AR029658A1 - Metodo para la preparacion de citalopram, una composicion farmaceutica antidepresiva, e intermediarios - Google Patents
Metodo para la preparacion de citalopram, una composicion farmaceutica antidepresiva, e intermediariosInfo
- Publication number
- AR029658A1 AR029658A1 ARP010100836A ARP010100836A AR029658A1 AR 029658 A1 AR029658 A1 AR 029658A1 AR P010100836 A ARP010100836 A AR P010100836A AR P010100836 A ARP010100836 A AR P010100836A AR 029658 A1 AR029658 A1 AR 029658A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- alkyl
- group
- alkynyl
- alkenyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
- A61K31/343—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide condensed with a carbocyclic ring, e.g. coumaran, bufuralol, befunolol, clobenfurol, amiodarone
-
- 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
- A61P25/24—Antidepressants
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Neurology (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Steroid Compounds (AREA)
Abstract
Un método para la preparacion de citalopram que comprende la reaccion de un compuesto de la formula (1) con un compuesto que tiene la formula (2) donde X es un grupo saliente apropiado y R es ûCH2-O-Pg, -CH2-NPg1Pg2, -CO-N(CH3)2, -CH(OR1)(OR2), -C(OR4)(OR5)(OR6), -COOR3, -CH2-CO-NH2, -CH=CHR7 o ûCONHR8, donde Pg es un grupo protector para un grupo alcoholico, Pg1 y Pg2 son grupos protectores para un grupo amino, R1 y R2 están independientemente seleccionados de alquilo, alquenilo, alquinilo y opcionalmente grupos arilo o aralquilo sustituidos con alquilo o R1 y R2 conjuntamente forman una cadena de 2 a 4 átomos de carbono, y estando cada uno de R3, R4, R5, R6 y R7 independientemente seleccionados de alquilo, alquenilo, alquinilo y opcionalmente aralquilo o arilo sustituido con alquilo y R8 es hidrogeno o metilo; para formar un compuesto que tiene la formula (3) donde R es tal como se ha definido anteriormente; seguido de conversion del grupo R para formar un grupo dimetilaminometilo y aislamiento de la base de citalopram o de una sal farmacéuticamente aceptable de la misma; un intermediario que tiene la formula general (3) donde R es ûCH2-O-Pg, -CH2-NPg1Pg2, -CH2-NMePg1, -CO-N(CH3)2, -CH(OR1)(OR2), -C(OR4)(OR5)(OR6), -COOR3, -CH2-CO-NH2, -CH=CHR7 o ûCO-NHR8, donde Pg es un grupo protector para un grupo alcoholico, Pg1 y Pg2 son grupos protectores para un grupo amino. R1 y R2 están independientemente seleccionados de alquilo, alquenilo, alquinilo y grupos aralquilo o arilo opcionalmente sustituidos con alquilo o R1 y R2 conjuntamente forman una cadena de 2 a 4 átomos de carbono, y estando cada uno de R3 , R4, R5, R6, R7 independientemente seleccionados de alquilo, alquenilo, alquinilo y opcionalmente aralquilo o arilo sustituido con alquilo, y R8 es hidrogeno o metilo y sus sales de adicion de ácido; un intermediario que tiene la formula (4) y sus sales de adicion de ácido; un intermediario que tiene la formula (5) y sus sales de adicion de ácido; un intermediario que tiene la formula (6) y sus sales de ácido y un intermediario que tiene la formula (7) y sus sales de adicion de ácido.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DKPA200000296 | 2000-02-24 | ||
| DKPA200000401 | 2000-03-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR029658A1 true AR029658A1 (es) | 2003-07-10 |
