117707-40-1

Basic information

• Product Name: Desmethyl Levofloxacin
• Synonyms: (3S)-9-Fluoro-2,3-dihydro-3-methyl-7-oxo-10-(1-piperazinyl)-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid;Desmethyl Levofloxacin;DN 5455;(S)-9-fluro-3-Methyl-10-(piperazin-1-yl)-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid;Levofloxacin Related CoMpound A;Levofloxacin Related Compound A (25 mg) ((S)-9-fluro-3-methyl-10-(piperazin-1-yl)-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid);N-DesMethyl Levofloxacin (USP RC A);Levofloxacin USP Related CoMpound A
• CAS NO: 117707-40-1
• Molecular Formula: C₁₇H₁₈FN₃O₄
• Molecular Weight: 347.3409232
• Product Categories: Chiral Reagents;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 117707-40-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 600.714°C at 760 mmHg
• Flash Point: 317.101°C
• Appearance: /
• Density: 1.517g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.677
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Aqueous Acid (Slightly, Sonicated), Aqueous Base (Slightly, Sonicated), DMSO (Sl
• PKA: 5.19±0.40(Predicted)
• BRN: 6161512
• CAS DataBase Reference: Desmethyl Levofloxacin(CAS DataBase Reference)
• NIST Chemistry Reference: Desmethyl Levofloxacin(117707-40-1)
• EPA Substance Registry System: Desmethyl Levofloxacin(117707-40-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 117707-40-1(Hazardous Substances Data)

Usage

Description

Desmethyl Levofloxacin is a metabolite and degradation product of Levofloxacin, a synthetic broad-spectrum antibiotic belonging to the fluoroquinolone class. It possesses antibacterial properties and is formed during the metabolism of Levofloxacin in the body.

Uses

Used in Pharmaceutical Industry:
Desmethyl Levofloxacin is used as an impurity with antibacterial properties for the development and manufacturing of Levofloxacin-based medications. Its presence in Levofloxacin formulations contributes to the overall antibacterial activity and effectiveness of the drug against various bacterial infections.

InChI:InChI=1/C17H18FN3O4/c1-9-8-25-16-13-10(15(22)11(17(23)24)7-21(9)13)6-12(18)14(16)20-4-2-19-3-5-20/h6-7,9,19H,2-5,8H2,1H3,(H,23,24)/t9-/m0/s1

Upstream product

• 106939-34-8 ethyl (S)-(-)-9,10-Difluoro-3-Methyl-7-Oxo-2,3-Dihydro-7H-Pyrido[1,2,3-de]-[1,4]Benzoxazine-6-Carboxylate 
• 110548-04-4 (-)-ethyl 2-<<<(R)-1-hydroxyprop-2-yl>amino>methylene>-3-oxo-3-(2,3,4,5-tetrafluorophenyl)propionate 
• 94695-50-8 ethyl 3-(2,3,4,5-tetrafkuorophenyl)-3-oxopropanoate 
• 110-85-0 piperazine 
• 100986-89-8 levofloxacin Q-acid 
• 60-29-7 diethyl ether 
• 100986-85-4 levofloxacin 

Downstream Products

• 100986-85-4 levofloxacin 
• 1422376-36-0 (S)-9-fluoro-3,7-dihydro-3-methyl-10-(4-((oxiran-2-yl)methyl)piperazin-1-yl)-7-oxo-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid 
• 1422376-42-8 (S)-9-fluoro-3,7-dihydro-10-(4-(2-hydroxy-3-(phenylamino)propyl)piperazin-1-yl)-3-methyl-7-oxo-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid 
• 1422376-41-7 (S)-10-(4-(3-(benzylamino)-2-hydroxypropyl)piperazin-1-yl)-9-fluoro-3,7-dihydro-3-methyl-7-oxo-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid 

Relevant articles and documents

Nano-Fe3 O4@ZrO2-SO3 H as highly efficient recyclable catalyst for the green synthesis of fluoroquinolones

Nano-Fe3 O4 @ZrO2-SO3 H (n-FZSA), was utilized as a magnetic catalyst for the synthesis of various fluoroquinolone compounds. These compounds were prepared by the direct amination of 7-halo-6-fluoroquinolone-3-carboxylic acids with piperazine derivatives and (4aR,7aR)-octahydro-1H-pyrrolo[3,4-b] pyridine in water. The results showed that n-FZSA exhibited high catalytic activity towards the synthesis of fluoroquinolone derivatives, giving the desired products in high yields. Furthermore, the catalyst was recyclable and could be used at least seven times without any discernible loss in its catalytic activity. Overall, this new catalytic method for the synthesis of fluoroquinolone derivatives provides rapid access to the desired compounds in refluxing water following a simple work-up procedure, and avoids the use of organic solvents.

Conventional and microwave-assisted synthesis of quinolone carboxylic acid derivatives

Various antibacterial fluoroquinolone compounds are synthesized by the direct amination of 7-halo-6-fluoroquinolone-3-carboxylic acids with a variety of piperazine derivatives and (4aR,7aR)-octahydro-1H-pyrrolo[3,4-b]pyridine using microwave under different reaction conditions. Solvent free high yield microwave synthesis of antibacterial fluoroquinolone compounds is convenient, rapid and environmentally friendly method.

Crystal structure-based selective targeting of the pyridoxal 5?-phosphate dependent enzyme kynurenine aminotransferase II for cognitive enhancement

Fluctuations in the brain levels of the neuromodulator kynurenic acid may control cognitive processes and play a causative role in several catastrophic brain diseases. Elimination of the pyridoxal 5?-phosphate dependent enzyme kynurenine aminotransferase II reduces cerebral kynurenic acid synthesis and has procognitive effects. The present description of the crystal structure of human kynurenine aminotransferase II in complex with its potent and specific primary amine-bearing fluoroquinolone inhibitor (S)-(?)-9-(4-aminopiperazin-1-yl)-8- fluoro-3-methyl-6-oxo-2,3-dihydro-6H-1-oxa-3a-azaphenalene-5-carboxylic acid (BFF-122) should facilitate the structure-based development of cognition-enhancing drugs. From a medicinal chemistry perspective our results demonstrate that the issue of inhibitor specificity for highly conserved PLP-dependent enzymes could be successfully addressed.