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Selective subtype alpha 2 adrenergic agents and methods for use thereof

A technology of drugs and compositions, applied in drug combinations, pharmaceutical formulations, antipyretics, etc., can solve problems such as adverse side effects, hypotension and sedative effects

Inactive Publication Date: 2011-04-27
ALLERGAN INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, many compounds found to be effective agents in the treatment of pain are often found to have adverse side effects such as hypotension and sedation at systemically effective doses

Method used

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  • Selective subtype alpha 2 adrenergic agents and methods for use thereof
  • Selective subtype alpha 2 adrenergic agents and methods for use thereof
  • Selective subtype alpha 2 adrenergic agents and methods for use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0107] General synthesis of amine precursors

[0108]

[0109] A. 3-Chloro-2-methylbenzaldehyde

[0110] To a solution of 3-chloro-2-methylbenzonitrile (5 g, 33 mmol) in dichloromethane (150 mL) was added DiBAL (1 M in dichloromethane, 41 mL) at -78°C. The reaction mixture was stirred at -78°C for 2 hours and then quenched with methanol. The mixture was warmed to 0 °C, then HCl (10%) was added. The ice-water bath was removed, and the mixture was stirred at room temperature for 10 minutes. The two phases were separated and the aqueous phase was extracted with dichloromethane. The combined dichloromethane was washed with brine, dried over sodium sulfate and concentrated. 3-Chloro-2-methylbenzaldehyde (3.5 g, 69%) was obtained by column chromatography (5% ethyl acetate / n-hexane).

[0111] 1 H NMR (300MHz, CDCl 3 )δ2.64(s, 3H), 7.21-7.26(m, 1H), 7.50-7.53(m, 1H), 7.63-7.66(m, 1H), 10.20(s, 1H)

[0112] B. 1-(3-Chloro-2-methylphenyl)-2-phenylethylamine

[0113] To a sol...

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PUM

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Abstract

The invention provides methods for treating pain in mammals. In particular, the invention provides well-defined aminoimidazolines, aminothiazolines, and aminooxazo lines and pharmaceutical compositions thereof to treat pain.

Description

[0001] Related Patent Applications [0002] This application claims the benefit of U.S. provisional application serial number 61 / 038,928, filed March 24, 2008, and U.S. nonprovisional application serial number 12 / 408,823, filed March 23, 2009, both of which The entire disclosure content of the patent application is hereby incorporated into this specification by reference. technical field [0003] The present invention generally relates to methods for treating various types of pain in mammals. In particular, the present invention relates to the use of certain aminoimidazoline, aminothiazoline, aminooxazoline compounds and pharmaceutical compositions thereof for the treatment of pain. Background technique [0004] Human adrenergic receptors are membrane-intrinsic proteins that fall into two major classes, alpha and beta adrenergic receptors. The binding of these two receptors to catecholamines, norepinephrine, and epinephrine mediates the actions of the peripheral sympatheti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/4166A61K31/421A61K31/426A61P25/02A61P25/04A61P43/00A61K31/00
CPCA61K31/4164A61K31/421A61K31/426A61P25/02A61P25/04A61P29/00A61P43/00
Inventor J·A·竹内李玲T·M·海德尔堡周健雄K·M·凯德兹D·W·吉尔W·K·方
Owner ALLERGAN INC
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