ECSP066384A - Proceso para la preparación de 4-amino - 3- quinolincarbonitrilos - Google Patents
Proceso para la preparación de 4-amino - 3- quinolincarbonitrilosInfo
- Publication number
- ECSP066384A ECSP066384A EC2006006384A ECSP066384A ECSP066384A EC SP066384 A ECSP066384 A EC SP066384A EC 2006006384 A EC2006006384 A EC 2006006384A EC SP066384 A ECSP066384 A EC SP066384A EC SP066384 A ECSP066384 A EC SP066384A
- Authority
- EC
- Ecuador
- Prior art keywords
- amino
- cyanoacetamide
- produce
- preparation
- cyanoacrylamide
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 6
- DGJMPUGMZIKDRO-UHFFFAOYSA-N cyanoacetamide Chemical compound NC(=O)CC#N DGJMPUGMZIKDRO-UHFFFAOYSA-N 0.000 abstract 6
- VBMNWPOIPHHUSC-UHFFFAOYSA-N 4-aminoquinoline-3-carbonitrile Chemical compound C1=CC=C2C(N)=C(C#N)C=NC2=C1 VBMNWPOIPHHUSC-UHFFFAOYSA-N 0.000 abstract 4
- MLIREBYILWEBDM-UHFFFAOYSA-N cyanoacetic acid Chemical compound OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 abstract 4
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 4
- FRBZBJHKHSVFNK-UHFFFAOYSA-N 3-amino-2-cyanoprop-2-enamide Chemical compound NC=C(C#N)C(N)=O FRBZBJHKHSVFNK-UHFFFAOYSA-N 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 3
- 230000001476 alcoholic effect Effects 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- DFVGZQAGEWKYEW-UHFFFAOYSA-N 7-aminothieno[3,2-b]pyridine-6-carbonitrile Chemical compound NC1=C(C#N)C=NC2=C1SC=C2 DFVGZQAGEWKYEW-UHFFFAOYSA-N 0.000 abstract 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 2
- -1 amine compound Chemical class 0.000 abstract 2
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000000725 suspension Substances 0.000 abstract 2
- 239000008096 xylene Substances 0.000 abstract 2
- 239000003377 acid catalyst Substances 0.000 abstract 1
- 150000001448 anilines Chemical class 0.000 abstract 1
- 239000012026 peptide coupling reagents Substances 0.000 abstract 1
- DKGYESBFCGKOJC-UHFFFAOYSA-N thiophen-3-amine Chemical compound NC=1C=CSC=1 DKGYESBFCGKOJC-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- A61K31/275—Nitriles; Isonitriles
-
- 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
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
-
- 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
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4706—4-Aminoquinolines; 8-Aminoquinolines, e.g. chloroquine, primaquine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Urology & Nephrology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Materials Engineering (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Quinoline Compounds (AREA)
Abstract
Esta invención describe un proceso para la preparación de 4-amino-3-quinolincarbonitrilo, que comprende combinar un compuesto de amina con un ácido cianoacético y un catalizador ácido, para producir una cianoacetamida; condensar la cianoacetamida con una anilina opcionalmente hasta tetra-sustituida, en un solvente alcohólico y un ortoformiato de trialquilo, para producir una 2-amino-2-cianoacrilamida; combinar la 3-amino-2-cianoacrilamida con oxicloruro de fósforo en acetonitrilo, butironitrilo, tolueno o xileno, opcionalmente en presencia de un catalizador, para producir el 4-amino-3-quinolincarbonitrilo, y también describe un proceso para la preparación