AR060400A1 - Dimeros de derivados de artemisina, su preparacion, intermediarios de sintesis, su aplicacion en terapeutica del cancer y su uso en composiciones farmaceuticas y en la fabricacion de medicamentos. - Google Patents
Dimeros de derivados de artemisina, su preparacion, intermediarios de sintesis, su aplicacion en terapeutica del cancer y su uso en composiciones farmaceuticas y en la fabricacion de medicamentos.Info
- Publication number
- AR060400A1 AR060400A1 ARP070101497A ARP070101497A AR060400A1 AR 060400 A1 AR060400 A1 AR 060400A1 AR P070101497 A ARP070101497 A AR P070101497A AR P070101497 A ARP070101497 A AR P070101497A AR 060400 A1 AR060400 A1 AR 060400A1
- Authority
- AR
- Argentina
- Prior art keywords
- general formula
- product
- alkyl
- different
- group
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 239000003814 drug Substances 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- 150000004216 artemisine derivatives Chemical class 0.000 title 1
- 239000012830 cancer therapeutic Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 4
- 125000003342 alkenyl group Chemical group 0.000 abstract 4
- 125000000304 alkynyl group Chemical group 0.000 abstract 4
- 125000000623 heterocyclic group Chemical group 0.000 abstract 4
- 125000001424 substituent group Chemical group 0.000 abstract 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 3
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 3
- 239000000539 dimer Substances 0.000 abstract 3
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- 239000000543 intermediate Substances 0.000 abstract 2
- 239000002243 precursor Substances 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 abstract 1
- 101100496169 Arabidopsis thaliana CLH1 gene Proteins 0.000 abstract 1
- 101100044057 Mesocricetus auratus SYCP3 gene Proteins 0.000 abstract 1
- 101100080600 Schizosaccharomyces pombe (strain 972 / ATCC 24843) nse6 gene Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004450 alkenylene group Chemical group 0.000 abstract 1
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 1
- 125000004419 alkynylene group Chemical group 0.000 abstract 1
- 239000002246 antineoplastic agent Substances 0.000 abstract 1
- BLUAFEHZUWYNDE-NNWCWBAJSA-N artemisinin Chemical class C([C@](OO1)(C)O2)C[C@H]3[C@H](C)CC[C@@H]4[C@@]31[C@@H]2OC(=O)[C@@H]4C BLUAFEHZUWYNDE-NNWCWBAJSA-N 0.000 abstract 1
- 125000000732 arylene group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 101150111293 cor-1 gene Proteins 0.000 abstract 1
- 125000005724 cycloalkenylene group Chemical group 0.000 abstract 1
- 125000002993 cycloalkylene group Chemical group 0.000 abstract 1
- 125000003700 epoxy group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000005549 heteroarylene group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000012038 nucleophile Substances 0.000 abstract 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 238000006722 reduction reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
- C07D313/02—Seven-membered rings
- C07D313/04—Seven-membered rings not condensed with other rings
-
- 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
- A61K31/357—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having two or more oxygen atoms in the same ring, e.g. crown ethers, guanadrel
-
- 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
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
- A61P37/00—Drugs for immunological or allergic disorders
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D321/00—Heterocyclic compounds containing rings having two oxygen atoms as the only ring hetero atoms, not provided for by groups C07D317/00 - C07D319/00
- C07D321/02—Seven-membered rings
