Carbamoyl phenylalaninol analogs and uses thereof

Patent metadata

Field	Value
Publication number	US-11413264-B2
Application number	US-201816634935-A
Country	US
Kind code	B2
Filing date	Jul 31, 2018
Priority date	Jul 31, 2017
Publication date	Aug 16, 2022
Grant date	Aug 16, 2022

Abstract

The present invention relates to carbamoyl phenylalaninol analogs and methods of using the same to treat disorders.

First claim

What is claimed is:

1. A compound of Formula V:

or a pharmaceutically acceptable salt thereof, wherein:
Z is S;
Y is C═S or SO 2 ;
R is optionally substituted C 1-8 alkyl, halogen, optionally substituted C 1-4 alkoxy, cyano, hydroxy, optionally substituted trifluoromethyl, or C 1-4 thioalkoxy;
n is 0, 1, 2, or 3, with the proviso that R may be the same or different when n is 2 or 3; and
R 1 and R 2 can be the same or different and are independently selected from the group consisting of hydrogen, optionally substituted C 1-8 alkyl, optionally substituted amide, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted arylalkyl, and optionally substituted C 3-7 cycloalkyl;
or R 1 and R 2 can be joined to form a 5 to 7-membered heterocycle optionally substituted with alkyl or aryl groups, wherein the cyclic compound can comprise 1 to 2 nitrogen atoms and 0 to 1 oxygen atom, wherein the nitrogen atoms are not directly connected with each other or with the oxygen atom.

2. The compound of claim 1 , having Formula Va:

or a pharmaceutically acceptable salt thereof.

3. The compound of claim 1 , having Formula VIa:

or a pharmaceutically acceptable salt thereof.

4. The compound of claim 1 , which is the hydrochloride salt.

5. A composition comprising the compound of claim 1 .

6. A pharmaceutical composition comprising the compound of claim 1 and a pharmaceutically acceptable carrier.

7. The composition of claim 6 , wherein the composition is a dosage form.

8. The composition of claim 7 , wherein the composition is an immediate release oral dosage form.

9. The composition of claim 8 , wherein the composition is a tablet or a capsule.

10. A kit comprising the compound of claim 1 .

11. The compound of claim 1 , wherein R 1 and R 2 are hydrogen.

12. The compound of claim 1 , wherein n is 0.

Assignees

• Jazz Pharmaceuticals Ireland Ltd

Inventors

• Hurley Fionn

Classifications

• C07C237/20

  the carbon skeleton containing six-membered aromatic rings · CPC title

• A61K31/165

  having aromatic rings, e.g. colchicine, atenolol, progabide · CPC title

• A61K31/325

  Carbamic acids; Thiocarbamic acids; Anhydrides or salts thereof (thiurams A61K31/145) · CPC title

• C07C271/10 Primary

  with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms · CPC title

• A61K31/255

  of sulfoxy acids or sulfur analogues thereof · CPC title