Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Ortho substituted aryl or heteroaryl amide compounds

A compound and heteroaryl technology, applied in the direction of active ingredients of heterocyclic compounds, preparation of organic compounds, drug combination, etc., to achieve the effect of improving half-life, low toxicity and good solubility

Inactive Publication Date: 2007-04-18
PFIZER INC
View PDF15 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although o-alkoxybenzamide compounds are described in DE2517229, DE2532420, DE2604560, DE2500157, DE2639935 and EP23569, they are only concerned with hypoglycemic or hypolipidemic therapy
Furthermore, WO98 / 45268 and EP1229034 disclose substituted nicotinamide compounds, but they relate only to inhibitors of the phosphodiesterase 4 isozyme

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Ortho substituted aryl or heteroaryl amide compounds
  • Ortho substituted aryl or heteroaryl amide compounds
  • Ortho substituted aryl or heteroaryl amide compounds

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0097] This scheme shows the preparation of compounds of formula (I).

[0098] Route 1

[0099]

[0100] In the above formula, R a represents an alkyl group having 1 to 4 carbon atoms. L 1 Indicates a leaving group. Examples of suitable leaving groups include: halogen atoms such as chlorine, bromine and iodine; sulfonates such as TfO (trifluorosulfonate), MsO (mesylate); or boronic acid groups.

[0101] Step 1A

[0102] In this step, through the ester compound of formula 1-1 and formula R 1 The compound of formula 1-3 can be prepared by the coupling reaction of the compound of -YH in an inert solvent.

[0103] The coupling reaction can be carried out in a reaction-inert solvent or without a solvent, in the absence or presence of a base. Preferred bases are selected from, for example, alkali metal or alkaline earth metal hydroxides, alkoxides, carbonates or hydrides, such as sodium hydroxide, potassium hydroxide, sodium methoxide, sodium ethoxide, potassium tert-butox...

Embodiment 1

[0310] 4-({[5-Chloro-2-(2-phenylethoxy)benzoyl]amino}methyl)benzoic acid

[0311]

[0312] MS (ESI) observed value: m / z 409.99 (M+H) +

[0313] C 23 h 20 ClNO 4 Exact mass calculated: m / z 409.11

Embodiment 2

[0315] 4-[({5-chloro-2-[2-(2-chlorophenyl)ethoxy]benzoyl}amino)methyl]benzoic acid

[0316]

[0317] MS (ESI) observed value: m / z 443.92 (M+H) +

[0318] C 23 h 19 Cl 2 NO 4 Exact mass calculated: m / z 443.07

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides a compound of the formula (I): wherein X represents a carbon atom or the like : Y represents imino, or the like: Z represents a hydrogen atom or the like: R<1> represents an alkyl group having from 1 to 6 carbon atoms or the like: R<2> and R<3> independently represents a hydrogen atom or the like. These compounds are useful for the treatment of disease conditions mediated by prostaglandin such as pain, or the like in mammalian. This invention also provides a pharmaceutical composition comprising the above compound.

Description

technical field [0001] The present invention relates to novel ortho-substituted aryl or heteroaryl amides. These compounds are suitable as prostaglandin E 2 Antagonists of the receptor are thus useful in the treatment or alleviation of pain and inflammation and other inflammation-related conditions. The present invention also relates to pharmaceutical compositions comprising the compounds described above. Background technique [0002] Prostaglandins are mediators of pain, fever and other symptoms associated with inflammation. Prostaglandin E 2 (PGE 2 ) is the main eicosanoid detected in inflammatory conditions. In addition, it is also associated with various physiological and / or pathological conditions, such as hyperalgesia, uterine contractions, digestive peristalsis, awakeness, suppression of gastric acid secretion, blood pressure, platelet function, bone metabolism, angiogenesis, and the like. [0003] Four PGEs with different pharmacological properties 2 Receptor ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07C235/60C07D213/82C07D309/06C07D213/89C07D307/12A61K31/166A61K31/44A61K31/351A61K31/341A61P29/00A61K31/195A61K31/4415C07C255/54C07D213/61C07D261/08C07D307/42
CPCC07D309/06C07D261/08C07D307/42C07D213/89C07C255/54C07C235/60C07D405/12C07D307/12C07C2101/14C07D213/61C07D213/82C07C2101/04C07C2601/04C07C2601/14A61P1/02A61P1/04A61P11/00A61P17/02A61P19/02A61P19/06A61P19/08A61P19/10A61P25/00A61P25/04A61P27/02A61P29/00A61P35/00A61P35/04A61P37/02A61P43/00A61P5/18A61P7/10C07C233/63C07C229/38
Inventor 小池广记松元由香里山岸龙也奥村祥征中尾一成
Owner PFIZER INC
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com