- C07D321/04—Seven-membered rings not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D323/00—Heterocyclic compounds containing more than two oxygen atoms as the only ring hetero atoms
- C07D323/04—Six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/22—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains four or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Cardiology (AREA)
- Physical Education & Sports Medicine (AREA)
- Ophthalmology & Optometry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Heart & Thoracic Surgery (AREA)
- Dermatology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Dímeros de derivados de artemisinina específicos, su preparacion, intermediarios de su síntesis, composiciones farmacéuticas que los contienen y su utilizacion como medicamentos, en particular como agentes anticancerígenos. Reivindicacion 1: Producto que responde a la formula general (1), en la que: a) A es un grupo divalente elegido entre -S-, -SO-, -SO2-, NRa, N+(O-)Ra-, -CONRa-, NRaSO2-, -CO-, -COO-, -NRaCONRb-, -NRaSO2NRb-, -OP(O)(ORa)O-, -OCONRa-, -OCOO-, -O-, -C(=N-ORa)-, un grupo epoxido, alquileno C1-6, alquenileno C1-6, alquinileno C1-6, cicloalquileno C3-8, cicloalquenileno C4-8, arileno, heteroarileno, heterociclilo, pudiendo estos nueve ultimos grupos estar opcionalmente sustituidos con uno o varios sustituyentes Ra o Rb; b) X1 y X2 son iguales o diferentes, y se eligen entre N, O, S; c) B1 y B2 son iguales o diferentes, y representan un grupo -(CF2)p-Rc en el que Rc es independientemente F, alquilo C1-6, alquenilo C1-6, alquinilo C1-6, cicloalquilo C3-8, cicloalquenilo C4-8, arilo, heteroarilo, heterociclilo, -COR1, -COOR1, -CONR1R2 , -OR1, -SR1, pudiendo estos grupos estar opcionalmente sustituidos con uno o más sustituyentes Ra O Rb idénticos o diferentes, y p tiene por valor 1, 2 o 3; d) n1 y n2 son iguales o diferentes, tienen por valor 0, 1, 2, 3 o 4; e) Ra y Rb son iguales o diferentes, y se eligen independientemente entre: H, halogeno, alquilo C1-6, - alquilo C1-6-COO-R1, -alquilo C1-6-NR1R2, -alquilo C1-6-arilo, -alquenilo C1-6, - alquinilo C1-6, arilo, heteroarilo, cicloalquilo C3-8, cicloalquenilo C4-8, heterociclilo, -OR1, -OCOR1, - COR1, -COOR1, -CONR1R2, -NR1R2, -NR1COR2, -SR1, -SO2R1, -CN; f) R1 y R2 son iguales o diferentes, y se eligen independientemente entre H, alquilo C1-6, alquenilo C1-6, alquinilo C1-6, cicloalquilo C3-8, cicloalquenilo C4-8, arilo, heteroarilo, heterociclilo; en el estado de base o de sal de adicion a un ácido, así como en el estado de hidrato o de solvato. Reivindicacion 20: Procedimiento de preparacion de un producto de formula (1) segun una cualquiera de las reivindicaciones 1 a 10, caracterizado por que el producto de formula (3) en el que B representa un sustituyente B1 o B2 tal como se ha definido anteriormente, sufre una sustitucion del átomo de bromo con ayuda de un nucleofilo tal como un bromo-alcohol, para obtener un producto de formula general (2) en el que X representa un sustituyente X1 o X2, tal como se ha definido anteriormente, n representa n1 o n2, tal como se ha definido anteriormente, y en el que bien G representa un grupo saliente tal como un átomo de bromo, a continuacion este producto de formula general (2) sufre una sustitucion nucleofila para formar un dímero de formula general (1) o un precursor de un producto de formula general (1), bien G representa una funcion química F1, que puede activarse opcionalmente mediante una reaccion de reduccion o de oxidacion, a continuacion este producto de formula general (2) reacciona con otro producto de formula (2) en la que G representa un grupo saliente tal como un átomo de bromo o una funcion química F2 susceptible de reaccionar con F1, para formar un dímero de formula general (1) o un precursor de un producto de formula general (1). Reivindicacion 24: A titulo de productos intermedios, productos de formula general (2) en la que X es un átomo de oxigeno, n tiene por valor 0, 1, 2, 3 o 4, B es un grupo trifluorometilo y G representa un átomo de bromo, un grupo -N3. -NH2, alquenilo, alquinilo o -COOH.