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174689-39-5

174689-39-5 | 2-Propanol, 1-(2-ethylphenoxy)-3-[[(1S)-1,2,3,4-tetrahydro-1-naphthalenyl]amino]-, (2S)-, ethanedioate (1:1)

CAS No: 174689-39-5 Catalog No: AG001ZV8 MDL No:

Product Description

Catalog Number:
AG001ZV8
Chemical Name:
2-Propanol, 1-(2-ethylphenoxy)-3-[[(1S)-1,2,3,4-tetrahydro-1-naphthalenyl]amino]-, (2S)-, ethanedioate (1:1)
CAS Number:
174689-39-5
Molecular Formula:
C23H29NO6
Molecular Weight:
415.4795
IUPAC Name:
(2S)-1-(2-ethylphenoxy)-3-[[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]amino]propan-2-ol;oxalic acid
InChI:
InChI=1S/C21H27NO2.C2H2O4/c1-2-16-8-4-6-13-21(16)24-15-18(23)14-22-20-12-7-10-17-9-3-5-11-19(17)20;3-1(4)2(5)6/h3-6,8-9,11,13,18,20,22-23H,2,7,10,12,14-15H2,1H3;(H,3,4)(H,5,6)/t18-,20-;/m0./s1
InChI Key:
XTBQNQMNFXNGLR-MKSBGGEFSA-N
SMILES:
OC(=O)C(=O)O.CCc1ccccc1OC[C@H](CN[C@H]1CCCc2c1cccc2)O

Properties

Complexity:
433  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
415.199g/mol
Formal Charge:
0
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
415.486g/mol
Monoisotopic Mass:
415.199g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
116A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0

