AR070994A1 - Derivados polisustituidos de 2-heteroaril-6-fenil-imidazo[1,2-a]piridina, composiciones farmaceuticas que los contienen, proceso de preparacion de los mismos, intermediarios de sintesis y uso de los mismos en el tratamiento o prevencion de enfermedades que implican receptores nucleares nurr-1, tales - Google Patents
Derivados polisustituidos de 2-heteroaril-6-fenil-imidazo[1,2-a]piridina, composiciones farmaceuticas que los contienen, proceso de preparacion de los mismos, intermediarios de sintesis y uso de los mismos en el tratamiento o prevencion de enfermedades que implican receptores nucleares nurr-1, talesInfo
- Publication number
- AR070994A1 AR070994A1 ARP090100987A ARP090100987A AR070994A1 AR 070994 A1 AR070994 A1 AR 070994A1 AR P090100987 A ARP090100987 A AR P090100987A AR P090100987 A ARP090100987 A AR P090100987A AR 070994 A1 AR070994 A1 AR 070994A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- group
- alkoxy
- aryl
- nrarb
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 238000002360 preparation method Methods 0.000 title 1
- 230000002265 prevention Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 abstract 16
- 229910003827 NRaRb Inorganic materials 0.000 abstract 13
- 125000003118 aryl group Chemical group 0.000 abstract 12
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 abstract 10
- 229910052736 halogen Inorganic materials 0.000 abstract 9
- 150000002367 halogens Chemical class 0.000 abstract 9
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 7
- 125000001424 substituent group Chemical group 0.000 abstract 7
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 6
- -1 halo C1-10 alkyl Chemical group 0.000 abstract 5
- 125000002947 alkylene group Chemical group 0.000 abstract 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- 125000004438 haloalkoxy group Chemical group 0.000 abstract 3
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- 125000006557 (C2-C5) alkylene group Chemical group 0.000 abstract 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 125000004429 atom Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000001188 haloalkyl group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- UTCSSFWDNNEEBH-UHFFFAOYSA-N imidazo[1,2-a]pyridine Chemical group C1=CC=CC2=NC=CN21 UTCSSFWDNNEEBH-UHFFFAOYSA-N 0.000 abstract 2
- FQUYSHZXSKYCSY-UHFFFAOYSA-N 1,4-diazepane Chemical group C1CNCCNC1 FQUYSHZXSKYCSY-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000005529 alkyleneoxy group Chemical group 0.000 abstract 1
- XYOVOXDWRFGKEX-UHFFFAOYSA-N azepine Chemical compound N1C=CC=CC=C1 XYOVOXDWRFGKEX-UHFFFAOYSA-N 0.000 abstract 1
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 238000004177 carbon cycle Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000004043 oxo group Chemical group O=* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000004001 thioalkyl group Chemical group 0.000 abstract 1
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A61P11/00—Drugs for disorders of the respiratory system
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- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
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- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
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- A—HUMAN NECESSITIES
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- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
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- A61P25/16—Anti-Parkinson drugs
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/73—Unsubstituted amino or imino radicals
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- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
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- Urology & Nephrology (AREA)
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- Nitrogen Condensed Heterocyclic Rings (AREA)
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Abstract
Reivindicacion 1: Compuestos de la formula (1) en la que R1 representa: un grupo heteroarilo o heterocíclico, pudiendo estar opcionalmente sustituido con uno o varios átomos o grupos elegidos independientemente los unos de los otros entre los átomos o grupos siguientes: halogeno, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10, tioalquilo C1-10, -S(O)alquilo C1-10, -S(O)2alquilo C1-10, hidroxilo, ciano, nitro, hidroxialquileno C1-10, NRaRb-alquileno C1-10, alcoxi C1-10-alquileno C1-10-oxi, NRaRb, CONRaRb, SO2NRaRb, NRcCORd, OC(O)NRaRb, OCO-alquilo C1-10, NRcC(O)ORe, NRcSO2Re, arilalquileno C1-10, arilo o heteroarilo monocíclico, estando el arilo o el heteroarilo monocíclico opcionalmente sustituido con uno o varios sustituyentes elegidos entre un halogeno, un grupo alquilo C1-10, halo-alquilo C1-10, alcoxi C1-10, halo-alcoxi C1-10, NRaRb, hidroxilo, oxo, nitro, ciano o OCO-alquilo C1-10; y R1 está unido a la imidazo[1,2-a]piridina por un carbono aromático; X representa 1 a 4 sustituyentes idénticos o diferentes uno de otro, elegidos entre un hidrogeno, un halogeno, alquilo C1-10, alcoxi C1-10, NRaRb, nitro, ciano, pudiendo estar el grupo alquilo C1-10 opcionalmente sustituido con uno o varios grupos elegidos entre un halogeno, alcoxi C1-10, halo-alcoxi C1-10, NRaRb o hidroxilo; R representa en la posicion 3, 5, 7 u 8 de la imidazo[1,2-a]piridina de 1 a 4 sustituyentes idénticos o diferentes uno de otro, elegidos entre un hidrogeno, un halogeno, alquilo C1-10, halo-alquilo C1-10, alcoxi C1-10, R2 y R3 representan, independientemente uno de otro, un átomo de hidrogeno, un grupo alquilo C1-10, opcionalmente sustituido con un grupo Rf; un grupo arilo, opcionalmente sustituido con uno o varios sustituyentes elegidos entre un halogeno, un grupo alquilo C1-10, halo-alquilo C1-10, alcoxi C1-10, halo-alcoxi C1-10, NRaRb, hidroxilo, nitro, ciano, R2 y X pueden formar junto con los átomos de C a los que están unidos un ciclo carbonado de 5 a 7 átomos de C; R4 representa un átomo de hidrogeno, un grupo alquilo C1-10, opcionalmente sustituido con un grupo Rf; un grupo arilo, opcionalmente sustituido con uno o varios sustituyentes elegidos entre un halogeno, un grupo alquilo C1-10, halo-alquilo C1-10, alcoxi C1-10, halo-alcoxi C1-10, NRaRb, hidroxilo, nitro, ciano, alquil C1-10-(CO)-, CONRaRb, NRcCORd, OC(O)NRaRb, OCO-alquilo C1-10, NRcC(O)ORe o arilo, estando el arilo opcionalmente sustituido con uno o varios sustituyentes elegidos entre un halogeno, un grupo alquilo C1-10, halo-alquilo C1-10, alcoxi C1-10, halo-alcoxi C1-10, NRaRb, hidroxilo, nitro o ciano; Ra y Rb representan, independientemente uno de otro, un átomo de hidrogeno o un grupo alquilo C1-10, aril-alquiIeno C1-10 o arilo; o Ra y Rb forman conjuntamente, con el átomo de nitrogeno que les lleva, un grupo azetidina, pirrolidina, piperidina, azepina, morfolina, tiomorfolina, piperazina, homopiperazina, estando este grupo opcionalmente sustituido con un grupo alquilo C1-10, arilo o aril-alquileno C1-10; Rc y Rd representan, independientemente uno de otro, un átomo de hidrogeno o un grupo alquilo C1-10, aril-alquileno C1-10, arilo; o Rc y Rd forman juntos un grupo alquileno C2-5; Re representa un grupo alquilo C1-10, aril-alquileno C1-10, arilo; o Rc y Re forman juntos un grupo alquileno C2-5; Rf representa un átomo de halogeno, un grupo alcoxi C1-10, halo-alcoxi C1-10, hidroxilo, ciano, NRaRb, C(O)NRaRb, NRcCORd, OC(O)NRaRb, OCO-alquilo C1-10, NRcCOORe, SO2NRaRb, NRcSO2Re, aril-alquileno C1-10, arilo, estando el arilo opcionalmente sustituido con uno o varios sustituyentes elegidos entre un halogeno, un grupo alquilo C1-10, halo-alquilo C1-10, alcoxi C1-10, halo-alcoxi C1-10, NRaRb, hidroxilo, nitro, ciano o OCO-alquilo C1-10; en forma de base o de sal de adicion a un ácido.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0801584A FR2928923B1 (fr) | 2008-03-21 | 2008-03-21 | Derives polysubstitues de 2-heteroaryl-6-phenyl-imidazo °1,2-a!pyridines, leur preparation et leur application en therapeutiques |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR070994A1 true AR070994A1 (es) | 2010-05-19 |
Family
ID=39764968
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP090100987A AR070994A1 (es) | 2008-03-21 | 2009-03-19 | Derivados polisustituidos de 2-heteroaril-6-fenil-imidazo[1,2-a]piridina, composiciones farmaceuticas que los contienen, proceso de preparacion de los mismos, intermediarios de sintesis y uso de los mismos en el tratamiento o prevencion de enfermedades que implican receptores nucleares nurr-1, tales |
Country Status (22)
| Country | Link |
|---|---|
| US (2) | US8338451B2 (es) |
| EP (1) | EP2262805B1 (es) |
| JP (1) | JP5508386B2 (es) |
| KR (1) | KR20100125432A (es) |
| CN (2) | CN103254221B (es) |
| AR (1) | AR070994A1 (es) |
| AU (1) | AU2009253235B8 (es) |
| BR (1) | BRPI0908907A2 (es) |
| CA (1) | CA2719127C (es) |
| CL (1) | CL2009000697A1 (es) |
| CO (1) | CO6300867A2 (es) |
| EA (1) | EA201071113A1 (es) |
| FR (1) | FR2928923B1 (es) |
| IL (1) | IL208245A0 (es) |
| MA (1) | MA32249B1 (es) |
| MX (1) | MX2010010261A (es) |
| NZ (1) | NZ588084A (es) |
| PE (1) | PE20091819A1 (es) |
| TW (1) | TW200944525A (es) |
| UY (1) | UY31729A (es) |
| WO (1) | WO2009144395A1 (es) |
| ZA (1) | ZA201006726B (es) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2928921B1 (fr) * | 2008-03-21 | 2010-04-23 | Sanofi Aventis | Derives polysubstitues de 2-aryl-6-phenyl-imidazo°1,2-a!pyridines, leur preparation et leur application en therapeutique |
| FR2928922B1 (fr) * | 2008-03-21 | 2010-04-23 | Sanofi Aventis | Derives de 2-aryl-6-phenyl-imidazo°1,2-a!pyridines polysubstitues, leur preparation et leur application en therapeutique |
| FR2928924B1 (fr) | 2008-03-21 | 2010-04-23 | Sanofi Aventis | Derives polysubstitues de 6-heteroaryle-imidazo°1,2-a! pyridines, leur preparation et leur application en therapeutique |
| FR2953520B1 (fr) * | 2009-12-04 | 2011-11-25 | Sanofi Aventis | Derives de diphenyl-pyrazolopyridines, leur preparation et leur application en therapeutique |
| US8975276B2 (en) * | 2011-06-29 | 2015-03-10 | Bristol-Myers Squibb Company | Inhibitors of PDE10 |
| WO2013029338A1 (en) * | 2011-09-01 | 2013-03-07 | Glaxo Group Limited | Novel compounds |
| CN103214481B (zh) * | 2012-01-21 | 2016-08-03 | 中国科学院上海药物研究所 | 新型咪唑并[1,2-a]吡啶类化合物、其制备方法、包含此类化合物的药物组合物及其用途 |
| US9975896B2 (en) * | 2013-07-25 | 2018-05-22 | Dana-Farber Cancer Institute, Inc. | Inhibitors of transcription factors and uses thereof |
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| AU2016361478B2 (en) | 2015-11-25 | 2020-09-10 | Dana-Farber Cancer Institute, Inc. | Bivalent bromodomain inhibitors and uses thereof |
| BR112019004243A2 (pt) * | 2016-08-29 | 2019-06-04 | Univ Texas | composto, composição farmacêutica, método para inibição de quinase do zíper de leucina dupla, método para tratamento de uma doença mediada por quinase do zíper de leucina dupla e método para obter um efeito em um paciente |
| CN106906486B (zh) * | 2017-02-22 | 2018-12-11 | 华南理工大学 | 3-溴-2-苯基-咪唑并[1,2-α]吡啶类衍生物的电化学合成方法 |
| CN111978325B (zh) * | 2019-05-22 | 2023-11-17 | 中国药科大学 | 咪唑并哒嗪类mnk1/mnk2激酶抑制剂及其制备方法和应用 |
| CN111978318A (zh) * | 2019-05-22 | 2020-11-24 | 上海道熵生物科技有限公司 | 咪唑并吡啶类mnk1/mnk2激酶抑制剂及其制备方法和应用 |
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| CA3181165A1 (en) * | 2020-04-24 | 2021-10-28 | The Regents Of The University Of California | Nurr1 receptor modulators and uses thereof |
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| WO2023285466A1 (en) * | 2021-07-16 | 2023-01-19 | Sanofi | Imidazo[1,2-b][1,2,4]triazol derivatives for use in therapy |
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Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001074815A2 (en) * | 2000-03-31 | 2001-10-11 | Ortho Mcneil Pharmaceutical, Inc. | Phenyl-substituted imidazopyridines |
| CN103265477B (zh) | 2003-02-26 | 2017-01-11 | 苏根公司 | 作为蛋白激酶抑制剂的氨基杂芳基化合物 |
| FR2903105A1 (fr) * | 2006-07-03 | 2008-01-04 | Sanofi Aventis Sa | Derives de 2-benzoyl-imidazopyridines, leur preparation et leur application en therapeutique |
| FR2903107B1 (fr) * | 2006-07-03 | 2008-08-22 | Sanofi Aventis Sa | Derives d'imidazopyridine-2-carboxamides, leur preparation et leur application en therapeutique |
| FR2903106B1 (fr) * | 2006-07-03 | 2010-07-30 | Sanofi Aventis | Utilisations de 2-benzoyl-imidazopyridines en therapeutique |
| FR2906250B1 (fr) * | 2006-09-22 | 2008-10-31 | Sanofi Aventis Sa | Derives de 2-aryl-6phenyl-imidazo(1,2-a) pyridines, leur preparation et leur application en therapeutique |
| FR2928921B1 (fr) * | 2008-03-21 | 2010-04-23 | Sanofi Aventis | Derives polysubstitues de 2-aryl-6-phenyl-imidazo°1,2-a!pyridines, leur preparation et leur application en therapeutique |
| FR2928924B1 (fr) * | 2008-03-21 | 2010-04-23 | Sanofi Aventis | Derives polysubstitues de 6-heteroaryle-imidazo°1,2-a! pyridines, leur preparation et leur application en therapeutique |
| FR2928922B1 (fr) * | 2008-03-21 | 2010-04-23 | Sanofi Aventis | Derives de 2-aryl-6-phenyl-imidazo°1,2-a!pyridines polysubstitues, leur preparation et leur application en therapeutique |
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2008
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