143818-85-3

Basic information

• Product Name: 4-[3,3-Diethyl-1-(2-methyl-benzylcarbamoyl)-4-oxo-azetidin-2-yloxy]-benzoic acid
• CAS NO: 143818-85-3
• Molecular Weight: 410.47
• Mol File: 143818-85-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-[3,3-Diethyl-1-(2-methyl-benzylcarbamoyl)-4-oxo-azetidin-2-yloxy]-benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[3,3-Diethyl-1-(2-methyl-benzylcarbamoyl)-4-oxo-azetidin-2-yloxy]-benzoic acid(143818-85-3)
• EPA Substance Registry System: 4-[3,3-Diethyl-1-(2-methyl-benzylcarbamoyl)-4-oxo-azetidin-2-yloxy]-benzoic acid(143818-85-3)

Safety Data

• Hazardous Substances Data: 143818-85-3(Hazardous Substances Data)

Upstream product

• 10166-09-3 (o-tolyl)acetyl chloride 
• 143818-55-7 3,3-diethyl-4-<<4-<(1,1-dimethylethoxy)carbonyl>phenyl>oxy>-2-azetidinone 
• 126997-07-7 3,3-diethyl-4-acetyloxy-azetidin-2-one 
• 56651-58-2 R-(+)-methylbenzyl isocyanate 
• 644-36-0 o-methylphenylacetic acid 
• 22014-15-9 1-acetoxy-2-ethyl-1-butene 
• 97-96-1 2-Ethylbutyraldehyde 

Relevant articles and documents

Orally Active β-Lactam Inhibitors of Leukocyte Elastase-1. Activity of 3,3-Diethyl-2-azetidinones

A thorough analysis of the mechanism of inhibition of human leukocyte elastase (HLE) by a monocyclic β-lactam and the mechanism of β-lactam hydrolysis led to the preparation of potent and highly stable inhibitors of HLE.This work led to the identification of 4--3,3-diethyl-1-carbonyl>-2-azetidinone (2) as the first orally active inhibitor of human leukocyte elastase (HLE).Analogs of 2 with different substituents on the urea N were synthesized and evaluated for their activity in vitro against HLE as well as in vivo in a hamster lung hemorrhage model.Compounds with a methyl or a methoxy group in the para position of the benzene ring were very potent in both assays.The results are discussed on the basis of the proposed model for the binding of this class of inhibitors to HLE and a possible mechanism of inhibition is presented.