Sphingosine kinase type 1 inhibitors and uses thereof

Patent metadata

Field	Value
Publication number	US-10166204-B2
Application number	US-201815954131-A
Country	US
Kind code	B2
Filing date	Apr 16, 2018
Priority date	Apr 29, 2008
Publication date	Jan 1, 2019
Grant date	Jan 1, 2019

Abstract

Provided are inhibitors of sphingosine kinase Type I that are useful in a number of applications, indications and diseases, as well as for monitoring pharmacokinetics and patient management. These compounds are applicable to treating tumors of the central nervous system, such as glioblastoma multiforme (GBM).

First claim

What is claimed is:

1. A method for treating ulcerative colitis in a patient, comprising:
administering to a patient in need of treatment for ulcerative colitis a compound having the formula

2. The method of claim 1 , wherein the administering step comprises administering to the patient the compound having the formula

3. The method of claim 2 , wherein the administering step comprises administering the hydrochloride salt of the compound to the patient.

4. A method for treating ulcerative colitis in a patient, comprising:
administering to a patient in need of treatment for ulcerative colitis a compound having the formula

wherein R comprises a straight carbon chain, a branched carbon chain, a straight carbon chain comprising one or more heteroatoms, a branched carbon chain comprising one or more heteroatoms, a cyclic ring, a heterocyclic ring, an aromatic ring, a hetero-aromatic ring, or any combination of the foregoing.

5. The method of claim 4 , wherein R is a straight carbon chain, a branched carbon chain, a straight carbon chain comprising one or more heteroatoms, a branched carbon chain comprising one or more heteroatoms, a cyclic ring, a heterocyclic ring, an aromatic ring, a hetero-aromatic ring, or any combination of the foregoing.

6. The method of claim 5 , wherein R is a straight carbon chain, a branched carbon chain, a straight carbon chain comprising one or more heteroatoms, a branched carbon chain comprising one or more heteroatoms, a cyclic ring, a heterocyclic ring, an aromatic ring, or a hetero-aromatic ring.

7. The method of claim 6 , wherein R is a straight carbon chain, a branched carbon chain, a straight carbon chain comprising one or more heteroatoms, or a branched carbon chain comprising one or more heteroatoms.

8. The method of claim 7 , wherein R is a straight carbon chain or a branched carbon chain.

9. The method of claim 8 , wherein R is a straight carbon chain.

10. A method for treating colon cancer in a patient, comprising:
administering to a patient in need of treatment for colon cancer a compound having the formula

11. The method of claim 10 , wherein the administering step comprises administering to the patient the compound having the formula

12. The method of claim 11 , wherein the administering step comprises administering the hydrochloride salt of the compound to the patient.

13. A method for treating colon cancer in a patient, comprising:
administering to a patient in need of treatment for colon cancer a compound having the formula

wherein R comprises a straight carbon chain, a branched carbon chain, a straight carbon chain comprising one or more heteroatoms, a branched carbon chain comprising one or more heteroatoms, a cyclic ring, a heterocyclic ring, an aromatic ring, a hetero-aromatic ring, or any combination of the foregoing.

14. The method of claim 13 , wherein R is a straight carbon chain, a branched carbon chain, a straight carbon chain comprising one or more heteroatoms, a branched carbon chain comprising one or more heteroatoms, a cyclic ring, a heterocyclic ring, an aromatic ring, a hetero-aromatic ring, or any combination of the foregoing.

15. The method of claim 14 , wherein R is a straight carbon chain, a branched carbon chain, a straight carbon chain comprising one or more heteroatoms, a branched carbon chain comprising one or more heteroatoms, a cyclic ring, a heterocyclic ring, an aromatic ring, or a hetero-aromatic ring.

16. The method of claim 15 , wherein R is a straight carbon chain, a branched carbon chain, a straight carbon chain comprising one or more heteroatoms, or a branched carbon chain comprising one or more heteroatoms.

17. The method of claim 16 , wherein R is a straight carbon chain or a branched carbon chain.

18. The method of claim 17 , wherein R is a straight carbon chain.

Assignees

• Enzo Therapeutics Inc
• Univ Virginia Commonwealth

Inventors

• Spiegel Sarah
• Zipkin Robert Elliot
• Adams Jeffrey Kroll

Classifications

• C07C323/32

  having at least one of the nitrogen atoms bound to an acyclic carbon atom of the carbon skeleton · CPC title

• C07D295/092

  with aromatic radicals attached to the chain · CPC title

• A61K31/135 Primary

  having aromatic rings {, e.g. ketamine, nortriptyline (methadone A61K31/137)} · CPC title

• C07C217/64

  with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by singly-bound oxygen atoms · CPC title

• A61P11/06

  Antiasthmatics · CPC title