Home Quinolines 68550-75-4
68550-75-4,MFCD00673958
Catalog No.:AA0034J5

68550-75-4 | N-Cyclohexyl-N-methyl-4-((2-oxo-1,2-dihydroquinolin-6-yl)oxy)butanamide

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5mg
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$95.00   $66.00
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10mg
95%
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$179.00   $125.00
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100mg
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$215.00   $150.00
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250mg
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0034J5
Chemical Name:
N-Cyclohexyl-N-methyl-4-((2-oxo-1,2-dihydroquinolin-6-yl)oxy)butanamide
CAS Number:
68550-75-4
Molecular Formula:
C20H26N2O3
Molecular Weight:
342.4320
MDL Number:
MFCD00673958
SMILES:
O=C(N(C1CCCCC1)C)CCCOc1ccc2c(c1)ccc(=O)[nH]2
Properties
Properties
 
Form:
Solid  
MP:
186~188℃  
Storage:
Room Temperature;Light sensitive;Inert atmosphere;  

Computed Properties
 
Complexity:
499  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
6  
XLogP3:
2.9  

Downstream Synthesis Route

[1]EuropeanJournalofMedicinalChemistry,1985,vol.20,p.121-125

[2]ChemicalandPharmaceuticalBulletin,1983,vol.31,p.852-860

[1]Lugnier;Bruch;Stoclet;etal.[EuropeanJournalofMedicinalChemistry,1985,vol.20,#2,p.121-125]

Literature

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Journal: Journal of lipid research 20121101

Title: Pharmacologic agents elevating cAMP prevent arginase II expression and proliferation of pulmonary artery smooth muscle cells.

Journal: American journal of respiratory cell and molecular biology 20120801

Title: Gap junction-mediated communications regulate chromatin remodeling during bovine oocyte growth and differentiation through cAMP-dependent mechanism(s).

Journal: Biology of reproduction 20111201

Title: Acylated and unacylated ghrelin attenuate isoproterenol-induced lipolysis in isolated rat visceral adipocytes through activation of phosphoinositide 3-kinase γ and phosphodiesterase 3B.

Journal: Biochimica et biophysica acta 20110601

Title: Neurite outgrowth mediated by translation elongation factor eEF1A1: a target for antiplatelet agent cilostazol.

Journal: PloS one 20110101

Title: Simulated physiological oocyte maturation (SPOM): a novel in vitro maturation system that substantially improves embryo yield and pregnancy outcomes.

Journal: Human reproduction (Oxford, England) 20101201

Title: Anagrelide represses GATA-1 and FOG-1 expression without interfering with thrombopoietin receptor signal transduction.

Journal: Journal of thrombosis and haemostasis : JTH 20101001

Title: Function of cardiac beta1- and beta2-adrenoceptors of newborn piglets: role of phosphodiesterases PDE3 and PDE4.

Journal: European journal of pharmacology 20100725

Title: A role of phosphodiesterase-3B pathway in mediating leptin action on proopiomelanocortin and neurotensin neurons in the hypothalamus.

Journal: Neuroscience letters 20100719

Title: PDE5A suppression of acute beta-adrenergic activation requires modulation of myocyte beta-3 signaling coupled to PKG-mediated troponin I phosphorylation.

Journal: Basic research in cardiology 20100501

Title: Decreased expression and activity of cAMP phosphodiesterases in cardiac hypertrophy and its impact on beta-adrenergic cAMP signals.

Journal: Circulation research 20091009

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: Design, synthesis and pharmacological evaluation of 6-hydroxy-4-methylquinolin-2(1H)-one derivatives as inotropic agents.

Journal: Journal of enzyme inhibition and medicinal chemistry 20090801

Title: Effects of the cAMP-elevating agents cilostamide, cilostazol and forskolin on the phosphorylation of Akt and GSK-3beta in platelets.

Journal: Thrombosis and haemostasis 20090801

Title: Cilostamide produces hyperpolarization associated with K(ATP) channel activation, but does not augment endothelium-derived hyperpolarization in rat mesenteric arteries.

Journal: Clinical and experimental pharmacology & physiology 20090701

Title: Phosphodiesterases PDE3 and PDE4 jointly control the inotropic effects but not chronotropic effects of (-)-CGP12177 despite PDE4-evoked sinoatrial bradycardia in rat atrium.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20090401

Title: Inotropy and L-type Ca2+ current, activated by beta1- and beta2-adrenoceptors, are differently controlled by phosphodiesterases 3 and 4 in rat heart.

Journal: British journal of pharmacology 20090101

Title: Ontogenic changes of the control by phosphodiesterase-3 and -4 of 5-HT responses in porcine heart and relevance to human atrial 5-HT(4) receptors.

Journal: British journal of pharmacology 20090101

Title: Phosphodiesterase 3 is present in rabbit and human erythrocytes and its inhibition potentiates iloprost-induced increases in cAMP.

Journal: American journal of physiology. Heart and circulatory physiology 20080801

Title: Effect of temporary nuclear arrest by phosphodiesterase 3-inhibitor on morphological and functional aspects of in vitro matured mouse oocytes.

Journal: Molecular reproduction and development 20080601

Title: Spatiotemporal dynamics of beta-adrenergic cAMP signals and L-type Ca2+ channel regulation in adult rat ventricular myocytes: role of phosphodiesterases.

Journal: Circulation research 20080509

Title: Effects of cilostamide and forskolin on the meiotic resumption and embryonic development of immature human oocytes.

Journal: Human reproduction (Oxford, England) 20080301

Title: Phosphodiesterase-4 blunts inotropism and arrhythmias but not sinoatrial tachycardia of (-)-adrenaline mediated through mouse cardiac beta(1)-adrenoceptors.

