IP Library › Granted Patent US 8,324,264

Granted Patent B1

US 8,324,264 · App. 13/188,790 · Granted Dec 4, 2012

Inhibitors of bacterial biofilms and related methods

Assignee: Sequoia Sciences, Inc.

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Patent No.: US 8,324,264
App. No.: 13/188,790
Granted: Dec 4, 2012
Kind: B1

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Abstract

Certain multi-cyclic compounds and compositions thereof are useful for reducing or inhibiting the growth of bacterial biofilms and for controlling bacterial biofilm infections. Such compounds and compositions are also useful in methods for reducing or inhibiting the growth of biofilms and for controlling bacterial biofilm infections involving biofilms.

Claims (154)

1. A compound corresponding to the following chemical structure:

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

2. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of methyl, halide, lower haloalkyl, nitrile, lower alkyl nitrile, lower alkyl, substituted lower alkyl, lower alkenyl, substituted lower alkenyl, lower alkynyl, substituted lower alkynyl, lower cycloalkyl, lower cycloalkenyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl; wherein R 2 is selected from the group consisting of carboxyl, amide, hydroxyamide, methylamide, —CH 2 N(CH 3 ) 2 , —CH 2 NR 6 R 7 ,

3. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of hydrogen, halide, lower alkyl, substituted lower alkyl, lower alkenyl, substituted lower alkenyl, lower cycloalkyl, lower cycloalkenyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl, and wherein one of R 4 and R 5 is hydrogen and the other is methyl; and salts thereof.

4. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of halide, lower alkyl, substituted lower alkyl, lower alkenyl, substituted lower alkenyl, lower cycloalkenyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl, and wherein one of R 4 and R 5 is hydrogen and the other is methyl; and salts thereof.

5. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of lower alkenyl, substituted lower alkenyl, lower cycloalkenyl, aryl, substituted aryl, heteroaryl and substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl, and wherein one of R 4 and R 5 is hydrogen and the other is methyl; and salts thereof.

6. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of aryl, heteroaryl and substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl, and wherein one of R 4 and R 5 is hydrogen and the other is methyl; and salts thereof.

7. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of heteroaryl, substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl, and wherein one of R 4 and R 5 is hydrogen and the other is methyl; and salts thereof.

8. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of heteroaryl optionally substituted with moieties selected from the group consisting of lower alkyl, halide, lower haloalkyl, hydroxyl, amino, lower aminoalkyl, lower alkoxy, and lower alkoxyalkyl; wherein R 3 is selected from the group consisting of hydrogen and methyl, and wherein one of R 4 and R 5 is hydrogen and the other is methyl; and salts thereof.

9. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thienyl, furanyl, furazanyl, pyridinyl, pyrimidinyl, pyridazinyl, indolyl, 3H-indolyl, isoindolyl, indolinyl, indolizinyl, indazolyl, dihydroindolyl, tetrahydroindolyl, purinyl, pyrazinyl, quinolinyl, isoquinolinyl, tetrahydroisoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, pteridinyl, benzimidazolyl, benzopyranyl, benzoxazolyl, benzisoxazolyl, benzofuranyl, isobenzofuranyl, benzothiazolyl, benzisothiazolyl, benzothienyl, furopyridinyl, phthalazinyl, napthyridinyl, pyrazolopyridyl, pyrazolopyrimidinyl, pyrrolopyridinyl, and tetrahydropyrrolopyridinyl optionally substituted from moieties selected from the group consisting of lower alkyl, halide, lower haloalkyl, hydroxyl, amino, lower aminoalkyl, lower hydroxyalkyl, nitrile, lower alkyl nitrile, lower alkyl ethers, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, and thioalkyl; wherein R 3 is selected from the group consisting of hydrogen and methyl, and wherein one of R 4 and R 5 is hydrogen and the other is methyl; and salts thereof.

10. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

11. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

12. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 3 is selected from the group consisting of hydrogen and methyl, and wherein one of R 4 and R 5 is hydrogen and the other is methyl; and salts thereof.

13. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 2 is selected from the group consisting of amide, hydroxyamide, methylamide, —CH 2 N(CH 3 ) 2 , —CH 2 NR 6 R 7 ,

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

14. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of hydrogen, halide, lower alkyl, substituted lower alkyl, lower alkenyl, substituted lower alkenyl, substituted aryl, lower cycloalkenyl, aryl, heteroaryl, and substituted heteroaryl; wherein R 2 is selected from the group consisting of amide, hydroxyamide, methylamide, —CH 2 N(CH 3 ) 2 , —CH 2 NR 6 R 7 ,

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

15. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of lower alkenyl, substituted lower alkenyl, aryl, substituted aryl, heteroaryl and substituted heteroaryl; wherein R 2 is selected from the group consisting of amide, hydroxyamide, methylamide, —CH 2 N(CH 3 ) 2 , —CH 2 NR 6 R 7 ,

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

16. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of heteroaryl and substituted heteroaryl;

wherein R 2 is selected from the group consisting of amide, hydroxyamide, methylamide, —CH 2 N(CH 3 ) 2 , —CH 2 NR 6 R 7 ,

17. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of substituted heteroaryl; wherein R 2 is selected from the group consisting of amide, hydroxyamide, methylamide, —CH 2 N(CH 3 ) 2 , —CH 2 NR 6 R 7 ,

18. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

19. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 2 is selected from the group consisting of amide, hydroxyamide, methylamide, —CH 2 N(CH 3 ) 2 , —CH 2 NR 6 R 7 ,

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

20. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

21. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

22. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of hydrogen, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thienyl, furanyl, furazanyl, pyridinyl, pyrimidinyl, pyridazinyl, indolyl, 3H-indolyl, isoindolyl, indolinyl, indolizinyl, indazolyl, dihydroindolyl, and tetrahydroindolyl; wherein R 2 is selected from the group consisting of

23. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of hydrogen, methyl, halide, lower haloalkyl, nitrile, lower alkyl nitrile, lower alkyl, substituted lower alkyl, lower alkenyl, substituted lower alkenyl, lower alkynyl, substituted lower alkynyl, lower cycloalkyl, lower cycloalkenyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 8 is selected from the group consisting of hydroxyl and amino; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

24. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of hydrogen, halide, lower alkyl, substituted lower alkyl, lower alkenyl, substituted lower alkenyl, lower cycloalkenyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 8 is selected from the group consisting of hydroxyl and amino; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

25. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of lower alkenyl, substituted lower alkenyl, aryl, substituted aryl, heteroaryl and substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 8 is selected from the group consisting of hydroxyl and amino; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

26. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of heteroaryl and substituted heteroaryl;

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 8 is selected i from the group consisting of hydroxyl and amino; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

27. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 8 is selected from the group consisting of hydroxyl and amino; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

28. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of heteroaryl optionally substituted with moieties selected from the group consisting of lower alkyl, halide, lower haloalkyl, hydroxyl, amino, lower aminoalkyl, lower hydroxyalkyl, nitrile, lower alkyl nitrile, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, and lower alkylcarbonylamino; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 8 is selected from the group consisting of hydroxyl and amino; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

29. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thienyl, furanyl, furazanyl, pyridinyl, pyrimidinyl, pyridazinyl, indolyl, 3H-indolyl, isoindolyl, indolinyl, indolizinyl, indazolyl, dihydroindolyl, tetrahydroindolyl, purinyl, pyrazinyl, quinolinyl, isoquinolinyl, tetrahydroisoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, pteridinyl, benzimidazolyl, benzopyranyl, benzoxazolyl, benzisoxazolyl, benzofuranyl, isobenzofuranyl, benzothiazolyl, benzisothiazolyl, benzothienyl, furopyridinyl, phthalazinyl, napthyridinyl, pyrazolopyridyl, pyrazolopyrimidinyl, pyrrolopyridinyl, and tetrahydropyrrolopyridinyl optionally substituted from moieties selected from the group consisting of lower alkyl, halide, lower haloalkyl, hydroxyl, amino, lower aminoalkyl, lower hydroxyalkyl, nitrile, lower alkyl nitrile, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, and lower alkylcarbonylamino;

