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AR077513A2 - Derivados de benceno sustituidos por glucopiranosilo, medicamentos que contienen esos compuestos, su aplicacion y procedimiento para su preparacion - Google Patents

Derivados de benceno sustituidos por glucopiranosilo, medicamentos que contienen esos compuestos, su aplicacion y procedimiento para su preparacion

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Publication number
AR077513A2
AR077513A2 ARP100102779A ARP100102779A AR077513A2 AR 077513 A2 AR077513 A2 AR 077513A2 AR P100102779 A ARP100102779 A AR P100102779A AR P100102779 A ARP100102779 A AR P100102779A AR 077513 A2 AR077513 A2 AR 077513A2
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AR
Argentina
Prior art keywords
alkyl
carbonyl
group
substituted
cycloalkyl
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ARP100102779A
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English (en)
Inventor
Leo Thomas
Peter Eickelmann
Edward Leon Barsoumian
Matthias Eckhardt
Frank Himmelsbach
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Boehringer Ingelheim Int
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=34962236&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR077513(A2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from DE102004012676A external-priority patent/DE102004012676A1/de
Priority claimed from DE102004040168A external-priority patent/DE102004040168A1/de
Priority claimed from DE102004061145A external-priority patent/DE102004061145A1/de
Application filed by Boehringer Ingelheim Int filed Critical Boehringer Ingelheim Int
Publication of AR077513A2 publication Critical patent/AR077513A2/es

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Abstract

Derivados de benceno sustituidos por glucopiranosilo de la formula general (1) en la que R1 esta seleccionado de entre los significados del grupo A y si R3 está seleccionado de entre los significados del grupo B, R1 puede adicionalmente estar seleccionado de entre los significados hidrogeno, fluor, cloro, bromo, yodo, alquilo-C1-4, alquenilo-C2-4alquilo-C1-4, alquinilo-C2-4-alquilo-C1-4, alquenilo-C2-4-alcoxi-C1-4, alquinilo-C2-4alcoxi-C1-4, cicloalquilo-C3-7-alquilo-C1-4, cicloalquenilo-C5-7-alquilo-C1-4, un grupo metilo sustituido por 1 a 3 átomos de fluor, un grupo etilo sustituido por 1 a 5 átomos de fluor, alcoxi-C1-4, un grupo metoxi sustituido por 1 a 3 átomos de fluor, un grupo etoxi sustituido por 1 a 5 átomos de fluor, un grupo alquilo-C1-4, sustituido por un grupo hidroxi- o alcoxi-C1-3 , un grupo alcoxi-C2-4 sustituido por un grupo hidroxi o alcoxi-C1-3, cicloalquil-C3-6-alcoxi-C1-3 o hidroxi, pudiendo en los anillos de cicloalquilo y cicloalquenilo mencionados en lo que antecede, estar sustituidos uno o dos grupos metilo, independientemente el uno del otro, por O o CO, y R2 puede ser hidrogeno, fluor, cloro, bromo, hidroxi, alquilo-C1-4, alcoxi-C1-4, ciano o nitro, pudiendo el grupo alquilo o alcoxi estar sustituido una o varias veces por fluor, y R3 está seleccionado de entre los significados del Grupo B y si R1 está seleccionado de entre los significados del Grupo A, R3 puede estar seleccionado adicionalmente de entre los significados hidrogeno, fluor, cloro, bromo, yodo, alquilo-C1-6, alquenilo-C2-4-alquilo-C1-4, alquinilo-C2-4 -alquilo-C1-4, alquenilo-C2-4-alcoxi-C1-4, alquinilo-C2-4-alcoxi-C1-4, cicloalquilo-C3-7, cicloalquenilo-C5-7, cicloalquilo-C3-7alquilo-C1-4, cicloalquenilo-C5-7-alquilo-C1-4, cicloalquiliden-C3-6-metilo, hidroxi, alcoxi-C1-6, cicloalquilo-C3-6-alcoxi-C1-3, arilo, arilalquilo-C1-3, heteroarilo, heteroarilalquilo-C1-3, ariloxi, arilalquil-C1-3-oxi, un grupo metilo o metoxi sustituido por 1 a 3 átomos de fluor, un grupo alquilo-C2-4 o alcoxi-C2-4 sustituido por 1 a 5 átomos de fluor, un grupo alquilo-C1-4 sustituido por un grupo ciano, un grupo alquilo-C1-4 sustituido por un grupo hidroxi o