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0603209A FR2899586B1 (fr) | 2006-04-11 | 2006-04-11 | Dimeres de derives d'artemisinine, leur preparation et leur application en therapeutique |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR060400A1 true AR060400A1 (es) | 2008-06-11 |
Family
ID=37429238
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP070101497A AR060400A1 (es) | 2006-04-11 | 2007-04-10 | Dimeros de derivados de artemisina, su preparacion, intermediarios de sintesis, su aplicacion en terapeutica del cancer y su uso en composiciones farmaceuticas y en la fabricacion de medicamentos. |
Country Status (39)
| Country | Link |
|---|---|
| US (1) | US8314142B2 (es) |
| EP (1) | EP2007769B1 (es) |
| JP (1) | JP5265518B2 (es) |
| KR (1) | KR101357523B1 (es) |
| CN (1) | CN101421276B (es) |
| AR (1) | AR060400A1 (es) |
| AT (1) | ATE512970T1 (es) |
| AU (1) | AU2007235813B2 (es) |
| BR (1) | BRPI0710152A2 (es) |
| CA (1) | CA2641138C (es) |
| CR (1) | CR10247A (es) |
| CY (1) | CY1111833T1 (es) |
| DK (1) | DK2007769T3 (es) |
| EA (1) | EA015607B1 (es) |
| EC (1) | ECSP088792A (es) |
| ES (1) | ES2367715T3 (es) |
| FR (1) | FR2899586B1 (es) |
| GT (1) | GT200800206A (es) |
| HN (1) | HN2008001521A (es) |
| HR (1) | HRP20110654T1 (es) |
| IL (1) | IL194655A0 (es) |
| JO (1) | JO2721B1 (es) |
| MA (1) | MA30410B1 (es) |
| ME (1) | ME00094B (es) |
| MX (1) | MX2008012732A (es) |
| MY (1) | MY154970A (es) |
| NO (1) | NO20084352L (es) |
| NZ (1) | NZ571342A (es) |
| PE (1) | PE20080055A1 (es) |
| PL (1) | PL2007769T3 (es) |
| PT (1) | PT2007769E (es) |
| RS (1) | RS51952B (es) |
| SI (1) | SI2007769T1 (es) |
| TN (1) | TNSN08321A1 (es) |
| TW (1) | TWI423979B (es) |
| UA (1) | UA94744C2 (es) |
| UY (1) | UY30276A1 (es) |
| WO (1) | WO2007116135A1 (es) |
| ZA (1) | ZA200808025B (es) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2925495B1 (fr) * | 2007-12-21 | 2010-09-10 | Pf Medicament | Derives dimeriques d'artemisinine et application en therapie anticancereuse |
| FR2934593B1 (fr) * | 2008-07-29 | 2010-09-10 | Pf Medicament | Derives dimeriques d'artemisinine et application en therapie anticancereuse |
| US8883765B2 (en) * | 2009-12-08 | 2014-11-11 | The John Hopkins University | Anti-cytomegalovirus activity of artemisinin-derived dimers |
| US8815942B2 (en) | 2010-10-20 | 2014-08-26 | The Royal Institution For The Advancement Of Learning/Mcgill University | Combination therapy and uses thereof for treatment and prevention of parasitic infection and disease |
| CN102010422B (zh) * | 2010-11-23 | 2014-11-26 | 沈阳药科大学 | 含有胍基的青蒿素类衍生物及其应用 |
| CN102614168A (zh) * | 2011-01-31 | 2012-08-01 | 上海交通大学医学院附属瑞金医院 | 一种青蒿素衍生物及其药用盐的应用 |
| US9006467B2 (en) | 2011-02-14 | 2015-04-14 | Councel of Scientific & Industrial Research | 1,2,3-triazole containing artemisinin compounds and process for preparation thereof |
| CN103570738B (zh) * | 2012-08-07 | 2016-04-13 | 中国科学院上海生命科学研究院 | 新型青蒿素衍生物及其制法和应用 |
| CN106928274B (zh) * | 2017-02-28 | 2019-09-10 | 东南大学 | 一种双氢青蒿素二倍体衍生物、其药物组合物及应用 |
| CN110240605B (zh) * | 2018-03-08 | 2021-12-31 | 中国科学院上海药物研究所 | 青蒿素二聚物的制备方法 |
| CN109467565B (zh) * | 2018-08-16 | 2020-07-10 | 云白药征武科技(上海)有限公司 | 双氢青蒿素三聚体及其制备方法和应用 |
| US12156915B2 (en) * | 2019-02-26 | 2024-12-03 | Mahmoud A. Elsohly | Selected artemisinin dimers for the treatment of lashmaniasis |
