104142-93-0

Basic information

• Product Name: Norfloxacin hydrochloride
• Synonyms: 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid hydrochloride;Norfloxacin hydrochloride;Hydrochloric acid norfloxacin;1-ethyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid,hydrochloride
• CAS NO: 104142-93-0
• Molecular Formula: C16H18FN3O3.HCl
• Molecular Weight: 355.79
• Product Categories: Pharmacutical raw materials
• Mol File: 104142-93-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 220 °C
• Boiling Point: 573.8oC at 760 mmHg
• Flash Point: 300.8oC
• Appearance: /
• Vapor Pressure: 5.26E-14mmHg at 25°C
• Solubility: insoluble in EtOH; ≥27.3 mg/mL in H2O; ≥5.05 mg/mL in DMSO with gentle warming
• CAS DataBase Reference: Norfloxacin hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Norfloxacin hydrochloride(104142-93-0)
• EPA Substance Registry System: Norfloxacin hydrochloride(104142-93-0)

Safety Data

• Hazardous Substances Data: 104142-93-0(Hazardous Substances Data)

Usage

Biological Activity

norfloxacin hydrochloride is a broad-spectrum antibiotic that is active against both gram-positive and gram-negative bacteria, which functions by inhibiting dna gyrase.

InChI:InChI=1/C16H18FN3O3.ClH/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20;/h7-9,18H,2-6H2,1H3,(H,22,23);1H

Upstream product

• 110-85-0 piperazine 
• 68077-26-9 7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 70458-94-5 1-ethyl-6-fluoro-7-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester 
• 75073-15-3 ethyl 7-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline 3-carboxylate 
• 70458-96-7 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid 
• 127142-90-9 7-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 100505-08-6 1-ethyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid,ethyl ester 
• 121873-01-6 6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester 
• 318685-01-7 ethyl 4-chloro-6,7-difluoroquinoline-3-carboxylate 

Downstream Products

• 1393937-97-7 7-(4-(N-(3-chlorophenylsulfonyl)carbamimidoyl)piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1393937-95-5 1-ethyl-6-fluoro-4-oxo-7-(4-(N-(2-(trifluoromethyl)phenylsulfonyl)carbamimidoyl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid 
• 1393937-93-3 7-(4-(N-(2-chlorophenylsulfonyl)carbamimidoyl)piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1393937-90-0 1-ethyl-6-fluoro-4-oxo-7-(4-(N-(4-(trifluoromethyl)phenylsulfonyl)carbamimidoyl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid 
• 1393937-87-5 7-(4-(N-(4-chlorophenylsulfonyl)carbamimidoyl)piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1393937-84-2 1-ethyl-6-fluoro-4-oxo-7-(4-(N-tosylcarbamimidoyl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid 
• 1393937-82-0 1-ethyl-6-fluoro-4-oxo-7-(4-(N-(phenylsulfonyl)carbamimidoyl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid 

Relevant articles and documents

Developing ciprofloxacin analogues against plant DNA gyrase: A novel herbicide mode of action

Ciprofloxacin has been shown to exhibit potent herbicidal activity through action against plant DNA gyrase, presenting a novel mode of action. Analogues of ciprofloxacin have been prepared with increased herbicidal activity and diminished antibacterial activity, compared to ciprofloxacin, as demonstrated using model systems.

Preparation method of quinolone carboxylic acid derivative or phthalazinone carboxylic acid derivative

The invention belongs to the field of pharmaceutical chemicals, relates to a preparation method of a quinolone carboxylic acid derivative or a phthalazinone carboxylic acid derivative, and particularly relates to a preparation method of a 7-substituted-3-quinolone carboxylic acid derivative or a 7-substituted-1,5-phthalazinone carboxylic acid derivative. The preparation method comprises the following steps: (1) in an organic solvent, carrying out coupling reaction on a boron chelate II and organic amine III in the presence of an organosilicon compound to obtain a compound IV; and (2) mixing the compound IV with hydrochloric acid, and then filtering and separating the precipitated compound I. Compared with conventional methods, the preparation method provided by the invention has the advantages that the conditions are milder, the hydrolysis of the substrate quinoline carboxylic acid boric acid ester can be reduced, and meanwhile, the influence of a byproduct HF on the product purity is avoided. The method is high in yield and high in purity; compared with the traditional alkali, the organic silicon is more suitable for industrial preparation of the 7-substituted-3-quinolone carboxylic acid derivative or the 7-substituted-1,5-phthalazinone carboxylic acid derivative.

An expeditious synthesis of quinolone antibacterials

A facile and rapid synthesis of ciprofloxacin under microwave irradiation is described. The product ciprofloxacin was isolated and the impurity was characterized as the product of substitution of fluorine instead of chlorine in acid 1. Similarly norfloxacin was synthesized.