Antimicrobial quinolones, their compositions and uses

a technology of quinolones and quinolonyls, applied in the field of quinolones and quinolonyl antimicrobial compounds, can solve the problems of defying the art accepted structure/activity relationship of quinolones and quinolonyl compounds, and achieve the effects of reducing toxicity, improving pharmacology, and low susceptibility to microbial resistan

Inactive Publication Date: 2002-11-21
PROCTER & GAMBLE CO
View PDF0 Cites 28 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0026] It has been found that the compounds of this invention, and compositions containing these compounds, are effective antimicrobial agents against a broad range of pathogenic microorganisms with advantages in low susceptibility to microbial resistance, reduced toxicity, and improved pharmacology.

Problems solved by technology

Furthermore, we have found that these quinolone and quinolonyl compounds defy the art accepted structure / activity relationships.

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
  • Antimicrobial quinolones, their compositions and uses
  • Antimicrobial quinolones, their compositions and uses
  • Antimicrobial quinolones, their compositions and uses

Examples

Experimental program
Comparison scheme
Effect test

example a

Preparation of 7-[3R-(1-amino-methylethylpyrrolidinyl)]-1-cyclopropyl-1,4--dihydro-8-chloro-6-hydroxy-4-oxo-3-quinolinecarboxylic acid sulfate

[0106] Synthetic Pathway: 60

[0107] Procedures:

[0108] 3-Chloro-2,4-difluoro-bromobenzene

[0109] To a solution of 19 ml (0.135 mole) of diisopropylamine in 125 ml of tetrahydrofuran (THF) cooled at -20.degree. C. is added 80 ml of n-butyllithium (1.6 M in hexane). The temperature is raised to 0.degree. C. for 5 minutes and lowered to -78.degree. C. Then 25 g (0.129 mole) of 2,4-difluoro-bromobenzene is then added and the reaction is stirred at -65.degree. C. for 2 hours. Then, 25 ml (0.164 mole) of hexachloroacetone is added and the solution is warmed at room temperature. After evaporation of the solvent, the residue is distilled under vacuum to give the desired product.

[0110] 3-Chloro-2,4-difluorobenzoic acid

[0111] To a solution of 21.5 g (0.0945 mole) of 3-chloro-2,4-difluoro-brom-obenzene in 220 ml of ether at -78.degree. C. is added 59 ml of ...

example i

COMPOSITION EXAMPLE I

[0149] A tablet composition for oral administration, according to the present invention, is made comprising:

3 Component Amount Compound of Example 12 150 mg Lactose 120 mg Maize Starch 70 mg Talc 4 mg Magnesium Stearate 1 mg

[0150] Other compounds having a structure according to Formula 1 are used with substantially similar results.

composition example ii

[0151] A capsule containing 200 mg of active for oral administration, according to the present invention, is made comprising:

4 Component Amount (% w / w) Compound of Example 13 15% Hydrous Lactose 43% Microcrystalline Cellulose 33% Crosspovidone 3.3% Magnesium Stearate 5.7%

[0152] Other compounds having a structure according to Formula 1 are used with substantially similar results.

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

PropertyMeasurementUnit
temperatureaaaaaaaaaa
temperatureaaaaaaaaaa
temperatureaaaaaaaaaa
Login to view more

Abstract

Compounds having the general structure: which are effective antimicrobial agents.

Description

CROSS REFERENCE[0001] This application is a continuation application of copending U.S. application Ser. No. 09 / 929,943 filed August 2001, allowed Dec. 17, 2001 which is a continuation-in-part application of co-pending U.S. application Ser. No. 09 / 266,197 filed Mar. 10. 1999, which is a continuation-in-part of U.S. application Ser. No. 09 / 139,859, filed Aug. 25, 1998, abandoned, which claims priority under Title 35, United States Code 119(e) from Provisional Application Serial No. 60 / 058,891, filed Sep. 15, 1997.[0002] The subject invention relates to novel antimicrobial compounds, their compositions and their uses.[0003] The chemical and medical literature describes compounds that are said to be antimicrobial, i.e., capable of destroying or suppressing the growth or reproduction of microorganisms, such as bacteria. For example, such antibacterials and other antimicrobials are described in Antibiotics, Chemotherapeutics, and Antibacterial Agents for Disease Control (M. Grayson, edito...

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
Patent Type & Authority Applications(United States)
IPC IPC(8): C07D401/04
CPCC07D401/04
Inventor LEDOUSSAL, BENOITALMSTEAD, JI-IN KIMGRAY, JEFFREY LYLE
Owner PROCTER & GAMBLE CO
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap