Substituted benzaldehyde compounds and methods for their use in increasing tissue oxygenation

Patent metadata

Field	Value
Publication number	US-9018210-B2
Application number	US-201213730674-A
Country	US
Kind code	B2
Filing date	Dec 28, 2012
Priority date	Dec 28, 2011
Publication date	Apr 28, 2015
Grant date	Apr 28, 2015

Abstract

Provided are substituted benzaldehydes and derivatives thereof that act as allosteric modulators of hemoglobin, methods and intermediates for their preparation, pharmaceutical compositions comprising the modulators, and methods for their use in treating disorders mediate by hemoglobin and disorders that would benefit from increased tissue oxygenation.

First claim

What is claimed is:

1. A compound selected from the group consisting of:
having the formula:

2-hydroxy-6-((2-(1-isopropyl-1H-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde,

2-hydroxy-6-((2-(1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde, and

2-hydroxy-6-((2-(1-(3,3,3-trifluoropropyl)-1H-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde,
or pharmaceutically acceptable salt thereof.

2. The compound according to claim 1 :
having the formula:

2-hydroxy-6-((2-(1-isopropyl-1H-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde
or pharmaceutically acceptable salt thereof.

3. The compound of claim 1 having the formula:

2-hydroxy-6-((2-(1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde; or pharmaceutically acceptable salt thereof.

4. The compound of claim 1 having the formula:

2-hydroxy-6-((2-(1-(3,3,3-trifluoropropyl)-1H-pyrazol-5-yl)pyridin-3-yl)methoxy)benzaldehyde; or pharmaceutically acceptable salt thereof.

5. A pharmaceutical composition comprising a compound of claim 3 .

6. A pharmaceutical composition comprising a compound of claim 2 or pharmaceutically acceptable salt thereof.

Assignees

• Global Blood Therapeutics Inc
• Cytokinetics Inc
• Univ California

Inventors

• Metcalf Brian
• Chuang Chihyuan

Classifications

• A61P7/00

  Drugs for disorders of the blood or the extracellular fluid · CPC title

• A61P7/06

  Antianaemics · CPC title

• A61P9/00

  Drugs for disorders of the cardiovascular system · CPC title

• A61P9/10

  for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis · CPC title

• A61P43/00

  Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00 · CPC title