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US 6,777,425 B2Granted
Isoquinoline compounds having antiinfective activity
AssigneeGeneSoft Pharmaceuticals, Inc.
InventorsRoland W. Bürli, Peter Jones, Jacob A. Kaizerman, Wenhao Hu
Life of this patent
Estimating the term…
Abstract
Isoquinoline compounds having the formula where R1, R2, Y, m, n, and Z are as defined herein, bind to the minor groove of DNA and have antifungal and antibacterial activity.
Claims23
A compound according to the formula
- and the pharmaceutically acceptable salts thereof,
- wherein
- each R1 is independently H, F, Cl, Br, I, CN, OH, NO2, NH2, a substituted or unsubstituted (C1-C12)alkyl group, a substituted or unsubstituted (C1-C12)alkoxy group, or a substituted or unsubstituted (C1-C12)heteroalkyl group;
- m is an integer from 1 to 25, inclusive;
- each Y is independently a branched or unbranched, substituted or unsubstituted (C1-C5)alkylene group or a substituted or unsubstituted, aromatic or heteroaromatic ring system, wherein the ring system has a 5- or 6-member aromatic or heteroaromatic rings or fused 6,6 or 6,5 aromatic or heteroaromatic rings, wherein at least one residue Y is a 5- or 6-member heteroaromatic ring;
- Z is either O or N;
- n is 1 if Z is O and 2 if Z is N;
- and
- each R2 is independently H, a substituted or unsubstituted (C1-C12)alkyl group, or a substituted or unsubstituted (C1-C12)heteroalkyl group;
- the compound having a basic group having a pKb of 12 or less or a quaternized nitrogen group.
7 more elements
A compound of the formula
- and the pharmaceutically acceptable salts thereof,
- wherein
- m is an integer from 1 to 25, inclusive;
- each moiety —(NH—Y—CO)— is independently selected from the group consisting of
- (a) moieties M1 of the formula
- wherein one of X1, X2, and X3 is a ring vertex selected from the group consisting of —O—, —S—, and —NR2—, and the other two of X1, X2, and X3 are ring vertices selected from the group consisting of ═N— and ═CR1—;
- (b) moieties M2 of the formula
- wherein x is 0 or 1 and each R15 is independently H, OH, NH2, or F;
- (c) moieties M3 of the formula
- wherein each L is independently a divalent moiety separating —NH— and —(C═O)— by 3 or 4 atoms;
- and
- (d) moieties M4 of the formula
- wherein at least one moiety —(NH—Y—CO)— is M1;
- Z is O or N;
- n is 1 if Z is O and 2 if Z is N;
- each R1 is independently H, F, Cl, Br, I, CN, OH, NO2, NH2, a substituted or unsubstituted (C1-C12)alkyl group, a substituted or unsubstituted (C1-C12)alkoxy group, or a substituted or unsubstituted (C1-C12)heteroalkyl group;
- and
- each R2 is independently H, a substituted or unsubstituted (C1-C12)alkyl group, or a substituted or unsubstituted (C1-C12)heteroalkyl group;
- the compound having a basic group having a pKb of 12 or less or a quaternized nitrogen group.
16 more elements
Dependencies are inferred from the claim text.