AR079015A1 - Acidos 3-fenilpropionicos sustituidos, metodo de preparacion y uso de los mismos - Google Patents

Acidos 3-fenilpropionicos sustituidos, metodo de preparacion y uso de los mismos

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Publication number
AR079015A1
AR079015A1 ARP100103934A ARP100103934A AR079015A1 AR 079015 A1 AR079015 A1 AR 079015A1 AR P100103934 A ARP100103934 A AR P100103934A AR P100103934 A ARP100103934 A AR P100103934A AR 079015 A1 AR079015 A1 AR 079015A1
Authority
AR
Argentina
Prior art keywords
methyl
formula
represents hydrogen
trifluoromethyl
fluorine
Prior art date
Application number
ARP100103934A
Other languages
English (en)
Inventor
Karl-Heinz Schlemmer
Frank Wunder
Sheikh Sherif El
Volkhart Min-Jian Li
Eva-Maria Becker
Friederike Stoll
Andreas Knorr
Thomas Lampe
Michael Hahn
Johannes-Peter Stasch
Original Assignee
Bayer Schering Pharma Ag
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
Application filed by Bayer Schering Pharma Ag filed Critical Bayer Schering Pharma Ag
Publication of AR079015A1 publication Critical patent/AR079015A1/es

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    • A61K31/19—Carboxylic acids, e.g. valproic acid
    • A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
    • A61K31/196—Carboxylic acids, e.g. valproic acid having an amino group the amino group being directly attached to a ring, e.g. anthranilic acid, mefenamic acid, diclofenac, chlorambucil
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Abstract

Reivindicacion 1: Compuesto de formula (1) en la que R1A representa hidrogeno, fluor, metilo, trifluorometilo, etilo, 1,1-difluoroetilo, 2,2,2-trifluoroetilo, n-propilo, ciclopropilo o ciclobutilo, R1B representa hidrogeno o metilo, R2A representa hidrogeno, metilo, trifluorometilo, etilo, 1,1-difluoroetilo, 2,2,2-trifluoroetilo o n-propilo, R2B representa hidrogeno o metilo, o R1A y R2A están enlazados entre sí y forman, junto con los átomos de carbono a los que están unidos, un anillo de ciclopropilo de formula (2) en la que R1B y R2B tienen los significados anteriormente dados, o R2A y R2B están enlazados entre sí y forman, junto con el átomo de carbono al que están unidos, un grupo cíclico de formulas (3) en las que n significa el numero 1, 2 o 3, R3 representa hidrogeno, fluor, metilo o trifluorometilo, R4 representa hidrogeno, fluor, cloro, ciano, metilo, trifluorometilo o etilo, R5A representa metilo, trifluorometilo o etilo, R5B representa trifluorometilo, o R5A y R5B están enlazados entre sí y forman, junto con el átomo de carbono al que están unidos, un anillo de cicloalquilo sustituido con difluor de formulas (4), R6 representa hidrogeno, fluor, cloro, bromo, ciano, alquilo C1-4, alquenilo C2-4, ciclopropilo o ciclobutilo, en los que alquilo C1-C4 y alquenilo C2-4 pueden estar sustituidos hasta tres veces con fluor y ciclopropilo y ciclobutilo hasta dos veces con fluor, y R7 representa hidrogeno, fluor, cloro, ciano, metilo, trifluorometilo, etilo, metoxilo o trifluorometoxilo, así como sus sales, solvatos y solvatos de las sales. Reivindicacion 4: Procedimiento para la preparacion de un compuesto de formula (1) como se define en las reivindicaciones 1 a 3, caracterizado porque se acopla un ácido carboxílico de formula (5) en la que R5A, R5B, R6 y R7 tienen los significados dados en las reivindicaciones 1 a 3, en un disolvente inerte con ayuda de un agente de condensacion o a través de la etapa intermedia del correspondiente cloruro de ácido carboxílico en presencia de una base con una amina de formula (6) en la que R1A, R1B, R2A, R2B, R3 y R4 tienen los significados dados en las reivindicaciones 1 a 3, T1 representa alquilo C1-4 o bencilo, hasta una amida de ácido carboxílico de formula (7) en la que R1A, R1B, R2A, R2B, R3, R4, R5A, R5B, R6, R7 y T1 tienen los significados anteriormente dados, y a continuacion se escinde el resto éster T1 mediante solvolisis básica o ácida o, en el caso de que T1 represente bencilo, también mediante hidrogenolisis con obtencion del ácido carboxílico de formula (1) y eventualmente los compuestos de formula (1) se separan segun procedimientos conocidos por el experto en sus enantiomeros y/o diastereomeros y/o se hacen reaccionar con los correspondientes (i) disolventes y/o (ii) bases hasta sus solvatos, sales y/o solvatos de las sales. Reivindicacion 7: Uso de un compuesto como se define en una de las reivindicaciones 1 a 3, para la preparacion de un medicamento para el tratamiento y/o la prevencion de insuficiencia cardíaca, angina de pecho, hipertension, hipertension pulmonar, isquemias, enfermedades vasculares, alteraciones de la microcirculacion, enfermedades tromboembolicas y arteriosclerosis.
ARP100103934A 2009-10-28 2010-10-26 Acidos 3-fenilpropionicos sustituidos, metodo de preparacion y uso de los mismos AR079015A1 (es)

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