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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
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
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
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
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