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

6 - methyl - 4 - phenyl - 5 - ( phenyl or cycloalkyl) carbamoyl - 1,2,3, 4 - tetrahydropyrimidin- 2 - one derivatives as antitubercular agents

A technology of ectoine and phenyl, applied in the field of preparing these compounds

Inactive Publication Date: 2013-03-13
COUNCIL OF SCI & IND RES
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Furthermore, this could be a strategy to overcome multi-drug resistant bacilli that are increasingly rendering traditional treatment options ineffective

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
  • 6 - methyl - 4 - phenyl - 5 - ( phenyl or cycloalkyl) carbamoyl - 1,2,3, 4 - tetrahydropyrimidin- 2 - one derivatives as antitubercular agents
  • 6 - methyl - 4 - phenyl - 5 - ( phenyl or cycloalkyl) carbamoyl - 1,2,3, 4 - tetrahydropyrimidin- 2 - one derivatives as antitubercular agents
  • 6 - methyl - 4 - phenyl - 5 - ( phenyl or cycloalkyl) carbamoyl - 1,2,3, 4 - tetrahydropyrimidin- 2 - one derivatives as antitubercular agents

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0104] Example 1: N-(3-chlorophenyl)-4-(2,4-dichlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5 - amides. (1)

[0105] Synthesized using Experimental Procedure Method "A". (3-Chloroacetylacetylanilide, 2,4-dichlorobenzaldehyde)

[0106] Yield: 46%; melting point (m.p.) 201-202°C; infrared spectrum (IR) (KBr, cm-1): 3227, 2953, 1703, 1680, 1472, 1236, 772; 1 H NMR spectrum ( 1 H NMR) (400MHz, DMSO-d6) δppm 1.71 (s, 3H, CH3), 5.49 (s, 1H, CH) 7.02-7.53 (m, 7H, Ar-H), 7.6 (s, 1H, NH), 8.95 (s, 1H, NH) 9.45 (s, 1H, NH).

Embodiment 2

[0107] Example 2: N-(4-nitro-phenyl)-4-(2,4-dichloro-phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro Pyrimidine-5-amide. (2)

[0108] Synthesized using Experimental Procedure Method "A". (3-Nitroacetylacetoanilide, 2,4-dichlorobenzaldehyde)

[0109] Yield: 55%; Melting point (m.p.) 225-227°C; Infrared spectrum (IR) (KBr, cm-1): 3375, 2924, 1693, 1545, 1237, 756; 1 H NMR spectrum ( 1 H NMR) (400MHz, DMSO-d6) δppm2.05 (s, 3H, CH3), 5.78 (s, 1H, CH), 7.42-8.17 (m, 7H, Ar-H), 7.69 (s, 1H, NH ), 9.03 (s, 1H, NH), 10.32 (s, 1H, NH).

Embodiment 3

[0110] Example 3: N-(2,3-dichloro-phenyl)-4-(2,4-dichloro-phenyl)-6-methyl-2-oxo-1,2,3,4- Tetrahydropyrimidine-5-amide. (3)

[0111] Synthesized using Experimental Procedure Method "A". (2,3-dichloroacetoacetanilide, 2,4-dichlorobenzaldehyde) yield: 60%; melting point (m.p.) 264-266°C; infrared spectrum (IR) (KBr, cm-1): 3286 ,2928,1707,1458,1214,765; 1 H NMR spectrum ( 1 H NMR) (400MHz, DMSO-d6) δppm 2.14 (s, 3H, CH3), 5.74 (s, 1H, CH), 7.36-7.70 (m, 6H, Ar-H), 7.46 (s, 1H, NH) , 8.95(s,1H,NH), 9.45(s,1H,NH).

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 present invention discloses antitubercular compounds selected from tetrahydropyrimidones / tetrahydrothiopyrimidone derivatives of Formula (1) and its pharmaceutically acceptable salts for the treatment of Mycobacterium in the dormant phase. Formula (1) wherein, R is H, halogen, dihalogen, O-alkyl, di- O-alkyl, R1 is phenyl, chlorophenyl, nitrophenyl, diclorophenyl, cycloalkyl, preferably cyclohexyl, X is O or S.

Description

technical field [0001] The present invention relates to compounds of formula 1 which exhibit anti-tuberculosis activity. In particular, the invention relates to compounds which exhibit anti-tuberculosis properties during the dormant phase of mycobacteria, and to methods of preparing these compounds. [0002] [0003] chemical formula 1 [0004] Wherein, R is H, halogen, dihalogenated, O-alkyl, di-O-alkyl, R 1 is phenyl, chlorophenyl, nitrophenyl, dichlorophenyl, cycloalkyl preferably cyclohexyl, and X is O or S. Background technique [0005] As we all know, about 8 million people suffer from tuberculosis every year, and 2 million people die from tuberculosis every year. The Indian population has the highest incidence rate, with up to 1.8 million people affected by TB. The neglect of TB control programs has led to a resurgence of TB as HIV infection rises. From 2000 to 2004, the emergence of drug-resistant strains also contributed to this new epidemic, with 20% of TB ...

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): C07D239/22A61K31/513A61P31/06
CPCC07D239/22A61P31/06
Inventor 迪曼·萨卡萨帕·萨卡罗西特·拉曼什·罗什维杰·穆里德哈·凯德卡拉古维尔·拉马卡恩特·彼苏莱恩卡埃文斯·克利夫顿·科蒂纽阿纳米克·坎蒂拉尔·沙哈
Owner COUNCIL OF SCI & IND RES
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