del 7-amino-tieno[3,2-b]piridin-6-carbonitrilo, que comprende combinar un 3-amino-tiofeno con un cianoacetamida y ortoformiato de trialquilo en un solvente alcohólico, para obtener una 3-amino-2-cianoacrilamida; y combinar la 3-amino-2-cianoacrilamida con oxicloruro de fósforo y acetonitrilo, butironitrilo, tolueno o xileno, opcionalmente en presencia de un catalizador, para producir el 7-amino-tieno[3,2-b]piridin-6-carbonitrilo; y también describe un proceso para la preparación del 4-amino-3-quinolincarbonitrilo que comprende: combinar un compuesto de amina con ácido cianoacético con un reactivo de acoplamiento de péptidos, para obtener una suspensión; se filtra la suspensión; para producir la cianoacetamida; se condensa la cianoacetamida con una anilina opcionalmente hasta tetra-sustituida, con un solvente alcohólico para producir un 4-amino-3-quinolincarbonitrilo; y la invención describe un proceso para obtener una cianoacetamida.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49619103P | 2003-08-19 | 2003-08-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ECSP066384A true ECSP066384A (es) | 2006-08-30 |
Family
ID=34215972
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EC2006006384A ECSP066384A (es) | 2003-08-19 | 2006-02-17 | Proceso para la preparación de 4-amino - 3- quinolincarbonitrilos |
Country Status (25)
| Country | Link |
|---|---|
| US (2) | US7297795B2 (es) |
| EP (1) | EP1660453A2 (es) |
| JP (1) | JP2007502819A (es) |
| KR (1) | KR20060066733A (es) |
| CN (1) | CN1835923A (es) |
| AR (1) | AR045277A1 (es) |
| AU (1) | AU2004267061A1 (es) |
| BR (1) | BRPI0413667A (es) |
| CA (1) | CA2535385A1 (es) |
| CO (1) | CO5670369A2 (es) |
| CR (1) | CR8226A (es) |
| EC (1) | ECSP066384A (es) |
| GT (1) | GT200400165A (es) |
| IL (1) | IL173456A0 (es) |
| MX (1) | MXPA06001590A (es) |
| MY (1) | MY140542A (es) |
| NO (1) | NO20060539L (es) |
| PA (1) | PA8609301A1 (es) |
| PE (1) | PE20050344A1 (es) |
| RU (1) | RU2345069C2 (es) |
| SA (1) | SA04250258B1 (es) |
| SG (1) | SG145744A1 (es) |
| SV (1) | SV2005001855A (es) |
| TW (1) | TW200517378A (es) |
| WO (1) | WO2005019201A2 (es) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7479561B2 (en) * | 2004-08-16 | 2009-01-20 | Wyeth | 4-(2,4-dichloro-5-methoxyphenyl)amino-6-methoxy-7-{[5-substituted-amino)methyl]-3-furyl}-3-quinolinecarbonitriles as kinase inhibitors |
| KR101313702B1 (ko) | 2005-02-03 | 2013-10-04 | 와이어쓰 | 제피티니브 및/또는 에를로티니브 내성암 치료용 약제학적 조성물 |
| EP1888529A2 (en) * | 2005-05-18 | 2008-02-20 | Wyeth | 3-cyanoquinoline inhibitors of tpl2 kinase and methods of making and using the same |
| WO2006127203A2 (en) * | 2005-05-25 | 2006-11-30 | Wyeth | Methods of synthesizing 6-alkylaminoquinoline derivatives |
| CN101203494A (zh) * | 2005-05-25 | 2008-06-18 | 惠氏公司 | 合成经取代3-氰基喹啉和其中间物的方法 |
| CA2608394A1 (en) * | 2005-05-25 | 2006-11-30 | Wyeth | Methods of preparing 3-cyano-quinolines and intermediates made thereby |
| AU2006266045A1 (en) * | 2005-07-01 | 2007-01-11 | Wyeth | Crystalline forms of 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]-3-quinolinecarb-onitrile and methods of preparing the same |
| EP1942937A1 (en) | 2005-11-04 | 2008-07-16 | Wyeth | Antineoplastic combinations with mtor inhibitor, herceptin, and/or hki-272 |
