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620170-78-7
Catalog No.:AA01ENOV

620170-78-7 | cis-4-Phenyl-2-propionamidotetralin

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA01ENOV
Chemical Name:
cis-4-Phenyl-2-propionamidotetralin
CAS Number:
620170-78-7
Molecular Formula:
C19H21NO
Molecular Weight:
279.3761
SMILES:
CCC(=O)NC1CC(C2=CC=CC=C2C1)C3=CC=CC=C3
Properties
Computed Properties
 
Complexity:
348  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
2  
XLogP3:
3.9  

Literature

Title: Melatonin attenuates memory impairment induced by Klotho gene deficiency via interactive signaling between MT2 receptor, ERK, and Nrf2-related antioxidant potential.

Journal: The international journal of neuropsychopharmacology 20150401

Title: Anxiolytic effects of the melatonin MT(2) receptor partial agonist UCM765: comparison with melatonin and diazepam.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20121203

Title: Phosphorylation of cyclic AMP-response element-binding protein (CREB) is influenced by melatonin treatment in pancreatic rat insulinoma β-cells (INS-1).

Journal: Journal of pineal research 20121101

Title: Evidence of the receptor-mediated influence of melatonin on pancreatic glucagon secretion via the Gαq protein-coupled and PI3K signaling pathways.

Journal: Journal of pineal research 20121101

Title: Short-term effects of melatonin and pinealectomy on serotonergic neuronal activity across the light-dark cycle.

Journal: Journal of psychopharmacology (Oxford, England) 20120601

Title: Melatonin ameliorates neural function by promoting endogenous neurogenesis through the MT2 melatonin receptor in ischemic-stroke mice.

Journal: Free radical biology & medicine 20120501

Title: Synthesis and configuration determination of all enantiopure stereoisomers of the melatonin receptor ligand 4-phenyl-2-propionamidotetralin using an expedient optical resolution of 4-phenyl-2-tetralone.

Journal: Organic & biomolecular chemistry 20120114

Title: Melatonin membrane receptor type MT1 modulates cell-mediated immunity in the seasonally breeding tropical rodent Funambulus pennanti.

Journal: Neuroimmunomodulation 20120101

Title: Toward the definition of stereochemical requirements for MT2-selective antagonists and partial agonists by studying 4-phenyl-2-propionamidotetralin derivatives.

Journal: Journal of medicinal chemistry 20111222

Title: Promotion of non-rapid eye movement sleep and activation of reticular thalamic neurons by a novel MT2 melatonin receptor ligand.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20111214

Title: Melatonin inhibits cholangiocyte hyperplasia in cholestatic rats by interaction with MT1 but not MT2 melatonin receptors.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20111001

Title: 1,6-Dihydro-2H-indeno[5,4-b]furan derivatives: design, synthesis, and pharmacological characterization of a novel class of highly potent MT₂-selective agonists.

Journal: Journal of medicinal chemistry 20110512

Title: Melatonin inhibits tetraethylammonium-sensitive potassium channels of rod ON type bipolar cells via MT2 receptors in rat retina.

Journal: Neuroscience 20110126

Title: MT2 receptors mediate the inhibitory effects of melatonin on nitric oxide-induced relaxation of porcine isolated coronary arteries.

Journal: The Journal of pharmacology and experimental therapeutics 20110101

Title: Signal transduction of receptor-mediated antiproliferative action of melatonin on human prostate epithelial cells involves dual activation of Gα(s) and Gα(q) proteins.

Journal: Journal of pineal research 20101001

Title: Melatonin decreases cell proliferation and induces melanogenesis in human melanoma SK-MEL-1 cells.

Journal: Journal of pineal research 20100801

Title: Abnormal proliferation and differentiation of osteoblasts from girls with adolescent idiopathic scoliosis to melatonin.

Journal: Journal of pineal research 20100801

Title: Melatonin potentiates glycine currents through a PLC/PKC signalling pathway in rat retinal ganglion cells.

Journal: The Journal of physiology 20100715

Title: The end of a myth: cloning and characterization of the ovine melatonin MT(2) receptor.

