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Synthesis and Elastase Inhibitory Activity of 6 alpha-chloro-2,2-dimethyl-3 Alpha-(Pivaloyloxy)methylpenam Sulfone, 6 alpha-chloro-2,2-dimethyl-3-exo-methylenepenam Sulfone, Benzyl and Methyl 6 Alpha-Substituted Penicillanate Sulfones

Synthesis and Elastase Inhibitory Activity of 6 alpha-chloro-2,2-dimethyl-3 Alpha-(Pivaloyloxy)methylpenam Sulfone, 6 alpha-chloro-2,2-dimethyl-3-exo-methylenepenam Sulfone, Benzyl and Methyl 6 Alpha-Substituted Penicillanate Sulfones

C E Boschetti, O A Mascaretti, J A Cricco, O A Roveri

Bioorg Med Chem. 1995 Jan;3(1):95-100.

PMID: 8612051

Abstract:

The triflates and pivalates of 3 alpha-hydroxymethyl-6-substituted-2,2-dimethylpenam sulfones 3, 5; methyl and benzyl 6-substituted penicillanates 6-9 and 3-exo-methylene-6-substituted-2,2-dimethylpenam sulfone 4 were synthesized. These novel compounds were evaluated as elastase inhibitors using porcine pancreatic elastase. The effects that structural modifications of substituents on C-3 and C-6 in the penam nucleus have on elastase activity were examined and several similarities and distinctions were identified when compared to the reported penicillin esters and amides elastase inhibitors.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP864079629	2,2-Dimethyl-3,6,9,12-tetraoxa-2-silatridecane		864079-62-9	Price

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