| CN101378758A (zh) * | 2006-02-08 | 2009-03-04 | 惠氏公司 | 经由钯介导的偶联反应制备7-烯基-3氰基喹啉 |
| CN101195578B (zh) * | 2006-12-08 | 2012-04-25 | 上海睿智化学研究有限公司 | 1-(卤烷氧基)-2-烷氧基-5-硝基苯类化合物的合成方法 |
| US8022216B2 (en) | 2007-10-17 | 2011-09-20 | Wyeth Llc | Maleate salts of (E)-N-{4-[3-chloro-4-(2-pyridinylmethoxy)anilino]-3-cyano-7-ethoxy-6-quinolinyl}-4-(dimethylamino)-2-butenamide and crystalline forms thereof |
| BRPI0914790A2 (pt) | 2008-06-17 | 2015-10-20 | Wyeth Llc | uso de um composto de vinorelbina e um composto de hki-272, composição farmacêutica e produto e kit para o tratamento de neoplasma |
| US8669273B2 (en) | 2008-08-04 | 2014-03-11 | Wyeth Llc | Antineoplastic combinations of 4-anilino-3-cyanoquinolines and capecitabine |
| US20100069340A1 (en) * | 2008-09-11 | 2010-03-18 | Wyeth | Pharmaceutical compositions of an src kinase inhibitor and an aromatase inhibitor |
| DK3000467T3 (da) | 2009-04-06 | 2023-03-27 | Wyeth Llc | Behandling med neratinib mod brystkræft |
| CN102470109A (zh) | 2009-07-02 | 2012-05-23 | 惠氏有限责任公司 | 3-氰基喹啉片剂制剂及其应用 |
| CN101792416B (zh) * | 2010-01-15 | 2011-10-05 | 南京医科大学 | 一种博舒替尼的制备工艺 |
| MX342164B (es) * | 2010-06-23 | 2016-09-19 | Hanmi Science Co Ltd | Derivados de pirimidina fusionados novedosos para la inhibicion de la actividad de tirosina cinasa. |
| WO2013187967A1 (en) | 2012-06-15 | 2013-12-19 | Institute For Cancer Research D/B/A The Research Institute Of Fox Case Cancer Center ("Fox Chase Cancer Center") | Sensitization of cancer cells to dna damage by inhibiting kinases essential for dna damage checkpoint control |
| CN102952037A (zh) * | 2012-11-18 | 2013-03-06 | 大连九信生物化工科技有限公司 | 一种2-氰基-n-(2,4-二氯-5-甲氧苯基)乙酰胺的合成方法 |
| IN2014CH00840A (es) | 2014-02-20 | 2015-09-18 | Apotex Inc | |
| CN104876865A (zh) * | 2014-02-27 | 2015-09-02 | 南京正荣医药化学有限公司 | 一种博舒替尼的制备工艺 |
| NZ738538A (en) | 2015-07-06 | 2019-06-28 | Gilead Sciences Inc | 6-amino-quinoline-3-carbonitrils as cot modulators |
| PL3456717T3 (pl) | 2015-07-06 | 2021-10-25 | Gilead Sciences, Inc. | Pochodna 4,6-diaminochinolino-3-karbonitrylu jako modulator cot (cancer osaka thyroid) do leczenia choroby zapalnej |
| CN105085398A (zh) * | 2015-09-06 | 2015-11-25 | 合肥华方医药科技有限公司 | 一种博舒替尼异构体杂质的制备方法 |
| CN105646345A (zh) * | 2016-03-16 | 2016-06-08 | 浙江海正药业股份有限公司 | 博舒替尼的新晶型及其制备方法 |
| CA3029457A1 (en) | 2016-06-30 | 2018-01-04 | Gilead Sciences, Inc. | 4,6-diaminoquinazolines as cot modulators and methods of use thereof |
| WO2019076316A1 (zh) * | 2017-10-18 | 2019-04-25 | 江苏恒瑞医药股份有限公司 | 一种酪氨酸激酶抑制剂及其中间体的制备方法 |
| CN108084085B (zh) * | 2017-12-28 | 2019-11-26 | 山东铂源药业有限公司 | 一种n-(3-氯-4-(2-吡啶甲氧基)苯基)-2-氰基乙酰胺的制备方法 |
| WO2019186429A1 (en) * | 2018-03-30 | 2019-10-03 | Sun Pharmaceutical Industries Limited | A process for the preparation of bosutinib |
| CN109180578B (zh) * | 2018-10-19 | 2020-06-26 | 山东创新药物研发有限公司 | 一种博舒替尼的制备方法 |
| CN111646939A (zh) * | 2019-03-04 | 2020-09-11 | 鲁南制药集团股份有限公司 | 一种博舒替尼的制备方法 |
| CN111646955B (zh) * | 2019-03-04 | 2024-05-24 | 鲁南制药集团股份有限公司 | 一种制备博舒替尼中间体的方法 |
| TWI770527B (zh) | 2019-06-14 | 2022-07-11 | 美商基利科學股份有限公司 | Cot 調節劑及其使用方法 |
| CA3175541A1 (en) | 2020-03-30 | 2021-10-07 | Gilead Sciences, Inc. | Solid forms of (s)-6-(((1-(bicyclo[1.1.1]pentan-1-yl)-1h-1,2,3-triazol-4-yl)2-methyl-1-oxo-1,2- dihydroisoquinolin-5-yl)methyl)))amino)8-chloro-(neopentylamino)quinoline-3-carb onitrile a cot inhibitor compound |
