AR076427A1 - TRIAZOL COMPOUNDS THAT CARRY A SUBSTITUTE OF SULFUR II - Google Patents
TRIAZOL COMPOUNDS THAT CARRY A SUBSTITUTE OF SULFUR IIInfo
- Publication number
- AR076427A1 AR076427A1 ARP100101397A ARP100101397A AR076427A1 AR 076427 A1 AR076427 A1 AR 076427A1 AR P100101397 A ARP100101397 A AR P100101397A AR P100101397 A ARP100101397 A AR P100101397A AR 076427 A1 AR076427 A1 AR 076427A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- phenyl
- hydrogen
- alkoxy
- haloalkyl
- Prior art date
Links
- 229910052717 sulfur Inorganic materials 0.000 title abstract 5
- QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical class C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 title 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title 1
- 239000011593 sulfur Substances 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 16
- 239000001257 hydrogen Substances 0.000 abstract 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 12
- 150000002431 hydrogen Chemical class 0.000 abstract 11
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 9
- -1 Triazole compounds Chemical class 0.000 abstract 9
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 abstract 8
- 125000001424 substituent group Chemical group 0.000 abstract 7
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 6
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 abstract 5
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 abstract 4
- 229910052760 oxygen Inorganic materials 0.000 abstract 4
- 125000004070 6 membered heterocyclic group Chemical group 0.000 abstract 3
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 125000005842 heteroatom Chemical group 0.000 abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 abstract 3
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 abstract 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 230000001093 anti-cancer Effects 0.000 abstract 1
- 230000000843 anti-fungal effect Effects 0.000 abstract 1
- 230000000840 anti-viral effect Effects 0.000 abstract 1
- 229940121375 antifungal agent Drugs 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 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
- 150000001768 cations Chemical class 0.000 abstract 1
- 239000000417 fungicide Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/12—Oxygen or sulfur atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Virology (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Composiciones agrícolas que los contienen, su uso como fungicidas y compuestos intermediarios usados en los métodos para producirlos. Composiciones farmacéuticas y su uso como antiviral, antimicotico y anticancerígeno. Reivindicacion 1: Compuestos de triazol caracterizados porque tienen las formulas 1 y 2: en donde L1 y L4, independientemente uno del otro, se seleccionan de hidrogeno, bromo, yodo, C1-10-alquilo, C1-10-haloalquilo, C1-10-alcoxi y C1-10-haloalcoxi; L2 y L3, independientemente uno del otro, se seleccionan de hidrogeno, halogeno, C1-10-alquilo, C1-10-haloalquilo, C1-10-alcoxi y C1-10-haloalcoxi; siempre que al menos uno de L1, L2, L3 y L4 no sea hidrogeno; R1 y R2, independientemente uno del otro, se seleccionan de hidrogeno, C1-10-alquilo, C1-10-haloalquilo, C1-10-alcoxi y C1-10-haloalcoxi; R3 se selecciona de hidrogeno, C1-10-alquilo, C1-10-haloalquilo, C1-10-alcoxi y C1-10-haloalcoxi; R4 se selecciona de hidrogeno, C1-10-alquilo, C1-10-haloalquilo, C2-10-alquenilo, C2-10-haloalquenilo, C2-10-alquinilo, C2-10-haloalquinilo, C3-10-cicloalquilo, C3-10-halocicloalquilo, fenilo, fenil-C1-4-alquilo, donde la porcion de fenilo en los 2 ultimos radicales mencionados puede llevar 1, 2, 3, 4 o 5 sustituyentes R8, y un anillo heterocíclico de 5 o 6 miembros saturado, parcialmente insaturado o aromático que contiene 1, 2 o 3 heteroátomos seleccionados de N, O y S como miembros del anillo, en donde el anillo heterocíclico puede llevar 