Utilities of olefin derivatives

• US 8,053,445 B2
• Filed: 09/09/2008
• Issued: 11/08/2011
• Est. Priority Date: 09/14/2001
• Status: Expired due to Fees

• Current Assignee: Shionogi & Co., Ltd.
• Original Assignee: Shionogi & Co., Ltd.
• Inventors: Nagata, Kiyoshi, Hayashi, Kunio, Yamamori, Teruo
• Primary Examiner(s): Weddington; Kevin E
• Application Number:
  US12/230,993
• Publication Number:
  US 20090036457A1
• Time in Patent Office: 1,155 Days
• Field of Search: 514/311
• US Class Current: 514/311
• CPC Class Codes: A61K 31/215 of carboxylic acids
• CPC Class Codes: A61K 31/40 having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
• 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 213/06 containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
• CPC Class Codes: C07D 213/16 containing only one pyridine ring
• CPC Class Codes: C07D 213/26 Radicals substituted by halogen atoms or nitro radicals
• CPC Class Codes: C07D 213/30 Oxygen atoms
• CPC Class Codes: C07D 213/38 having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
• CPC Class Codes: C07D 213/40 Acylated substituent nitrogen atom
• CPC Class Codes: C07D 213/55 Acids; Esters
• CPC Class Codes: C07D 213/57 Nitriles
• CPC Class Codes: C07D 215/04 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms
• CPC Class Codes: C07D 215/14 Radicals substituted by oxygen atoms
• CPC Class Codes: C07D 235/18 with aryl radicals directly attached in position 2
• CPC Class Codes: C07D 241/42 with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
• CPC Class Codes: C07D 263/57 Aryl or substituted aryl radicals
• CPC Class Codes: C07D 277/66 with aromatic rings or ring systems directly attached in position 2
• CPC Class Codes: C07D 401/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 401/06 linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: C07D 403/06 linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: C07D 405/04 : directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 405/06 : linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: C07D 409/04 : directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 409/06 : linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: C07D 413/06 : linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: C07D 417/06 : linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: C07D 471/04 : Ortho-condensed systems

Abstract

Compounds having an activity to enhance the expression of apoAI are provided. Compounds of formula (I):

in which Ar¹ and Ar² are independently a phenyl, naphthyl, or monocyclic or bicyclic aromatic heterocyclic group, which may be optionally substituted; —X— is —N═CZ²—, —CY²═CZ²—, —CY²Y³—CHZ²—, —S—, —O—, or the like; Y¹, Y², Y³, Z¹ and Z² are independently a hydrogen, a halogen, a lower alkyl, a phenyl, or the like; Z¹ and Z² may be independently a linker group that may combine with Ar² and Ar¹ to form a condensed ring; m is 0 or 1, and n is 0 to 2; a prodrug thereof, a pharmaceutically acceptable salt or solvate thereof; are disclosed.

Claims

1. A method of enhancing the expression of apoAI, which comprises administrating a therapeutically effective amount of a compound of formula (I):

2. The method according to claim 1, in which the broken line is the presence of a bond.

3. The method according to claim 1, in which -Q= is a group of

4. The method of claim 3, in which Y² is hydrogen.

5. The method according to claim 1, in which -Q= is a group of

6. The method according to claim 2, in which -Q= is a group of

7. The method according to claim 1, 2, 3, 4, 5 or 6, in which Z² is a linker group comprising 2 atoms that combines with the constituent atoms of the ring Ar¹ that are bonded to Z² via the two atoms to form a condensed ring.

8. The method according to claim 1,

wherein X is

9. The method according to claim 1,

wherein X is