| JP7446475B2 (ja) | 2020-04-02 | 2024-03-08 | ギリアード サイエンシーズ， インコーポレイテッド | Ｃｏｔ阻害剤化合物を調製するためのプロセス |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UA73073C2 (uk) * | 1997-04-03 | 2005-06-15 | Уайт Холдінгз Корпорейшн | Заміщені 3-ціанохіноліни, спосіб їх одержання та фармацевтична композиція |
-
2004
- 2004-08-13 CN CNA2004800236697A patent/CN1835923A/zh active Pending
- 2004-08-13 JP JP2006523942A patent/JP2007502819A/ja not_active Withdrawn
- 2004-08-13 EP EP04781074A patent/EP1660453A2/en not_active Withdrawn
- 2004-08-13 BR BRPI0413667-5A patent/BRPI0413667A/pt not_active IP Right Cessation
- 2004-08-13 AU AU2004267061A patent/AU2004267061A1/en not_active Abandoned
- 2004-08-13 RU RU2006108524/04A patent/RU2345069C2/ru not_active IP Right Cessation
- 2004-08-13 KR KR1020067003360A patent/KR20060066733A/ko not_active Ceased
- 2004-08-13 WO PCT/US2004/026329 patent/WO2005019201A2/en not_active Ceased
- 2004-08-13 SG SG200806052-7A patent/SG145744A1/en unknown
- 2004-08-13 MX MXPA06001590A patent/MXPA06001590A/es active IP Right Grant
- 2004-08-13 CA CA002535385A patent/CA2535385A1/en not_active Abandoned
- 2004-08-16 US US10/918,947 patent/US7297795B2/en not_active Expired - Fee Related
- 2004-08-17 TW TW093124649A patent/TW200517378A/zh unknown
- 2004-08-17 PE PE2004000794A patent/PE20050344A1/es not_active Application Discontinuation
- 2004-08-18 MY MYPI20043356A patent/MY140542A/en unknown
- 2004-08-18 AR ARP040102964A patent/AR045277A1/es unknown
- 2004-08-19 PA PA20048609301A patent/PA8609301A1/es unknown
- 2004-08-19 GT GT200400165A patent/GT200400165A/es unknown
- 2004-08-19 SV SV2004001855A patent/SV2005001855A/es not_active Application Discontinuation
- 2004-08-21 SA SA04250258A patent/SA04250258B1/ar unknown
-
2006
- 2006-01-31 IL IL173456A patent/IL173456A0/en unknown
- 2006-02-02 NO NO20060539A patent/NO20060539L/no not_active Application Discontinuation
- 2006-02-02 CR CR8226A patent/CR8226A/es not_active Application Discontinuation
- 2006-02-15 CO CO06015094A patent/CO5670369A2/es unknown
- 2006-02-17 EC EC2006006384A patent/ECSP066384A/es unknown
-
2007
- 2007-10-05 US US11/973,259 patent/US20080033175A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| US7297795B2 (en) | 2007-11-20 |
| SV2005001855A (es) | 2005-11-04 |
| EP1660453A2 (en) | 2006-05-31 |
| BRPI0413667A (pt) | 2006-10-24 |
| NO20060539L (no) | 2006-02-13 |
| SA04250258B1 (ar) | 2009-01-07 |
| WO2005019201A3 (en) | 2005-08-04 |
| CN1835923A (zh) | 2006-09-20 |
| AR045277A1 (es) | 2005-10-19 |
| CO5670369A2 (es) | 2006-08-31 |
| RU2006108524A (ru) | 2007-09-27 |
| GT200400165A (es) | 2005-04-12 |
| AU2004267061A1 (en) | 2005-03-03 |
| WO2005019201A2 (en) | 2005-03-03 |
| US20080033175A1 (en) | 2008-02-07 |
| IL173456A0 (en) | 2006-06-11 |
| US20050043537A1 (en) | 2005-02-24 |
| MXPA06001590A (es) | 2006-05-19 |
| JP2007502819A (ja) | 2007-02-15 |
| KR20060066733A (ko) | 2006-06-16 |
| CR8226A (es) | 2008-08-21 |
| PE20050344A1 (es) | 2005-06-19 |
| SG145744A1 (en) | 2008-09-29 |
| RU2345069C2 (ru) | 2009-01-27 |
| MY140542A (en) | 2009-12-31 |
| PA8609301A1 (es) | 2005-03-03 |
| CA2535385A1 (en) | 2005-03-03 |
| TW200517378A (en) | 2005-06-01 |
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