alquil-C1-3-oxi, ciano, carboxi, alcoxi-C1-3-carbonilo, aminocarbonilo, (alquil-C1-3-amino)carbonilo, diamino(alquil-C1-3)carbonilo, pirrolidin-1-il-carbonilo, piperidin-1-ilcarbonilo, morfolin-4-il-carbonilo, piperazin-1-il-carbonilo, 4-(alquil-C1-3)-piperazin-1-il-carbonilo, (alquil-C1-4)-carbonilamino, alquil-C1-4-sulfonilamino, alquil-C1-4-sulfanilo, alquil-C1-4-sulfinilo, alquil-C1-4-sulfonilo, arilsulfonilamino, arilalquil-C1-3-sulfonilamino o arilsulfonilo, R4, R5 independientemente el uno del otro, hidrogeno, fluor, cloro, bromo, yodo, ciano, nitro, alquilo-C1-3, alcoxi-C1-3, metilo o metoxi sustituido por 1 a 3 átomos de fluor, A significa alquin-C2-6-1-ilo, alquen-C2-6-1-ilo, cicloalquilo-C3-7, cicloalquenilo-C5-7, arilo, heteroarilo, alquil-C1-4-carbonilo, arilcarbonilo, heteroarilcarbonilo, aminocarbonilo, alquil-C1-4-aminocarbonilo, di-amino(alquil-C1-3)carbonilo, pirrolidin-1-ilcarbonilo, piperidin-1-il-carbonilo, morfolin-4-il-carbonilo, piperazin-1-il-carbonilo, 4-(alquil-C1-4)piperazin-1-il-carbonilo, arilamino-carbonilo, heteroarilaminocarbonilo, alcoxi-C1-4-carbonilo, arilalcoxi-C1-3-alcoxicarbonilo, heteroarilalcoxi-C1-3-carbonilo, amino, alquil-C1-4-amino, di-(alquil-C1-3)amino, pirrolidin-1-ilo, pirrolidin-2-on-1-ilo, piperidin-1-ilo, piperidin-2-on-1-ilo, morfolin-4-ilo, morfolin-3-on-4-ilo, piperazin-1-ilo, 4-(alquil-C1-3)-piperazin-1-ilo, alquil-C1-4-carbonilamino, arilcarbonilamino, heteroarilcarbonilamino, cicloalquil-C3-7-oxi, cicloalquenil-C5-7-oxi, ariloxi, heteroariloxi, alquil-C1-4-sulfinilo, alquil-C1-4-sulfonilo, cicloalquil-C3-7-sulfanilo, cicloalquil-C3-7-sulfinilo, cicloalquil-C3-7-sulfonilo, cicloalquenil-C5-7-sulfanilo, cicloalquenil-C5-7-sulfinilo, cicloalquenil-C5-7-sulfonilo, arilsulfanilo, arilsulfinilo, arilsulfonilo, heteroarilsulfanilo, heteroarilsulfinilo, heteroarilsulfonilo, ciano o nitro, pudiendo los grupos alquinilo y alquenilo mencionados en lo que antecede, estar sustituidos una o varias veces por fluor o cloro, y pudiendo los grupos alquinilo y alquenilo mencionados en lo que antecede, estar sustituidos una o dos veces por restos L1 iguales o diversos, y pudiendo los anillos de cicloalquilo y cicloalquenilo mencionados en lo que antecede, estar sustituidos una o dos veces, independientemente el uno del otro, por sustituyentes seleccionados de entre fluor y alquilo-C1-3, y pudiendo en los anillos de cicloalquilo y alquenilo mencionados en lo que antecede, estar sustituidos uno o dos grupos metileno una o dos veces, independientemente el uno del otro, por O, S, CO, SO, SO2 o NRN, B significa tri-(alquil-C1-4)silil-alquil-C1-6, alquin-C2-6-1-ilo, alquenC2-6-1-ilo, amino, alquil-C1-3-amino, di-(alquil-C1-3)amino, pirrolidin-1-ilo, pirrolidin-2-on-1-ilo, piperidin-1-ilo, piperidin-2-on-1-ilo, morfolin-4-ilo, morfolin-3-on-4-ilo, piperazin-1-ilo, 4- (alquil-C1-3)piperazin-1-ilo, arilcarbonilamino, heteroarilcarbonilamino, nitro, cicloalquil-C3-10-oxi, cicloalquenil-C5-10-oxi, cicloalquil-C3-10-sulfanilo, cicloalquil-C3-10-sulfinilo, cicloalquil-C3-10-sulfonilo, cicloalquenil-C5-10-sulfanilo, cicloalquenil-C5-10-sulfinilo, cicloalquenil-C5-10-sulfonilo, arilsulfanilo, arilsulfinilo, heteroarilsulfanilo o heteroarilsulfinilo, pudiendo los grupos alquinilo y alquenilo mencionados en lo que antecede estar sustituidos una o varias veces por fluor o cloro, y pudiendo los grupos alquinilo y alquenilo mencionados en lo que antecede estar sustituidos una o dos veces por restos L1 iguales o diversos; pudiendo los anillos de cicloalquilo y cicloalquenilo mencionados en lo que antecede estar sustituidos por fluor o cloro, independientemente el uno del otro, una o dos veces por sustituyentes seleccionados de entre fluor y alquilo-C1-3, y pudiendo en los anillos de cicloalquilo y cicloalquenilo mencionados en lo que antecede, uno o dos grupos de metileno estar sustituidos, independientemente el uno del otro, por O, S, CO, SO, SO2 o NRN, RN H, alquilo-C1-4, alquil-C1-4-carbonilo o alquil-C1-4-sulfonilo, L1 independientemente el uno del otro, seleccionado de entre el grupo consistente en