Journal: British journal of pharmacology 20080201

Title: Numerous distinct PKA-, or EPAC-based, signalling complexes allow selective phosphodiesterase 3 and phosphodiesterase 4 coordination of cell adhesion.

Journal: Cellular signalling 20071201

Title: The effects of both noradrenaline and CGP12177, mediated through human beta1 -adrenoceptors, are reduced by PDE3 in human atrium but PDE4 in CHO cells.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20070401

Title: Cilostamide potentiates more the positive inotropic effects of (-)-adrenaline through beta(2)-adrenoceptors than the effects of (-)-noradrenaline through beta (1)-adrenoceptors in human atrial myocardium.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20061201

Title: Phosphodiesterase PDE3 blunts the positive inotropic and cyclic AMP enhancing effects of CGP12177 but not of noradrenaline in rat ventricle.

Journal: British journal of pharmacology 20060101

Title: New insight into the role of phosphodiesterase 3A in porcine oocyte maturation.

Journal: BMC developmental biology 20060101

Title: Effects of long-term in vitro exposure to phosphodiesterase type-3 inhibitors on follicle and oocyte development.

Journal: Reproduction (Cambridge, England) 20050801

Title: The phosphodiesterase 3 inhibitor cilostamide enhances inotropic responses to glucagon but not to dobutamine in rat ventricular myocardium.

Journal: European journal of pharmacology 20050411

Title: Fundamental significance of specific phosphodiesterases in the control of spontaneous meiotic resumption in porcine oocytes.

Journal: Molecular reproduction and development 20050301

Title: Vascular endothelial cell cyclic nucleotide phosphodiesterases and regulated cell migration: implications in angiogenesis.

Journal: Molecular pharmacology 20050101

Title: Mouse oocyte meiotic resumption and polar body extrusion in vitro are differentially influenced by FSH, epidermal growth factor and meiosis-activating sterol.

Journal: Human reproduction (Oxford, England) 20041201

Title: The action mechanism of zinc(II) complexes with insulinomimetic activity in rat adipocytes.

Journal: Life sciences 20040625

Title: Identification of purine inhibitors of phosphodiesterase 7 (PDE7).

Journal: Bioorganic & medicinal chemistry letters 20040607

Title: Impaired activation of phosphatidylinositol 3-kinase by leptin is a novel mechanism of hepatic leptin resistance in diet-induced obesity.

Journal: The Journal of biological chemistry 20040521

Title: Augmentation of lipolysis in adipocytes from fed rats, but not from starved rats, by inhibition of rolipram-sensitive phosphodiesterase 4.

Journal: Archives of biochemistry and biophysics 20040501

Title: Benzyl vinylogous amide substituted aryldihydropyridazinones and aryldimethylpyrazolones as potent and selective PDE3B inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20031117

Title: Synthesis and pharmacological characterization of functionalized 2-pyridones structurally related to the cardiotonic agent milrinone.

Journal: Bioorganic & medicinal chemistry 20031103

Title: The role of tryptophan 1072 in human PDE3B inhibitor binding.

Journal: Biochemical and biophysical research communications 20030808

Title: Phosphodiesterase 3 activity is reduced in dog lung following pacing-induced heart failure.

Journal: American journal of physiology. Lung cellular and molecular physiology 20030501

Title: Phosphodiesterase 3 inhibitors selectively block the spontaneous resumption of meiosis by macaque oocytes in vitro.

Journal: Human reproduction (Oxford, England) 20020801

Title: Changes in phosphodiesterase activity in the developing rat submandibular gland.

Journal: Archives of oral biology 20020801

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: Differential effects of specific phosphodiesterase isoenzyme inhibitors on bovine oocyte meiotic maturation.

Journal: Developmental biology 20020415

Title: Altered phosphodiesterase 3-mediated cAMP hydrolysis contributes to a hypermotile phenotype in obese JCR:LA-cp rat aortic vascular smooth muscle cells: implications for diabetes-associated cardiovascular disease.

Journal: Diabetes 20020401

Title: Inhibition of PDE3B augments PDE4 inhibitor-induced apoptosis in a subset of patients with chronic lymphocytic leukemia.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20020201

Title: Mechanism of intracellular calcium ([Ca2+]i) inhibition of lipolysis in human adipocytes.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20011101

Title: Inhibitors of phosphodiesterase isoforms III or IV suppress islet-cell nitric oxide production.

Journal: Laboratory investigation; a journal of technical methods and pathology 20010801

Title: Cyclic GMP regulation of the L-type Ca(2+) channel current in human atrial myocytes.

Journal: The Journal of physiology 20010601

Title: Characterization of an in vivo hormonally regulated phosphodiesterase 3 (PDE3) associated with a liver Golgi-endosomal fraction.

Journal: Archives of biochemistry and biophysics 20010301

Title: Potent effects of novel anti-platelet aggregatory cilostamide analogues on recombinant cyclic nucleotide phosphodiesterase isozyme activity.

Journal: Biochemical pharmacology 20000215

Title: Inhibitors of cyclic AMP phosphodiesterase. 1. Analogues of cilostamide and anagrelide.

Journal: Journal of medicinal chemistry 19870201

Title: Sudo T, et al. Potent effects of novel anti-platelet aggregatory cilostamide analogues on recombinant cyclic nucleotide phosphodiesterase isozyme activity. Biochem Pharmacol. 2000 Feb 15;59(4):347-56.

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Tags:68550-75-4 Molecular Formula|68550-75-4 MDL|68550-75-4 SMILES|68550-75-4 N-Cyclohexyl-N-methyl-4-((2-oxo-1,2-dihydroquinolin-6-yl)oxy)butanamide