U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C14H21N3O3
Molecular Weight 279.3348
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CGP-12177, (±)-

SMILES

CC(C)(C)NCC(O)COC1=C2NC(=O)NC2=CC=C1

InChI

InChIKey=UMQUQWCJKFOUGV-UHFFFAOYSA-N
InChI=1S/C14H21N3O3/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)

HIDE SMILES / InChI

Molecular Formula C14H21N3O3
Molecular Weight 279.3348
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
9.21 null [pKd]
9.39 null [pKd]
6.99 null [pKd]
PubMed

PubMed

TitleDatePubMed
Structural and conformational features determining selective signal transduction in the beta 3-adrenergic receptor.
1993 Dec
Carazolol: a potent, selective beta 3-adrenoceptor agonist.
1995 Nov 30
Beta 3-adrenergic receptor-mediated lipolysis and oxygen consumption in brown adipocytes from cynomolgus monkeys.
1997 Feb
Adrenergic stimulation of lipoprotein lipase gene expression in rat brown adipocytes differentiated in culture: mediation via beta3- and alpha1-adrenergic receptors.
1997 Feb 1
A highly selective beta1-adrenergic blocker with partial beta2-agonist activity derived from ferulic acid, an active component of Ligusticum wallichii Franch.
1998 May
Interaction of amiodarone and triiodothyronine on the expression of beta-adrenoceptors in brown adipose tissue of rat.
1999 Mar
Functional, biochemical and molecular biological evidence for a possible beta(3)-adrenoceptor in human near-term myometrium.
2000 Aug
Norepinephrine induces vascular endothelial growth factor gene expression in brown adipocytes through a beta -adrenoreceptor/cAMP/protein kinase A pathway involving Src but independently of Erk1/2.
2000 May 5
beta(1)-Adrenoceptors compensate for beta(3)-adrenoceptors in ileum from beta(3)-adrenoceptor knock-out mice.
2001 Jan
The Arg 389 Gly beta1-adrenergic receptor gene polymorphism and human fat cell lipolysis.
2001 Nov
In vivo quantification and parametric images of the cardiac beta-adrenergic receptor density.
2002 Feb
Beta 1-adrenoceptor selectivity of nebivolol and bisoprolol. A comparison of [3H]CGP 12.177 and [125I]iodocyanopindolol binding studies.
2003 Jan 26
Agonist actions of "beta-blockers" provide evidence for two agonist activation sites or conformations of the human beta1-adrenoceptor.
2003 Jun
Evaluation of beta-adrenergic receptor subtypes in the human prostate cancer cell line-LNCaP.
2003 May 1
Role of alpha-adrenergic receptors in the effect of the beta-adrenergic receptor ligands, CGP 12177, bupranolol, and SR 59230A, on the contraction of rat intrapulmonary artery.
2004 Apr
Effects of growth hormone on the function of beta-adrenoceptor subtypes in rat adipocytes.
2004 Feb
Comparative pharmacology of human beta-adrenergic receptor subtypes--characterization of stably transfected receptors in CHO cells.
2004 Feb
Different changes of plasma membrane beta-adrenoceptors in rat heart after chronic administration of propranolol, atenolol and bevantolol.
2007 Jul 12
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:23:54 GMT 2023
Edited
by admin
on Sat Dec 16 08:23:54 GMT 2023
Record UNII
R89UMZ82MJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CGP-12177, (±)-
Code English
(±)-CGP-12177
Code English
4-(3-(TERT-BUTYLAMINO)-2-HYDROXYPROPOXY)-1,3-DIHYDROBENZIMIDAZOL-2-ONE
Systematic Name English
2H-BENZIMIDAZOL-2-ONE, 4-(3-((1,1-DIMETHYLETHYL)AMINO)-2-HYDROXYPROPOXY)-1,3-DIHYDRO-
Systematic Name English
CGP 12177
Code English
Code System Code Type Description
FDA UNII
R89UMZ82MJ
Created by admin on Sat Dec 16 08:23:54 GMT 2023 , Edited by admin on Sat Dec 16 08:23:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID901001733
Created by admin on Sat Dec 16 08:23:54 GMT 2023 , Edited by admin on Sat Dec 16 08:23:54 GMT 2023
PRIMARY
PUBCHEM
2687
Created by admin on Sat Dec 16 08:23:54 GMT 2023 , Edited by admin on Sat Dec 16 08:23:54 GMT 2023
PRIMARY
CAS
81047-99-6
Created by admin on Sat Dec 16 08:23:54 GMT 2023 , Edited by admin on Sat Dec 16 08:23:54 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR
TARGET -> AGONIST