91177-27-4

Basic information

• Product Name: 5-Oxa-1-azabicyclo 4.2.0 oct-2-ene-2-carboxylic acid, 3-(chloroMethyl)-7- (4-Met
• Synonyms: 5-Oxa-1-azabicyclo 4.2.0 oct-2-ene-2-carboxylic acid, 3-(chloroMethyl)-7- (4-Met;(6R,7R)-3-(Chloromethyl)-7-[(4-methylbenzoyl)amino]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester;5-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(chloromethyl)-7-[(4-methylbenzoyl)amino]-8-oxo-, diphenylmethyl ester, (6R,7R)-;(6R,7R)-3-(Chloromethyl)-7-[(4-methylbenzoyl)amino]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenyl
• CAS NO: 91177-27-4
• Molecular Formula: C₂₉H₂₅ClN₂O₅
• Molecular Weight: 516.97
• Mol File: 91177-27-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Oxa-1-azabicyclo 4.2.0 oct-2-ene-2-carboxylic acid, 3-(chloroMethyl)-7- (4-Met(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Oxa-1-azabicyclo 4.2.0 oct-2-ene-2-carboxylic acid, 3-(chloroMethyl)-7- (4-Met(91177-27-4)
• EPA Substance Registry System: 5-Oxa-1-azabicyclo 4.2.0 oct-2-ene-2-carboxylic acid, 3-(chloroMethyl)-7- (4-Met(91177-27-4)

Safety Data

• Hazardous Substances Data: 91177-27-4(Hazardous Substances Data)

Usage

General Description

5-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(chloromethyl)-7-(4-methyl-1-piperazinyl)-, 1,1-dimethylethyl ester (also known as piperacillin) is a semisynthetic penicillin derivative belonging to the ureidopenicillin group of antibiotics. It is commonly used in the treatment of a wide range of bacterial infections, including urinary tract, respiratory, and skin infections. Piperacillin works by inhibiting the biosynthesis of the bacterial cell wall, resulting in the disruption of bacterial cell growth and eventual death. Due to its broad spectrum of activity and effectiveness against many multi-drug resistant bacteria, piperacillin is often used in combination with a beta-lactamase inhibitor to enhance its activity and extend its spectrum of action. However, it is important to note that piperacillin can cause allergic reactions in some individuals and should be used with caution in patients with a history of penicillin allergy.

Upstream product

• 67977-95-1 diphenylmethyl 6β-(4-toluamido)penicillate 1-oxide 
• 104101-66-8 diphenylmethyl 6β-(4-toluamido)penicillanate 
• 91-01-0 1,1-Diphenylmethanol 
• 68313-81-5 diphenylmethyl (2R,6R,7R)-3-methylene-7-[(4-methylbenzoyl)amino]-8-oxo-5-oxa-1-azabicyclo[4.2.0]octane-2-carboxylate 
• 67978-05-6 C₂₉H₂₆N₂O₄ 
• 82468-41-5 C₂₉H₂₈N₂O₅S 
• 17028-66-9 6β-(4-toluamido)penicillanic acid 

Downstream Products

• 1370637-62-9 C₁₇H₁₈F₂N₃O₆S⁽¹⁺⁾*I^(1-) 
• 134237-56-2 (6R,7R)-benzhydryl (7-(2-difluoromethylthio)acetamido)-3-(chloromethyl)-7-methoxy-8-oxo-5-oxa-1-aza-bicyclo[4,2,0]oct-2-ene-2-carboxylate 
• 1370637-72-1 C₃₀H₂₆Cl₂N₂O₆S 
• 1370637-75-4 C₃₀H₂₅Cl₃N₂O₆S 
• 1370637-57-2 C₃₀H₂₈F₂N₃O₆S⁽¹⁺⁾*I^(1-) 
• 1370637-79-8 C₃₃H₃₂F₂N₃O₆S⁽¹⁺⁾*I^(1-) 
• 1370637-82-3 C₃₁H₂₈F₂N₅O₆S⁽¹⁺⁾*I^(1-) 
• 1370637-86-7 C₃₅H₃₁ClN₃O₆S⁽¹⁺⁾*I^(1-) 
• 1370637-89-0 C₃₈H₃₅ClN₃O₆S⁽¹⁺⁾*I^(1-) 
• 1370637-91-4 C₃₆H₃₁ClN₅O₆S⁽¹⁺⁾*I^(1-) 
• 1370638-03-1 C₂₀H₂₂F₂N₃O₆S⁽¹⁺⁾*I^(1-) 
• 1370637-94-7 C₃₅H₃₀Cl₂N₃O₆S⁽¹⁺⁾*I^(1-) 
• 1370637-97-0 C₃₈H₃₄Cl₂N₃O₆S⁽¹⁺⁾*I^(1-) 
• 1370638-00-8 C₃₆H₃₀Cl₂N₅O₆S⁽¹⁺⁾*I^(1-) 

Relevant articles and documents

Preparation method of oxacephem mother nucleus

The invention discloses a preparation method of oxacephem mother nucleus. the method comprises the following steps: using a compound (I) as a raw material, firstly carrying out an oxidization reactionbetween the compound (I) and peroxide in an organic solvent, then letting the reaction product react with sodium thiosulfate, extracting a dichloromethane phase after the reaction, carrying out negative pressure distillation, and adding a crystallization solvent to obtain the final product oxacephem mother nucleus. The preparation method of the oxacephem mother nucleus has the following advantages: the preparation operation is simple; the raw materials for the preparation are cheap and easily available; the preparation cost is low; the reaction route is short; molar yield is high; the preparation method is easy for industrialization; and the purity of the prepared finished product (HPLC) can reach 99%.

Design, synthesis and antibacterial activity of novel 1-oxacephem analogs

A series of 1-oxacephem analogs were synthesized and their antibacterial properties against five strains of Gram-positive and Gram-negative bacteria were evaluated in vitro while ceftazidine was selected as control. Some of the tested compounds, compound 12c in particular, showed more active against three selected strains than the standard.