Family
ID=26068779
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP010100836A AR029658A1 (es) | 2000-02-24 | 2001-02-23 | Metodo para la preparacion de citalopram, una composicion farmaceutica antidepresiva, e intermediarios |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US6420574B2 (es) |
| EP (1) | EP1259501A2 (es) |
| JP (1) | JP2003523955A (es) |
| KR (1) | KR20020081355A (es) |
| CN (1) | CN1608057A (es) |
| AR (1) | AR029658A1 (es) |
| AU (1) | AU2001235358A1 (es) |
| BE (1) | BE1011177A6 (es) |
| BG (1) | BG107061A (es) |
| BR (1) | BR0108937A (es) |
| CA (1) | CA2401236A1 (es) |
| EA (1) | EA005315B1 (es) |
| FR (1) | FR2805812A1 (es) |
| GR (1) | GR1004073B (es) |
| HR (1) | HRP20020660A2 (es) |
| HU (1) | HUP0300212A2 (es) |
| IE (1) | IES20010163A2 (es) |
| IL (1) | IL151059A0 (es) |
| IS (1) | IS6487A (es) |
| IT (1) | ITMI20010386A1 (es) |
| MX (1) | MXPA02008228A (es) |
| NL (1) | NL1017415C1 (es) |
| NO (1) | NO20023928L (es) |
| PL (1) | PL363119A1 (es) |
| SK (1) | SK13672002A3 (es) |
| WO (1) | WO2001043525A2 (es) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR022329A1 (es) | 1999-01-29 | 2002-09-04 | Lundbeck & Co As H | Metodo para la preparacion de 5-cianoftalida |
| ATE237604T1 (de) * | 1999-04-14 | 2003-05-15 | Lundbeck & Co As H | Verfahren zur herstellung von citalopram |
| ITMI991581A1 (it) * | 1999-06-25 | 2001-01-15 | Lundbeck & Co As H | Metodo per la preparazione di citalopram |
| HUP0200169A3 (en) | 1999-10-25 | 2002-11-28 | Lundbeck & Co As H | Method for the preparation of citalopram |
| AR026063A1 (es) | 1999-11-01 | 2002-12-26 | Lundbeck & Co As H | Metodo para la preparacion de 5-carboxiftalida. |
| US6310222B1 (en) | 1999-11-01 | 2001-10-30 | Sumika Fine Chemicals Co., Ltd. | Production method of 5-phthalancarbonitrile compound, intermediate therefor and production method of the intermediate |
| WO2001047909A1 (en) | 1999-12-28 | 2001-07-05 | H. Lundbeck A/S | Method for the preparation of citalopram |
| PL198803B1 (pl) | 1999-12-30 | 2008-07-31 | Lundbeck & Co As H | Sposób wytwarzania 5-cyjano-3H-izobenzofuran-1-onu |
| ES2206177T3 (es) * | 2000-01-14 | 2004-05-16 | H. Lundbeck A/S | Metodo para la preparacion de 5-cianoftalida. |
| US6433196B1 (en) * | 2000-02-17 | 2002-08-13 | Sumika Fine Chemicals Co., Ltd. | Production method of citalopram, intermediate therefor and production method of the intermediate |
| IES20010157A2 (en) * | 2000-03-03 | 2002-03-06 | Lundbeck & Co As H | Method for the preparation of citalopram |
| IES20010206A2 (en) | 2000-03-13 | 2002-03-06 | Lundbeck & Co As H | Method for the preparation of citalopram |
| BR0109176A (pt) | 2000-03-13 | 2003-04-22 | Lundbeck & Co As H | Método para preparação de citalopram e composto da fórmula |
| CA2402553A1 (en) * | 2000-03-13 | 2001-09-20 | H. Lundbeck A/S | Stepwise alkylation of 5-substituted 1-(4-fluorophenyl)-1,3-dihydroisobenzofurans |
| IL151488A0 (en) | 2000-03-14 | 2003-04-10 | Lundbeck & Co As H | Method for the preparation of citalopram |
| EP1274699A1 (en) * | 2000-03-16 | 2003-01-15 | H. Lundbeck A/S | Method for the preparation of 5-cyano-1-(4-fluorophenyl)-1,3-dihydroisobenzofurans |
| AR032455A1 (es) | 2000-05-12 | 2003-11-12 | Lundbeck & Co As H | Metodo para la preparacion de citalopram, un intermediario empleado en el metodo, un metodo para la preparacion del intermediario empleado en el metodo y composicion farmaceutica antidepresiva |
