HUP0402257A2 - Eljárás az N-[3-(3-cianopirazolo[1,5-a]pirimidin-7-il)-fenil]-N-etil-acetamid (zaleplon) előállítására - Google Patents
Eljárás az N-[3-(3-cianopirazolo[1,5-a]pirimidin-7-il)-fenil]-N-etil-acetamid (zaleplon) előállításáraInfo
- Publication number
- HUP0402257A2 HUP0402257A2 HU0402257A HUP0402257A HUP0402257A2 HU P0402257 A2 HUP0402257 A2 HU P0402257A2 HU 0402257 A HU0402257 A HU 0402257A HU P0402257 A HUP0402257 A HU P0402257A HU P0402257 A2 HUP0402257 A2 HU P0402257A2
- Authority
- HU
- Hungary
- Prior art keywords
- phenyl
- cyanopyrazolo
- zaleplon
- pyrimidin
- acetamide
- Prior art date
Links
- HUNXMJYCHXQEGX-UHFFFAOYSA-N zaleplon Chemical compound CCN(C(C)=O)C1=CC=CC(C=2N3N=CC(=C3N=CC=2)C#N)=C1 HUNXMJYCHXQEGX-UHFFFAOYSA-N 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 3
- 229960004010 zaleplon Drugs 0.000 title abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- FFNKBQRKZRMYCL-UHFFFAOYSA-N 5-amino-1h-pyrazole-4-carbonitrile Chemical compound NC1=NNC=C1C#N FFNKBQRKZRMYCL-UHFFFAOYSA-N 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- UXWJJVRASIHSQS-MDZDMXLPSA-N n-[3-[(e)-3-(dimethylamino)prop-2-enoyl]phenyl]-n-ethylacetamide Chemical compound CCN(C(C)=O)C1=CC=CC(C(=O)\C=C\N(C)C)=C1 UXWJJVRASIHSQS-MDZDMXLPSA-N 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- 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
- A61P25/20—Hypnotics; Sedatives
-
- 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
- A61P25/22—Anxiolytics
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Biomedical Technology (AREA)
- Public Health (AREA)
- Anesthesiology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
(57) Jelen találmány az N-[3-(3-cianopirazolo[1,5-a]pirimidin-7-il)-fenil]-N-etil-acetamid (zaleplon) javított előállítási eljárásáravonatkozik. Az eljárás során N-[3-[3-(dimetilamino)-1-oxo-2-propenil]-fenil]-N-etil-acetamidot vagy sóját 3-amino-4-cianopirazollal vagysójával reagáltatják savas körülmények között, olyan reakcióközegben,ami víz és vízzel elegyedő szerves vegyület elegyét tartalmazza. Ó
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US29763501P | 2001-06-12 | 2001-06-12 | |
PCT/US2002/018567 WO2002100828A2 (en) | 2001-06-12 | 2002-06-12 | Process for the production of zaleplon |
Publications (1)
Publication Number | Publication Date |
---|---|
HUP0402257A2 true HUP0402257A2 (hu) | 2005-02-28 |
Family
ID=23147125
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0402257A HUP0402257A2 (hu) | 2001-06-12 | 2002-06-12 | Eljárás az N-[3-(3-cianopirazolo[1,5-a]pirimidin-7-il)-fenil]-N-etil-acetamid (zaleplon) előállítására |
Country Status (20)
Country | Link |
---|---|
US (2) | US6884888B2 (hu) |
EP (1) | EP1406871A4 (hu) |
JP (1) | JP2005507858A (hu) |
KR (1) | KR20040007683A (hu) |
CN (1) | CN1537113A (hu) |
CA (1) | CA2450384A1 (hu) |
CZ (1) | CZ20033544A3 (hu) |
DE (1) | DE02778962T1 (hu) |
ES (1) | ES2223311T1 (hu) |
HR (1) | HRP20040016A2 (hu) |
HU (1) | HUP0402257A2 (hu) |
IL (1) | IL159281A0 (hu) |
IS (1) | IS7069A (hu) |
MX (1) | MXPA03011485A (hu) |
NO (1) | NO20035538D0 (hu) |
PL (1) | PL372942A1 (hu) |
SK (1) | SK16232003A3 (hu) |
