3-(1,3-benzodioxol-5-yl)-6-(4-cyclopropylpiperazin-1-yl)-pyridazine, its salts and solvates and its use as histamine H3 receptor antagonist

• US 8,378,097 B2
• Filed: 05/22/2007
• Issued: 02/19/2013
• Est. Priority Date: 05/29/2006
• Status: Expired due to Fees

• Current Assignee: vTv Therapeutics LLC (vTv Therapeutics, Inc.)
• Original Assignee: High Point Pharmaceuticals, LLC
• Inventors: Hohlweg, Rolf
• Primary Examiner(s): Padmanabhan, Sreeni
• Assistant Examiner(s): Kantamneni, Shobha
• Application Number:
  US12/302,132
• Publication Number:
  US 20090176793A1
• Time in Patent Office: 2,100 Days
• Field of Search: 514/183, 514/247, 514/449, 544/224
• US Class Current: 544/224
• CPC Class Codes: A61P 1/00 Drugs for disorders of the alimentary tract or the digestive system
• CPC Class Codes: A61P 1/04 for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
• CPC Class Codes: A61P 11/00 Drugs for disorders of the respiratory system
• CPC Class Codes: A61P 11/02 Nasal agents, e.g. decongestants
• CPC Class Codes: A61P 19/02 for joint disorders, e.g. arthritis, arthrosis
• CPC Class Codes: A61P 25/06 Antimigraine agents
• CPC Class Codes: A61P 25/20 Hypnotics; Sedatives
• CPC Class Codes: A61P 25/28 for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
• CPC Class Codes: A61P 3/04 Anorexiants; Antiobesity agents
• CPC Class Codes: A61P 3/06 Antihyperlipidemics
• CPC Class Codes: A61P 3/10 for hyperglycaemia, e.g. antidiabetics
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 37/08 Antiallergic agents antiasthmatic agents A61P11/06; ophthalmic antiallergics A61P27/14
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: A61P 9/00 Drugs for disorders of the cardiovascular system
• CPC Class Codes: C07D 405/04 directly linked by a ring-member-to-ring-member bond

Abstract

3-(1,3-Benzodioxol-5-yl)-6-(4-cyclopropylpiperazin-1-yl)pyridazine and salts and solvates thereof, having histamine H3 antagonistic activity can be used in pharmaceutical compositions.

Claims

1. 3-(1,3-Benzodioxol-5-yl)-6-(4-cyclopropylpiperazin-1-yl)pyridazine or a pharmaceutically acceptable salt, or solvate thereof.

2. The compound of claim 1, where the compound is 3-(1,3-benzodioxol-5-yl)-6-(4-cyclopropylpiperazin-1-yl)pyridazine or solvate thereof.

3. The compound of claim 1, where the compound is a hydrochloride salt of 3-(1,3-benzodioxol-5-yl)-6-(4-cyclopropylpiperazin-1-yl)pyridazine or solvate thereof.

4. The compound of claim 3, where the compound is a 3-(1,3-benzodioxol-5-yl)-6-(4-cyclopropylpiperazin-1-yl)pyridazine dihydrochloride or solvate thereof.

10. A pharmaceutical composition comprising a compound of claim 1 and a pharmaceutically acceptable carrier or excipient.

5. A hydrate of a compound, where the compound is 3-(1,3-benzodioxol-5-yl)-6-(4-cyclopropylpiperazin-1-yl)pyridazine or a pharmaceutically acceptable salt thereof.

6. The hydrate of claim 5, where the compound is 3-(1,3-benzodioxol-5-yl)-6-(4-cyclopropylpiperazin-1-yl)pyridazine.

7. The hydrate of claim 5, where the compound is 3-(1,3-benzodioxol-5-yl)-6-(4-cyclopropylpiperazin-1-yl)pyridazine dihydrochloride.

8. The hydrate of claim 6, where the hydrate is a monohydrate.

9. The hydrate of claim 7, where the hydrate is a monohydrate.

11. A pharmaceutical composition comprising a compound of claim 5 and a pharmaceutically acceptable carrier or excipient.