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175131-60-9

175131-60-9 | Cyclopropanecarboxamide, 2-(aminomethyl)-N,N-diethyl-1-phenyl-, hydrochloride (1:1), (1S,2R)-

CAS No: 175131-60-9 Catalog No: AG00205A MDL No:

Product Description

Catalog Number:
AG00205A
Chemical Name:
Cyclopropanecarboxamide, 2-(aminomethyl)-N,N-diethyl-1-phenyl-, hydrochloride (1:1), (1S,2R)-
CAS Number:
175131-60-9
Molecular Formula:
C15H23ClN2O
Molecular Weight:
282.8089
IUPAC Name:
(1S,2R)-2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide;hydrochloride
InChI:
InChI=1S/C15H22N2O.ClH/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12;/h5-9,13H,3-4,10-11,16H2,1-2H3;1H/t13-,15+;/m0./s1
InChI Key:
XNCDYJFPRPDERF-NQQJLSKUSA-N
SMILES:
NC[C@@H]1C[C@]1(c1ccccc1)C(=O)N(CC)CC.Cl
UNII:
371U2ZK31U

Properties

Complexity:
295  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
282.15g/mol
Formal Charge:
0
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
282.812g/mol
Monoisotopic Mass:
282.15g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
46.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0

Literature

Title Journal
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A combination of mirtazapine and milnacipran augments the extracellular levels of monoamines in the rat brain. Neuropharmacology 20120601
An increase in spinal cord noradrenaline is a major contributor to the antihyperalgesic effect of antidepressants after peripheral nerve injury in the rat. Pain 20120501
Short-term (2-week) effects of discontinuing milnacipran in patients with fibromyalgia. Current medical research and opinion 20120501
Possible interaction between milnacipran and warfarin potassium. Journal of clinical pharmacology 20120501
Plasma levels of milnacipran and its effectiveness for the treatment of chronic pain in the orofacial region. Human psychopharmacology 20120501
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Cardiotoxicity and serotonin syndrome complicating a milnacipran overdose. Journal of medical toxicology : official journal of the American College of Medical Toxicology 20111201
The interaction between antidepressant drugs and the pain-relieving effect of spinal cord stimulation in a rat model of neuropathy. Anesthesia and analgesia 20111101
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Fluoxetine, desipramine, and the dual antidepressant milnacipran reduce alcohol self-administration and/or relapse in dependent rats. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20110601
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In vivo canine model comparison of cardiovascular effects of antidepressants milnacipran and imipramine. Cardiovascular toxicology 20101201
A case of milnacipran-related sweating alleviated by duloxetine substitution. Journal of clinical psychopharmacology 20101001
Milnacipran-associated urinary retention: a case report. Journal of clinical psychopharmacology 20101001
Efficacy and safety of milnacipran 100 mg/day in patients with fibromyalgia: results of a randomized, double-blind, placebo-controlled trial. Arthritis and rheumatism 20100901
Monoamine-dependent, opioid-independent antihypersensitivity effects of intrathecally administered milnacipran, a serotonin noradrenaline reuptake inhibitor, in a postoperative pain model in rats. The Journal of pharmacology and experimental therapeutics 20100901
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Effectiveness and safety of milnacipran treatment for a patient with delusional disorder, somatic type taking multiple medications for concomitant physical diseases. Clinical neuropharmacology 20100701
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Effects of milnacipran on cardiac repolarization in healthy participants. Journal of clinical pharmacology 20100401
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Milnacipran for chronic pain in the orofacial region. Clinical neuropharmacology 20100101
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Two cases of burning mouth syndrome treated with olanzapine. Psychiatry and clinical neurosciences 20080601
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Antiallodynic and antihyperalgesic effect of milnacipran in mice with spinal nerve ligation. Anesthesia and analgesia 20080401
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The efficacy of milnacipran in panic disorder: an open trial. International clinical psychopharmacology 20070501
A case of adult attention-deficit/hyperactivity disorder alleviated by milnacipran. Progress in neuro-psychopharmacology & biological psychiatry 20070413
Stimulation of catecholamine synthesis via activation of p44/42 MAPK in cultured bovine adrenal medullary cells by milnacipran. Naunyn-Schmiedeberg's archives of pharmacology 20070301
Successful treatment of severe antidepressant-induced nausea with a combination of milnacipran and olanzapine. Pharmacopsychiatry 20070301
