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5-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(chloromethyl)-7-(4-methyl-1-piperazinyl)-, 1,1-dimethylethyl ester, commonly known as piperacillin, is a semisynthetic penicillin derivative that belongs to the ureidopenicillin group of antibiotics. It is characterized by its ability to inhibit the biosynthesis of the bacterial cell wall, leading to the disruption of bacterial cell growth and eventual death. Piperacillin is known for its broad-spectrum activity and effectiveness against a variety of multi-drug resistant bacteria.

91177-27-4

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91177-27-4 Usage

Uses

Used in Pharmaceutical Industry:
Piperacillin is used as an antibiotic for the treatment of a wide range of bacterial infections, including urinary tract infections, respiratory infections, and skin infections. Its broad-spectrum activity and effectiveness against multi-drug resistant bacteria make it a valuable asset in the fight against bacterial infections.
Used in Combination Therapy:
Due to the emergence of antibiotic-resistant bacteria, piperacillin is often used in combination with a beta-lactamase inhibitor, such as tazobactam, to enhance its activity and extend its spectrum of action. This combination therapy helps to overcome resistance mechanisms and improve the effectiveness of treatment against a broader range of bacterial infections.
Used in Hospital Settings:
Piperacillin is commonly used in hospital settings for the treatment of severe or life-threatening bacterial infections, particularly in intensive care units and other high-risk environments. Its broad-spectrum activity and ability to combat multi-drug resistant bacteria make it a crucial component of hospital antibiotic protocols.
Used in Research and Development:
As a semisynthetic penicillin derivative, piperacillin is also used in research and development for the discovery of new antibiotics and the study of bacterial resistance mechanisms. Understanding the properties and mechanisms of action of piperacillin can contribute to the development of more effective and targeted antibiotic therapies in the future.

Check Digit Verification of cas no

The CAS Registry Mumber 91177-27-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,1,1,7 and 7 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 91177-27:
(7*9)+(6*1)+(5*1)+(4*7)+(3*7)+(2*2)+(1*7)=134
134 % 10 = 4
So 91177-27-4 is a valid CAS Registry Number.

91177-27-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 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)-

1.2 Other means of identification

Product number -
Other names 5-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(chloromethyl)-7-[(4-methylbenzoyl)amino]-8-oxo-, diphenylmethyl ester, (6R-cis)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:91177-27-4 SDS

91177-27-4Relevant academic research and scientific papers

Preparation method of oxacephem mother nucleus

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Paragraph 0032-0041, (2019/08/17)

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%.

Synthesis method of oxacephem nucleus

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Paragraph 0035; 0039; 0043; 0047; 0048-0049; 0054-0057, (2019/04/06)

The invention discloses a synthesis method of oxacephem nucleus. The method comprises the steps: dissolving 1-oxycephalosporin-3-methylene (001) as a raw material by taking dichloromethane as a solvent, then, slowly introducing hydrogen chloride and oxygen after the raw material is dissolved, ending a reaction, regulating the pH value of a reaction feed liquid to 5.0-7.0 by using a sodium hydrogencarbonate solution with the mass percentage being 5%, carrying out extraction to obtain a dichloromethane phase, carrying out reduced pressure distillation, then, adding a crystal solvent to obtain oxacephem nucleus serving as a final product. The synthesis method disclosed by the invention is short in step, easy to realize, capable of omitting chlorine serving as a hazardous gas, little in environment pollution, high in process safety, high in product mole yield reaching up to 97% and suitable for industrial production.

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

He, Yi,Wu, Jian Bo,Lei, Fan,Chen, Pei,Hai, Li,Wu, Yong

, p. 407 - 410 (2012/05/20)

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.

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