DERIVATIVES OF 4-AMINOPIPERIDINE AND THEIR USE AS A MEDICAMENT

• US 20110059971A1
• Filed: 11/15/2010
• Published: 03/10/2011
• Est. Priority Date: 12/14/1999
• Status: Active Grant

• Current Assignee: Ipsen Sa
• Original Assignee: Ipsen Sa
• Inventors: THURIEAU, Christophe, Moinet, Christophe, Gonzalez, Jérôme
• Granted Patent: US 8,110,574 B2
• Time in Patent Office: Days
• US Class Current: 514/237.2
• CPC Class Codes: A61P 1/00 Drugs for disorders of the alimentary tract or the digestive system
• CPC Class Codes: A61P 1/02 Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
• CPC Class Codes: A61P 1/12 Antidiarrhoeals
• CPC Class Codes: A61P 1/18 for pancreatic disorders, e.g. pancreatic enzymes
• CPC Class Codes: A61P 11/00 Drugs for disorders of the respiratory system
• CPC Class Codes: A61P 13/12 of the kidneys
• CPC Class Codes: A61P 15/00 Drugs for genital or sexual disorders for disorders of sex hormones A61P5/24; Contraceptives
• CPC Class Codes: A61P 17/06 Antipsoriatics
• CPC Class Codes: A61P 19/00 Drugs for skeletal disorders
• CPC Class Codes: A61P 19/08 for bone diseases, e.g. rachitism, Paget's disease
• CPC Class Codes: A61P 19/10 for osteoporosis
• CPC Class Codes: A61P 25/04 Centrally acting analgesics, e.g. opioids
• CPC Class Codes: A61P 25/06 Antimigraine agents
• 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 3/10 for hyperglycaemia, e.g. antidiabetics
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 35/02 specific for leukemia
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: A61P 5/00 Drugs for disorders of the endocrine system
• CPC Class Codes: A61P 5/02 : of the hypothalamic hormones, e.g. TRH, GnRH, CRH, GRH, somatostatin
• CPC Class Codes: A61P 5/04 : for decreasing, blocking or antagonising the activity of the hypothalamic hormones
• CPC Class Codes: A61P 5/08 : for decreasing, blocking or antagonising the activity of the anterior pituitary hormones
• CPC Class Codes: A61P 5/16 : for decreasing, blocking or antagonising the activity of the thyroid hormones
• CPC Class Codes: A61P 5/46 : for decreasing, blocking or antagonising the activity of glucocorticosteroids
• CPC Class Codes: A61P 5/48 : of the pancreatic hormones
• CPC Class Codes: A61P 9/00 : Drugs for disorders of the cardiovascular system
• CPC Class Codes: A61P 9/10 : for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
• CPC Class Codes: C07D 211/58 : attached in position 4
• CPC Class Codes: C07D 401/12 : linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 401/14 : containing three or more hetero rings
• CPC Class Codes: C07D 405/14 : containing three or more hetero rings
• CPC Class Codes: C07D 409/14 : containing three or more hetero rings
• CPC Class Codes: C07D 417/14 : containing three or more hetero rings

Abstract

A subject of the present application is new derivatives of 4-aminopiperidines of formula

in which R₁, R₂ and R₃ represent various radical, and their preparation processes by synthetic methods in parallel in liquid and solid phase. These products having a good affinity with certain sub-types of somatostatin receptors, they are particularly useful for treating the pathological states or diseases in which one (or more) somatostatin receptors are involved.

Claims

1-26. -26. (canceled)

27. Compounds of the general formula:

28. The compound of claim 27, wherein the aryl represented by Z₁₂ is substituted with one or more fluoro, chloro, bromo, iodo, alkyl, alkoxy, alkylthio, —

CF₃, —

OCF₃, phenyl, phenoxy or aminosulphonyl.

29. The compound of claim 27, wherein the aryl represented by Z₂₂ is substituted with one or more fluoro, chloro, bromo, iodo, alkyl, alkenyl, alkoxy, alkylthio, CF₃, OCF₃, nitro, cyano, azido, aminosulphonyl, piperidinosulphonyl, mono- or di-alkylamino, —

C(O)—

O-alkyl, —

C(O)-alkyl, optionally substituted phenyl, phenoxy, phenylthio or benzyloxy.

30. The compound of claim 27, wherein the aryl represented by Z₁₂ is substituted with one or more fluoro, chloro, bromo, iodo, alkyl or alkoxy.

31. The compound of claim 27, wherein the aryl represented by Z₂₂ is substituted with one or more fluoro, chloro, bromo, iodo, alkyl, alkoxy, alkylthio, CF₃, OCF₃, nitro, cyano, azido, piperidinosulphonyl, —

C(O)—

O-alkyl, —

C(O)-alkyl or phenyl.

32. The compound of claim 27, wherein R₃ is unsubstituted alkyl.

33. The compound of claim 27, wherein R₃ is methyl.

34. The compound of claim 27, wherein Z₁₂ and Z₂₂ are optionally substituted phenyl or naphthyl.

35. The compound of claim 27, wherein m and p are simultaneously 1.

36. A pharmaceutical composition comprising a compound of claim 27 or an addition salt thereof with a pharmaceutically acceptable mineral or organic acid.