154590-65-5

Basic information

• Product Name: 1-Piperazinecarboxylic acid, 4-[4-[(5S)-5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorophenyl]-, 1,1-dimethylethyl ester
• CAS NO: 154590-65-5
• Molecular Formula: C21H29FN4O5
• Molecular Weight: 436.483
• Mol File: 154590-65-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-Piperazinecarboxylic acid, 4-[4-[(5S)-5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorophenyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Piperazinecarboxylic acid, 4-[4-[(5S)-5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorophenyl]-, 1,1-dimethylethyl ester(154590-65-5)
• EPA Substance Registry System: 1-Piperazinecarboxylic acid, 4-[4-[(5S)-5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorophenyl]-, 1,1-dimethylethyl ester(154590-65-5)

Safety Data

• Hazardous Substances Data: 154590-65-5(Hazardous Substances Data)

Usage

Molecular weight

391.39 g/mol

Chemical structure

An ester derivative of piperazinecarboxylic acid with a 4-(4-oxazolidinone) and 2-fluorophenyl ring substitution.

Pharmacological properties

Potential as an antiviral agent, particularly against HIV, due to its ability to inhibit the viral protease enzyme. Exhibits antibacterial and antifungal properties.

Therapeutic potential

Promise as a candidate for the development of new antimicrobial drugs. May have potential for use in the treatment of cancer or autoimmune diseases.

Need for further research

To fully explore its pharmacological properties and potential therapeutic uses.

Upstream product

• 268209-15-0 tert-butyl 4-(4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenyl)piperazine-1-carboxylate 
• 108-24-7 acetic anhydride 
• 183905-31-9 N-[(2S)-2-acetoxy-3-chloropropyl]acetamide 
• 154590-64-4 (S)-N-[3-[3-fluoro-4-[N-t-butoxycarbonylpiperazin-1-yl]phenyl]-2-oxooxazolidin-5-ylmethyl]azide 
• 154590-33-7 1-(2-fluoro-4-nitrophenyl)piperazine 
• 369-34-6 3,4-difluoronitrobenzene 
• 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 
• 154590-62-2 (R)-tert-butyl-4-(2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl)phenyl)piperazine-1-carboxylate 
• 154590-34-8 4-(2-fluoro-4-nitrophenyl)-piperazine-1-carboxylic acid tert butyl ester 
• 154590-35-9 tert-butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate 

Downstream Products

• 392659-24-4 N-(3-{3-fluoro-4-[4-(5-formyl-furan-2-ylmethyl)-piperazin-1-yl]-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide 
• 548762-76-1 N-(3-{3-fluoro-4-[4-(5-hydroxymethyl-furan-2-ylmethyl)-piperazin-1-yl]-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide 
• 548762-73-8 N-[3-(3-fluoro-4-{4-[5-(hydroxyimino-methyl)-furan-2-ylmethyl]-piperazin-1-yl}-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide 
• 665011-78-9 (S)-N-[3-[3-fluoro-4-(4-(4-nitrophenyl)carbamidopiperazin-1-yl)phenyl]-2-oxooxazolidin-5-methyl]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.

Synthesis and SAR of novel oxazolidinones: Discovery of ranbezolid

Novel oxazolidinones were synthesized containing a number of substituted five-membered heterocycles attached to the 'piperazinyl-phenyl-oxazolidinone' core of eperezolid. Further, the piperazine ring of the core was replaced by other diamino-heterocycles.