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AR052898A1 - Derivados de la n-[(4,5-difenil -2-tienil) metil] amina, su preparacion, composiciones farmaceuticas que los contienen y su uso en la fabricacion de un medicamento para enfermedades mediadas por los receptores canabinoides cb1 - Google Patents

Derivados de la n-[(4,5-difenil -2-tienil) metil] amina, su preparacion, composiciones farmaceuticas que los contienen y su uso en la fabricacion de un medicamento para enfermedades mediadas por los receptores canabinoides cb1

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Publication number
AR052898A1
AR052898A1 ARP060100424A ARP060100424A AR052898A1 AR 052898 A1 AR052898 A1 AR 052898A1 AR P060100424 A ARP060100424 A AR P060100424A AR P060100424 A ARP060100424 A AR P060100424A AR 052898 A1 AR052898 A1 AR 052898A1
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AR
Argentina
Prior art keywords
alkyl
formula
compound
radical
group
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ARP060100424A
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English (en)
Inventor
Jean Philippe Ducoux
Francis Barth
Christian Congy
Murielle Rinaldi-Carmona
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Sanofi Aventis
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Application filed by Sanofi Aventis filed Critical Sanofi Aventis
Publication of AR052898A1 publication Critical patent/AR052898A1/es

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    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
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Abstract

Procedimiento de preparacion, composiciones farmacéuticas que los contienen y aplicacion en terapéutica. Reivindicacion 1: Compuesto que responde a la formula (1), en la que: X representa un grupo -C(=O)-, -C(=O)-N(R5), -C(=S)-N(R5)-; R1 representa: alquilo C6-12; un radical carbocíclico no aromático C3-12 no sustituido o sustituido una o varias veces con alquilo C1-4; metilo sustituido con un radical carbocíclico no aromático C3-12 y no sustituido o sustituido una o más veces en el carbociclo con alquilo C1-4; fenilo mono-, di- o -trisustituido con sustituyentes seleccionados independientemente entre un átomo de halogeno, alcoxi C1-4, alquilC1-4-amino, di-alquilC1-4-amino, ciano, un radical trifluorometilo, un radical trifluorometoxi, un grupo S(O)nAlk, un grupo alquilC1-4-carbonilo, un metilendioxi; o entre un radical fenilo, fenoxi, pirrolilo, imidazolilo, piridilo o pirazolilo, estando dichos radicales no sustituidos o sustituidos una o varias veces con alquilo C1-4; bencilo mono- o disustituido sobre el fenilo con sustituyentes elegidos independientemente entre un átomo de halogeno, alquilo C1-4, alcoxi C1-4, un radical trifluorometilo, un radical (trifluorometil)tio, o sustituido en alfa con uno o dos grupos semejantes o diferentes elegidos entre alquilo C1-4 o cicloalquilo C3-7, o un radical pirrolilo; fenetilo no sustituido o mono- o disustituido sobre el fenilo con sustituyentes elegidos independientemente entre un átomo de halogeno, alquilo C1-4, alcoxi C1-4 o un radical trifluorometilo; 1,2,3,4-tetrahidronaftilo o 5,6,7,8-tetrahidronaftilo no sustituido o mono- o di- sustituido con sustituyentes elegidos independientemente entre alquilo C1-4, alcoxi C1-4, un radical trifluorometilo; benzhidrilo; benzhidrilmetilo; R2 representa un átomo de hidrogeno o alquilo C1-3; R3 representa fenilo no sustituido o mono-, di- o trisustituido con sustituyentes elegidos independientemente entre un átomo de halogeno, alquilo C1- 4, alcoxi C1-4, un radical trifluorometilo o un grupo S(O)nAlk; R4 representa fenilo no sustituido o mono-, di- o trisustituido con sustituyentes seleccionados independientemente entre un átomo de halogeno, alquilo C1-4, alcoxi C1-4, un radical trifluorometilo o un grupo S(O)nAlk; R5 representa un átomo de hidrogeno o alquilo C1-3; n representa 0, 1 o 2; Alk representa alquilo C1-4; así como sus hidratos o sus solvatos. Reivindicacion 8: Procedimiento de preparacion de los compuestos de formula (1) segun la reivindicacion 1, caracterizado porque: se trata un compuesto de formula (2), en la que R2, R3 y R4 son tal como se han definido para un compuesto de formula (1) en la reivindicacion 1: o bien con un ácido o con un derivado funcional de este ácido de formula (3): HOOC-R1, en la que R1 es tal como se ha definido para un compuesto de formula (1) en la reivindicacion 1, cuando se debe preparar un compuesto de formula (1) en la que -X- representa un grupo -CO-; o bien con un halogenoformiato de formula: HalCOOAr, en la que Hal representa un átomo de halogeno y Ar representa fenilo o 4-nitrofenilo para obtener un compuesto intermedio de formula (4), en la que R2, R3 y R4 son tal como se han definido para un compuesto de formula (1) en la reivindicacion 1, que se hace reaccionar, a continuacion, con una amina de formula: HN(R5)R1, en la que R1 y R45 son tal como se han definido para un compuesto de formula (1), cuando se debe preparar un compuesto de formula (1) en la que -X- representa un grupo -CON(R5)-; o bien con un isotiocianato de formula: S=C=N-R1, en la que R1 es tal como se ha definido para un compuesto de formula (1) en la reivindicacion 1, cuando se debe preparar un compuesto de formula (1) en la que -X- representa un grupo -CSNH-.
ARP060100424A 2005-02-09 2006-02-07 Derivados de la n-[(4,5-difenil -2-tienil) metil] amina, su preparacion, composiciones farmaceuticas que los contienen y su uso en la fabricacion de un medicamento para enfermedades mediadas por los receptores canabinoides cb1 AR052898A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0501366A FR2881744B1 (fr) 2005-02-09 2005-02-09 Derives de n-[(4,5-diphenyl-2-thienyl)methyl]amine, leur preparation et leur application en therapeutique

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AR052898A1 true AR052898A1 (es) 2007-04-11

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FR2894579B1 (fr) * 2005-12-12 2008-01-18 Sanofi Aventis Sa Derives diaryltriazolmethylamine, leur preparation et leur application en therapeutique.
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WO2011062955A2 (en) 2009-11-18 2011-05-26 University Of Massachusetts Compounds for modulating tlr2
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MX2007009439A (es) 2008-03-06
CA2596613A1 (fr) 2006-08-17
KR20070115941A (ko) 2007-12-06
US7687537B2 (en) 2010-03-30
US20100137402A1 (en) 2010-06-03
WO2006084975A1 (fr) 2006-08-17
EP1858872A1 (fr) 2007-11-28
US20080009543A1 (en) 2008-01-10
JP4823236B2 (ja) 2011-11-24
CN101128451A (zh) 2008-02-20
FR2881744A1 (fr) 2006-08-11
JP2008530060A (ja) 2008-08-07
AU2006212162A1 (en) 2006-08-17
IL185035A0 (en) 2007-12-03
RU2007133602A (ru) 2009-03-20
BRPI0606942A2 (pt) 2009-07-28
TW200639160A (en) 2006-11-16
FR2881744B1 (fr) 2007-04-27
UY29366A1 (es) 2006-10-02

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