IP Library Granted Patent US 9,018,210
Granted Patent B2
US 9,018,210 · App. 13/730,674 · Granted Apr 28, 2015

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

Inventors: Brian Metcalf (Moraga, CA); Chihyuan Chuang (Millbrae, CA)
Assignees: Global Blood Therapeutics, Inc.; Cytokinetics, Inc.; The Regents of the University of California
C07D487/04C07D215/14C07D471/04
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Quick Facts
Patent No.
US 9,018,210
App. No.
13/730,674
Granted
Apr 28, 2015
Kind
B2
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.

Claims (16)

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.

Assignments (10)
RELEASE OF SECURITY INTEREST Recorded Oct 6, 2022
From: BIOPHARMA CREDIT PLC, AS COLLATERAL AGENT
To: GLOBAL BLOOD THERAPEUTICS, INC.
Reel/Frame 061620/0186 →
SECOND AMENDED AND RESTATED PATENT SECURITY AGREEMENT Recorded Dec 22, 2021
From: GLOBAL BLOOD THERAPEUTICS, INC.
To: BIOPHARMA CREDIT PLC
Reel/Frame 058575/0921 →
AMENDED AND RESTATED PATENT SECURITY AGREEMENT Recorded Dec 9, 2020
From: GLOBAL BLOOD THERAPEUTICS, INC.
To: BIOPHARMA CREDIT PLC
Reel/Frame 054664/0871 →
SECURITY INTEREST Recorded Dec 20, 2019
From: GLOBAL BLOOD THERAPEUTICS, INC.
To: BIOPHARMA CREDIT PLC
Reel/Frame 051396/0312 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2015
From: CYTOKINETICS, INC.
To: GLOBAL BLOOD THERAPEUTICS, INC.
Reel/Frame 035272/0422 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2013
From: TANDEM SCIENCES, INC.
To: GLOBAL BLOOD THERAPEUTICS, INC.
Reel/Frame 030145/0085 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2013
From: PAULVANNAN, KUMAR
To: TANDEM SCIENCES, INC.
Reel/Frame 030144/0959 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2013
From: JACOBSON, MATTHEW P.; HUA, LAN
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Reel/Frame 030144/0746 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2013
From: CHUANG, CHIHYUAN; MORGAN, BRADLEY; WARRINGTON, JEFFREY
To: CYTOKINETICS, INC.
Reel/Frame 030144/0369 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2013
From: METCALF, BRIAN
To: GLOBAL BLOOD THERAPEUTICS, INC.
Reel/Frame 030143/0593 →
Continuity (3)
Provisional Application 61661320 · Jun 18, 2012
Provisional Application 61581053 · Dec 28, 2011
Related Publication 20130190315A1 · Jul 25, 2013