221221-16-5

Basic information

• Product Name: 1-cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• Synonyms: 1-cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid;1-Cyclopropyl-7-fluoro-1,4-dihydro-8-Methoxy-4-oxo-3-quinolinecarboxylic Acid
• CAS NO: 221221-16-5
• Molecular Formula: C₁₄H₁₂FNO₄
• Molecular Weight: 277.25
• Mol File: 221221-16-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 463.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.519
• Storage Temp.: 2-8°C
• PKA: 6.44±0.50(Predicted)
• CAS DataBase Reference: 1-cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid(221221-16-5)
• EPA Substance Registry System: 1-cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid(221221-16-5)

Safety Data

• Hazardous Substances Data: 221221-16-5(Hazardous Substances Data)

Usage

Description

1-Cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid is a complex organic compound characterized by its unique molecular structure. It is a derivative of quinoline, a nitrogen-containing bicyclic compound, with specific modifications that include a cyclopropyl group, a fluorine atom, a methoxy group, and a carboxylic acid functional group. These structural features contribute to its potential applications in various fields.

Uses

1. Used in Pharmaceutical Industry:
1-Cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid is used as a reactant for the synthesis of 7-amino alkylidenyl-heterocyclic quinolones. These synthesized compounds serve as potent antibacterial agents, targeting and inhibiting bacterial growth effectively. The unique structural features of the starting material enable the development of new drugs with improved properties, such as enhanced activity against drug-resistant bacteria or reduced side effects.
2. Used in Chemical Research:
As a complex organic molecule, 1-cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid can also be utilized in chemical research for studying various reaction mechanisms, exploring new synthetic routes, and understanding the relationship between molecular structure and biological activity. Its unique structural features make it an interesting candidate for further investigation and potential application in other areas of chemistry and biology.

Upstream product

• 372-18-9 1,3-Difluorobenzene 
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• 28177-48-2 2,6-difluorophenol 
• 437-82-1 1,3-difluoro-2-methoxybenzene 
• 178974-97-5 2,4-difluoro-3-methoxy-benzoic acid 
• 221221-11-0 2,4-difluoro-3-methoxybenzoyl chloride 
• 951163-66-9 C₁₈H₁₇BFNO₈ 
• 221221-15-4 ethyl cyclopropyl-4-oxo-7-fluoro-8-methoxy-1,4-dihydroquinolin-3-carboxylate 

Downstream Products

• 951163-66-9 C₁₈H₁₇BFNO₈ 
• 926279-65-4 1-cyclopropyl-7-fluoro-8-hydroxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 

Relevant articles and documents

A method for preparing [...] chelate compound

The invention discloses a method for directly preparing a nemonoxacin chelate from nemonoxacin cyclization ester. According to the existing method, a reaction step is longer, and an amount of aftertreatment processes is larger, thus obviously prolonging the whole time of preparing nemonoxacin; and in addition, industrial production and environmental protection are not facilitated. The method comprises the following steps of: based on carboxylic acid anhydride or a mixed solvent of the carboxylic acid anhydride and carboxylic acid as a reaction solvent, adding boric acid or boric anhydride to carry out reaction; and adding the nemonoxacin cyclization ester into an obtained reaction solution to carry out chelation reaction, thus obtaining the nemonoxacin chelate. According to the preparation method, only one chelation reaction step exists, and a hydrolysis reaction process and complex aftertreatment operations thereof such as filtering and drying are saved, thus greatly shortening the whole time of preparing the nemonoxacin, and facilitating industrial production; and meanwhile, by avoiding the using of reagents such as concentrated hydrochloric acid and ethanol, the preparation method is economic and environment-friendly.

Novel Antibacterial Compounds

The invention relates to novel chimeric antibiotics of formula I wherein R1 is CH2NHCOR5, heteroarylmethyl, heteroaryloxymethyl or heteroarylaminomethyl;R2 is H, OH, OSO3H, OPO3H2, OCH2OPO3H2, OCOCH2CH2COOH, OCOR6;R3 is H or halogen;R4 is (C1-C3)alkyl, (C1-C3)haloalkyl or cycloalkyl;R5 is alkyl or haloalkyl; andR6 is the residue of a naturally occurring amino acid or of dimethylaminoglycine. These chimeric compounds are useful in the manufacture of medicaments for the treatment of infections (e.g. bacterial infections).

Coupling process for preparing quinolone intermediates

Process for making 7-cycloamino-1-cyclopropyl-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acids. Borate ester compounds suitable for use in such process.