| CA2354880C (en) | 2000-08-18 | 2003-06-03 | H. Lundbeck A/S | Method for the preparation of citalopram |
| IL147226A (en) | 2000-12-22 | 2006-04-10 | Lundbeck & Co As H | Process for the preparation of pure cithalopram |
| AR034759A1 (es) * | 2001-07-13 | 2004-03-17 | Lundbeck & Co As H | Metodo para la preparacion de escitalopram |
| MXPA04004368A (es) * | 2001-11-08 | 2004-08-11 | Sepracor Inc | Metodos para tratar depresion y otros transtornos del sistema nervioso central utilizando desmetil-y didesmetil-metabolitos del citalopram enantiomericamente enriquecidos. |
| PE20040991A1 (es) | 2002-08-12 | 2004-12-27 | Lundbeck & Co As H | Separacion de intermediarios para la preparacion de escitalopram |
| US20050154052A1 (en) * | 2003-03-24 | 2005-07-14 | Hetero Drugs Limited | Novel crystalline forms of (s)-citalopram oxalate |
| WO2005047274A1 (en) * | 2003-11-12 | 2005-05-26 | Dr. Reddy's Laboratories, Inc. | Preparation of escitalopram |
| TWI339651B (en) | 2004-02-12 | 2011-04-01 | Lundbeck & Co As H | Method for the separation of intermediates which may be used for the preparation of escitalopram |
| GB0601286D0 (en) | 2006-01-23 | 2006-03-01 | Sandoz Ag | Asymmetric synthesis |
| AU2008252631B2 (en) * | 2007-05-18 | 2012-12-20 | Cipla Limited | Process for the preparation of escitalopram via desmethylcitalopram, optical resolution and methylation of the S-isomer |
| US9339500B2 (en) * | 2008-03-04 | 2016-05-17 | Intra-Cellular Therapies, Inc. | Methods of treating vasomotor symptoms |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1143702A (es) | 1965-03-18 | |||
| GB1526331A (en) * | 1976-01-14 | 1978-09-27 | Kefalas As | Phthalanes |
| GB8419963D0 (en) | 1984-08-06 | 1984-09-12 | Lundbeck & Co As H | Intermediate compound and method |
| US5296007A (en) | 1986-11-17 | 1994-03-22 | Ensci Inc. | Process for removing sulfur from coal |
| GB8814057D0 (en) | 1988-06-14 | 1988-07-20 | Lundbeck & Co As H | New enantiomers & their isolation |
| DE19626659A1 (de) | 1996-07-03 | 1998-01-08 | Basf Ag | Verfahren zur Herstellung von Phthaliden |
| DE19627697A1 (de) | 1996-07-10 | 1998-01-15 | Basf Ag | Verfahren zur Herstellung von Phthaliden |
| JP3526581B2 (ja) | 1997-07-08 | 2004-05-17 | ハー・ルンドベック・アクティーゼルスカブ | シタロプラムの製造方法 |
| UA62985C2 (en) | 1997-11-10 | 2004-01-15 | Lunnbeck As H | A method for the preparation of citalopram |
| CZ292911B6 (cs) | 1997-11-11 | 2004-01-14 | H. Lundbeck A/S | Způsob výroby citalopramu |
| PL199423B1 (pl) | 1998-10-20 | 2008-09-30 | Lundbeck & Co As H | Sposób wytwarzania citalopramu |
| TR200101796T2 (tr) | 1998-12-23 | 2001-11-21 | H. Lundbeck A/S | 5-Siyanofitalitin preparasyonuna yönelik metot |
| AR022329A1 (es) | 1999-01-29 | 2002-09-04 | Lundbeck & Co As H | Metodo para la preparacion de 5-cianoftalida |
| ATE237604T1 (de) | 1999-04-14 | 2003-05-15 | Lundbeck & Co As H | Verfahren zur herstellung von citalopram |
| ITMI991579A1 (it) | 1999-06-25 | 2001-01-15 | Lundbeck & Co As H | Metodo per la preparazione di citalopram |
| ITMI991581A1 (it) | 1999-06-25 | 2001-01-15 | Lundbeck & Co As H | Metodo per la preparazione di citalopram |
| GB2360281B (en) | 1999-10-25 | 2002-01-16 | Lundbeck & Co As H | Method for the preparation of citalopram |
