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 cb1Info
- 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
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- formula
- compound
- radical
- group
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 201000010099 disease Diseases 0.000 title 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 230000001404 mediated effect Effects 0.000 title 1
- 229940126601 medicinal product Drugs 0.000 title 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 12
- -1 aromatic carbocyclic radical Chemical class 0.000 abstract 11
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 7
- WZKSXHQDXQKIQJ-UHFFFAOYSA-N F[C](F)F Chemical compound F[C](F)F WZKSXHQDXQKIQJ-UHFFFAOYSA-N 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 125000005843 halogen group Chemical group 0.000 abstract 6
- 125000001424 substituent group Chemical group 0.000 abstract 6
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 abstract 1
- 150000004677 hydrates Chemical class 0.000 abstract 1
- 125000002883 imidazolyl group Chemical group 0.000 abstract 1
- 150000002540 isothiocyanates Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- 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
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
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- Child & Adolescent Psychology (AREA)
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-.
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 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR052898A1 true AR052898A1 (es) | 2007-04-11 |
Family
ID=34955350
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP060100424A AR052898A1 (es) | 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 |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US7687537B2 (es) |
| EP (1) | EP1858872A1 (es) |
| JP (1) | JP4823236B2 (es) |
| KR (1) | KR20070115941A (es) |
| CN (1) | CN101128451A (es) |
| AR (1) | AR052898A1 (es) |
| AU (1) | AU2006212162A1 (es) |
| BR (1) | BRPI0606942A2 (es) |
| CA (1) | CA2596613A1 (es) |
| FR (1) | FR2881744B1 (es) |
| IL (1) | IL185035A0 (es) |
| MX (1) | MX2007009439A (es) |
| RU (1) | RU2007133602A (es) |
| TW (1) | TW200639160A (es) |
| UY (1) | UY29366A1 (es) |
| WO (1) | WO2006084975A1 (es) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2881744B1 (fr) * | 2005-02-09 | 2007-04-27 | Sanofi Aventis Sa | Derives de n-[(4,5-diphenyl-2-thienyl)methyl]amine, leur preparation et leur application en therapeutique |
| JP2008534504A (ja) | 2005-03-22 | 2008-08-28 | アゼヴァン ファーマスーティカルズ,インコーポレイテッド | 月経前障害を治療するためのβラクタミルアルカン酸 |
| FR2894579B1 (fr) * | 2005-12-12 | 2008-01-18 | Sanofi Aventis Sa | Derives diaryltriazolmethylamine, leur preparation et leur application en therapeutique. |
| US20100016274A1 (en) * | 2006-09-14 | 2010-01-21 | Koppel Gary A | Beta-lactam cannabinoid receptor modulators |
| FR2908766B1 (fr) * | 2006-11-20 | 2009-01-09 | Sanofi Aventis Sa | Derives de pyrrole,leur preparation et leur utilisation en therapeutique. |
| EP1939181A1 (en) | 2006-12-27 | 2008-07-02 | sanofi-aventis | Heteroaryl-substituted carboxamides and use thereof for the stimulation of the expression of NO synthase |
| AR068538A1 (es) * | 2007-09-28 | 2009-11-18 | Takeda Pharmaceutical | Compuesto heterociclico de 5 miembros con actividad supresora de la secrecion de acido |
| WO2009041447A1 (ja) * | 2007-09-28 | 2009-04-02 | Takeda Pharmaceutical Company Limited | 5員複素環化合物 |
| FR2934594B1 (fr) * | 2008-08-01 | 2010-09-10 | Sanofi Aventis | Derives de thiophene-2-carboxamide, leur preparation et leur application en therapeutique. |
| FR2943672B1 (fr) * | 2009-03-27 | 2011-03-25 | Sanofi Aventis | Derives de 3-alcoxy-4,5-diarylthiophene-2-carboxamide,leur preparation et leur application en therapeutique. |
| WO2011062955A2 (en) | 2009-11-18 | 2011-05-26 | University Of Massachusetts | Compounds for modulating tlr2 |
| ES2662350T3 (es) | 2010-07-01 | 2018-04-06 | Azevan Pharmaceuticals, Inc. | Procedimientos para el tratamiento del trastorno por estrés postraumático |
| KR20160130853A (ko) | 2014-03-28 | 2016-11-14 | 아제반 파마슈티칼스, 인코퍼레이티드 | 신경변성 질환을 치료하기 조성물 및 방법 |
| AU2018333051B2 (en) | 2017-09-15 | 2024-03-21 | Azevan Pharmaceuticals, Inc. | Compositions and methods for treating brain injury |
