Substituted [1,4]oxazino[2,3-g]indazoles for the treatment of glaucoma

• US 7,268,131 B2
• Filed: 07/13/2005
• Issued: 09/11/2007
• Est. Priority Date: 12/15/2003
• Status: Expired due to Fees

• Current Assignee: Alcon Incorporated
• Original Assignee: Alcon Incorporated
• Inventors: Dantanarayana, Anura P., May, Jesse Albert
• Primary Examiner(s): Wilson; James O.
• Assistant Examiner(s): Leeser; Erich A.
• Application Number:
  US11/180,186
• Publication Number:
  US 20050277636A1
• Time in Patent Office: 790 Days
• Field of Search: None
• US Class Current: 514/228.5
• CPC Class Codes: A61P 27/02 Ophthalmic agents
• CPC Class Codes: A61P 27/06 Antiglaucoma agents or miotics
• CPC Class Codes: C07D 498/04 Ortho-condensed systems

Abstract

Substituted [1,4]oxazino[2,3-g]indazols for lowering intraocular pressure and treating glaucoma are disclosed.

Claims

1. A method of lowering and controlling intraocular pressure in an eye of a patient in need thereof, comprising administering to the patient a pharmaceutically effective amount of a compound of Formula I:

2. The method of claim 1 wherein the compound of Formula I is selected from the group consisting of:

(S)-2-(8,9-dihydro-9-methyl-7H-[1,4]oxazino[2,3-g]indazol-1-yl)-1-methylethylamine fumarate;

1-((S)-2-Aminopropyl)-1,9-dihydro-7H-[1,4]oxazino[2,3-g]indazol-8-one hydrochloride;

1-((S)-2-Aminopropyl)-1,9-dihydro-9-methyl-7H-[1,4]oxazino[2,3-g]indazol-8-one hydrochloride; and

[1-[(2S)-2-aminopropyl]-9-methyl-1,7,8,9-tetrahydro[1,4]oxazino[2,3-g]indazol-8-yl]methanol.

3. The method of claim 1 wherein the compound of Formula I is administered in a topical ophthalmic composition.

4. A method of treating glaucoma in an eye of a patient in need thereof, comprising administering to the patient a pharmaceutically effective amount of a compound of Formula I:

5. The method of claim 4 wherein the compound of Formula I is selected from the group consisting of:

(S)-2-(8,9-dihydro-9-methyl-7H-[1,4]oxazino[2,3-g]indazol-1-yl)-1-methylethylamine fumarate;

1-((S)-2-Aminopropyl)-1,9-dihydro-7H-[1,4]oxazino[2,3-g]indazol-8-one hydrochloride;

1-((S)-2-Aminopropyl)-1,9-dihydro-9-methyl-7H-[1,4]oxazino[2,3-g]indazol-8-one hydrochloride; and

[1-[(2S)-2-aminopropyl]-9-methyl-1,7,8,9-tetrahydro[1,4]oxazino[2,3-g]indazol-8-yl]methanol.

6. The method of claim 4 wherein the compound of Formula (I) is administered in a topical ophthalmic composition.