| US6310222B1 (en) | 1999-11-01 | 2001-10-30 | Sumika Fine Chemicals Co., Ltd. | Production method of 5-phthalancarbonitrile compound, intermediate therefor and production method of the intermediate |
-
2001
- 2001-02-21 NL NL1017415A patent/NL1017415C1/nl not_active IP Right Cessation
- 2001-02-21 FR FR0102339A patent/FR2805812A1/fr active Pending
- 2001-02-22 EA EA200200898A patent/EA005315B1/ru not_active IP Right Cessation
- 2001-02-22 BR BR0108937-4A patent/BR0108937A/pt not_active IP Right Cessation
- 2001-02-22 CN CNA018055567A patent/CN1608057A/zh active Pending
- 2001-02-22 CA CA002401236A patent/CA2401236A1/en not_active Abandoned
- 2001-02-22 MX MXPA02008228A patent/MXPA02008228A/es unknown
- 2001-02-22 WO PCT/DK2001/000123 patent/WO2001043525A2/en not_active Application Discontinuation
- 2001-02-22 KR KR1020027011111A patent/KR20020081355A/ko not_active Application Discontinuation
- 2001-02-22 PL PL01363119A patent/PL363119A1/xx not_active Application Discontinuation
- 2001-02-22 EP EP01907389A patent/EP1259501A2/en not_active Withdrawn
- 2001-02-22 GR GR20010100098A patent/GR1004073B/el unknown
- 2001-02-22 JP JP2001544478A patent/JP2003523955A/ja not_active Withdrawn
- 2001-02-22 IL IL15105901A patent/IL151059A0/xx unknown
- 2001-02-22 AU AU2001235358A patent/AU2001235358A1/en not_active Abandoned
- 2001-02-22 HU HU0300212A patent/HUP0300212A2/hu unknown
- 2001-02-22 IE IE20010163A patent/IES20010163A2/en not_active IP Right Cessation
- 2001-02-22 SK SK1367-2002A patent/SK13672002A3/sk not_active Application Discontinuation
- 2001-02-23 AR ARP010100836A patent/AR029658A1/es not_active Application Discontinuation
- 2001-02-23 BE BE2001/0126A patent/BE1011177A6/fr not_active IP Right Cessation
- 2001-02-26 IT IT2001MI000386A patent/ITMI20010386A1/it unknown
- 2001-02-26 US US09/794,762 patent/US6420574B2/en not_active Expired - Lifetime
-
2002
- 2002-07-29 IS IS6487A patent/IS6487A/is unknown
- 2002-08-09 HR HRP20020660 patent/HRP20020660A2/hr not_active Application Discontinuation
- 2002-08-19 NO NO20023928A patent/NO20023928L/no not_active Application Discontinuation
- 2002-09-04 BG BG107061A patent/BG107061A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL151059A0 (en) | 2003-04-10 |
| IES20010163A2 (en) | 2002-03-06 |
| GR1004073B (el) | 2002-11-26 |
| WO2001043525A3 (en) | 2002-01-31 |
| HRP20020660A2 (en) | 2004-12-31 |
| AU2001235358A1 (en) | 2001-06-25 |
| US20010027256A1 (en) | 2001-10-04 |
| FR2805812A1 (fr) | 2001-09-07 |
| IS6487A (is) | 2002-07-29 |
| NO20023928D0 (no) | 2002-08-19 |
| SK13672002A3 (sk) | 2003-03-04 |
| US6420574B2 (en) | 2002-07-16 |
| EA005315B1 (ru) | 2004-12-30 |
| HUP0300212A2 (hu) | 2003-06-28 |
| NO20023928L (no) | 2002-08-19 |
| WO2001043525A2 (en) | 2001-06-21 |
| CN1608057A (zh) | 2005-04-20 |
| BR0108937A (pt) | 2003-06-17 |
| ITMI20010386A1 (it) | 2002-08-26 |
| BG107061A (en) | 2003-05-30 |
| MXPA02008228A (es) | 2004-04-05 |
| EP1259501A2 (en) | 2002-11-27 |
| PL363119A1 (en) | 2004-11-15 |
| JP2003523955A (ja) | 2003-08-12 |
| BE1011177A6 (fr) | 2001-07-03 |
| NL1017415C1 (nl) | 2001-05-18 |
| EA200200898A1 (ru) | 2003-02-27 |
| GR20010100098A (el) | 2001-10-31 |
| KR20020081355A (ko) | 2002-10-26 |
| CA2401236A1 (en) | 2001-06-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |