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Details

Stereochemistry RACEMIC
Molecular Formula C23H25F3N4O5.CH4O3S
Molecular Weight 590.569
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CGP-20712A

SMILES

CS(O)(=O)=O.CN1C=C(N=C1C2=CC=C(OCC(O)CNCCOC3=CC(C(N)=O)=C(O)C=C3)C=C2)C(F)(F)F

InChI

InChIKey=VFPOVCXWKBYDNF-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Molecular Formula C23H25F3N4O5
Molecular Weight 494.4636
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula CH4O3S
Molecular Weight 96.106
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
9.48 null [pKd]
5.98 null [pKd]
PubMed

PubMed

TitleDatePubMed
Catecholamines relax detrusor through beta 2-adrenoceptors in mouse and beta 3-adrenoceptors in man.
2009-01
Histamine augments beta2-adrenoceptor-induced cyclic AMP accumulation in human prostate cancer cells DU-145 independently of known histamine receptors.
2007-03-15
Recruitment of functionally active heart beta2-adrenoceptors in the initial phase of endotoxic shock in pithed rats.
2006-11
Agonist-specific activation of the beta2-adrenoceptor/Gs-protein and beta2-adrenoceptor/Gi-protein pathway in adult rat ventricular cardiomyocytes.
2006-04
Carvedilol blocks beta2- more than beta1-adrenoceptors in human heart.
2006-01
Functional characterization of the beta-adrenergic receptor subtypes expressed by CA1 pyramidal cells in the rat hippocampus.
2005-08
The selectivity of beta-adrenoceptor antagonists at the human beta1, beta2 and beta3 adrenoceptors.
2005-02
Comparative pharmacology of human beta-adrenergic receptor subtypes--characterization of stably transfected receptors in CHO cells.
2004-02
Function of beta1-adrenoceptors and mRNA expression of beta1- and beta2-adrenoceptors in guinea-pig esophagus.
2003-07-18
Agonist actions of "beta-blockers" provide evidence for two agonist activation sites or conformations of the human beta1-adrenoceptor.
2003-06
Beta-adrenergic receptor blockade modulates Bcl-X(S) expression and reduces apoptosis in failing myocardium.
2003-05
Functional and molecular characterization of beta-adrenoceptors in the internal anal sphincter.
2003-05
Regeneration of cardiomyocytes from bone marrow: Use of mesenchymal stem cell for cardiovascular tissue engineering.
2003-03
Beta 1-adrenoceptor selectivity of nebivolol and bisoprolol. A comparison of [3H]CGP 12.177 and [125I]iodocyanopindolol binding studies.
2003-01-26
Physiological antagonism between ventricular beta 1-adrenoceptors and alpha 1-adrenoceptors but no evidence for beta 2- and beta 3-adrenoceptor function in murine heart.
2002-05
Bone marrow-derived regenerated cardiomyocytes (CMG Cells) express functional adrenergic and muscarinic receptors.
2002-01-22
Comparison of the affinity of beta-blockers for two states of the beta 1-adrenoceptor in ferret ventricular myocardium.
2002-01
Constitutive activity of the human beta(1)-adrenergic receptor in beta(1)-receptor transgenic mice.
2001-10
beta(1)-Adrenoceptors compensate for beta(3)-adrenoceptors in ileum from beta(3)-adrenoceptor knock-out mice.
2001-01
