Boron-containing small molecules as antiprotozoal agents

Patent metadata

Field	Value
Publication number	US-2020247828-A1
Application number	US-202016856332-A
Country	US
Kind code	A1
Filing date	Apr 23, 2020
Priority date	Feb 1, 2013
Publication date	Aug 6, 2020
Grant date	—

Abstract

This invention provides, among other things, novel compounds useful for treating protozoal infections, pharmaceutical compositions containing such compounds, as well as combinations of these compounds with at least one additional therapeutically effective agent.

First claim

What is claimed is:

1 . A compound having a structure according to the following formula:

wherein
A is phenyl or pyridinyl;
R a is substituted or unsubstituted heteroaryl or substituted or unsubstituted heterocycloalkyl;
R b is halogen or substituted or unsubstituted alkyl;
n is 0 or 1;
when n is 0, then R 3a is H or unsubstituted C 1 or C 2 or C 3 or C 4 or C 5 or C 6 alkyl; R 3b is H or unsubstituted C 1 or C 2 or C 3 or C 4 or C 5 or C 6 alkyl; with the proviso that R 3a and R 3b , along with the atom to which they are attached, are optionally joined to form a 3 or 4 or 5 or 6 membered ring with the proviso that R 3a and R 3b cannot both be H;
when n is 1, then R 3 a is H and R 3b is H;

or a salt thereof.

2 . The compound of claim 1 , or a salt thereof, wherein R a is substituted or unsubstituted morpholinyl or substituted or unsubstituted pyrazolyl or substituted or unsubstituted pyrrolopyridinyl or substituted or unsubstituted pyrrolidinyl or substituted or unsubstituted piperizinyl or substituted or unsubstituted pyridazinyl or substituted or unsubstituted piperidinyl or substituted or unsubstituted imidazolyl or substituted or unsubstituted azetidinyl or substituted or unsubstituted triazolyl.

3 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

4 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

5 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

6 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

7 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

8 . The compound of claim 1 , or a salt thereof, which is:

9 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

10 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

11 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

12 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

13 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

14 . The compound of claim 1 , or a salt thereof, which is:

15 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

16 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

17 . The compound of claim 1 , or a salt thereof, having a structure according to the following formula:

18 . The compound of claim 1 , or a salt thereof, which is:

19 . A combination comprising the compound of claim 1 , together with at least one other therapeutically active agent.

20 . A pharmaceutical formulation comprising:
a) the compound of claim 1 , or a salt thereof, and b) a pharmaceutically acceptable excipient.

21 . The pharmaceutical formulation of claim 20 , wherein the pharmaceutical formulation is a unit dosage form.

22 . The pharmaceutical formulation of claim 20 , wherein the salt of said compound of a preceding claim is a pharmaceutically acceptable salt.

23 . A method of killing and/or preventing the growth of a protozoa, comprising: contacting the protozoa with an effective amount of the compound of claim 1 , thereby killing and/or preventing the growth of the protozoa.

24 . The method of claim 23 , wherein the protozoa is a trypanosomatid.

25 . The method of claim 23 , wherein the protozoa is Trypanosoma congolense.

26 . A method of treating and/or preventing a disease in an animal, comprising: administering to the animal a therapeutically effective amount of the compound of claim 1 , thereby treating and/or preventing the disease.

27 . The method of claim 26 , wherein the disease is African animal trypanosomiasis.

28 . The method of claim 26 , wherein the animal is a cow or a bull.

Assignees

• Anacor Pharmaceuticals Inc

Inventors

• Akama Tsutomu
• Easom Eric
• Freund Yvonne
• Plattner Jacob J
• Sligar Jessica
• Chen Daitao
• Freeman Jennifer
• Perales Joe

Classifications

• C07F5/025 Primary

  Boronic and borinic acid compounds · CPC title

• A61K31/69

  Boron compounds · CPC title

• A61P33/02

  Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis · CPC title