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Antidepressants enhance the antinociceptive effects of carbamazepine in the acetic acid-induced writhing test in mice. European journal of pharmacology 20061121
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Efficacy of milnacipran on the depressive state in patients with Alzheimer's disease. Progress in neuro-psychopharmacology & biological psychiatry 20060930
Effects of repeated milnacipran administration on brain serotonergic and noradrenergic functions in healthy volunteers. Psychopharmacology 20060901
Electrophysiological and neurochemical characterization of the effect of repeated treatment with milnacipran on the rat serotonergic and noradrenergic systems. Journal of psychopharmacology (Oxford, England) 20060701
Differential blockade of nerve injury-induced shift in weight bearing and thermal and tactile hypersensitivity by milnacipran. The journal of pain : official journal of the American Pain Society 20060701
Clinical potential of milnacipran, a serotonin and norepinephrine reuptake inhibitor, in pain. Current opinion in investigational drugs (London, England : 2000) 20060701
Stress-induced muscle and cutaneous hyperalgesia: differential effect of milnacipran. Physiology & behavior 20060615
Lack of pharmacokinetic interaction when switching from fluoxetine to milnacipran. International clinical psychopharmacology 20060501
Effects of milnacipran in animal models of anxiety and memory. Neurochemical research 20060401
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Response rate obtained using milnacipran depending on the severity of depression in the treatment of major depressive patients. Clinical neuropharmacology 20060101
Remission rates with milnacipran 100 mg/day and 150 mg/day in the long-term treatment of major depression. Clinical drug investigation 20060101
Efficacy of milnacipran on poststroke depression on inpatient rehabilitation. Psychiatry and clinical neurosciences 20051201
Effect of prolonged exposure to milnacipran on norepinephrine transporter in cultured bovine adrenal medullary cells. Biochemical pharmacology 20051101
Characterization and consequences of pain variability in individuals with fibromyalgia. Arthritis and rheumatism 20051101
alpha2-Adrenergic agonists antagonise the anxiolytic-like effect of antidepressants in the four-plate test in mice. Behavioural brain research 20051014
Efficacy of milnacipran in patients with fibromyalgia. The Journal of rheumatology 20051001
Subchronic milnacipran treatment increases basal extracellular noradrenaline concentrations in the medial prefrontal cortex of rats. European journal of pharmacology 20050927
SNRIs: their pharmacology, clinical efficacy, and tolerability in comparison with other classes of antidepressants. CNS spectrums 20050901
Comparison of efficacy and safety of milnacipran and fluoxetine in Korean patients with major depression. Current medical research and opinion 20050901
Effectiveness of milnacipran for SSRI-intolerant patients with premenstrual dysphoric disorder. Journal of clinical psychopharmacology 20050801
Anxiolytic-like effect of milnacipran in the four-plate test in mice: mechanism of action. Pharmacology, biochemistry, and behavior 20050701
Effect of milnacipran on extracellular monoamine concentrations in the medial prefrontal cortex of rats pre-treated with lithium. European journal of pharmacology 20050615
Milnacipran for the drastic improvement of refractory pain in a patient without depressive symptoms: a case report. European psychiatry : the journal of the Association of European Psychiatrists 20050601
Chronic treatment with milnacipran reverses the impairment of synaptic plasticity induced by conditioned fear stress. Psychopharmacology 20050501
The monoamine-mediated antiallodynic effects of intrathecally administered milnacipran, a serotonin noradrenaline reuptake inhibitor, in a rat model of neuropathic pain. Anesthesia and analgesia 20050501
Remarkable effect of milnacipran, a serotonin-noradrenalin reuptake inhibitor (SNRI), on depressive symptoms in patients with Parkinson's disease who have insufficient response to selective serotonin reuptake inhibitors (SSRIs): two case reports. Progress in neuro-psychopharmacology & biological psychiatry 20050201
Lithium augmentation in milnacipran-refractory depression for the prevention of relapse following electroconvulsive therapy. The Australian and New Zealand journal of psychiatry 20050101
[Effects of milnacipran on neuronal excitability and synaptic transmission in neurons of the rat locus coeruleus]. No to hattatsu = Brain and development 20050101
Peripheral circulatory disturbance induced by milnacipran. The Journal of neuropsychiatry and clinical neurosciences 20050101
The effect of milnacipran (serotonin noradrenaline reuptake inhibitor) on memory in Korsakoff's syndrome after encephalitis. General hospital psychiatry 20050101
Lack of interaction of milnacipran with the cytochrome p450 isoenzymes frequently involved in the metabolism of antidepressants. Clinical pharmacokinetics 20050101