Journal: British journal of pharmacology 20091101

Title: Design and synthesis of 3-phenyltetrahydronaphthalenic derivatives as new selective MT2 melatoninergic ligands. Part II.

Journal: Bioorganic & medicinal chemistry 20090415

Title: 2-[(2,3-dihydro-1H-indol-1-yl)methyl]melatonin analogues: a novel class of MT2-selective melatonin receptor antagonists.

Journal: Journal of medicinal chemistry 20090212

Title: Luzindole but not 4-phenyl-2- propionamidotetralin (4P-PDOT) diminishes the inhibitory effect of melatonin on murine Colon 38 cancer growth in vitro.

Journal: Neuro endocrinology letters 20090101

Title: Melatonin as a negative mitogenic hormonal regulator of human prostate epithelial cell growth: potential mechanisms and clinical significance.

Journal: Journal of pineal research 20081101

Title: Melatonin-enhanced hyperactivation of hamster sperm.

Journal: Reproduction (Cambridge, England) 20081101

Title: Involvement of the cGMP pathway in mediating the insulin-inhibitory effect of melatonin in pancreatic beta-cells.

Journal: Journal of pineal research 20081001

Title: Effects of melatonin on blood pressure in stress-induced hypertension in rats.

Journal: Clinical and experimental pharmacology & physiology 20081001

Title: Melatonin receptor agonist ramelteon activates the extracellular signal-regulated kinase 1/2 in mouse cerebellar granule cells.

Journal: Neuroscience 20080909

Title: Expression of melatonin receptor (MT1) and interaction between melatonin and estrogen in endometrial cancer cell line.

Journal: The journal of obstetrics and gynaecology research 20080801

Title: An improved synthesis of cis-4-phenyl-2-propionamidotetralin (4-P-PDOT): a selective MT(2) melatonin receptor antagonist.

Journal: Organic & biomolecular chemistry 20080107

Title: Melatonin inhibitory effect on cAMP accumulation in the chick retina development.

Journal: International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience 20080101

Title: Melatonin signaling regulates locomotion behavior and homeostatic states through distinct receptor pathways in Caenorhabditis elegans.

Journal: Neuropharmacology 20070701

Title: Signaling mechanisms of melatonin in antiproliferation of hormone-refractory 22Rv1 human prostate cancer cells: implications for prostate cancer chemoprevention.

Journal: Journal of pineal research 20070301

Title: Chronic hypoxia modulates the function and expression of melatonin receptors in the rat carotid body.

Journal: Journal of pineal research 20060301

Title: Melatonin inhibits hippocampal long-term potentiation.

Journal: The European journal of neuroscience 20051101

Title: Melatonin decreases calcium levels in retinotectal axons of Xenopus laevis by indirect activation of group III metabotropic glutamate receptors.

Journal: Brain research 20050816

Title: Stimulation of melatonin receptors decreases calcium levels in xenopus tectal cells by activating GABA(C) receptors.

Journal: Journal of neurophysiology 20050801

Title: Molecular tools to study melatonin pathways and actions.

Journal: Trends in pharmacological sciences 20050801

Title: Analysis of structure-activity relationships for MT2 selective antagonists by melatonin MT1 and MT2 receptor models.

Journal: Journal of medicinal chemistry 20050616

Title: Melatonin enhances the hypoxic response of rat carotid body chemoreceptor.

Journal: Journal of pineal research 20050401

Title: Hippocampal melatonin receptors modulate seizure threshold.

Journal: Epilepsia 20050401

Title: Intracellular second messengers involved in melatonin signal transduction in chicken splenocytes in vitro.

Journal: Journal of pineal research 20041001

Title: In vivo activation of insulin receptor tyrosine kinase by melatonin in the rat hypothalamus.

Journal: Journal of neurochemistry 20040801

Title: Effects of intrathecal injections of melatonin analogs on capsaicin-induced secondary mechanical allodynia and hyperalgesia in rats.

