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

AI Technical Summary

Problems solved by technology

However, the therapeutic effects of NSAIDs and opioids a

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

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Example Embodiment

[0500] The preparation of the above-mentioned dosage form can be carried out in accordance with a known production method conventionally used in the field of preparations. At this time, if necessary, it can be manufactured by containing excipients, binders, lubricants, disintegrants, sweeteners, surfactants, suspending agents, emulsifiers, etc. conventionally used in the field of formulations.

[0501] The preparation of tablets can be carried out, for example, by containing excipients, binders, disintegrants or lubricants. The preparation of pills and granules can be carried out, for example, by containing excipients, binders or disintegrants. In addition, the preparation of powders and capsules can be carried out, for example, containing excipients. The preparation of the syrup can be carried out by containing a sweetener, for example. The preparation of an emulsion or suspension can be carried out, for example, by containing a surfactant, a suspending agent or an emulsifier....

Example Embodiment

[0513] Example

[0514] Hereinafter, the present invention will be described in detail using examples, comparative examples, and reference examples, but the present invention is not limited to these.

[0515] In the following description, the solvent name shown in the NMR data indicates the solvent used in the measurement. In addition, the 400 MHz NMR spectrum was measured using a JNM-AL400 nuclear magnetic resonance device (manufactured by JEOL Ltd.). The chemical shift is based on tetramethylsilane, expressed by δ (unit: ppm), and the signal is expressed by s (single line), d (double line), t (triple line), q (quadruple line), quint ( Five-fold line), sept (seven-fold line), m (multiple-line), br (broad peak), dd (double-double-line), dt (double-triple line), ddd (double-double-double line) , Dq (double quadruple line), td (triple double line), tt (triple triple line). The ESI-MS spectrum was measured using Agilent Technologies 1200 Series, G6130A (manufactured by Agilent Tech...

Example Embodiment

[0524] (Reference Example 1) Synthesis of crude 4-ethylmethylaminopiperidine:

[0525] [Chemical formula 22]

[0526]

[0527] To a solution of benzyl 4-oxopiperidine-1-carboxylate (0.500g, 2.14mmol) in dichloromethane (12.0mL) at 0°C was added ethylmethylamine (0.230mL, 2.68mmol), 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 liquid was cooled to 0°C. A saturated aqueous sodium hydrogen carbonate solution was added to the reaction solution, and extraction was performed 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 purified product was dissolved in methanol (8.0 mL), palladium / carbon (10% wet, 0.185 g, 0.174 mmol) was added at room temperature...

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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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