Cyclopropylamines as LSD1 inhibitors

• US 8,853,408 B2
• Filed: 03/26/2012
• Issued: 10/07/2014
• Est. Priority Date: 03/25/2011
• Status: Active Grant

• Current Assignee: GlaxoSmithKline Intellectual Property No 2 Ltd (GSK plc)
• Original Assignee: GlaxoSmithKline Intellectual Property No 2 Ltd (GSK plc)
• Inventors: Johnson, Neil W., Kasparec, Jiri
• Primary Examiner(s): Anderson, James D
• Assistant Examiner(s): LEE, WILLIAM Y
• Application Number:
  US14/007,035
• Publication Number:
  US 20140018393A1
• Time in Patent Office: 925 Days
• Field of Search: None
• US Class Current: 546/235
• CPC Class Codes: A61K 31/445 Non condensed piperidines, e.g. piperocaine
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 35/02 specific for leukemia
• CPC Class Codes: C07C 211/35 containing only non-condensed rings
• CPC Class Codes: C07C 211/36 containing at least two amino groups bound to the carbon skeleton
• CPC Class Codes: C07C 2601/02 with a three-membered ring
• CPC Class Codes: C07C 2601/14 The ring being saturated
• CPC Class Codes: C07C 271/24 with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a ring other than a six-membered aromatic ring
• CPC Class Codes: C07D 207/09 Radicals substituted by nitrogen atoms, not forming part of a nitro radical
• CPC Class Codes: C07D 211/26 with hydrocarbon radicals, substituted by nitrogen atoms
• CPC Class Codes: C07D 211/62 attached in position 4
• CPC Class Codes: C07D 211/96 Sulfur atom
• CPC Class Codes: C07D 223/04 with only hydrogen atoms, halogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
• CPC Class Codes: C07D 265/30 not condensed with other rings
• 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 401/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: C07D 401/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 413/06 linked by a carbon chain containing only aliphatic carbon atoms
• CPC Class Codes: C07F 5/02 Boron compounds
• CPC Class Codes: C07F 5/025 : Boronic and borinic acid compounds
• CPC Class Codes: C07F 9/59 : Hydrogenated pyridine rings

Abstract

This invention relates to the use of cyclopropylamine derivatives for the modulation, notably the inhibition of the activity of Lysine-specific demethylase 1 (LSD1). Suitably, the present invention relates to the use of cyclopropylamines in the treatment of cancer.

Claims

1. A compound which is 4-((4-((((1R,2S)-2-phenylcyclopropyl)amino)methyl)piperidin-1-yl)methyl)benzoic acid, represented by the formula:

3. A pharmaceutical composition comprising the compound or pharmaceutically acceptable salt thereof according to claim 1 and a pharmaceutically acceptable excipient.

2. A compound which is 4-((4-((((1R,2S)-2-phenylcyclopropyl)amino)methyl)piperidin-1-yl)methyl)benzoic acid, represented by the formula:

4. A pharmaceutical composition comprising the compound according to claim 2 and a pharmaceutically acceptable excipient.