[Depression and pain: novel clinical, neurobiological and psychopharmacological data]. Psychiatria polska 20050101
A comparative study of milnacipran and paroxetine in outpatients with major depression. Journal of affective disorders 20041201
Post-treatment emergent adverse events in depressed patients following treatment with milnacipran and paroxetine. Human psychopharmacology 20041201
Acute effect of milnacipran on the relationship between the locus coeruleus noradrenergic and dorsal raphe serotonergic neuronal transmitters. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20041201
[Review of antidepressants from the TCAs to the third generation drugs]. Neuropsychopharmacologia Hungarica : a Magyar Pszichofarmakologiai Egyesulet lapja = official journal of the Hungarian Association of Psychopharmacology 20041201
Characterization of the anxiolytic-like effects of fluvoxamine, milnacipran and risperidone in mice using the conditioned fear stress paradigm. European journal of pharmacology 20041103
Efficacy of duloxetine, a potent and balanced serotonin-norepinephrine reuptake inhibitor in persistent pain models in rats. The Journal of pharmacology and experimental therapeutics 20041101
Controlled comparison of two different doses of milnacipran in major depressive outpatients. International clinical psychopharmacology 20041101
Differential effects of milnacipran, fluvoxamine and paroxetine for inhibited and agitated depression. European psychiatry : the journal of the Association of European Psychiatrists 20041101
A double-blind placebo-controlled trial of milnacipran in the treatment of fibromyalgia. Human psychopharmacology 20041001
Clinical experience with dual action antidepressants in different chronic pain syndromes. Human psychopharmacology 20041001
The effectiveness of lithium augmentation of milnacipran: preliminary data using the modified Japanese Psychopharmacology Algorithm. Nihon shinkei seishin yakurigaku zasshi = Japanese journal of psychopharmacology 20041001
Opioid and monoamine systems mediate the discriminative stimulus of tramadol in rats. European journal of pharmacology 20040913
In vitro inhibition of recombinant ligand-gated ion channels by high concentrations of milnacipran. Psychopharmacology 20040901
Prediction of antidepressant response to milnacipran by norepinephrine transporter gene polymorphisms. The American journal of psychiatry 20040901
Prevalence of induced mania in patients treated with milnacipran: a comparison with paroxetine. European psychiatry : the journal of the Association of European Psychiatrists 20040801
Differential effects of fluvoxamine, paroxetine and milnacipran for depression, especially with regard to age. Human psychopharmacology 20040801
Milnacipran treatment of a terminally ill cancer patient with major depressive disorder. Human psychopharmacology 20040801
Determination of milnacipran, a serotonin and noradrenaline reuptake inhibitor, in human plasma using liquid chromatography with spectrofluorimetric detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040705
Subjective and polysomnographic effects of milnacipran on sleep in depressed patients. Human psychopharmacology 20040701
A case of temporo-mandibular disorder with fibromyalgia treated with the antidepressant, milnacipran. Human psychopharmacology 20040701
A comparative study of milnacipran and imipramine in the treatment of major depressive disorder. Current medical research and opinion 20040601
The monoamine reuptake inhibitor milnacipran does not affect nociception to acute visceral distension in rats. Anesthesia and analgesia 20040501
Efficacy of milnacipran for depressive symptoms in schizophrenia spectrum disorders. Psychiatry and clinical neurosciences 20040401
Milnacipran, a serotonin and noradrenaline reuptake inhibitor, suppresses long-term potentiation in the rat hippocampal CA1 field via 5-HT1A receptors and alpha 1-adrenoceptors. Neuroscience letters 20040304
Augmentation of milnacipran by risperidone in treatment for major depression. The international journal of neuropsychopharmacology 20040301
Peripheral nerve injury sensitizes the response to visceral distension but not its inhibition by the antidepressant milnacipran. Anesthesiology 20040301
Milnacipran: a dual norepinephrine and serotonin reuptake pump inhibitor. Journal of psychiatric practice 20040301
Associations between baseline plasma MHPG (3-methoxy-4-hydroxyphenylglycol) levels and clinical responses with respect to milnacipran versus paroxetine treatment. Journal of clinical psychopharmacology 20040201
Milnacipran: a comparative analysis of human monoamine uptake and transporter binding affinity. Biological psychiatry 20040201
[Acute hepatitis associated with milnacipran treatment]. Gastroenterologie clinique et biologique 20040201
Double-blind comparative study of the action of repeated administration of milnacipran versus placebo on cognitive functions in healthy volunteers. Human psychopharmacology 20040101
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