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
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)
| 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
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL213 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15655528 |
9.21 null [pKd] | ||
Target ID: CHEMBL210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15655528 |
9.39 null [pKd] | ||
Target ID: CHEMBL246 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15655528 |
6.99 null [pKd] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Synthesis and characterization of high-affinity 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene-labeled fluorescent ligands for human β-adrenoceptors. | 2011-10-13 |
|
| Role of key transmembrane residues in agonist and antagonist actions at the two conformations of the human beta1-adrenoceptor. | 2008-11 |
|
| Different changes of plasma membrane beta-adrenoceptors in rat heart after chronic administration of propranolol, atenolol and bevantolol. | 2007-07-12 |
|
| In vitro and in vivo pharmacological characterization of ethyl-4-[trans-4-[((2S)-2-hydroxy-3-[4-hydroxy-3[(methylsulfonyl)amino]-phenoxy]propyl) amino]cyclohexyl]benzoate hydrochloride (SAR150640), a new potent and selective human beta3-adrenoceptor agonist for the treatment of preterm labor. | 2007-06 |
|
| Recruitment of functionally active heart beta2-adrenoceptors in the initial phase of endotoxic shock in pithed rats. | 2006-11 |
|
| Upstream transcription factor-1 gene polymorphism is associated with increased adipocyte lipolysis. | 2005-09 |
|
| Transfected beta3- but not beta2-adrenergic receptors regulate cystic fibrosis transmembrane conductance regulator activity via a new pathway involving the mitogen-activated protein kinases extracellular signal-regulated kinases. | 2005-03 |
|
| The selectivity of beta-adrenoceptor antagonists at the human beta1, beta2 and beta3 adrenoceptors. | 2005-02 |
|
| Binding of (-)-[3H]-CGP12177 at two sites in recombinant human beta 1-adrenoceptors and interaction with beta-blockers. | 2004-05 |
|
| 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. | 2004-04 |
|
| Effects of growth hormone on the function of beta-adrenoceptor subtypes in rat adipocytes. | 2004-02 |
|
| Comparative pharmacology of human beta-adrenergic receptor subtypes--characterization of stably transfected receptors in CHO cells. | 2004-02 |
|
| Agonist actions of "beta-blockers" provide evidence for two agonist activation sites or conformations of the human beta1-adrenoceptor. | 2003-06 |
|
| Evaluation of beta-adrenergic receptor subtypes in the human prostate cancer cell line-LNCaP. | 2003-05-01 |
|
| Beta 1-adrenoceptor selectivity of nebivolol and bisoprolol. A comparison of [3H]CGP 12.177 and [125I]iodocyanopindolol binding studies. | 2003-01-26 |
|
| In vivo quantification and parametric images of the cardiac beta-adrenergic receptor density. | 2002-02 |
|
| The Arg 389 Gly beta1-adrenergic receptor gene polymorphism and human fat cell lipolysis. | 2001-11 |
|
| beta(1)-Adrenoceptors compensate for beta(3)-adrenoceptors in ileum from beta(3)-adrenoceptor knock-out mice. | 2001-01 |
|
| Functional, biochemical and molecular biological evidence for a possible beta(3)-adrenoceptor in human near-term myometrium. | 2000-08 |
|
| 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. | 2000-05-05 |
|
| Interaction of amiodarone and triiodothyronine on the expression of beta-adrenoceptors in brown adipose tissue of rat. | 1999-03 |
|
| LK 204-545, a highly selective beta1-adrenoceptor antagonist at human beta-adrenoceptors. | 1999-02-19 |
|
| A highly selective beta1-adrenergic blocker with partial beta2-agonist activity derived from ferulic acid, an active component of Ligusticum wallichii Franch. | 1998-05 |
|
| Adrenergic stimulation of lipoprotein lipase gene expression in rat brown adipocytes differentiated in culture: mediation via beta3- and alpha1-adrenergic receptors. | 1997-02-01 |
|
| Beta 3-adrenergic receptor-mediated lipolysis and oxygen consumption in brown adipocytes from cynomolgus monkeys. | 1997-02 |
|
| Effects of (-)-RO363 at human atrial beta-adrenoceptor subtypes, the human cloned beta 3-adrenoceptor and rodent intestinal beta 3-adrenoceptors. | 1997-01 |
|
| Functional studies of the first selective beta 3-adrenergic receptor antagonist SR 59230A in rat brown adipocytes. | 1996-01 |
|
| Carazolol: a potent, selective beta 3-adrenoceptor agonist. | 1995-11-30 |
|
| Is the "atypical" beta-receptor in the rat stomach fundus the rat beta 3 receptor? | 1995-01 |
|
| Structural and conformational features determining selective signal transduction in the beta 3-adrenergic receptor. | 1993-12 |
|
| The receptor binding profile of the new antihypertensive agent nebivolol and its stereoisomers compared with various beta-adrenergic blockers. | 1988-12 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:02:58 GMT 2025
by
admin
on
Mon Mar 31 22:02:58 GMT 2025
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| Record UNII |
R89UMZ82MJ
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| Record Status |
Validated (UNII)
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| Record Version |
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R89UMZ82MJ
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DTXSID901001733
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2687
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81047-99-6
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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TARGET -> INHIBITOR |
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TARGET -> INHIBITOR |
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TARGET -> AGONIST |
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