1, 2 o 3 sustituyentes R8, o, en caso que n sea 0, también se puede seleccionar de -C(=O)R5, -C(=S)R5, -S(O)2R5, -CN, -P(=Q)R6R7, M y un grupo de la formula 3 en donde L1, L2, L3, L4, R1, R2 y R3 son como se definen en las formulas 1 y 2; y es el punto de union con el resto de la molécula; R4a se selecciona de hidrogeno, C1-10-alquilo, C1-10-haloalquilo, C2-10-alquenilo, C2-10-haloalquenilo, C2-10-alquinilo, C2-10-haloalquinilo, C3-10-cicloalquilo, C3-10-halocicloalquilo, fenilo, fenil-C1-4-alquilo, donde la porcion de fenilo en los 2 ultimos radicales mencionados puede llevar 1, 2, 3, 4 o 5 sustituyentes R8, un anillo heterocíclico de 5 o 6 miembros saturado, parcialmente insaturado o aromático que contiene 1, 2 o 3 heteroátomos seleccionados de N, O y S como miembros del anillo, en donde el anillo heterocíclico puede llevar 1 2 o 3 sustituyentes R8, -C(O)R5, -C(=S)R5, -S(O)2R5, -CN, -P(=Q)R6R7 y M; R5 se selecciona de hidrogeno, C1-10-alquilo, C1-10-haloalquilo, C1-10-alcoxi, C1-10-haloalcoxi, C1-10-aminoalquilo, C3-10-cicloalquilo, C3-10-halocicloalquilo, fenilo, fenil-C1-4-alquilo, fenoxi, donde la porcion de fenilo en los 3 ultimos radicales mencionados puede llevar 1, 2, 3, 4 o 5 sustituyentes R8, un anillo heterocíclico de 5 o 6 miembros saturado, parcialmente insaturado o aromático que contiene 1, 2 o 3 heteroátomos seleccionados de N, O y S como miembros del anillo, en donde el anillo heterocíclico puede llevar 1, 2 o 3 sustituyentes R8, y NR9R10; R6 y R7, independientemente uno del otro, se seleccionan de C1-10-alquilo, C1-10-haloalquilo, C2-10-alquenilo, C2-10-haloalquenilo, C2-10-alquinilo, C2-10-haloalquinilo, C3-10-cicloalquilo, C3-10-halocicloalquilo, C1-10-alcoxi, C1-10-haloalcoxi, C1-4-alcoxi-C1-10-alquilo, C1-4-alcoxi-C1-10-alcoxi, C1-10-alquiltio, C1-10-haloalquiltio, C2-10-alqueniloxi, C2-10-alqueniltio, C2-10-alquiniloxi, C2-10-alquiniltio, C3-10-cicloalcoxi, C3-10-cicloalquiltio, fenilo, fenil-C1-4-alquilo, fenoxi, feniltio, fenil-C1-4-alcoxi, y NR11R12; cada R8 se selecciona independientemente de halogeno, nitro, CN, C1-4-alquilo, C1-4-haloalquilo, C1-4-alcoxi, C1-4-haloalcoxi y NR13R14; R9 se selecciona de hidrogeno y C1-8-alquilo; R10 se selecciona de hidrogeno, C1-8-alquilo, fenilo, y fenil-C1-4-alquilo o R9 y R10 en forma conjunta, forman un puente lineal de C4- o C5-alquileno o un grupo -CH2CH2OCH2CH2- o -CH2CH2NR15CH2CH2-; R11 se selecciona de hidrogeno y C1-8-alquilo; R12 se selecciona de hidrogeno, C1-8-alquilo, fenilo, y fenil-C1-4-alquilo; o R11 y R12 en forma conjunta, forman un puente lineal de C4- o C5-alquileno o un grupo -CH2CH2OCH2CH2- o -CH2CH2NR15CH2CH2-; R13 independientemente de cada acontecimiento, se selecciona de hidrogeno y C1-8-alquilo; R14 independientemente de cada acontecimiento, se selecciona de hidrogeno, C1-8-alquilo, fenilo, y fenil-C1-4-alquilo; o R13 y R14 en forma conjunta, forman un puente lineal de C4- o C5-alquileno o un grupo -CH2CH2OCH2CH2- o -CH2CH2NR15CH2CH2-; R15 independientemente de cada acontecimiento, se selecciona de hidrogeno y C1-4-alquilo; Q es O o S; M es un equivalente del cation metálico o un cation amonio de la formula (NraRbRcRd)+, en donde Ra, Rb, Rc y Rd, independientemente uno del otro, se seleccionan de hidrogeno, C1-10-alquilo, fenilo y bencilo, en donde la porcion de fenilo en los 2 ultimos radicales mencionados puede llevar 1, 2 o 3 sustituyentes independientemente seleccionados de halogeno, CN, nitro, C1-4-alquilo, C1-4-haloalquilo, C1-4-alcoxi, C1-4-haloalcoxi y NR13R14, n es 0, 1, 2 o 3; y la línea punteada es un enlace simple o doble; y sus sales aceptables en la agricultura.Agricultural compositions that contain them, their use as fungicides and intermediates used in the methods to produce them. Pharmaceutical compositions and their use as antiviral, antifungal and anticancer. Claim 1: Triazole compounds characterized in that they have formulas 