| JP2022538348A (ja) * | 2019-06-28 | 2022-09-01 | アールティーアイ インターナショナル | Cb1アロステリック調節因子としての尿素誘導体 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4302461A (en) | 1979-08-09 | 1981-11-24 | E. I. Du Pont De Nemours And Company | Antiinflammatory 5-substituted-2,3-diarylthiophenes |
| US4381311A (en) | 1980-12-29 | 1983-04-26 | E. I. Du Pont De Nemours And Company | Antiinflammatory 4,5-diaryl-α-(polyhalomethyl)-2-thiophenemethanols |
| EP0055471A1 (en) | 1980-12-29 | 1982-07-07 | E.I. Du Pont De Nemours And Company | Antiinflammatory 4,5-diaryl-alpha,alpha-bis(polyhalomethyl)-2-thiophenemethanamines |
| US4432974A (en) | 1982-03-04 | 1984-02-21 | E. I. Du Pont De Nemours And Company | Antiinflammatory and/or analgesic 2,3-diaryl-5-silyl thiophenes |
| GB9012936D0 (en) | 1990-06-11 | 1990-08-01 | Fujisawa Pharmaceutical Co | Thiophene derivatives,processes for preparation thereof and pharmaceutical composition comprising the same |
| US5571810A (en) * | 1990-06-11 | 1996-11-05 | Fujisawa Pharmaceutical Co., Ltd. | Thiophene derivatives |
| FR2692575B1 (fr) * | 1992-06-23 | 1995-06-30 | Sanofi Elf | Nouveaux derives du pyrazole, procede pour leur preparation et compositions pharmaceutiques les contenant. |
| FR2713225B1 (fr) | 1993-12-02 | 1996-03-01 | Sanofi Sa | N-pipéridino-3-pyrazolecarboxamide substitué. |
| FR2789079B3 (fr) | 1999-02-01 | 2001-03-02 | Sanofi Synthelabo | Derive d'acide pyrazolecarboxylique, sa preparation, les compositions pharmaceutiques en contenant |
| FR2860792B1 (fr) * | 2003-10-10 | 2006-02-24 | Sanofi Synthelabo | Derives de thiophene-2-carboxamide, leur preparation et leur application en therapeutique |
| FR2864958B1 (fr) * | 2004-01-12 | 2006-02-24 | Sanofi Synthelabo | Derive de n-[(1,5-diphenyl-1h-pyrazol-3-yl)methyl] sulfonamide, leur preparation et leur application en therapeutique. |
| FR2880023B1 (fr) * | 2004-12-23 | 2007-02-23 | Sanofi Aventis Sa | Derives de n-[(4,5-diphenyl-3-alkyl-2-thienyl) methyl] amine leur preparation et leur application en therapeutique |
| FR2880890B1 (fr) * | 2005-01-19 | 2007-03-30 | Sanofi Aventis Sa | Derives de n-[(4,5-diphenyl-2-thienyl)methyl]sulfonamide, leur preparation et leur application en therapeutique |
| FR2881744B1 (fr) * | 2005-02-09 | 2007-04-27 | Sanofi Aventis Sa | Derives de n-[(4,5-diphenyl-2-thienyl)methyl]amine, leur preparation et leur application en therapeutique |
-
2005
- 2005-02-09 FR FR0501366A patent/FR2881744B1/fr not_active Expired - Fee Related
-
2006
- 2006-02-01 EP EP06709212A patent/EP1858872A1/fr not_active Withdrawn
- 2006-02-01 RU RU2007133602/04A patent/RU2007133602A/ru not_active Application Discontinuation
- 2006-02-01 KR KR1020077020475A patent/KR20070115941A/ko not_active Withdrawn
- 2006-02-01 CN CNA2006800044183A patent/CN101128451A/zh active Pending
- 2006-02-01 AU AU2006212162A patent/AU2006212162A1/en not_active Abandoned
- 2006-02-01 WO PCT/FR2006/000219 patent/WO2006084975A1/fr not_active Ceased
- 2006-02-01 CA CA002596613A patent/CA2596613A1/fr not_active Abandoned
- 2006-02-01 JP JP2007554591A patent/JP4823236B2/ja not_active Expired - Fee Related
- 2006-02-01 BR BRPI0606942-8A patent/BRPI0606942A2/pt not_active Application Discontinuation
- 2006-02-01 MX MX2007009439A patent/MX2007009439A/es not_active Application Discontinuation
- 2006-02-07 AR ARP060100424A patent/AR052898A1/es unknown
- 2006-02-08 TW TW095104263A patent/TW200639160A/zh unknown
- 2006-02-08 UY UY29366A patent/UY29366A1/es not_active Application Discontinuation
-
2007
- 2007-08-01 US US11/832,162 patent/US7687537B2/en not_active Expired - Fee Related
- 2007-08-02 IL IL185035A patent/IL185035A0/en unknown
-
2010
- 2010-02-08 US US12/701,887 patent/US20100137402A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| AU2006212162A1 (en) | 2006-08-17 |
| CN101128451A (zh) | 2008-02-20 |
| JP4823236B2 (ja) | 2011-11-24 |
| FR2881744A1 (fr) | 2006-08-11 |
| MX2007009439A (es) | 2008-03-06 |
| TW200639160A (en) | 2006-11-16 |
| US7687537B2 (en) | 2010-03-30 |
| EP1858872A1 (fr) | 2007-11-28 |
| FR2881744B1 (fr) | 2007-04-27 |
| CA2596613A1 (fr) | 2006-08-17 |
| KR20070115941A (ko) | 2007-12-06 |
| US20100137402A1 (en) | 2010-06-03 |
| UY29366A1 (es) | 2006-10-02 |
| US20080009543A1 (en) | 2008-01-10 |
| JP2008530060A (ja) | 2008-08-07 |
| BRPI0606942A2 (pt) | 2009-07-28 |
| WO2006084975A1 (fr) | 2006-08-17 |
| RU2007133602A (ru) | 2009-03-20 |
| IL185035A0 (en) | 2007-12-03 |
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