US 8,273,720 B2 · 6,11-bicyclolides: bridged biaryl macrolide derivatives

Abstract

The present invention discloses compounds of formula I, or pharmaceutically acceptable salts, esters, or prodrugs thereof: which exhibit antibacterial properties. The present invention further relates to pharmaceutical compositions comprising the aforementioned compounds for administration to a subject in need of antibiotic treatment. The invention also relates to methods of treating a bacterial infection in a subject by administering a pharmaceutical composition comprising the compounds of the present invention. The invention further includes process by which to make the compounds of the present invention.

Claims32

Dependent claims

A compound of formula I:

or a pharmaceutically acceptable salt or ester thereof,
wherein Ar is selected from the group consisting of:
wherein A′ is oxo or NC(O)R2;
R1 is hydrogen, —C(O)R2, an amino acid residue, a peptide of 2 to 6 amino acid residues or (R3O)(R4O)P(O)—;
each R2 is independently selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted cycloalkyl or substituted or unsubstituted heterocycloalkyl;
each R3 and R4 is independently selected from hydrogen, substituted or unsubstituted alkyl or substituted or unsubstituted alkenyl;
Y is H or F, and
Rp is H or hydroxy protecting group.

5 more elements

Dependencies are inferred from the claim text.

Facts

Application

12/388,333Filed 18 Feb 2009 · continuation in part

Priority

17 Sep 2007

Published

US 2009/0075915 A129 Oct 2009

Granted

25 Sep 2012

Term ends

Not estimatedThe source records don’t support an estimate.

Classification2 codes

C07H 17/08
Heterocyclic radicals containing only oxygen as ring hetero atoms: hetero rings containing eight or more ring members, e.g. erythromycins
C07H
Sugars

Family

Application60/973,017Us provisional application · filed 17 Sep 2007

Application60/973,201Us provisional application · filed 18 Sep 2007

Application61/051,875Us provisional application · filed 9 May 2008

Application61/051,857Us provisional application · filed 9 May 2008

Application61/051,862Us provisional application · filed 9 May 2008

Application61/076,208Us provisional application · filed 27 Jun 2008

Application61/076,213Us provisional application · filed 27 Jun 2008

Application61/095,111Us provisional application · filed 8 Sep 2008

Application61/095,100Us provisional application · filed 8 Sep 2008

Application12/212,447Parent of this continuation-in-part · filed 17 Sep 2008

US 2009/0270457 A1Pre-grant publication · published 29 Oct 2009

US 2009/0075915 A1Published application

US 8,273,720 B2This patent

From the US filing history. Foreign family members aren’t listed.

6,11-bicyclolides: bridged biaryl macrolide derivatives

Life of this patent

6,11-bicyclolides: bridged biaryl macrolide derivatives

Life of this patent

Abstract

Claims32