TR (1) | TR200402588T3 (hu) |
WO (1) | WO2002100828A2 (hu) |
ZA (1) | ZA200309677B (hu) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2223311T1 (es) * | 2001-06-12 | 2005-03-01 | Biogal Gyogyszergyar Rt. | Procedimiento para la preparacion de n-(3-(3-cianopirazol(1,5-a)pirimidin-7-il)fenil)-n-etilacetamida (zaleplon). |
US6852858B2 (en) * | 2001-08-01 | 2005-02-08 | Biogal Gyogyszergyar Rt. | Process for purifying N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide (zaleplon) and crystalline forms of zaleplon accessible with the process |
US20050032818A1 (en) * | 2001-06-12 | 2005-02-10 | Entire Interest | N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-5-yl)phenyl]-N-ethylacetamide and crystalline forms of zaleplon |
PL373694A1 (en) * | 2002-02-15 | 2005-09-05 | Teva Gyogyszergyar Reszvenytarsasag | Powder composition comprising zaleplon of defined particle size distribution and pharmaceutical products made therefrom |
PL207322B1 (pl) * | 2002-05-14 | 2010-11-30 | Adamed Społka Z Ograniczoną Odpowiedzialnością | Sposób wytwarzania zaleplonu |
WO2004035585A1 (en) * | 2002-10-16 | 2004-04-29 | Sanmar Speciality Chemicals Limited | Synthesis of zaleplon |
CZ293015B6 (cs) * | 2002-10-25 | 2004-01-14 | Léčiva, A.S. | Způsob výroby N-ethyl-N-[3-(3-methyl-pyrazolo[1,5-a]pyrimidin-7-yl)-fenyl]-acetamidu (zaleplonu) |
GB2422833B (en) * | 2003-09-04 | 2009-01-28 | Cipla Ltd | Zaleplon synthesis |
AU2004314335A1 (en) | 2004-01-14 | 2005-08-04 | Mallinckrodt Inc. | Two-phase method for the synthesis of selected pyrazolopyrimidines |
HUP0400325A3 (en) | 2004-02-02 | 2005-11-28 | Richter Gedeon Vegyeszet | Pure n-[3-(-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-n-ethyl-acetamide, process for its preparation and intermediates |
WO2005099712A2 (en) * | 2004-04-19 | 2005-10-27 | Sanmar Speciality Chemicals Limited | Process for preparation of n-[3-(3-cyanopyrazolo [1,5-a]pyrimidin-7-yl)phenyl]-n-ethylacetamide |
WO2006070244A2 (en) * | 2004-11-22 | 2006-07-06 | Bakulesh Mafatlal Khamar | A process for the preparation of zaleplon |
CN102816163A (zh) * | 2012-08-20 | 2012-12-12 | 四川禾邦阳光制药股份有限公司 | 扎来普隆的新晶型及制备方法 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4626538A (en) | 1983-06-23 | 1986-12-02 | American Cyanamid Company | [7-(3-disubstituted amino)phenyl]pyrazolo[1,5-a]pyrimidines |
US5714607A (en) * | 1995-12-01 | 1998-02-03 | American Cyanamid Company | Process improvement in the synthesis of N- 3-(3-cyano-pyrazolo 1,5-a!pyrimidin-7-yl)phenyl!-N-ethylacetamide |
US6485746B1 (en) * | 2000-08-25 | 2002-11-26 | Neurocrine Biosciences, Inc. | Controlled-release sedative-hypnotic compositions and methods related thereto |
US6384221B1 (en) * | 1999-09-02 | 2002-05-07 | Neurocrine Biosciences, Inc. | Polymorphs of N-methyl-N-(3-{3-[2-thienylcarbonyl]-pyrazol-[1,5-α]-pyrimidin-7-yl}phenyl)acetamide and compositions and methods related thereto |
CN1610682A (zh) * | 2000-08-03 | 2005-04-27 | Wyeth公司 | 扎来普隆多晶型物及其制备方法 |
AR029780A1 (es) * | 2000-12-13 | 2003-07-16 | Gador Sa | Procedimiento mejorado para la obtencion de n-[3(3-ciano-pirazolo[1,5-a]pirimidin-7-il)fenil]-n-etil-acetamida |
