Beta-lactam cannabinoid receptor modulators

a technology of cannabinoid receptor and beta-lactam, which is applied in the direction of drug composition, immunological disorders, metabolism disorders, etc., can solve the problems of abdominal pain, vomiting and diarrhea, and affecting the absorption of beta-lactam, and achieves the effects of reducing the number of side effects, and improving the absorption ra

Inactive Publication Date: 2010-01-21
EHJZEVAN FARMASJUTIKLZ INK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented technology describes how certain chemical compounds can replace some other molecule called an atom (or part) without losing their effectiveness when reacted chemically. It suggests replacing specific parts of these chemical compound(s), rather than just adding them all together at once. By doing this it helps improve the efficiency of reaction processes while maintaining desired properties on the final product.

Problems solved by technology

This patents describes methods for controlling certain physically active molecules called neuronal regulatory proteins like norepinephrinetripherule protein-2(NGR2) and neurotransmitter transcripts including dopachrophyton bunynthesis enzyme (NDChIP)-related adhesions between neural substrate nicometers and target organs. These interactions play crucial roles during normal functioning processes in humans and animals. They lead to changes in behavior patterns caused by these stimuli. Compounds able to modify specific ones of these responses could find uses in therapy aimed towards preventing harmful side effect symptoms associated with those receptons.

Method used

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  • Beta-lactam cannabinoid receptor modulators
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  • Beta-lactam cannabinoid receptor modulators

Examples

Experimental program
Comparison scheme
Effect test

example 1a

[0371](4(S)-phenyloxazolidin-2-on-3-yl)acetyl chloride. A solution of 1.0 equivalent of (4(S)-phenyloxazolidin-2-on-3-yl)acetic acid (Evans, U.S. Pat. No. 4,665,171) and 1.3 equivalent of oxalyl chloride in 200 mL dichloromethane was treated with a catalytic amount of anhydrous dimethylformamide (85 μL / milliequivalent of acetic acid derivative) resulting in vigorous gas evolution. After 45 minutes all gas evolution had ceased and the reaction mixture was concentrated under reduced pressure to give an off-white solid after drying for 2 h under vacuum.

example 1b

[0372](4(R)-phenyloxazolidin-2-on-3-yl)acetyl chloride. Prepared according to Example 1A, except that (4(R)-phenyloxazolidin-2-on-3-yl)acetic acid was used instead of (4(S)-phenyloxazolidin-2-on-3-yl)acetic acid (see, Evans & Sjogren, Tetrahedron Lett. 26:3783 (1985)).

example 1c

[0373]2-(4(S)-Phenyloxazolidin-2-on-3-yl)propanoyl chloride. A solution of 1 equivalent of Example 3A and 1.3 equivalent of oxalyl chloride in 200 mL CH2Cl2 (150 mL / g of propanoic acid derivative) was treated with a catalytic amount of anhydrous DMF (85 μL / mmole of propanoic acid derivative) resulting in vigorous gas evolution. After 45 min., all gas evolution had ceased and the reaction mixture was concentrated under reduced pressure to give an off-white solid after drying for 2 h. under vacuum.

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Abstract

Described herein are substituted 2-(azetidin-2-on-1-yl)alkanoic acids, alkanedioic acids and 2-hydroxyalkyl alkanoic acids, and 2-acyl alkanoic acids, and derivatives thereof, that are capable of modulating activity at the cannabinoid-1 (CB1) and/or cannabinoid-2 (CB2) receptor. Also described herein are methods for treating mammals in need of relief from disease states associated with and responsive to modulation of the CB1 and/or CB2 receptor activity.

Description

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Claims

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Application Information

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Owner EHJZEVAN FARMASJUTIKLZ INK
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