1 and 2: wherein L1 and L4, independently of each other, are selected from hydrogen, bromine, iodine, C1-10-alkyl, C1-10-haloalkyl, C1-10 -alkoxy and C1-10-haloalkoxy; L2 and L3, independently of each other, are selected from hydrogen, halogen, C1-10-alkyl, C1-10-haloalkyl, C1-10-alkoxy and C1-10-haloalkoxy; provided that at least one of L1, L2, L3 and L4 is not hydrogen; R1 and R2, independently of each other, are selected from hydrogen, C1-10-alkyl, C1-10-haloalkyl, C1-10-alkoxy and C1-10-haloalkoxy; R3 is selected from hydrogen, C1-10-alkyl, C1-10-haloalkyl, C1-10-alkoxy and C1-10-haloalkoxy; R4 is selected from hydrogen, C1-10-alkyl, C1-10-haloalkyl, C2-10-alkenyl, C2-10-haloalkenyl, C2-10-alkynyl, C2-10-haloalkynyl, C3-10-cycloalkyl, C3- 10-halocycloalkyl, phenyl, phenyl-C1-4-alkyl, where the portion of phenyl in the last 2 radicals mentioned may carry 1, 2, 3, 4 or 5 R8 substituents, and a saturated 5- or 6-membered heterocyclic ring, partially unsaturated or aromatic containing 1, 2 or 3 heteroatoms selected from N, O and S as ring members, where the heterocyclic ring can carry 1, 2 or 3 R8 substituents, or, if n is 0, it is also you can select from -C (= O) R5, -C (= S) R5, -S (O) 2R5, -CN, -P (= Q) R6R7, M and a group of formula 3 where L1, L2 , L3, L4, R1, R2 and R3 are as defined in formulas 1 and 2; and is the point of union with the rest of the molecule; R4a is selected from hydrogen, C1-10-alkyl, C1-10-haloalkyl, C2-10-alkenyl, C2-10-haloalkenyl, C2-10-alkynyl, C2-10-haloalkynyl, C3-10-cycloalkyl, C3- 10-halocycloalkyl, phenyl, phenyl-C1-4-alkyl, where the portion of phenyl in the last 2 radicals mentioned may carry 1, 2, 3, 4 or 5 R8 substituents, a partially or saturated 6 or 6-membered heterocyclic ring unsaturated or aromatic containing 1, 2 or 3 heteroatoms selected from N, O and S as ring members, wherein the heterocyclic ring can carry 1 2 or 3 substituents R8, -C (O) R5, -C (= S) R5, -S (O) 2R5, -CN, -P (= Q) R6R7 and M; R5 is selected from hydrogen, C1-10-alkyl, C1-10-haloalkyl, C1-10-alkoxy, C1-10-haloalkoxy, C1-10-aminoalkyl, C3-10-cycloalkyl, C3-10-halocycloalkyl, phenyl, phenyl-C1-4-alkyl, phenoxy, where the portion of phenyl in the last 3 radicals mentioned may carry 1, 2, 3, 4 or 5 R8 substituents, a saturated, partially unsaturated or aromatic 5 or 6 membered heterocyclic ring that it contains 1, 2 or 3 heteroatoms selected from N, O and S as ring members, wherein the heterocyclic ring can carry 1, 2 or 3 R8 substituents, and NR9R10; R6 and R7, independently of each other, are selected from C1-10-alkyl, C1-10-haloalkyl, C2-10-alkenyl, C2-10-haloalkenyl, C2-10-alkynyl, C2-10-haloalkynyl, C3- 10-cycloalkyl, C3-10-halocycloalkyl, C1-10-alkoxy, C1-10-haloalkoxy, C1-4-alkoxy-C1-10-alkyl, C1-4-alkoxy-C1-10-alkoxy, C1-10- alkylthio, C1-10-haloalkylthio, C2-10-alkenyloxy, C2-10-alkenylthio, C2-10-alkynyloxy, C2-10-alkynylthio, C3-10-cycloalkoxy, C3-10-cycloalkylthio, phenyl, phenyl-C1- 4-alkyl, phenoxy, phenylthio, phenyl-C1-4-alkoxy, and NR11R12; each R8 is independently selected from halogen, nitro, CN, C1-4-alkyl, C1-4-haloalkyl, C1-4-alkoxy, C1-4-haloalkoxy and NR13R14; R9 is selected from hydrogen and C1-8-alkyl; R10 is selected from hydrogen, C1-8-alkyl, phenyl, and phenyl-C1-4-alkyl or R9 and R10 together, form a linear bridge of C4- or C5-alkylene or a group -CH2CH2OCH2CH2- or -CH2CH2NR15CH2CH2 -; R11 is selected from hydrogen and C1-8-alkyl; R12 is selected from hydrogen, C1-8-alkyl, phenyl, and phenyl-C1-4-alkyl; or R11 and R12 together, form a linear bridge of C4- or C5-alkylene or a group -CH2CH2OCH2CH2- or -CH2CH2NR15CH2CH2-; R13 independently of each event, is selected from hydrogen and C1-8-alkyl; R14 independently of each event, is selected from hydrogen, C1-8-alkyl, phenyl, and phenyl-C1-4-alkyl; or R13 and R14 together, form a linear bridge of C4- or C5-alkylene or a group -CH2CH2OCH2CH2- or -CH2CH2NR15CH2CH2-; R15 regardless of each event, is selected from hydrogen and C1-4-alkyl; Q is O or S; M is an equivalent of the metal cation or an ammonium cation of the formula (NraRbRcRd) +, where Ra, Rb, Rc and Rd, independently of each other, are selected from hydrogen, C1-10-alkyl, phenyl and benzyl, in where the portion of phenyl in the last 2 radicals mentioned may carry 1, 2 or 3 substituents independently selected from halogen, CN, nitro, C1-4-alkyl, C1-4-haloalkyl, C1-4-alkoxy, C1-4- haloalkoxy and NR13R14, n is 0, 1, 2 or 3; and the dotted line is a single or double bond; and its acceptable salts in agriculture.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09158756 | 2009-04-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR076427A1 true AR076427A1 (en) | 2011-06-08 |
Family
ID=41719228
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP100101397A AR076427A1 (en) | 2009-04-24 | 2010-04-26 | TRIAZOL COMPOUNDS THAT CARRY A SUBSTITUTE OF SULFUR II |
Country Status (3)
| Country | Link |
|---|---|
| AR (1) | AR076427A1 (en) |
| TW (1) | TW201041514A (en) |
| WO (1) | WO2010149414A1 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPWO2012165499A1 (en) * | 2011-05-31 | 2015-02-23 | 株式会社クレハ | Triazole compounds and use thereof |
| WO2013084770A1 (en) * | 2011-12-05 | 2013-06-13 | 株式会社クレハ | Azole derivative, method for producing azole derivative, intermediate compound, drug for agricultural and horticultural applications, and industrial material protectant |
| EP2842947A4 (en) * | 2012-04-18 | 2015-11-04 | Kureha Corp | Method for producing triazolyl methyl cycloalkanol derivative and triazolyl methyl cycloalkanol derivative-containing composition |
| KR101885219B1 (en) * | 2013-08-27 | 2018-08-14 | 시노켐 코포레이션 | Applications of Substituent Benzyloxy Group Containing Ether Compounds for Preparing Antitumor Drugs |
| US10201158B2 (en) | 2014-03-20 | 2019-02-12 | Mitsui Chemicals Agro, Inc. | Plant disease control composition and method for controlling plant disease by application of same |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07614B2 (en) * | 1986-08-08 | 1995-01-11 | 呉羽化学工業株式会社 | Novel tricyclic azole derivative, method for producing the same, and agricultural / horticultural fungicide containing the derivative as an active ingredient |
| JPH0625140B2 (en) * | 1986-11-10 | 1994-04-06 | 呉羽化学工業株式会社 | Novel azole derivative, method for producing the same and agricultural / horticultural drug of the derivative |
| MA21706A1 (en) * | 1988-12-29 | 1990-07-01 | Rhone Poulenc Agrochimie | BENZOLIDENE AZOLYLMETHYLCYCLOALCANE AND USE AS A FUNGICIDE. |
| JPH03197464A (en) * | 1989-12-16 | 1991-08-28 | Basf Ag | Substituted azolylmethylcycloalkanol and bactericide containing same |
| JPH07138234A (en) * | 1993-11-11 | 1995-05-30 | Kureha Chem Ind Co Ltd | Production of azolymethylcycloalkanol derivative |
| DE19520096A1 (en) * | 1995-06-01 | 1996-12-05 | Bayer Ag | Cycloalkane benzylidene derivatives |
| DE19520098A1 (en) * | 1995-06-01 | 1996-12-05 | Bayer Ag | Triazolylmethyl-cyclopentanols |
| DE19617282A1 (en) * | 1996-04-30 | 1997-11-06 | Bayer Ag | Triazolyl mercaptide |
| DE19617461A1 (en) * | 1996-05-02 | 1997-11-06 | Bayer Ag | Acylmercapto triazolyl derivatives |
| DE19619544A1 (en) * | 1996-05-15 | 1997-11-20 | Bayer Ag | Triazolyl disulfides |
| DE19620407A1 (en) * | 1996-05-21 | 1997-11-27 | Bayer Ag | Thiocyano-triazolyl derivatives |
| DE19620590A1 (en) * | 1996-05-22 | 1997-11-27 | Bayer Ag | Sulfonyl-mercapto-triazolyl derivatives |
-
2010
- 2010-04-26 WO PCT/EP2010/055555 patent/WO2010149414A1/en not_active Ceased
- 2010-04-26 AR ARP100101397A patent/AR076427A1/en unknown
- 2010-04-26 TW TW099113195A patent/TW201041514A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| TW201041514A (en) | 2010-12-01 |
| WO2010149414A1 (en) | 2010-12-29 |
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