AR077875A2 - 8-(3-amino-piperidin-1-il)-xantinas su preparacion y su utilizacion como medicamentos - Google Patents

8-(3-amino-piperidin-1-il)-xantinas su preparacion y su utilizacion como medicamentos

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Publication number
AR077875A2
AR077875A2 ARP100102982A ARP100102982A AR077875A2 AR 077875 A2 AR077875 A2 AR 077875A2 AR P100102982 A ARP100102982 A AR P100102982A AR P100102982 A ARP100102982 A AR P100102982A AR 077875 A2 AR077875 A2 AR 077875A2
Authority
AR
Argentina
Prior art keywords
methyl
amino
piperidin
xanthine
buten
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
ARP100102982A
Other languages
English (en)
Inventor
Ralf R H Lotz
Elke Langkopf
Roland Maier
Mohammad Tadayyon
Michael Mark
Matthias Eckhardt
Frank Himmelsbach
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Boehringer Ingelheim Pharma GmbH Co KG
Original Assignee
Boehringer Ingelheim Pharma GmbH Co KG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=31947613&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR077875(A2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from DE10238243A external-priority patent/DE10238243A1/de
Priority claimed from DE10312353A external-priority patent/DE10312353A1/de
Application filed by Boehringer Ingelheim Pharma GmbH Co KG filed Critical Boehringer Ingelheim Pharma GmbH Co KG
Publication of AR077875A2 publication Critical patent/AR077875A2/es
Pending legal-status Critical Current

