Cyclic amine derivative and pharmaceutical use thereof

A technology for cyclic amines and derivatives, applied in the field of cyclic amine derivatives and their medicinal uses, can solve the problems of low therapeutic effect of non-steroidal anti-inflammatory drugs, and achieve the effect of strong analgesic effect

Active Publication Date: 2017-10-13
TORAY IND INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the therapeutic effects of NSAIDs and opioids are generally considered to be low (Non-Patent Document 1)

Method used

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  • Cyclic amine derivative and pharmaceutical use thereof
  • Cyclic amine derivative and pharmaceutical use thereof
  • Cyclic amine derivative and pharmaceutical use thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0500] Preparations of the above-mentioned dosage forms can be carried out according to known production methods commonly used in the field of pharmaceuticals. At this time, if necessary, it can be produced containing excipients, binders, lubricants, disintegrants, sweeteners, surfactants, suspending agents, emulsifying agents, etc., which are conventionally used in the field of pharmaceutical preparations.

[0501] Tablets can be prepared, for example, by containing excipients, binders, disintegrants or lubricants. The preparation of pellets and granules can be carried out, for example, with excipients, binders or disintegrants. In addition, powders and capsules can be prepared, for example, with excipients. The preparation of a syrup can contain a sweetener, for example. The preparation of an emulsion or a suspension can be carried out by containing, for example, a surfactant, a suspending agent, or an emulsifying agent.

[0502] Examples of excipients include lactose, gl...

Embodiment

[0514] Hereinafter, although an Example, a comparative example, and a reference example demonstrate this invention in detail, this invention is not limited to these.

[0515] In the following description, the solvent names shown in the NMR data indicate the solvents used for the measurement. In addition, the 400 MHz NMR spectrum was measured using the JNM-AL400 nuclear magnetic resonance apparatus (made by JEOL Ltd.). The chemical shift is based on tetramethylsilane, expressed in δ (unit: ppm), and the signals are represented by s (single line), d (double line), t (triple line), q (quadruple line), quint ( Quintuplet), sept (sevenfold), m (multiplet), br (broad peak), dd (double doublet), dt (double triplet), ddd (double doublet doublet) , dq (double quartet), td (triple double line), tt (triple triple line) represent. The ESI-MS spectrum was measured using Agilent Technologies 1200 Series, G6130A (manufactured by Agilent Technology). All solvents used commercially availabl...

reference example 1

[0524] (Reference example 1) the synthesis of thick 4-ethylmethylaminopiperidine:

[0525] [chemical formula 22]

[0526]

[0527] To a solution of benzyl 4-oxopiperidine-1-carboxylate (0.500 g, 2.14 mmol) in dichloromethane (12.0 mL) was added ethylmethylamine (0.230 mL, 2.68 mmol), Acetic acid (0.0120 mL, 0.214 mmol) and sodium triacetoxyborohydride (0.681 g, 3.22 mmol), and the reaction solution was stirred at room temperature for 16 hours. The reaction solution was cooled to 0 °C. Saturated aqueous sodium bicarbonate solution was added to the reaction liquid, followed by extraction with chloroform. The organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (NH silica gel, chloroform / methanol). The obtained crude product was dissolved in methanol (8.0 mL), palladium / carbon (10% wet, 0.185 g, 0.174 mmol) was added at room temperature, and stirred...

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Abstract

The purpose of the present invention is to provide a compound that exerts a strong analgesic action against on pain, in particular, against neuropathic pain and / or fibromyalgia syndrome. Provided is a cyclic amine derivative represented by chemical formula 1 or a pharmacologically acceptable salt thereof.

Description

technical field [0001] The present invention relates to cyclic amine derivatives and their medical use. Background technique [0002] Pain refers to the experience accompanied by unpleasant sensations and unpleasant emotions when tissue damage is caused or there is a possibility of it. Pain is mainly classified according to its cause as nociceptive pain, neuropathic pain or psychogenic pain. In addition, fibromyalgia is known as pain of unknown origin. [0003] Neuropathic pain is pathological pain caused by abnormal function of the peripheral or central nervous system itself, and refers to pain caused by direct injury and compression of nerve tissue even if nociceptors are not stimulated by nociception. As a therapeutic drug for neuropathic pain, an anticonvulsant, an antidepressant, an anxiolytic, or an antiepileptic (gabapentin, pregabalin, etc.) can be used. [0004] Fibromyalgia refers to a disease with generalized pain as the main symptom and neuropsychiatric sympto...

Claims

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Application Information

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IPC IPC(8): C07D401/06A61K31/4178A61K31/454A61K31/496A61P25/04C07D403/06
CPCA61K31/4178A61K31/454A61K31/496C07D403/06C07D401/06A61P21/00A61P25/04A61P29/00A61P29/02
Inventor 新井唯正盛田康弘宇田川秀二伊关克彦泉本直树
Owner TORAY IND INC
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