US6852858B2 (en) * | 2001-08-01 | 2005-02-08 | Biogal Gyogyszergyar Rt. | Process for purifying N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide (zaleplon) and crystalline forms of zaleplon accessible with the process |
ES2223311T1 (es) * | 2001-06-12 | 2005-03-01 | Biogal Gyogyszergyar Rt. | Procedimiento para la preparacion de n-(3-(3-cianopirazol(1,5-a)pirimidin-7-il)fenil)-n-etilacetamida (zaleplon). |
PL207322B1 (pl) * | 2002-05-14 | 2010-11-30 | Adamed Społka Z Ograniczoną Odpowiedzialnością | Sposób wytwarzania zaleplonu |
-
2002
- 2002-06-12 ES ES02778962T patent/ES2223311T1/es active Pending
- 2002-06-12 IL IL15928102A patent/IL159281A0/xx unknown
- 2002-06-12 DE DE02778962T patent/DE02778962T1/de active Pending
- 2002-06-12 JP JP2003503597A patent/JP2005507858A/ja active Pending
- 2002-06-12 SK SK1623-2003A patent/SK16232003A3/sk unknown
- 2002-06-12 HU HU0402257A patent/HUP0402257A2/hu unknown
- 2002-06-12 PL PL02372942A patent/PL372942A1/xx not_active Application Discontinuation
- 2002-06-12 EP EP02778962A patent/EP1406871A4/en not_active Withdrawn
- 2002-06-12 CN CNA028150112A patent/CN1537113A/zh active Pending
- 2002-06-12 MX MXPA03011485A patent/MXPA03011485A/es not_active Application Discontinuation
- 2002-06-12 KR KR10-2003-7016185A patent/KR20040007683A/ko not_active Application Discontinuation
- 2002-06-12 US US10/170,673 patent/US6884888B2/en not_active Expired - Fee Related
- 2002-06-12 CZ CZ20033544A patent/CZ20033544A3/cs unknown
- 2002-06-12 CA CA002450384A patent/CA2450384A1/en not_active Abandoned
- 2002-06-12 WO PCT/US2002/018567 patent/WO2002100828A2/en not_active Application Discontinuation
- 2002-06-12 TR TR2004/02588T patent/TR200402588T3/xx unknown
-
2003
- 2003-12-10 IS IS7069A patent/IS7069A/is unknown
- 2003-12-11 NO NO20035538A patent/NO20035538D0/no not_active Application Discontinuation
- 2003-12-12 ZA ZA200309677A patent/ZA200309677B/en unknown
-
2004
- 2004-01-09 HR HR20040016A patent/HRP20040016A2/hr not_active Application Discontinuation
-
2005
- 2005-02-25 US US11/067,044 patent/US20050187225A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
US20030040522A1 (en) | 2003-02-27 |
US20050187225A1 (en) | 2005-08-25 |
EP1406871A4 (en) | 2005-01-26 |
IS7069A (is) | 2003-12-10 |
SK16232003A3 (sk) | 2004-12-01 |
ZA200309677B (en) | 2004-12-13 |
ES2223311T1 (es) | 2005-03-01 |
JP2005507858A (ja) | 2005-03-24 |
EP1406871A2 (en) | 2004-04-14 |
WO2002100828A3 (en) | 2003-05-01 |
HRP20040016A2 (en) | 2004-10-31 |
WO2002100828A2 (en) | 2002-12-19 |
IL159281A0 (en) | 2004-06-01 |
NO20035538D0 (no) | 2003-12-11 |
US6884888B2 (en) | 2005-04-26 |
KR20040007683A (ko) | 2004-01-24 |
CA2450384A1 (en) | 2002-12-19 |
DE02778962T1 (de) | 2005-02-10 |
CZ20033544A3 (cs) | 2004-11-10 |
MXPA03011485A (es) | 2004-06-11 |
PL372942A1 (en) | 2005-08-08 |
TR200402588T3 (tr) | 2004-11-22 |
CN1537113A (zh) | 2004-10-13 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
HC9A | Change of name, address |
Owner name: TEVA GYOGYSZERGYAR ZARTKOERUEEN MUEKOEDOE RESZ, HU Free format text: FORMER OWNER(S): BIOGAL GYOGYSZERGYAR RT., HU |
|
FD9A | Lapse of provisional protection due to non-payment of fees |