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US 8,114,856 B2Granted
Antibacterial 4,5-substituted aminoglycoside analogs having multiple substituents
AssigneeIsis Pharmaceuticals, Inc.
InventorsEric E. Swayze, Stephen Hanessian, Janek Szychowski, Susanta Sekhar Adhikari, Kandasamy Pachamuthu, Xiaojing Wang, Michael T. Migawa, Richard H. Griffey
Life of this patent
Estimating the term…
Abstract
The present invention is directed to analogs of aminoglycoside compounds as well as their preparation and use as prophylactic or therapeutics against microbial infection.
Claims20
A compound having the following formula VI:
- or a prodrug or pharmaceutically acceptable salt thereof,
- wherein:
- Q1 is —NR10R11;
- Q2 is
- each Q3 and Q4 is —OR7;
- Q5 is —OR8;
- each of R1, R6, R7 and R8 is, in each instance, H;
- each R2 and R10 is, independently, H, C1-C12 alkyl or substituted C1-C12 alkyl;
- R11 is cyano, C1-C12 alkyl, substituted C1-C12 alkyl, C2-C12 alkenyl, substituted C2-C12 alkenyl, C2-C12 alkynyl, substituted C2-C12 alkynyl or —(CH2)n-(L1)m-(CH2)nn-E1;
- L1 is S, O or NJ1;
- n is an integer from 1 to 8;
- m is 0 or 1;
- nn is 0 or an integer from 1 to 8;
- mm is 1 or 2;
- E1 is H, hydroxyl, halogen, cyano, —NJ1J2, C2-C12 alkenyl, substituted C2-C12 alkenyl, C2-C12 alkynyl, substituted C2-C12 alkynyl, C5-C20 aryl, substituted C5-C20 aryl, heteroaryl, substituted heteroaryl, a heterocyclic radical, a substituted heterocyclic radical or a substituted or unsubstituted mono or poly cyclic structure that is unsaturated, partially saturated or fully saturated and optionally includes one or more heteroatoms selected from O, N and S;
- each J1 and J2 is, independently, H, C1-C12 alkyl, substituted C1-C12 alkyl, C2-C12 alkenyl, substituted C2-C12 alkenyl, C2-C12 alkynyl, substituted C2-C12 alkynyl, C5-C20 aryl, substituted C5-C20 aryl, —C(═O)—X, a heterocyclic radical or a substituted heterocyclic radical;
- each X is, independently, H, C1-C12 alkyl or substituted C1-C12 alkyl;
- and
- Z1 and Z2 are each, independently, H or —OH.
16 more elements
Dependencies are inferred from the claim text.