck

C125

(±)-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
NACRES:
NA.77
PubChem Substance ID:
24277768
UNSPSC Code:
12352200
MDL number:
MFCD00069230
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

Key Documents

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Product Name

(±)-CGP-12177A, ≥98% (HPLC), solid

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

SMILES string

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

InChI key

YQVFCYCTITZLSX-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >10 mg/mL

Quality Level

100

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

C125-50MG: + C125-BULK: + C125-VAR: + C125-250MG:

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Certificates of Analysis (COA)

Lot/Batch Number
081M4718V
068K4701
047K4728
065K4709
111K4711

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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
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
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
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
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