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 8 is selected from the group consisting of hydroxyl and amino; and wherein R 9 is selected from the group consisting of hydrogen, fluorine, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

30. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

31. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, furanyl, pyridinyl, pyrimidinyl, pyridazinyl, indolyl, 3H-indolyl, isoindolyl, indolinyl, indolizinyl, indazolyl, dihydroindolyl, and tetrahydroindolyl; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 8 is selected from the group consisting of hydroxyl and amino; and wherein R 9 is selected from the group consisting of hydrogen, fluorine, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

32. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of hydrogen, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, furanyl, pyridinyl, pyrimidinyl, pyridazinyl, indolyl, 3H-indolyl, isoindolyl, indolinyl, indolizinyl, indazolyl, dihydroindolyl, and tetrahydroindolyl; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 8 is selected from the group consisting of hydroxyl and amino; and wherein R 9 is selected from the group consisting of hydrogen, fluorine, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl optionally substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

33. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

34. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

35. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

36. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of aryl, heteroaryl and substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; and wherein R 8 is selected from the group consisting of hydroxyl and amino; and salts thereof.

37. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of heteroaryl and substituted heteroaryl;

wherein R 3 is selected from the group consisting of hydrogen and methyl;

wherein one of R 4 and R 5 is hydrogen and the other is methyl; and wherein R 8 is selected from the group consisting of hydroxyl and amino; and salts thereof.

38. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

39. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thienyl, furanyl, furazanyl, pyridinyl, pyrimidinyl, pyridazinyl, indolyl, 3H-indolyl, isoindolyl, indolinyl, indolizinyl, indazolyl, dihydroindolyl, tetrahydroindolyl, purinyl, pyrazinyl, quinolinyl, isoquinolinyl, tetrahydroisoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, pteridinyl, benzimidazolyl, benzopyranyl, benzoxazolyl, benzisoxazolyl, benzofuranyl, isobenzofuranyl, benzothiazolyl, benzisothiazolyl, benzothienyl, furopyridinyl, phthalazinyl, napthyridinyl, pyrazolopyridyl, pyrazolopyrimidinyl, pyrrolopyridinyl, and tetrahydropyrrolopyridinyl optionally substituted from moieties selected from the group consisting of lower alkyl, halide, lower haloalkyl, hydroxyl, amino, lower aminoalkyl, lower hydroxyalkyl, nitrile, lower alkyl nitrile, lower alkyl ethers, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, and thioalkyl; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; and wherein R 8 is selected from the group consisting of hydroxyl and amino; and salts thereof.

40. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, furanyl, pyridinyl, pyrimidinyl, pyridazinyl, indolyl, 3H-indolyl, isoindolyl, indolinyl, indolizinyl, indazolyl, dihydroindolyl, and tetrahydroindolyl optionally substituted from moieties selected from the group consisting of lower alkyl, halide, lower haloalkyl, hydroxyl, amino, lower aminoalkyl, lower hydroxyalkyl, nitrile, lower alkyl nitrile, lower alkyl ethers, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, and thioalkyl; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; and wherein R 8 is selected from the group consisting of hydroxyl and amino; and salts thereof.

41. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

42. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

43. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of hydrogen, methyl, halide, lower alkyl, substituted lower alkyl, lower alkenyl, substituted lower alkenyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; and wherein R 8 is selected from the group consisting of hydroxyl and amino; and salts thereof.

44. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of lower alkyl, lower alkenyl, halide, aryl, substituted aryl, heteroaryl, and substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; and wherein R 8 is selected from the group consisting of hydroxyl and amino; and salts thereof.

45. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of heteraryl and substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; and wherein R 8 is selected from the group consisting of hydroxyl and amino; and salts thereof.