hidroxi, ciano, nitro, cicloalquilo-C3-7, arilo, heteroarilo, alquil-C1-4-carbonilo, arilcarbonilo, heteroarilocarbonilo, aminocarbonilo, alquil-C1-4-aminocarbonilo-, di-amino(alquil-C1-3)carbonilo, pirrolidin-1-il-carbonilo, piperidin-1-il-carbonilo, morfolin-4-il-carbonilo, arilaminocarbonilo, heteroarilaminocarbonilo, alcoxi-C1-4-carbonilo, arilalcoxi-C1-3-carbonilo, heteroarilalcoxi-C1-3-carbonilo, alquil-C1-4-oxi, ariloxi, heteroariloxi, alquil-C1-4-sulfanilo, arilsulfanilo, heteroarilsulfanilo, alquil-C1-4-sulfinilo, arilsulfinilo, heteroarilsulfinilo, alquil-C1-4-sulfonilo, arilsulfonilo y heteroarilsulfonilo; y L2 independientemente el uno del otro, seleccionado de entre el grupo consistente en fluor, cloro, bromo, yodo, alquilo-C1-3, difluorometilo, trifluorometilo, alcoxi-C1-3, difluorometoxi, trifluorometoxi y ciano; y R6, R7a, R7b, R7c poseen, independientemente el uno del otro, un significado seleccionado de entre el grupo hidrogeno, (alquil-C1-18)carbonilo, (alquil-C1-18)oxicarbonilo, arilcarbonilo y aril-(alquil-C1-3)-carbonilo, debiendo entenderse por los grupos arilo mencionados en la definicion de los restos nombrados en lo que antecede, grupos fenilo o naftilo, los cuales, independientemente el uno del otro, pueden estar sustituidos una o dos veces por restos L2 iguales o diversos; y debiendo entenderse por los grupos heteroarilo mencionados en la definicion de los restos nombrados en lo que antecede, un grupo pirrolilo, furanilo, tienilo, piridilo, indolilo, benzofuranilo, benzotiofenilo, quinolinilo, isoquinolinilo o tetrazolilo, o bien un grupo pirrolilo, furanilo, tienilo o piridilo, en el que uno o dos grupos metino están reemplazados por átomos de nitrogeno, o bien un grupo indolilo, benzofuranilo, benzotiofenilo, quilnolinilo o isoquinolinilo, en el que uno a tres grupos metino están reemplazados por átomos de nitrogeno, pudiendo los grupos heteroarilo mencionados en lo que antecede, estar sustituidos, independientemente el uno del otro, una o dos veces por restos L2 iguales o diversos; pudiendo, en cuanto no se indicare algo distinto, los grupos alquilo mencionados en lo que antecede, ser de cadena recta o ramificados, sus tautomeros, sus estereoisomeros, sus mezclas y sus sales. Los compuestos conformes a la invencion son apropiados para el tratamiento de enfermedades metabolicas. Reivindicacion 1: Derivados de benceno sustituidos por glucopiranosilo de la formula general (1) caracterizados porque R1 es etinilo, prop-1-in-1-ilo, but-1-in-1-ilo, ciano, ciclopropiloxi, ciclobutiloxi, ciclopentiloxi o ciclohexiloxi; y R2 es hidrogeno; y R3 está seleccionado de entre hidrogeno, fluor, cloro, metilo, etilo, isopropilo, ter-butilo, etinilo, 1-propinilo, trimetilsililetilo, difluorometilo, trifluorometilo, ciclopropilo, ciclobutilo, ciclopentilo, metoxi, etoxi, isopropoxi, ciclopentiloxi, difluorometoxi, trifluorometoxi, pentafluoretoxi, tetrahidrofuran-3-iloxi, tetrahidrofuran-2-on-3-iloxi, metilsulfanilo, etilsulfanilo, isopropilsulfanilo y ciclopropildenemetilo; y R4 y R5 significa hidrogeno; y R6, R7a, R7b, R7c significan hidrogeno.
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IL218714A (en) 2013-02-28
EP2360165A3 (de) 2012-01-04
BRPI0508830B8 (pt) 2021-05-25
JP4181605B2 (ja) 2008-11-19
IL177043A (en) 2013-03-24
CN103467423A (zh) 2013-12-25
NO2014028I1 (no) 2014-11-17
EP2360164A2 (de) 2011-08-24
EP1730131B1 (de) 2012-05-09
RS52365B (sr) 2012-12-31
US20090326215A1 (en) 2009-12-31
ATE557013T1 (de) 2012-05-15
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CY2014042I1 (el) 2015-12-09
WO2005092877A8 (de) 2006-01-26
AU2005225511C1 (en) 2023-04-13
NO335264B1 (no) 2014-10-27
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DK1730131T3 (da) 2012-08-13
ME01422B (me) 2013-12-20
CN103435581B (zh) 2015-08-19
CY2014042I2 (el) 2015-12-09
CN103435581A (zh) 2013-12-11
AR077512A2 (es) 2011-08-31
ES2387881T3 (es) 2012-10-03
WO2005092877A1 (de) 2005-10-06
US20090023913A1 (en) 2009-01-22
HRP20120627T1 (hr) 2012-08-31
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