Literature

Title Journal
Nebivolol stimulates mitochondrial biogenesis in 3T3-L1 adipocytes. Biochemical and biophysical research communications 20130816
Blockade of β₁-, β₂- and β₃-adrenoceptors in the temporomandibular joint induces antinociception especially in female rats. European journal of pain (London, England) 20121001
Two-week treatment with the β₃-adrenoceptor antagonist SR59230A normalizes the increased pancreatic islet blood flow in type 2 diabetic GK rats. Diabetes, obesity & metabolism 20121001
Nebivolol-induced vasodilation of renal afferent arterioles involves β3-adrenergic receptor and nitric oxide synthase activation. American journal of physiology. Renal physiology 20120901
Does selective beta-1 blockade provide bone marrow protection after trauma/hemorrhagic shock? Surgery 20120901
Pharmacological effect of TRK-380, a novel selective human β3-adrenoceptor agonist, on mammalian detrusor strips. Urology 20120301
Increased thermogenic capacity of brown adipose tissue under low temperature and its contribution to arousal from hibernation in Syrian hamsters. American journal of physiology. Regulatory, integrative and comparative physiology 20120101
Effects and selectivity of CL 316243, beta-3-adrenoceptor agonist, in term-pregnant rat myometrium. Gynecologic and obstetric investigation 20120101
Antiangiogenic effects of β2 -adrenergic receptor blockade in a mouse model of oxygen-induced retinopathy. Journal of neurochemistry 20111201
Modulation of β-adrenergic receptors in the ventromedial hypothalamus influences counterregulatory responses to hypoglycemia. Diabetes 20111201
Involvement of β3-adrenergic receptors in the control of food intake in rats. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20111101
Social defeat stress induces hyperthermia through activation of thermoregulatory sympathetic premotor neurons in the medullary raphe region. The European journal of neuroscience 20111101
SR59230A, a beta-3 adrenoceptor antagonist, inhibits ultradian brown adipose tissue thermogenesis and interrupts associated episodic brain and body heating. American journal of physiology. Regulatory, integrative and comparative physiology 20111001
Stress-induced epinephrine levels compromise murine dermal fibroblast activity through β-adrenoceptors. Experimental dermatology 20110501
Lack of evidence that nebivolol is a β₃-adrenoceptor agonist. European journal of pharmacology 20110301
Activation of β(3)-adrenoceptor promotes rapid pacing-induced atrial electrical remodeling in rabbits. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20110101
Physiological evidence for β3-adrenoceptor in frog (Rana esculenta) heart. General and comparative endocrinology 20101101
Activation of β3-adrenergic receptor inhibits ventricular arrhythmia in heart failure through calcium handling. The Tohoku journal of experimental medicine 20101101
β3-adrenoceptor-mediated increased circulating transaminase levels in mice treated with its agonist BRL 37344. The Journal of toxicological sciences 20101001
[Association between beta3-adrenergic receptor and oxidative stress in chronic heart failure rats]. Zhonghua xin xue guan bing za zhi 20100501
The beta3-adrenoceptor agonist GW427353 (Solabegron) decreases excitability of human enteric neurons via release of somatostatin. Gastroenterology 20100101
Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. Nature chemical biology 20091001
Acute cold exposure-induced down-regulation of CIDEA, cell death-inducing DNA fragmentation factor-alpha-like effector A, in rat interscapular brown adipose tissue by sympathetically activated beta3-adrenoreceptors. Biochemical and biophysical research communications 20090918
Role of alpha 1- and beta 3-adrenoceptors in the modulation by SR59230A of the effects of MDMA on body temperature in the mouse. British journal of pharmacology 20090901
Reversal of high pancreatic islet and white adipose tissue blood flow in type 2 diabetic GK rats by administration of the beta3-adrenoceptor inhibitor SR-59230A. American journal of physiology. Endocrinology and metabolism 20090801
Use of fat-fed rats to study the metabolic and vascular sequelae of obesity and beta-adrenergic antagonism. Comparative medicine 20090601
Effects of a novel beta(3)-adrenoceptor agonist, AJ-9677, on relaxation of the detrusor muscle: an in vitro study. International journal of urology : official journal of the Japanese Urological Association 20081201
The adrenergic receptor subtypes present in frog (Rana esculenta) skin. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20080801
Citrate diminishes hypothalamic acetyl-CoA carboxylase phosphorylation and modulates satiety signals and hepatic mechanisms involved in glucose homeostasis in rats. Life sciences 20080620
Roles of PKA, PI3K, and cPLA2 in the NO-mediated negative inotropic effect of beta2-adrenoceptor agonists in guinea pig right papillary muscles. American journal of physiology. Cell physiology 20080101
Chronic blocking of beta 3-adrenoceptor ameliorates cardiac function in rat model of heart failure. Chinese medical journal 20071220
Behavioral effects of the beta3 adrenoceptor agonist SR58611A: is it the putative prototype of a new class of antidepressant/anxiolytic drugs? European journal of pharmacology 20071114
Ligand-directed signaling at the beta3-adrenoceptor produced by 3-(2-Ethylphenoxy)-1-[(1,S)-1,2,3,4-tetrahydronapth-1-ylamino]-2S-2-propanol oxalate (SR59230A) relative to receptor agonists. Molecular pharmacology 20071101
[Effect of beta3-adrenoceptor antagonist on the cardiac function and expression of endothelial nitric oxide synthase in a rat model of heart failure]. Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue 20071101
Nebivolol induces nitric oxide release in the heart through inducible nitric oxide synthase activation. Hypertension (Dallas, Tex. : 1979) 20071001
Existence of beta(3)-adrenoceptors in rat heart: functional implications. Clinical and experimental pharmacology & physiology 20070801
