# US 4,397,784 A · Inhibitors of transpeptidase

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- Number: US 4,397,784 A
- Document ID: US4397784A
- Status: Granted
- Kind: A
- Application number: 06/336,808
- Filed: 1982-01-04
- Granted: 1983-08-09
- Earliest claimed: 1980-11-07
- Assignees: Abbott Laboratories
- Inventors: Daniel T. Chu
- Web page: https://patentgrep.com/patent/US4397784A

## CPC

- C07D 477/24: with hetero atoms or carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 6
- C07D 205/08: with one oxygen atom directly attached in position 2, e.g. beta-lactams
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

New .beta.-lactams of the general structure: ##STR1## wherein X=O or S; R represents H, loweralkyl, acyl, aryl, or arylloweralkyl; R' is hydrogen, loweralkoxy, loweralkoxyalkyl, loweralkyl, phenylthio or loweralkylmercapto; R" is hydrogen or loweralkyl; and the broken line represents an optional double bond, and certain esters thereof. All compounds are effective antibacterials.

## Claims

### Claim 1

A compound of the formula ##STR6## wherein X=O or S; R represents H, loweralkyl, phenacetyl, phenoxyacetyl, cyanoacetyl, thenylacetyl, p-sulfophenacetyl, N-benzoylglycylphenylglycyl, a moiety of the formula ##STR7## wherein Y is O or NOR", a mercaptoacetyl of the formula R.degree.SCH.sub.2 CO- wherein R.degree. is phenyl, 4-pyridyl, 2-chloro-2-butenyl, allyl or n-butyl, phenyl, phenylloweralkyl, substituted phenyl or substituted phenylloweralkyl, wherein substituted phenyl is a phenyl moiety substituted with one or more groups independently selected from hydroxy, loweralkoxy, amino, nitro, halo, loweralkyl or phenylloweralkyl; R' is hydrogen, loweralkoxy, loweralkoxyalkyl, loweralkyl, phenylthio or loweralkylmercapto; R" is hydrogen or loweralkyl; and the broken line represents an optional double bond, and acyloxymethyl esters thereof.

### Claim 2 (depends on 1)

An unsaturated compound of claim 1 wherein R is H.

### Claim 3 (depends on 2)

A compound of claim 2 wherein each R" is methyl.

### Claim 4 (depends on 3)

A compound of claim 3 wherein R' is PhS.

### Claim 5 (depends on 4)

The compound of claim 4 wherein X is O.

### Claim 6 (depends on 5)

The 2-pivaloxymethyl ester of the compound of claim 5.