IP Library Granted Patent US 10,815,183
Granted Patent B2
US 10,815,183 · App. 15/890,927 · Granted Oct 27, 2020

Substituted aromatic compounds and pharmaceutical uses thereof

Inventors: Boulos Zacharie (Laval, CA); Christopher Penney (Pierrefonds, CA); Lyne Gagnon (Laval, CA); Jean-Francois Bienvenu (St-Augustin-de-Desmaures, CA); Valérie Perron (Laval, CA); Brigitte Grouix (Montreal, CA)
Assignee: PROMETIC PHARMA SMT LIMITED
C07C57/58A61K31/19A61K31/192A61P3/00A61P3/10A61P7/00A61P7/06A61P7/10A61P9/00A61P9/04A61P9/10A61P9/12A61P39/06C07C57/30C07C57/42C07C59/48C07C59/52C07C61/39C07D213/55C07D257/04
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Quick Facts
Patent No.
US 10,815,183
App. No.
15/890,927
Granted
Oct 27, 2020
Kind
B2
Abstract

The present invention relates to substituted aromatic compounds of Formula I and their pharmaceutical uses. Particular aspects of the invention relate to the use of those compounds in the prevention and/or treatment of various diseases and conditions in subjects, including the prevention or treatment of (i) blood disorders, (ii) renal disorders, a nephropathies, or renal disorder complications; (iii) inflammatory-related diseases; and/or (iv) oxidative stress related disorders.

Claims (34)

1. A method for treating anemia and/or leukopenia by stimulating production and/or inhibiting the decrease of normal leukocytes and/or normal erythrocytes in a patient in need thereof, comprising administering to the patient a pharmacologically effective amount of a compound represented by Formula II:

or a pharmaceutically acceptable salt thereof,

wherein:

n is 1;

Q is C 1 -C 2 alkyl optionally substituted with one R a substituent;

R 1 is straight chain C 5 alkyl, C 6 alkyl, C 5 -C 6 alkenyl, or C 5 -C 6 alkynyl;

R 2 is H, halogen, haloalkyl, OR b , SR b , or NR c R d ;

R 3 is H, halogen, haloalkyl, straight chain C 1 -C 4 alkyl, OR b , SR b , or NR c R d ;

R 4 is H, halogen, haloalkyl, C 1 -C 4 alkyl, OR b , SR b , or NR c R d ;

R 5 is H or OR b ;

R a is OR b , SR b , or NR c R d ;

R b is H; and

R c and R d are independently chosen from: H and C 1 -C 4 alkyl.

2. The method of claim 1 , wherein R 1 is straight chain C 5 alkyl, C 6 alkyl, or C 5 -C 6 alkenyl; and R 2 is H, halogen, haloalkyl, or OR b .

3. The method of claim 1 , wherein R 3 is independently chosen from: H, halogen, haloalkyl, straight chain C 1 -C 4 alkyl, and OR 6 ; and R 4 is independently chosen from: H, halogen, haloalkyl, C 1 -C 4 alkyl, and OR b .

4. The method of claim 1 , wherein R a is OR b .

5. The method of claim 1 , wherein the pharmaceutically acceptable salt is a base addition salt, and the base addition salt is a metal counterion, the metal counterion is sodium, magnesium, calcium, potassium or lithium.

6. The method of claim 5 , wherein the metal counterion is sodium.

7. The method of claim 1 , wherein the compound is selected from the group consisting of:

and other pharmaceutically acceptable salts thereof and the acid form thereof.

8. The method of claim 7 , wherein the compound is:

9. The method of claim 1 , wherein the method is for treating anemia.

10. The method of claim 9 , wherein the administration of said compound stimulates erythropoiesis in the patient.

11. A method for treating a blood disorder selected from anemia, and leukopenia in a patient in need thereof, comprising administering to the patient a pharmacologically effective amount of a compound selected from

and other pharmaceutically acceptable salts thereof and the acid form thereof.

12. The method of claim 11 , wherein the pharmaceutically acceptable salt is a base addition salt.

13. The method of claim 12 , wherein the base addition salt is a metal counterion.

14. The method of claim 13 , wherein the metal counterion is sodium, magnesium, calcium, potassium or lithium.

15. The method of claim 14 , wherein the metal counterion is sodium.

16. The method of claim 11 , wherein the administration of said compound stimulates hematopoiesis and/or erythropoiesis in the patient.

17. The method of claim 1 , wherein the method is for treating leukopenia.

18. The method of claim 17 , wherein the leukopenia is neutropenia.

19. The method of claim 17 , wherein the administration of said compound stimulates hematopoiesis in the patient.

20. The method of claim 1 , wherein the anemia and/or leukopenia is caused by chemotherapy.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 25, 2018
From: PROMETIC BIOSCIENCES INC.
To: PROMETIC PHARMA SMT LIMITED
Reel/Frame 046186/0818 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 21, 2018
From: GAGNON, LYNE; GROUIX, BRIGITTE; GEERTS, LILIANNE; LAURIN, PIERRE; PENNEY, CHRISTOPHER; ZACHARIE, BOULOS
To: PROMETIC BIOSCIENCES INC.
Reel/Frame 046162/0828 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 21, 2018
From: ZACHARIE, BOULOS; PENNEY, CHRISTOPHER; GAGNON, LYNE; BIENVENU, JEAN-FRANCOIS; PERRON, VALÉRIE; GROUIX, BRIGITTE
To: PROMETIC BIOSCIENCES, INC.
Reel/Frame 046162/0947 →
Continuity (7)
Continuation 14563523 · Dec 8, 2014
Continuation 13289592 · Nov 4, 2011
Continuation In Part PCTCA2010000677 · May 3, 2010
Continuation In Part PCTCA2011001179 · Oct 26, 2011
Provisional Application 61175235 · May 4, 2009
Provisional Application 61407069 · Oct 27, 2010
Related Publication 20180162799A1 · Jun 14, 2018