US 7,001,895 B2 · Prostaglandin endoperoxide H synthase biosynthesis inhibitors

Abstract

The present invention describes pyridazinone compounds of formula I which are cyclooxygenase (COX) inhibitors, and in particular, are selective inhibitors of cyclooxygenase-2 (COX-2). COX-2 is the inducible isoform associated with inflammation, as opposed to the constitutive isoform, cyclooxygenase-1 (COX-1) which is an important “housekeeping” enzyme in many tissues, including the gastrointestinal (GI) tract and the kidneys. The selectivity of these compounds for COX-2 minimizes the unwanted GI and renal side-effects seen with currently marketed non-steroidal anti-inflammatory drugs (NSAIDs).

Claims6

Dependent claims

A compound of formula I:

or a pharmaceutically acceptable salt or ester thereof, wherein:
X is selected from the group consisting of O;
R is a phenyl optionally substituted with 1, 2, 3, 4, or 5 substituents each independently selected from the group consisting of halogen, alkyl, and haloalkyl;
R1 is selected from the group consisting of phosphonatoalkoxy, carboxyalkylcarbonyloxyalkoxy, and aminoalkylcarbonyloxyalkoxy;
R3 is hydrogen;
R2 is a group of the structure:
X1 is S(O)2;
X2 is selected from the group consisting of hydrogen, halogen, and alkyl;
and
R9 is selected from the group consisting of alkyl and amino.

7 more elements

Dependencies are inferred from the claim text.

Facts

Application

10/417,959Filed 17 Apr 2003 · division

Priority

22 Aug 1997

Published

US 2003/0225276 A14 Dec 2003

Granted

21 Feb 2006

Term ends

Not estimatedThe source records don’t support an estimate.

Classification6 codes

C07D 405/04
Containing two hetero rings: directly linked by a ring-member-to-ring-member bond
A61P 35/00
Antineoplastic agents
C07D 237/14
With hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals,…:…
C07D 409/04
Containing two hetero rings: directly linked by a ring-member-to-ring-member bond

Family

Application60/056,733Us provisional application · filed 22 Aug 1997

Application09/129,570Parent of this continuation-in-part · filed 5 Aug 1998

Application09/179,605Parent of this continuation-in-part · filed 27 Oct 1998

Application09/261,872Parent of this continuation-in-part · filed 3 Mar 1999

Application09/427,768Parent of this division · filed 27 Oct 1999

Application09/870,838Parent of this division · filed 31 May 2001

US 2003/0225276 A1Pre-grant publication · published 4 Dec 2003

US 6,307,047 B1Parent of this division

Application09/427,768Parent of this continuation-in-part

US 2002/0028938 A1Published application

US 7,001,895 B2This patent

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

Prostaglandin endoperoxide H synthase biosynthesis inhibitors

Life of this patent

Prostaglandin endoperoxide H synthase biosynthesis inhibitors

Life of this patent

Abstract

Claims6