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AR035321A1 - Derivados de 2-arilimino-2,3-dihidrotiazoles, procedimiento para su preparacion, y uso de los mismos para preparar medicamentos y composiciones farmaceuticas - Google Patents

Derivados de 2-arilimino-2,3-dihidrotiazoles, procedimiento para su preparacion, y uso de los mismos para preparar medicamentos y composiciones farmaceuticas

Info

Publication number
AR035321A1
AR035321A1 ARP000103722A ARP000103722A AR035321A1 AR 035321 A1 AR035321 A1 AR 035321A1 AR P000103722 A ARP000103722 A AR P000103722A AR P000103722 A ARP000103722 A AR P000103722A AR 035321 A1 AR035321 A1 AR 035321A1
Authority
AR
Argentina
Prior art keywords
alkyl
radical
aryl
optionally substituted
cycloalkyl
Prior art date
Application number
ARP000103722A
Other languages
English (en)
Original Assignee
Sod Conseils Rech Applic
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 Sod Conseils Rech Applic filed Critical Sod Conseils Rech Applic
Publication of AR035321A1 publication Critical patent/AR035321A1/es

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    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38Nitrogen atoms
    • C07D277/42Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
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    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38Nitrogen atoms
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    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
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Abstract

Derivados de 2-arilimino-2,3-dihidrotiazoles, procedimiento para su preparación, y uso de los mismos para preparar medicamentos y composiciones farmacéuticas, de la fórmula general (1) donde R1, R2, R3 y R4 toman los siguientes valores: R1 representa un amino(C2-7)alquilo, amino alquilaril alquilo, aminoalquil cicloalquil alquilo, (C1-15)alquilo, (C3-7)cicloalquilo, (C1-6)alquil(C3-6)cicloalquilo, (C3-6)cicloalquil alquilo, ciclo hexenil alquilo, alquenilo, alquinilo, un radical arilo carbocíclico que contiene por lo menos dos anillos de los cuales por lo menos uno no es aromático, un radical aralquilo carbocíclico o heterocíclico opcionalmente sustituido en el grupo arilo, un radical bis-arialquilo, alcoxialquilo, furanil alquilo, tetrahidro furanil alquilo, dialquil amino alquilo, N-acetamido alquilo, ciano alquilo, alquiltio alquilo, arilhidroxi alquilo, aralcoxi alquilo, morfolino alquilo, pirrolidino alquilo, piperidino alquilo, N-alquil pirrolidino alquilo, N-alquil piperazinil alquilo u oxopirrolidino alquilo, o R1 representa uno de los radicales representados por fórmulas (2), (3) y (4), o R1 representa además un radical -C(R11)(R12)-CO-R10; R2 representa un radical arilo carbocíclico o heterocíclico, opcionalmente sustituido, o R2 representa uno de los radicales de fórmulas (5) y (6); R3 representa un radical alquilo, adamantilo, arilo carbocíclico o heterocíclico opcionalmente sustituido, aralquilo carbocíclico o heterocíclico opcionalmente sustituido en el grupo arilo, o R3 representa uno de los radicales de fórmulas (7) y (8), o R3 representa también un radical -CO-R5; R4 representa H, alquilo, aralquilo carbocíclico o heterocíclico opcionalmente sustituido, en el radical arilo; o bien el radical de fórmula (9) representa un radical de la fórmula general (10) en la cual i representa un número entero de 1 a 3; R5 representa el radical N(R6)(R7); R6 representa un radical alquilo C1-16, cicloalquil alquilo, hidroxi alquilo, ariloxi alquilo, un radical aralquilo carbocíclico o heterocíclico opcionalmente sustituido en el grupo arilo, aralcoxi alquilo, aril hidroxi alquilo, alcoxi alquilo, alquil tioalquilo, alquenilo, alquinilo, ciclo hexenilo, ciclo hexenil alquilo, alquil tiohidroxi alquilo, ciano alquilo, N-acetamido alquilo, un radical bis-aril alquilo opcionalmente sustituido en los grupos arilo, un radical di-aril alquilo opcionalmente sustituido en los grupos arilo, un radical morfolino alquilo, pirrolidino alquilo, piperidino alquilo, N-alquil pirrolidinoalquilo, oxopirrolidino alquilo, tetrahidro furanil alquilo, N-bencilpirrolidino alquilo, N-alquil piperazinil alquilo, N-bencil piperazinil alquilo, N-bencilpiperidinil alquilo o N-alcoxi carbonil piperidinilo, o R6 representa un radical cicloalquilo(C3-8) cicloalquilo opcionalmente sustituido por un radical seleccionado del grupo que comprende al radical hidroxi y un radical alquilo, o R6 representa uno de los radicales de fórmulas (11), (12), (13) y (14); R7 representa H o un radical alquilo, hidroxialquilo, mono o diamino alquilo o aralquilo; o el radical -N(R6)(R7) representa el radical de fórmula (15) en la cual R8 representa H, alquilo, hidroxi alquilo, arilo carbocíclico o heterocíclico opcionalmente sustituido, aralquilo opcionalmente sustituido en el grupo arilo, alquenilo, alcoxi alquilo, cicloalquilo, cicloalquil alquilo, bis-aril alquilo, piperidinilo, pirrolidinilo, hidroxi, arilalquenilo, o R8 representa -X-(CH2)b-R9; R9 representa H o un radical alquilo, alcoxi, ariloxi, arilo carbocíclico o heterocíclico opcionalmente sustituido, morfolinilo, pirrolidinilo, alquilamino o N,N'-(alquil)(aril)amino; X representa CO, CO-NH ó SO2; Y representa CH ó N; a representa 1 ó 2, b representa un número entero de 0 a 6; o el radical N(R6)(R7) representa un radical de fórmula (16) en la cual Z representa CH, O ó S; c representa un número entero de 0 a 4, o el radical N(R6)(R7) representa uno de los radicales de fórmulas (17) a (32); R10 representa un radical amino (C2-7) alquil amino, ((amino alquil)aril) alquilamino, ((amino alquil) cicloalquil) alquil amino, piperazinilo, homopiperazinilo, o R10 representa el radical de fórmula (33); R11 representa H; y R12 representa H o un radical alquilo, un radical (C3-7)cicloalquilo, aralquilo carbocíclico o heterocíclico opcionalmente sustituido, propargilo, alilo, hidroxi alquilo, alquil tioalquilo, arilalquil alcoxi alquilo, arilalquiltio alcoxi alquilo; o una sal de un compuesto de la fórmula general (1). Estos compuestos son útiles, en particular en el tratamiento de los estados patológicos o enfermedades en las cuales intervienen uno o más de los receptores de la somatostatina, éstos estados incluyen en particular la acromegalia, los adenomas hipofiseales o los tumores gastroenteropancreáticos endocrinos que incluyen el Síndrome Carcinoide y las hemorragias gastrointestinales.
ARP000103722A 1999-07-22 2000-07-19 Derivados de 2-arilimino-2,3-dihidrotiazoles, procedimiento para su preparacion, y uso de los mismos para preparar medicamentos y composiciones farmaceuticas AR035321A1 (es)

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