46. A compound as set forth in claim 1 wherein the compound corresponds to the following chemical structure:

47. A method for reducing the formation or growth of a biofilm comprising contacting the biofilm with an effective amount of a compound or composition comprising a compound corresponding to the following chemical structure:

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

48. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of halide, lower haloalkyl, nitrile, lower alkyl nitrile, lower alkyl, substituted lower alkyl, lower alkenyl, substituted lower alkenyl, lower alkynyl, substituted lower alkynyl, lower cycloalkenyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl; wherein R 2 is selected from the group consisting of carboxyl, amide, hydroxyamide, methylamide, —CH 2 N(CH 3 ) 2 , —CH 2 NR 6 R 7 ,

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

49. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

50. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

51. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of halide, lower alkenyl, substituted lower alkenyl, substituted aryl, heteroaryl, and substituted heteroaryl; wherein R 2 is selected from the group consisting of carboxyl, amide, hydroxyamide, methylamide, —CH 2 N(CH 3 ) 2 , —CH 2 NR 6 R 7 ,

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

52. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of heteroaryl and substituted heteroaryl; wherein R 2 is selected from the group consisting of carboxyl, amide, hydroxyamide, methylamide, —CH 2 N(CH 3 ) 2 , —CH 2 NR 6 R 7 ,

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

53. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

54. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of heteroaryl; wherein R 2 is selected from the group consisting of carboxyl, amide, hydroxyamide, methylamide, —CH 2 N(CH 3 ) 2 , —CH 2 NR 6 R 7 ,

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

55. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of heteroaryl; wherein R 2 is selected from the group consisting of

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

56. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of hydrogen, methyl, halide, lower alkyl, and lower alkenyl; wherein R 2 is selected from the group consisting of amide, hydroxyamide, methylamide, —CH 2 N(CH 3 ) 2 , —CH 2 NR 6 R 7 ,

wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; wherein R 6 and R 7 are independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, isopropyl, and butyl; wherein R 8 is selected from the group consisting of hydroxyl, amino, —N(CH 3 ) 2 , and —NHCH 3 ; and wherein R 9 is selected from the group consisting of hydrogen, halide, lower alkyl, lower alkenyl, lower alkynyl, morpholinyl, piperazinyl, lower alkyl piperazinyl, heterocycloalkyl, lower cycloalkyl, lower cycloalkenyl; and lower alkyl, lower alkenyl, and lower alkynyl substituted with moieties selected from the group consisting of hydroxyl, amino, lower aminoalkyl, halide, lower alkoxy, lower alkoxyalkyl, lower alkoxycarbonyl, lower alkylcarbonylamino, carboxyl, amide, hydroxyamide, —CONHCH 3 , —NHCONH 2 , —SO 2 NH 2 , —SO 2 CH 3 , —NHCOCH 3 , —NHCSNH 2 , and —NHSO 2 CH 3 ; and salts thereof.

57. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

58. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl; and wherein one of R 4 and R 5 is hydrogen and the other is methyl; and salts thereof.

59. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of halide, methyl, lower alkyl, and lower alkenyl; and wherein R 3 is selected from the group consisting of hydrogen and methyl; wherein one of R 4 and R 5 is hydrogen and the other is methyl; and salts thereof.

60. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

and salts thereof.

61. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

and salts thereof.

62. A method for reducing the formation or growth of a biofilm as set forth in claim 47 wherein the compound corresponds to the following chemical structure:

wherein R 1 is selected from the group consisting of hydrogen, methyl, halide, nitrile, lower alkyl, substituted lower alkyl, lower alkenyl, substituted lower alkenyl, lower alkynyl, substituted lower alkynyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl; wherein R 3 is selected from the group consisting of hydrogen and methyl; and wherein one of R 4 and R 5 is hydrogen and the other is methyl; and salts thereof.

Assignments (2)

MERGER AND CHANGE OF NAME Recorded Mar 10, 2022

From: SEQUOIA SCIENCES, INC.; SEQUOIA VACCINES, INC.

To: SEQUOIA VACCINES, INC.

Reel/Frame 059224/0893 →

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 22, 2011

From: ELDRIDGE, GARY R.; BUCKLE, RONALD NEIL; ELLIS, MICHAEL; HUANG, ZHONGPING; REILLY, JOHN EDWARD

To: SEQUOIA SCIENCES, INC.

Reel/Frame 026634/0819 →