| CN117285548A (zh) * | 2022-06-16 | 2023-12-26 | 云南苏理生物医药科技有限公司 | 一种含硫类青蒿素二聚体、其制备方法和应用 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1084333C (zh) | 1998-06-17 | 2002-05-08 | 中国科学院上海药物研究所 | 新的青蒿素化合物,其制备方法以及含有它们的药物组合物 |
| FR2831538B1 (fr) * | 2001-10-26 | 2004-01-16 | Centre Nat Rech Scient | Nouveaux derives de l'artemisinine, et leurs utilisations dans le traitement du paludisme |
| US6790863B2 (en) * | 2002-10-15 | 2004-09-14 | University Of Mississippi | Dihydroartemisinin and dihydroartemisitene dimers as anti-cancer and anti-infective agents |
| US7842720B2 (en) * | 2004-06-21 | 2010-11-30 | Elsohly Laboratories, Incorporated | Anticancer and antiprotozoal dihydroartemisinene and dihydroartemisitene dimers with desirable chemical functionalities |
| CN101125142A (zh) | 2007-07-24 | 2008-02-20 | 北京中医药大学东直门医院 | 青蒿素在制备抗肿瘤多药耐药药物中的应用 |
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2006
- 2006-04-11 FR FR0603209A patent/FR2899586B1/fr not_active Expired - Fee Related
-
2007
- 2007-04-06 CA CA2641138A patent/CA2641138C/fr not_active Expired - Fee Related
- 2007-04-06 AU AU2007235813A patent/AU2007235813B2/en not_active Ceased
- 2007-04-06 NZ NZ571342A patent/NZ571342A/en not_active IP Right Cessation
- 2007-04-06 PT PT07731259T patent/PT2007769E/pt unknown
- 2007-04-06 KR KR1020087024812A patent/KR101357523B1/ko not_active Expired - Fee Related
- 2007-04-06 EA EA200870421A patent/EA015607B1/ru not_active IP Right Cessation
- 2007-04-06 ME MEP-2008-123A patent/ME00094B/me unknown
- 2007-04-06 AT AT07731259T patent/ATE512970T1/de active
- 2007-04-06 JP JP2009504774A patent/JP5265518B2/ja not_active Expired - Fee Related
- 2007-04-06 HR HR20110654T patent/HRP20110654T1/hr unknown
- 2007-04-06 EP EP07731259A patent/EP2007769B1/fr active Active
- 2007-04-06 RS RS20110399A patent/RS51952B/sr unknown
- 2007-04-06 UA UAA200813044A patent/UA94744C2/ru unknown
- 2007-04-06 DK DK07731259.3T patent/DK2007769T3/da active
- 2007-04-06 CN CN200780013054XA patent/CN101421276B/zh not_active Expired - Fee Related
- 2007-04-06 SI SI200730713T patent/SI2007769T1/sl unknown
- 2007-04-06 ES ES07731259T patent/ES2367715T3/es active Active
- 2007-04-06 MX MX2008012732A patent/MX2008012732A/es active IP Right Grant
- 2007-04-06 ZA ZA200808025A patent/ZA200808025B/xx unknown
- 2007-04-06 PL PL07731259T patent/PL2007769T3/pl unknown
- 2007-04-06 BR BRPI0710152-0A patent/BRPI0710152A2/pt not_active IP Right Cessation
- 2007-04-06 MY MYPI20084058A patent/MY154970A/en unknown
- 2007-04-06 WO PCT/FR2007/000585 patent/WO2007116135A1/fr not_active Ceased
- 2007-04-09 PE PE2007000422A patent/PE20080055A1/es not_active Application Discontinuation
- 2007-04-10 AR ARP070101497A patent/AR060400A1/es not_active Application Discontinuation
- 2007-04-10 TW TW096112535A patent/TWI423979B/zh not_active IP Right Cessation
- 2007-04-11 UY UY30276A patent/UY30276A1/es not_active Application Discontinuation
- 2007-04-11 JO JO2007131A patent/JO2721B1/en active
-
2008
- 2008-08-07 TN TNP2008000321A patent/TNSN08321A1/en unknown
- 2008-08-26 CR CR10247A patent/CR10247A/es unknown
- 2008-10-02 US US12/244,225 patent/US8314142B2/en not_active Expired - Fee Related
- 2008-10-03 HN HN2008001521A patent/HN2008001521A/es unknown
- 2008-10-06 EC EC2008008792A patent/ECSP088792A/es unknown
- 2008-10-07 IL IL194655A patent/IL194655A0/en unknown
- 2008-10-08 GT GT200800206A patent/GT200800206A/es unknown
- 2008-10-16 NO NO20084352A patent/NO20084352L/no not_active Application Discontinuation
- 2008-11-10 MA MA31376A patent/MA30410B1/fr unknown
-
2011
- 2011-09-15 CY CY20111100886T patent/CY1111833T1/el unknown
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