Opposing effects of beta(1)- and beta(2)-adrenergic receptors on cardiac myocyte apoptosis : role of a pertussis toxin-sensitive G protein.
1999-11-30
Potent and selective human beta(3)-adrenergic receptor antagonists.
1999-08
Selective activation of beta3-adrenoceptors by octopamine: comparative studies in mammalian fat cells.
1999-04
LK 204-545, a highly selective beta1-adrenoceptor antagonist at human beta-adrenoceptors.
1999-02-19
SR59230A blocks beta3-adrenoceptor-linked modulation of upcoupling protein-1 and leptin in rat brown adipocytes.
1998-07-03
Carazolol: a potent, selective beta 3-adrenoceptor agonist.
1995-11-30
Pre- and postganglionic stimulation-induced noradrenaline overflow is markedly facilitated by a prejunctional beta 2-adrenoceptor-mediated control mechanism in the pithed rat.
1994-06
Atypical beta-adrenergic receptor in 3T3-F442A adipocytes. Pharmacological and molecular relationship with the human beta 3-adrenergic receptor.
1991-10-25
The receptor binding profile of the new antihypertensive agent nebivolol and its stereoisomers compared with various beta-adrenergic blockers.
1988-12
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:51:35 GMT 2025
Edited
by admin
on Mon Mar 31 21:51:35 GMT 2025
Record UNII
CNU8DA2K9J
Record Status Validated (UNII)
Record Version
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Name Type Language
CGP-20712A
Common Name English
CGP-20712 MESYLATE SALT
Preferred Name English
J252.868A
Code English
BENZAMIDE, 2-HYDROXY-5-(2-((2-HYDROXY-3-(4-(1-METHYL-4-(TRIFLUOROMETHYL)-1H-IMIDAZOL-2-YL)PHENOXY)PROPYL)AMINO)ETHOXY)-, METHANESULFONATE (1:1)
Systematic Name English
(±)-2-HYDROXY-5-(2-((2-HYDROXY-3-(4-(1-METHYL-4-(TRIFLUOROMETHYL)-1H-IMIDAZOL-2-YL)PHENOXY)PROPYL)AMINO)ETHOXY)-BENZAMIDE METHANESULFONATE SALT
Systematic Name English
BENZAMIDE, 2-HYDROXY-5-(2-((2-HYDROXY-3-(4-(1-METHYL-4-(TRIFLUOROMETHYL)-1H-IMIDAZOL-2-YL)PHENOXY)PROPYL)AMINO)ETHOXY)-, (±)-, MONOMETHANESULFONATE (SALT)
Systematic Name English
2-HYDROXY-5-(2-((2-HYDROXY-3-(4-(1-METHYL-4-(TRIFLUOROMETHYL)-1H-IMIDAZOL-2-YL)PHENOXY)PROPYL)AMINO)ETHOXY)BENZAMIDE METHANESULFONATE (1:1)
Systematic Name English
2-HYDROXY-5-(2-((2-HYDROXY-3-(4-(1-METHYL-4-(TRIFLUOROMETHYL)IMIDAZOL-2-YL)PHENOXY)PROPYL)AMINO)ETHOXY)BENZAMIDE, METHANESULFONIC ACID
Systematic Name English
CGP-20712A METHANESULFONATE
Common Name English
CGP-20712A METHANESULFONATE SALT
Common Name English
BENZAMIDE, 2-HYDROXY-5-(2-((2-HYDROXY-3-(4-(1-METHYL-4-(TRIFLUOROMETHYL)-1H-IMIDAZOL-2-YL)PHENOXY)PROPYL)AMINO)ETHOXY)-, MONOMETHANESULFONATE (SALT)
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID90434017
Created by admin on Mon Mar 31 21:51:35 GMT 2025 , Edited by admin on Mon Mar 31 21:51:35 GMT 2025
PRIMARY
CAS
105737-62-0
Created by admin on Mon Mar 31 21:51:35 GMT 2025 , Edited by admin on Mon Mar 31 21:51:35 GMT 2025
PRIMARY
PUBCHEM
10008573
Created by admin on Mon Mar 31 21:51:35 GMT 2025 , Edited by admin on Mon Mar 31 21:51:35 GMT 2025
PRIMARY
FDA UNII
CNU8DA2K9J
Created by admin on Mon Mar 31 21:51:35 GMT 2025 , Edited by admin on Mon Mar 31 21:51:35 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY