CL2008003553A1 - Proceso para preparar atipamezol o clorhidrato de 5-(2-etil-2,3-dihidro-1h-inden-2-il)-1h-imidazol: y loa compuestos intermediarios considerados en el proceso - Google Patents
Proceso para preparar atipamezol o clorhidrato de 5-(2-etil-2,3-dihidro-1h-inden-2-il)-1h-imidazol: y loa compuestos intermediarios considerados en el procesoInfo
- Publication number
- CL2008003553A1 CL2008003553A1 CL2008003553A CL2008003553A CL2008003553A1 CL 2008003553 A1 CL2008003553 A1 CL 2008003553A1 CL 2008003553 A CL2008003553 A CL 2008003553A CL 2008003553 A CL2008003553 A CL 2008003553A CL 2008003553 A1 CL2008003553 A1 CL 2008003553A1
- Authority
- CL
- Chile
- Prior art keywords
- ethyl
- formula
- inden
- dihydro
- prepare
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- PCCVCJAQMHDWJY-UHFFFAOYSA-N 5-(2-ethyl-1,3-dihydroinden-2-yl)-1h-imidazole;hydrochloride Chemical compound Cl.C1C2=CC=CC=C2CC1(CC)C1=CN=CN1 PCCVCJAQMHDWJY-UHFFFAOYSA-N 0.000 title 1
- HSWPZIDYAHLZDD-UHFFFAOYSA-N atipamezole Chemical compound C1C2=CC=CC=C2CC1(CC)C1=CN=CN1 HSWPZIDYAHLZDD-UHFFFAOYSA-N 0.000 title 1
- 229960003002 atipamezole Drugs 0.000 title 1
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- HVTICUPFWKNHNG-UHFFFAOYSA-N iodoethane Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/58—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring nitrogen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
PROCESO PARA PREPARAR EL CLORHIDRATO DE 5-(2-ETIL-2,3-DIHIDRO-1H-INDEN-2-IL)-LH-IMIDAZOL DE LA<br /> FÓRMULA (V) QUE COMPRENDE LOS PASOS DE: A) CONDENSAR EL 1-TRITIL-1H-IMIDAZOL-4-CARBOXALDEHIDO DE<br /> FÓRMULA (I) CON FTALIDA PARA FORMAR 2-(1-TRITIL-1H-IMIDAZOL-4-I1)INDAN-L,3-DIONA DE FÓRMULA (II); B)<br /> ALQUILAR EL PRODUCTO DEL PASO (A) CON YODURO DE ETILO PARA FORMAR 2-ETIL-2-(1-TRITIL-1H-IMIDAZOL-4I1)<br /> INDAN-L,3-DIONA DE FÓRMULA (III); C) QUITAR EL GRUPO DE TRITIL DEL PRODUCTO DEL PASO (B) POR HIDRÓLISIS<br /> ÁCIDA Y FORMAR 2-ETIL-2-(1-H-IMIDAZOL-4-I1)INDAN-L,3-DIONA DE FÓRMULA (IV); D) REDUCIR EL PRODUCTO DEL<br /> PASO (C) POR HIDROGENACIÓN CATALITICA PARA FORMAR EL CLORHIDRATO DE 5-(2-ETIL-2,3-DIHIDRO-1H-INDEN-2I1)-<br /> L-IMIDAZOL DESEADO DE FÓRMULA (V). UN COMPUESTO INTERMEDIARIO DE FÓRMULA (II) Y UN COMPUESTO<br /> INTERMEDIARIO DE FÓRMULA (III).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07122400 | 2007-12-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CL2008003553A1 true CL2008003553A1 (es) | 2009-11-27 |
Family
ID=39092917
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CL2008003553A CL2008003553A1 (es) | 2007-12-05 | 2008-11-28 | Proceso para preparar atipamezol o clorhidrato de 5-(2-etil-2,3-dihidro-1h-inden-2-il)-1h-imidazol: y loa compuestos intermediarios considerados en el proceso |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US8431717B2 (es) |
| EP (1) | EP2225209B1 (es) |
| JP (1) | JP2011506284A (es) |
| KR (1) | KR20100086029A (es) |
| CN (1) | CN101889003A (es) |
| AR (1) | AR069759A1 (es) |
| AT (1) | ATE551327T1 (es) |
| AU (1) | AU2008333261A1 (es) |
| BR (1) | BRPI0819056A2 (es) |
| CA (1) | CA2706340C (es) |
| CL (1) | CL2008003553A1 (es) |
| EA (1) | EA016832B1 (es) |
| MX (1) | MX2010006253A (es) |
| NZ (1) | NZ586521A (es) |
| WO (1) | WO2009071584A1 (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108403692B (zh) * | 2018-03-26 | 2019-08-16 | 中国人民解放军军事科学院军事医学研究院 | 盐酸阿替美唑作为非特异性p450酶抑制剂的应用 |
| CN112225700B (zh) * | 2020-11-12 | 2023-11-17 | 湖南新合新生物医药有限公司 | 一种阿替美唑的制备方法 |
| LU103072B1 (en) | 2023-02-15 | 2024-08-19 | Univ Ljubljani | N,N-DIALKYL-4-(2-ETHYLINDAN-2-YL)-lH-IMIDAZOLE-l-CARBOXAMIDES AND RELATED COMPOUNDS FOR TREATMENT OF NEURODEGENERATIVE DISEASES |
| EP4658639A1 (en) | 2023-02-01 | 2025-12-10 | Univerza V Ljubljani | N,n-dialkyl-4-(2-ethylindan-2-yl)-1h-imidazole-1-carboxamides and related compounds for treatment of neurodegenerative diseases |
| CN117186010A (zh) * | 2023-08-15 | 2023-12-08 | 厦门欧瑞捷生物科技有限公司 | 一种盐酸阿替美唑的合成方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1170188A (en) * | 1967-09-15 | 1969-11-12 | Bayer Ag | N-trityl-imidazoles and salts and uses thereof |
| US3872095A (en) * | 1967-09-15 | 1975-03-18 | Bayer Ag | N-trityl-imidazoles and their production |
| GB2167408B (en) * | 1984-11-23 | 1988-05-25 | Farmos Oy | Substituted imidazole derivatives and their preparation and use |
| FI81092C (fi) * | 1986-05-15 | 1990-09-10 | Farmos Oy | Foerfarande foer framstaellning av terapeutiskt aktiva 4(5)-(2,3-dihydro-1h-inden-2-yl)-imidazolderivat. |
| GB9425211D0 (en) * | 1994-12-14 | 1995-02-15 | Ucb Sa | Substituted 1H-imidazoles |
| FI116292B (fi) * | 2003-01-08 | 2005-10-31 | Juvantia Pharma Ltd Oy | Menetelmä substituoitujen imidatsolijohdannaisten valmistamiseksi ja menetelmässä käytettäviä välituotteita |
| HRP20050895B1 (hr) * | 2003-03-12 | 2014-06-06 | Kudos Pharmaceuticals Limited | Ftalazinon derivati |
| FI20050657A0 (fi) * | 2005-06-17 | 2005-06-17 | Orion Corp | Atipametsolin kiteytysmenetelmä |
-
2008
- 2008-11-28 CL CL2008003553A patent/CL2008003553A1/es unknown
- 2008-12-02 AR ARP080105239A patent/AR069759A1/es unknown
- 2008-12-03 CA CA2706340A patent/CA2706340C/en active Active
- 2008-12-03 NZ NZ586521A patent/NZ586521A/en not_active IP Right Cessation
- 2008-12-03 EA EA201000740A patent/EA016832B1/ru not_active IP Right Cessation
- 2008-12-03 US US12/734,777 patent/US8431717B2/en active Active
- 2008-12-03 EP EP08855765A patent/EP2225209B1/en active Active
- 2008-12-03 AT AT08855765T patent/ATE551327T1/de active
- 2008-12-03 MX MX2010006253A patent/MX2010006253A/es active IP Right Grant
- 2008-12-03 WO PCT/EP2008/066709 patent/WO2009071584A1/en not_active Ceased
- 2008-12-03 BR BRPI0819056 patent/BRPI0819056A2/pt not_active IP Right Cessation
- 2008-12-03 KR KR1020107012216A patent/KR20100086029A/ko not_active Abandoned
- 2008-12-03 AU AU2008333261A patent/AU2008333261A1/en not_active Abandoned
- 2008-12-03 JP JP2010536437A patent/JP2011506284A/ja active Pending
- 2008-12-03 CN CN2008801194168A patent/CN101889003A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| ATE551327T1 (de) | 2012-04-15 |
| US20110028733A1 (en) | 2011-02-03 |
| AR069759A1 (es) | 2010-02-17 |
| US8431717B2 (en) | 2013-04-30 |
| KR20100086029A (ko) | 2010-07-29 |
| MX2010006253A (es) | 2010-08-18 |
| CA2706340A1 (en) | 2009-06-11 |
| WO2009071584A1 (en) | 2009-06-11 |
| CN101889003A (zh) | 2010-11-17 |
| JP2011506284A (ja) | 2011-03-03 |
| EP2225209B1 (en) | 2012-03-28 |
| EA016832B1 (ru) | 2012-07-30 |
| CA2706340C (en) | 2016-04-05 |
| EP2225209A1 (en) | 2010-09-08 |
| NZ586521A (en) | 2012-02-24 |
| AU2008333261A1 (en) | 2009-06-11 |
| BRPI0819056A2 (pt) | 2015-05-05 |
| EA201000740A1 (ru) | 2010-12-30 |
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