Effect of DL-nebivolol, its enantiomers and metabolites on the intracellular production of superoxide and nitric oxide in human endothelial cells. Pharmacological research 20070401
Role of beta-3-adrenoceptor in catecholamine-induced relaxations in gastric fundus from control and diabetic rats. Pharmacology 20070101
Beta3-adrenoceptor in the eel (Anguilla anguilla) heart: negative inotropy and NO-cGMP-dependent mechanism. The Journal of experimental biology 20061201
Mechanisms underlying nebivolol-induced endothelial nitric oxide synthase activation in human umbilical vein endothelial cells. Clinical and experimental pharmacology & physiology 20060801
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Functional domains of the mouse beta3-adrenoceptor associated with differential G protein coupling. The Journal of pharmacology and experimental therapeutics 20051201
Direct demonstration of beta1- and evidence against beta2- and beta3-adrenoceptors, in smooth muscle cells of rat small mesenteric arteries. British journal of pharmacology 20051101
Functional coupling of beta3-adrenoceptors and large conductance calcium-activated potassium channels in human uterine myocytes. The Journal of clinical endocrinology and metabolism 20051001
Chronic effects of AJ-9677 on energy expenditure and energy source utilization in rats. European journal of pharmacology 20050905
Role of beta2-adrenoceptors (beta-AR), but not beta1-, beta3-AR and endothelial nitric oxide, in beta-AR-mediated relaxation of rat intrapulmonary artery. Naunyn-Schmiedeberg's archives of pharmacology 20050701
[Effects of beta-adrenergic agonists on alveolar fluid clearance in rat lungs]. Zhonghua jie he he hu xi za zhi = Zhonghua jiehe he huxi zazhi = Chinese journal of tuberculosis and respiratory diseases 20050601
Comparison of the alpha-adrenoceptor-mediated effects of beta3-adrenoceptor ligands in rat pulmonary artery. Naunyn-Schmiedeberg's archives of pharmacology 20050601
Evidence for pleiotropic signaling at the mouse beta3-adrenoceptor revealed by SR59230A [3-(2-Ethylphenoxy)-1-[(1,S)-1,2,3,4-tetrahydronapth-1-ylamino]-2S-2-propanol oxalate]. The Journal of pharmacology and experimental therapeutics 20050301
beta3-Adrenergic-dependent and -independent mechanisms participate in cold-induced modulation of insulin signal transduction in brown adipose tissue of rats. Pflugers Archiv : European journal of physiology 20050301
Attenuation of 3,4-methylenedioxymethamphetamine (MDMA, Ecstasy)-induced rhabdomyolysis with alpha1- plus beta3-adrenoreceptor antagonists. British journal of pharmacology 20040601
ALpha1-adrenoceptor antagonist properties of CGP 12177A and other beta-adrenoceptor ligands: evidence against beta(3)- or atypical beta-adrenoceptors in rat aorta. British journal of pharmacology 20040601
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. The Journal of pharmacology and experimental therapeutics 20040401
Role of lipid-mobilising factor (LMF) in protecting tumour cells from oxidative damage. British journal of cancer 20040322
Comparative pharmacology of human beta-adrenergic receptor subtypes--characterization of stably transfected receptors in CHO cells. Naunyn-Schmiedeberg's archives of pharmacology 20040201
The functional role of beta-adrenoceptor subtypes in mediating relaxation of pig urethral smooth muscle. The Journal of urology 20031201
Functional and molecular characterization of beta-adrenoceptors in the internal anal sphincter. The Journal of pharmacology and experimental therapeutics 20030501
Inhibitory effect of beta3-adrenoceptor agonist in lower esophageal sphincter smooth muscle: in vitro studies. The Journal of pharmacology and experimental therapeutics 20030101
High isoproterenol doses are required to activate beta3-adrenoceptor-mediated functions in dogs. The Journal of pharmacology and experimental therapeutics 20030101
Role of beta-adrenoceptor subtypes in mediating relaxation of the pig bladder trigonal muscle in vitro. Neurourology and urodynamics 20030101
Identification of beta-adrenoceptor subtypes in lower urinary tract of the female pig. The Journal of urology 20021201
Stimulatory effect of D-ephedrine on beta3-adrenoceptors in adipose tissue of rats. Autonomic neuroscience : basic & clinical 20010412
Agonistic activity of SR59230A at atypical beta-adrenoceptors in guinea pig gastric fundus and duodenum. European journal of pharmacology 20010323
beta(1)- and beta(3)-adrenoceptor mediated smooth muscle relaxation in hypothyroid rat ileum. European journal of pharmacology 20010301
Enhancement of memory consolidation in chicks by beta(3)-adrenoceptor agonists. European journal of pharmacology 20010216
Effect of SR59230A on atypical beta-adrenoceptor mediating relaxation in the Guinea Pig gastric fundus. Pharmacology 20010201
Functional, biochemical and molecular biological evidence for a possible beta(3)-adrenoceptor in human near-term myometrium. British journal of pharmacology 20000801
beta(3)-adrenoceptor regulation and relaxation responses in mouse ileum. British journal of pharmacology 20000301
Selective activation of beta3-adrenoceptors by octopamine: comparative studies in mammalian fat cells. Naunyn-Schmiedeberg's archives of pharmacology 19990401
The role of the sympathetic nervous system in the regulation of leptin synthesis in C57BL/6 mice. FEBS letters 19990212
SR59230A blocks beta3-adrenoceptor-linked modulation of upcoupling protein-1 and leptin in rat brown adipocytes. European journal of pharmacology 19980703
Functional evidence of atypical beta 3-adrenoceptors in the human colon using the beta 3-selective adrenoceptor antagonist, SR 59230A. British journal of pharmacology 19960401
Functional studies of the first selective beta 3-adrenergic receptor antagonist SR 59230A in rat brown adipocytes. Molecular pharmacology 19960101

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