US 6,653,340 B1 · Compounds useful in the complement, coagulat and kallikrein pathways and method for their preparation

Abstract

The present invention is concerned with new compounds, and particularly those having a fused bicyclic ring substituted with an amidine moiety. These compounds are each potent inhibitors of Factor D of the alternate pathway of complement, C1s of the classical pathway of complement, Factors Xa, XIIa, VIIa and thrombin of the coagulation pathway, plasmin in the fibrinolytic pathway, and kallikrein and high molecular weight kininogen in the inflammatory pathways. These proteases, which have serine in their active site, are called serine proteases and they are pivotal to most of the processes of inflammation and coagulation. In fact, these various systems are interactive with one another and it is difficult to activate one pathway without it influencing the others.

Claims19

Dependent claims

Compound formula (I) or (II):

wherein
G is O or
L is selected from the group consisting of the group L1 consisting of
and each member of said group can have 0, 1, 2 or 3 pendant groups selected from the group J1;
wherein
each J1 is individually selected from the group consisting of
H, halogen
CF3
alkyl groups, straight or branched chain, of 1-5 carbon atoms,
alkoxy groups having 1-5 carbon atoms,
aryl, and
heterocyclic;
Q1 is, C(═NH)NH2;
X1, X2 and X3 are each C;
Y is C(J2);
Z1 is O or S;
each J2 is individually selected from the group consisting of
H, halogen,
CF3, and
lower alkyl, straight or branched chain, of 1-5 carbon atoms;
each J3 is individually selected from the group consisting of
H, and
lower alkyl, straight or branched, of 1-5 carbon atoms;
and pharmaceutically acceptable salts thereof.

21 more elements

Dependencies are inferred from the claim text.

Facts

Application

09/647,154Filed 27 Sep 2000 · us provisional application

Priority

3 Jun 1997

Granted

25 Nov 2003

Term ends

Not estimatedThe source records don’t support an estimate.

Classification7 codes

C07D 277/68
Benzothiazoles: 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…
C07D 307/84
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 333/70
Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen: attached in position 2
C07D 407/12
Containing two hetero rings: linked by a chain containing hetero atoms as chain links

Compounds useful in the complement, coagulat and kallikrein pathways and method for their preparation

Life of this patent

Compounds useful in the complement, coagulat and kallikrein pathways and method for their preparation

Life of this patent

Abstract

Claims19