Compounds having selective cytochrome P450RAI-1 or selective cytochrome P450RAI-2 inhibitory activity and methods of obtaining the same

• US 7,226,951 B2
• Filed: 12/16/2004
• Issued: 06/05/2007
• Est. Priority Date: 12/17/2003
• Status: Expired due to Fees

• Current Assignee: Allergan, Inc. (Canada) (Abbvie Incorporated)
• Original Assignee: Allergan, Inc. (Canada) (Abbvie Incorporated)
• Inventors: Takeuchi, Janet A., Wang, Liming, Li, Ling, Vu, Thong, Bhat, Smita, Liu, Xiaoxia, Tsang, Kwok Yin, Chandraratna, Roshantha A., Beard, Richard, Vuligonda, Vidyasagar, Vasudevan, Jayasree
• Primary Examiner(s): Saeed; Kamal A.
• Assistant Examiner(s): GRAZIER, NYEEMAH A
• Application Number:
  US11/014,460
• Publication Number:
  US 20050176689A1
• Time in Patent Office: 901 Days
• Field of Search: 514/654, 562/500, 564/384
• US Class Current: 514/654
• 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 17/00 Drugs for dermatological disorders
• CPC Class Codes: A61P 17/06 Antipsoriatics
• CPC Class Codes: A61P 17/14 for baldness or alopecia
• CPC Class Codes: A61P 25/00 Drugs for disorders of the nervous system
• CPC Class Codes: A61P 25/16 Anti-Parkinson drugs
• 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 27/02 Ophthalmic agents
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: A61P 3/06 Antihyperlipidemics
• CPC Class Codes: A61P 3/10 for hyperglycaemia, e.g. antidiabetics
• CPC Class Codes: A61P 31/04 Antibacterial agents
• CPC Class Codes: A61P 31/12 Antivirals
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 37/02 Immunomodulators
• CPC Class Codes: A61P 37/04 Immunostimulants
• CPC Class Codes: A61P 37/06 Immunosuppressants, e.g. drugs for graft rejection
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: A61P 5/10 : of the posterior pituitary hormones, e.g. oxytocin, ADH
• 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: C07C 229/34 : the carbon skeleton containing six-membered aromatic rings
• CPC Class Codes: C07C 229/38 : having amino groups bound to acyclic carbon atoms and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
• CPC Class Codes: C07C 229/46 : having amino or carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
• CPC Class Codes: C07C 229/50 : with amino groups and carboxyl groups bound to carbon atoms being part of the same condensed ring system
• CPC Class Codes: C07C 2601/02 : with a three-membered ring
• CPC Class Codes: C07C 2602/10 : the other ring being six-membered, e.g. tetraline
• CPC Class Codes: C07C 275/42 : being further substituted by carboxyl groups
• CPC Class Codes: C07C 57/42 : having unsaturation outside the rings
• CPC Class Codes: C07C 59/64 : containing six-membered aromatic rings
• CPC Class Codes: C07C 59/86 : containing six-membered aromatic rings and other rings
• CPC Class Codes: C07C 69/73 : of unsaturated acids
• CPC Class Codes: C07C 69/753 : of polycyclic acids
• CPC Class Codes: C07C 69/76 : Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
• CPC Class Codes: C07D 311/58 : other than with oxygen or sulphur atoms in position 2 or 4
• CPC Class Codes: C07D 311/64 : with oxygen atoms directly attached in position 8
• CPC Class Codes: C07D 311/96 : spiro-condensed with carbocyclic rings or ring systems

Abstract

Compounds of formulas 1 through 17 provided in the specification specifically or selectively inhibit either the cytochrome P450RAI-1 enzyme or the cytochrome P450RAI-2 enzyme.

Claims

1. A compound of the formula

2. A compound in accordance with claim 1 where Y is H or COOR₁, R₇ is cyclopropyl and R₈ is H, lower alkyl of 1 to 3 carbons, —

CH₂O(C_1-3-alkyl) or —

CH₂OCO(C_1-3-alkyl) or a cation of a pharmaceutically acceptable base.

3. A compound in accordance with claim 2 where the compound has the formula

4. A compound of the formula