Journal: Pain 20040601

Title: Melatonin receptor agonist 2-iodomelatonin prevents apoptosis of cerebellar granule neurons via K(+) current inhibition.

Journal: Journal of pineal research 20040301

Title: Characterization of melatonin binding sites in the brain and retina of the frog Rana perezi.

Journal: General and comparative endocrinology 20040201

Title: Melatonin attenuates rat carotid chemoreceptor response to hypercapnic acidosis.

Journal: Journal of pineal research 20040101

Title: Melatonin prevents apoptosis and enhances HSP27 mRNA expression induced by heat shock in HL-60 cells: possible involvement of the MT2 receptor.

Journal: Journal of pineal research 20031101

Title: Melatonin slowed the early biochemical progression of hormone-refractory prostate cancer in a patient whose prostate tumor tissue expressed MT1 receptor subtype.

Journal: Journal of pineal research 20031001

Title: Gene expression and functional characterization of melatonin receptors in the spinal cord of the rat: implications for pain modulation.

Journal: Journal of pineal research 20030801

Title: Conformation by NMR of two tetralin-based receptor ligands.

Journal: Farmaco (Societa chimica italiana : 1989) 20030701

Title: New selective ligands of human cloned melatonin MT1 and MT2 receptors.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20030601

Title: Melatonin inhibits rat medial vestibular nucleus neuron activity in vitro.

Journal: Neuroscience letters 20030508

Title: Three-dimensional quantitative structure-activity relationship studies on selected MT1 and MT2 melatonin receptor ligands: requirements for subtype selectivity and intrinsic activity modulation.

Journal: Journal of medicinal chemistry 20030410

Title: Short-term exposure to melatonin differentially affects the functional sensitivity and trafficking of the hMT1 and hMT2 melatonin receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20030301

Title: MT(2) melatonin receptors are present and functional in rat caudal artery.

Journal: The Journal of pharmacology and experimental therapeutics 20020901

Title: Receptor-mediated modulation of avian caecal muscle contraction by melatonin: role of tyrosine protein kinase.

Journal: Journal of pineal research 20020401

Title: Constitutively active melatonin MT(1) receptors in male rat caudal arteries.

Journal: European journal of pharmacology 20020329

Title: First cloning and functional characterization of a melatonin receptor in fish brain: a novel one?

Journal: Journal of pineal research 20020301

Title: Dual coupling of MT(1) and MT(2) melatonin receptors to cyclic AMP and phosphoinositide signal transduction cascades and their regulation following melatonin exposure.

Journal: Biochemical pharmacology 20020215

Title: Melatoninergic neuroprotection of the murine periventricular white matter against neonatal excitotoxic challenge.

Journal: Annals of neurology 20020101

Title: Melatonin receptors in rat hippocampus: molecular and functional investigations.

Journal: Hippocampus 20020101

Title: Melatonin and N-acetylserotonin inhibit leukocyte rolling and adhesion to rat microcirculation.

Journal: European journal of pharmacology 20011102

Title: Functional expression of MT2 (Mel1b) melatonin receptors in human PAZ6 adipocytes.

Journal: Endocrinology 20011001

Title: Peripheral melatonin mediates neural stimulation of duodenal mucosal bicarbonate secretion.

Journal: The Journal of clinical investigation 20010815

Title: Expression and functional characterization of the mt1 melatonin receptor from rat brain in Xenopus oocytes: evidence for coupling to the phosphoinositol pathway.

Journal: Journal of pineal research 20010401

Title: Activation of MT(2) melatonin receptors in rat suprachiasmatic nucleus phase advances the circadian clock.

Journal: American journal of physiology. Cell physiology 20010101

Title: Design of subtype selective melatonin receptor agonists and antagonists.

Journal: Reproduction, nutrition, development 19990101

Title: Selective MT2 melatonin receptor antagonists block melatonin-mediated phase advances of circadian rhythms.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 19980901

Title: Melatonin receptor antagonists that differentiate between the human Mel1a and Mel1b recombinant subtypes are used to assess the pharmacological profile of the rabbit retina ML1 presynaptic heteroreceptor.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 19970301

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