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Abstract

Xantinas sustituidas de la formula general (1) en la que R1 significa un grupo metilo, que está sustituido con un grupo dimetilaminocarbonilo, pirrolidin-1-il-carbonilo, piperidin-1-ilcarbonilo, terc-butilcarbonilo o ciclohexilcarbonilo, un grupo metilo, que está sustituido con un grupo naftilo, metilnaftilo, metoxinaftilo, nitronaftilo o (dimetilamino)-naftilo, un grupo metilo, que está sustituido con un grupo 2-feniletenilo o bifenililo, un grupo metilo, que está sustituido con un grupo fenil-oxadiazolilo, 5-metil-3-fenil-isoxazolilo, fenil-piridinilo, indolilo, benzotiofenilo, quinolinilo, isoquinolinilo, metil-isoquinolinilo, (metoxicarbonilmetilamino)-isoquinolinilo, cinolinilo, quinazolinilo, metilquinazolinilo, 1,2- dihidro-1-metil-2-oxo-quinolinilo, 1,2-dihidro-2-metil-1-oxo-isoquino-linilo, 3,4-dihidro-4-oxo-ftalazinilo, 3,4-dihidro-3-metil-4-oxo-fta-lazinilo, 3,4-dihidro-4-oxo-quinazolinilo o 2-oxo-2H-cromenilo, un grupo 2-metoxietilo, 2-feniloxietilo o 2-cianoetilo, un grupo fenilcarbonilmetilo o 1-(fenilcarbonil)-etilo, un grupo fenilcarbonilmetilo, en el que la parte de fenilo está sustituida con un grupo amino, cianometilamino, metilcarbonilamino, etilcarbonilamino, isopropilcarbonilamino, metoxicarbonilamino, (etiloxicarbonilamino)-carbonilamino o 2-oxo-imidazolin-1-ilo, un grupo fenilcarbonilmetilo, en el que la parte de fenilo está sustituida con un grupo carboxi, metoxicarbonilo, etiloxicarbonilo, aminocarbonilo, metilamino, dimetilaminocarbonilo o morfolin-4-ilcarbonilo, un grupo fenilcarbonilmetilo, en el que la parte de fenilo está sustituida con un grupo metilsulfanilo, metilsulfinilo o metilsulfonilo, un grupo fenilcarbonilmetilo, en el que la parte de fenilo está sustituida con un grupo carboximetoxi, etiloxicarbonilmetoxi, isopropiloxicarbonilmetoxi, aminocarbonilmetoxi, metilaminocarbonilmetoxi, etilaminocarbonilmetoxi, isopropilaminocarbonilmetoxi, dimetilaminocarbonilmetoxi, pirrolidin-1-carbonilmetoxi o morfolin-4-ilcarbonilmetoxi, un grupo fenilcarbonilmetilo, en el que la parte de fenilo está sustituida con un grupo 1-(metoxicarbonil)-etiloxi o 1-(aminocarbonil)-etiloxi, un grupo fenilcarbonilmetilo, en el que la parte de fenilo está sustituida con un grupo metilsulfinilmetoxi, un grupo fenilcarbonilmetilo, en el que la parte de fenilo está sustituida con dos grupos metoxi, o un grupo fenilcarbonilmetilo, en el que en la parte de fenilo dos átomos de hidrogeno contiguos están reemplazados por un grupo -O-CH2-O-, -O-CH2- CH2-O- o -N(CH3)-CO-O-, R2 significa un grupo metilo, isopropilo o fenilo y R3 significa un grupo 2-metil-2-propen-2-ilo, 2-cloro-2-propen-1-ilo o 3-bromo-2-propen-1-ilo, un grupo 2-buten-1-ilo o 2,3-dimetil-2-buten-1-ilo, un grupo 2-butin-1-ilo, un grupo 1-ciclopenten-1-ilmetilo o un grupo 2-furanilmetilo, así como los compuestos 1-(2-ciano-etil)-3-metil-7-(2-ciano-bencil)-8-(3-amino-piperidin-1-il)-xantina, 1-(2-{2- [(etoxicarbonil)metoxi]-fenil}-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il) -xantina, 1-(2-{2-[(aminocarbonil)metoxi]-fenil}-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-(2-{3-[(metanosulfinil)metoxi]-fenil}-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-(1-metil-2-oxo-2-fenil-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-(2-fenoxietil)-3-metil-7-(2-ciano-bencil)-8-(3-amino-piperidin-1-il)-xantina, 1-(2-fenil-2-oxo-etil)-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1- il)-xantina, 1-(2-{3-[(etoxicarbonil)metoxi]-fenil}-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-(2-{2-[(metilaminocarbonil)metoxi]-fenil}-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-(2-{2-[(dimetilaminocarbonil)metoxi]-fenil}-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-(2-metoxietil)-3-metil-7-(2-ciano-bencil)-8-(3-amino-piperidin-1-il)-xantina, 1-metil-3- [(metoxicarbonil)metil]-7-(2-ciano-bencil)-8-(3-amino-piperidin-1-il)-xantina, 1-metil-3-cianometil-7-(2-ciano-bencil)-8-(3-amino-piperidin-1-il)-xantina, 1-metil-3-(2-propin-1-il)-7-(2-ciano-bencil)-8-(3-amino-piperidin-1-il)-xantina, 1-{2-[3-(2-oxo-imidazolidin-1-il) -fenil]-2-oxo-etil}-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-metil-3-(2-propen-1-il)-7-(2-ciano-bencil)-8-(3-amino-piperidin-1-il)-xantina, 1-(2-{2-[(etilcarbonil)amino]-fenil}-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-metil-3-fenil-7-(2-ciano-bencil)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(2-amino-fenil)-2-oxo-etil]-3-metil-7-(3-metil-2-buten-1-il)-8-((S)-3-amino-piperidin-1-il)-xantina, 1-(2-fenil-2-oxo-etil)-3-cianometil-7-(3-metil-2-buten-1-il)-8- (3-amino-piperidin-1-il)-xantina, 1-[(quinolin-2-il)metil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(2-oxo-2H-cromen-4-il)metil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(cinolin-4-il)metil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino- piperidin-1-il)-xantina, 1-[(1-metil-2-oxo-1,2-dihidro-quinolin-4-il)metil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(4-oxo-3,4-dihidro-ftalazin-1-il)metil)-3-metil-7- (3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(quinazolin-4-il)metil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(5-metil-3-fenil-isoxazol-4-il)metil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(isoquinolin-3-il)metil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(3-fenil-[1,2,4]oxadiazol-5-il)metil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(4-fenil-piridin-2-il)metil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(5-fenil-piridin-2-il)metil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(3-metil-4-oxo-3,4-dihidro-ftalazin-1-il)metil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(3-metilsulfanil-fenil)-2-oxo-etil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(3-metanosulfinil-fenil)-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(3-metanosulfonil-fenil)-2-oxo-etil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(3-carboxi-fenil)-2-oxo-etil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(3-metoxicarbonil-fenil)-2-oxo-etil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-{2-[3-(metilaminocarbonil)-fenil]-2-oxo-etil}-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-{2-[3-(dimetilaminocarbonil)-fenil]-2-oxo-etil}-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-{2-[3-(morfolin-4-il-carbonil)-fenil]-2-oxo-etil}-3-metil-7-(3-metil-2- buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(2-carboxi-fenil)-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(2-etoxicarbonil-fenil)-2-oxo-etil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-{2-[2-(dimetilaminocarbonil)-fenil]-2-oxo-etil}-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-{2-[2-(morfolin-4-il-carbonil)-fenil]-2-oxo-etil}-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2- (2,6-dimetoxi-fenil)-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-((E)-3-fenil-alil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(benzo[b) tiofen-3-il)metil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(1H-indol-3-il)metil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(bifenil-4-il)metil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-(2-ciclohexil-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-(3,3-dimetil-2-oxo-butil)-3-metil-7- (3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-({5-[(metoxicarbonil)metilamino]-isoquinolin-1-il}metil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-(2-dimetilamino-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(piperidin-1-il)-2-oxo-etil)-3-metil-7-(3-metil-2-buten-i-il)-8-(3-amino-piperidin-i-il)-xantina, 1-[(2-metil-1-oxo-1,2-dihidro-isoquinolin-4-il)metil]-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(2,3-dimetoxi-fenil)-2-oxo-etil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(pirrolidin-1-il)-2-oxo-etil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(2,3-dihidro-benzo[1,4]dioxin-5-il)-2-oxo-etil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(3-metil-2-oxo-2,3-dihidro-benzoxazol-7-il)-2-oxo-etil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(benzo[1,3)dioxol-4-il)-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-metil-3-isopropil-7-(2-ciano-bencil)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(2-cianometilamino-fenil)-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[(isoquinolin-1-il)metil]-3-[(metoxicarbonil)metil]-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-(2-{2-[(isopropiloxicarbonil)metoxi]-fenil}-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(2-{[(etoxicarbonilamino)carbonil]amino}-fenil)-2-oxo-etil]-3-metil-7-(3-metil-2-buten-1-il)-8-(3-amino-piperidin-1-il)-xantina, 1-[2-(2-acetilamino-fenil)-2-oxo-etil]-3-metil-7-(3-metil-2-buten-1-il)-8-((S)-3-amino-piperidin-1-il)-xantina, 1-(2-{2-[(metilaminocarbonil)metoxi]-fenil}-2-oxo-etil)-3-metil-7-(3-metil-2-buten-1-il)-8-((S)-3-amino-piperidin-1-il)-xantina, 1-metil-7-(2-ciano-bencil)-8-(3-amino-piperidin-1
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