154590-66-6

Basic information

• Product Name: (S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide
• Synonyms: (S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide;Acetamide,N-[[(5S)-3-[3-fluoro-4-(1-piperazinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]-
• CAS NO: 154590-66-6
• Molecular Formula: C₁₆H₂₁FN₄O₃
• Molecular Weight: 336.3613432
• EINECS: -0
• Mol File: 154590-66-6.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 587.3±50.0 °C(Predicted)
• Appearance: /
• Density: 1.273±0.06 g/cm3(Predicted)
• PKA: 15.53±0.46(Predicted)
• CAS DataBase Reference: (S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide(154590-66-6)
• EPA Substance Registry System: (S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide(154590-66-6)

Safety Data

• Hazardous Substances Data: 154590-66-6(Hazardous Substances Data)

Usage

General Description

(S)-N-((3-(3-Fluoro-4-piperazin-1-ylphenyl)-2-oxooxazolidin-5-yl)Methyl)-acetaMide, also known as L-Alanosine, is a chemical compound that belongs to the class of acyclic compounds and organic compounds. It is a potent antitumor agent and has shown promising results in preclinical studies as a potential treatment for various types of cancer. L-Alanosine works by inhibiting the enzyme adenosine kinase, which plays a key role in the synthesis of DNA and RNA in cancer cells. This inhibitory action results in the disruption of nucleic acid synthesis and ultimately leads to the death of cancer cells. L-Alanosine is currently being studied for its therapeutic potential in the treatment of solid tumors and hematological malignancies, and it may hold promise as a novel anticancer drug in the future.

Upstream product

• 369-34-6 3,4-difluoronitrobenzene 
• 212694-67-2 3-fluoro-4-(piperazin-1-yl)benzenamine 
• 174649-05-9 (S)-N-[[3-[3-fluoro-4-[4-carbobenzoxypiperazin-1-yl]phenyl]-2-oxo-5-oxazolidinyl]methyl]phthalimide 
• 239438-48-3 (R)-[N-3-[3-fluoro-4-[N-1-(4-carbobenzoxy)piperazinyl]-phenyl]-2-oxo-5-oxazolidinyl]methyl azide 
• 1281885-30-0 (R)-benzyl 4-(2-fluoro-4-(2-oxo-5-(tosyloxymethyl)oxazolidin-3-yl)phenyl)piperazine-1-carboxylate 
• 1281885-22-0 3-fluoro-4-piperazin-1-yl-phenylamine dihydrochloride 
• 174649-03-7 N-carbobenzoxy-3-fluoro-4-(N-carbobenzoxypiperazin-1-yl)aniline 
• 174649-04-8 (R)-[N-3-[3-fluoro-4-[N-1-(4-carbobenzoxy)piperazinyl]-phenyl]-2-oxo-5-oxazolidinyl]methanol 
• 198410-25-2 (S)-N-(3-(3-fluoro-4-((N-4-carbobenzoxy)piperazin-1-yl)phenyl)-2-oxo-oxazolidin-5-yl)methylamine 
• 183905-31-9 N-[(2S)-2-acetoxy-3-chloropropyl]acetamide 
• 183805-10-9 N-[(2S)oxiranylmethyl]acetamide 
• 154590-33-7 1-(2-fluoro-4-nitrophenyl)piperazine 
• 154590-63-3 [N-3-(1-tert-butoxycarbonyl)-4-(2-fluoro-4-piperazinyl)-2-oxo-5-oxazolidinyl]methyl methanesulfonate 
• 154590-36-0 tert-butyl 4-(4-(benzyloxycarbonyl)-2-fluorophenyl)piperazine-1-carboxylate 

Downstream Products

• 174649-08-2 N-((S)-3-{4-[4-(2-Benzyloxy-acetyl)-piperazin-1-yl]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide 

Relevant articles and documents

Oxazolidinone compound containing piperazine hydrazone structure

The invention discloses an oxazolidinone compound containing a piperazine hydrazone structure. The oxazolidinone compound comprises a compound shown as a general formula (I), or stereisomer thereof, or pharmaceutically-acceptable salt thereof, or solvate thereof or prodrug thereof, wherein R1 is hydrogen, fluorine, chlorine or trifluoromethyl, R2 is -NHCOCH3 or -OH, R3 is Ar which is C5-C10 aryl substituted by any 1-3 R4 and heteroaryl, and R4 is hydrogen, hydroxyl, halogen, nitro, amino, cyan, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkyl substituted by hydroxyl, amino or halogen, C1-C6 alkoxy substituted by hydroxyl, amino or halogen, amino substituted by mono- or bi-(C1-C6 alkyl), C1-C6 alkyl amido, free, salty, esterified and amidated hydroxyl, C1-C6 alkyl sulfinyl, C1-C6 alkyl sulfonyl, C1-C6 alkyl acyl and carbamoyl. The oxazolidinone compound can be used for preparing drug for treating microbial infection.

An azido-oxazolidinone antibiotic for live bacterial cell imaging and generation of antibiotic variants

An azide-functionalised analogue of the oxazolidinone antibiotic linezolid was synthesised and shown to retain antimicrobial activity. Using facile 'click' chemistry, this versatile intermediate can be further functionalised to explore antimicrobial structure-activity relationships or conjugated to fluorophores to generate fluorescent probes. Such probes can report bacteria and their location in a sample in real time. Modelling of the structures bound to the cognate 50S ribosome target demonstrates binding to the same site as linezolid is possible. The fluorescent probes were successfully used to image Gram-positive bacteria using confocal microscopy.

Anti-tubercular agents. Part 6: Synthesis and antimycobacterial activity of novel arylsulfonamido conjugated oxazolidinones

As a part of investigation of new anti-tubercular agents in this laboratory, herein we describe the synthesis of a new class of arylsulfonamido conjugated oxazolidinones. The in vitro activity of these conjugated (6a-f, 7a-d, 9a-c and 11a-c) molecules aga