Global Patent Index - EP 1490324 A4

EP 1490324 A4 20071010 - PROPARGYLAMINO INDAN DERIVATIVES AND PROPARGYLAMINO TETRALIN DERIVATIVES AS BRAIN-SELECTIVE MAO INHIBITORS

Title (en)

PROPARGYLAMINO INDAN DERIVATIVES AND PROPARGYLAMINO TETRALIN DERIVATIVES AS BRAIN-SELECTIVE MAO INHIBITORS

Title (de)

PROPARGYLAMINOINDANDERIVATE UND PROPARGYLAMINOTETRALINDERIVATE ALS HIRNSELEKTIVE MAO-INHIBITOREN

Title (fr)

DERIVES DE PROPARGYLAMINOINDANE ET DERIVES DE PROPARGYLAMINOTETRALINE UTILISES COMME INHIBITEURS DE LA MAO CEREBRO-SELECTIFS

Publication

EP 1490324 A4 20071010 (EN)

Application

EP 03716197 A 20030227

Priority

  • US 0305871 W 20030227
  • US 8567402 A 20020227

Abstract (en)

[origin: WO03072055A2] The subject invention provides derivatives of propargylamino indan (PAI) and propargylamino tetralin that selectively inhibit monoamine oxidase (MAO) in the brain, having the structure:, wherein R1 is OC (O) R9 and R2 is H, wherein R9 i s branched or unbranched C1 to C6 alkyl, aryl, or aralkyl, or R1 is OC (O) R4 and R2 is OC (O) R4, wherein R4 is branched or unbranched C1 to C6 alkyl, aryl, aralkyl or NR5R6, wherein R5 and R6 are each independently H, C1 to C8 alkyl, C6 to C12 aryl, C6 to C12 aralkyl or C6 to C12 cycloalkyl, each optionally substituted; wherein R3 is H or C1 to C6 alkyl; wherein n is 0 or 1; and wherein m is 1 or 2, or a pharmaceutically acceptable salt thereof. Additionally, the subject invention provides methods of treating neurological disorders using these compounds, uses of these compounds for the manufacture of medicaments for treating neurological disorders and processes for synthesis of these compounds.

IPC 1-7

C07C 211/00; C07C 261/00; C07C 269/00; C07C 271/00; A01N 33/02; A01N 47/10; A61K 31/27; A61K 31/135

IPC 8 full level

A61K 31/216 (2006.01); A61K 31/22 (2006.01); A61P 15/10 (2006.01); A61P 21/00 (2006.01); A61P 25/00 (2006.01); A61P 25/08 (2006.01); A61P 25/16 (2006.01); A61P 25/24 (2006.01); A61P 25/28 (2006.01); A61P 43/00 (2006.01); C07C 215/64 (2006.01); C07C 219/26 (2006.01); C07C 271/44 (2006.01); C07D 265/12 (2006.01)

CPC (source: EP)

A61P 15/10 (2017.12); A61P 21/00 (2017.12); A61P 25/00 (2017.12); A61P 25/08 (2017.12); A61P 25/16 (2017.12); A61P 25/24 (2017.12); A61P 25/28 (2017.12); A61P 43/00 (2017.12); C07C 215/64 (2013.01); C07C 219/26 (2013.01); C07D 265/12 (2013.01); C07C 2602/08 (2017.04)

Citation (search report)

  • [X] WO 9311761 A1 19930624 - LUNDBECK & CO AS H [DK]
  • [PX] STERLING, JEFFREY ET AL: "Novel Dual Inhibitors of AChE and MAO Derived from Hydroxy Aminoindan and Phenethylamine as Potential Treatment for Alzheimer's Disease", JOURNAL OF MEDICINAL CHEMISTRY , 45(24), 5260-5279 CODEN: JMCMAR; ISSN: 0022-2623, 2002, XP002296523
  • [X] HAZELHOFF, BERNARD ET AL: "N-Methyl,N-propargyl-2-aminotetralins: novel dopamine agonists with monoamine oxidase inhibiting properties", EUROPEAN JOURNAL OF PHARMACOLOGY , 109(2), 229-40 CODEN: EJPHAZ; ISSN: 0014-2999, 1985, XP002434896
  • [X] DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; CHUMPRADIT, SUMALEE ET AL: "Synthesis and optical resolution of (R)- and (S)-trans-7-hydroxy-2- [N-propyl-N-(3'-iodo-2'-propenyl)amino]tetralin: a new D3 dopamine receptor ligand", XP002434898, retrieved from STN Database accession no. 1994:8313 & JOURNAL OF MEDICINAL CHEMISTRY , 36(26), 4308-12 CODEN: JMCMAR; ISSN: 0022-2623, 1993
  • See references of WO 03072055A2

Citation (examination)

  • WO 9636596 A1 19961121 - CHIROSCIENCE LTD [GB]
  • Y.C. MARTIN, C.H. JARBOE, R.A. KRAUSE, K.R. LYNN, D. DUNNIGAN, J.B. HOLLAND: "Potential Anti-Parkinson Drugs Designed by Receptor Mapping", JOURNAL OF MEDICINAL CHEMISTRY, vol. 16, 1973, pages 147 - 150
  • R. SARGES, J.R. TRETTER, S.S. TENEN, A. WEISSMAN: "5,8-Disubstituted 1-Aminotetralines. A Class of Compounds with a Novel Profile of Central Nervous System Activity.", JOURNAL OF MEDICINAL CHEMISTRY, vol. 16, 1973, pages 1003 - 1011

Designated contracting state (EPC)

AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PT SE SI SK TR

Designated extension state (EPC)

AL LT LV MK RO

DOCDB simple family (publication)

WO 03072055 A2 20030904; WO 03072055 A3 20031231; AU 2003219913 A1 20030909; AU 2003219913 A8 20030909; CA 2477218 A1 20030904; EP 1490324 A2 20041229; EP 1490324 A4 20071010; JP 2005523289 A 20050804

DOCDB simple family (application)

US 0305871 W 20030227; AU 2003219913 A 20030227; CA 2477218 A 20030227; EP 03716197 A 20030227; JP 2003570802 A 20030227