AR086552A1 - 4-aril-n-fenil-1,3,5-triazin-2-aminas que contienen un grupo sulfoximina y composicion farmaceutica - Google Patents

4-aril-n-fenil-1,3,5-triazin-2-aminas que contienen un grupo sulfoximina y composicion farmaceutica

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Publication number
AR086552A1
AR086552A1 ARP120101840A ARP120101840A AR086552A1 AR 086552 A1 AR086552 A1 AR 086552A1 AR P120101840 A ARP120101840 A AR P120101840A AR P120101840 A ARP120101840 A AR P120101840A AR 086552 A1 AR086552 A1 AR 086552A1
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AR
Argentina
Prior art keywords
group
acetylamino
alkyl
fluoroalkoxy
haloalkyl
Prior art date
Application number
ARP120101840A
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English (en)
Inventor
Lienau Philip Dr
Rhter Gerd Dr
Schulz-Fademrecht Carsten Dr
Lcking Ulrich Dr
Bohlmann Rolf Dr
Scholz Arne Dr
Siemeister Gerhard Dr
Gnoth Mark Jean Dr
Bmer Ulf Dr
Kosemund Dirk Dr
Original Assignee
Bayer Ip Gmbh
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Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=46085997&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR086552(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from EP11167317A external-priority patent/EP2527332A1/en
Application filed by Bayer Ip Gmbh filed Critical Bayer Ip Gmbh
Publication of AR086552A1 publication Critical patent/AR086552A1/es

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
    • C07C311/12—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
    • C07C311/13—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings the carbon skeleton containing six-membered aromatic 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
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/53—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
    • 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
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    • 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
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    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
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    • 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
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • 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
    • A61P31/20—Antivirals for DNA viruses
    • 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
    • A61P31/20—Antivirals for DNA viruses
    • A61P31/22—Antivirals for DNA viruses for herpes viruses
    • 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
    • A61P35/00—Antineoplastic agents
    • A61P35/02—Antineoplastic agents specific for leukemia
    • 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
    • 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
    • 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
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C07B59/002—Heterocyclic compounds
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C381/00—Compounds containing carbon and sulfur and having functional groups not covered by groups C07C301/00 - C07C337/00
    • C07C381/10—Compounds containing sulfur atoms doubly-bound to nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
    • C07D251/16—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to only one ring carbon atom
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    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
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    • C07D251/22—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to two ring carbon atoms
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    • C07—ORGANIC CHEMISTRY
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    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
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    • C07D251/42—One nitrogen atom
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    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
    • C07D251/40—Nitrogen atoms
    • C07D251/42—One nitrogen atom
    • C07D251/44—One nitrogen atom with halogen atoms attached to the two other ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07—ORGANIC CHEMISTRY
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    • 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
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    • C07—ORGANIC CHEMISTRY
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    • 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
    • C07D405/12—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 linked by a chain containing hetero atoms as chain links
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    • C07—ORGANIC CHEMISTRY
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    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07—ORGANIC CHEMISTRY
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    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
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    • C07B2200/05—Isotopically modified compounds, e.g. labelled

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  • Heart & Thoracic Surgery (AREA)
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  • AIDS & HIV (AREA)
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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cosmetics (AREA)

Abstract

Su uso en el tratamiento y/o la profilaxis de diversos trastornos, particularmente de los trastornos hiperproliferativos, de las enfermedades infecciosas inducidas por virus y/o de las enfermedades cardiovasculares. Compuestos intermediarios útiles para preparar los compuestos de la fórmula general (1) ó (1a).Reivindicación 1: Un compuesto de fórmula general (1), donde R1 representa un grupo seleccionado entre alquilo C1-6, cicloalquilo C3-7, heterociclilo, fenilo, heteroarilo, fenilalquilo C1-3 o heteroarilalquilo C1-3, donde dicho grupo está opcionalmente sustituido, en forma idéntica o diferente, con uno o dos o tres sustituyentes seleccionados entre el grupo que consiste en hidroxi, ciano, halógeno, haloalquilo C1-3, alcoxi C1-6-, fluoroalcoxi C1-3-, amino, alquilamino, dialquilamino, acetilamino, N-metil-N-acetilamino, aminas cíclicas; R2 representa un resto seleccionado entre el grupo de formulas (2); R3, R4 representan, en forma independiente entre sí, un grupo seleccionado entre un átomo de hidrógeno, un átomo de flúor, un átomo de cloro, ciano, alquilo C1-3, alcoxi C1-3-, haloalquilo C1-3, fluoroalcoxi C1-3-; R5 representa un grupo seleccionado entre un átomo de hidrógeno, ciano, -C(O)R9, -C(O)OR9, -S(O)2R9, -C(O)NR10R11, alquilo C1-6, cicloalquilo C3-7, heterociclilo, fenilo, heteroarilo donde dicho grupo alquilo C1-6, cicloalquilo C3-7, heterociclilo, fenilo o heteroarilo está opcionalmente sustituido, en forma idéntica o diferente, con uno, dos o tres sustituyentes seleccionados entre halógeno, ciano, hidroxi, alquilo C1-3, alcoxi C1-3-, amino, alquilamino, dialquilamino, acetilamino, N-metil-N-acetilamino, aminas cíclicas, haloalquilo C1-3, fluoroalcoxi C1-3-; R6, R7 representan, en forma independiente entre sí, un grupo seleccionado entre un átomo de hidrógeno, un átomo de flúor, un átomo de cloro, ciano, alquilo C1-3, alcoxi C1-3-, haloalquilo C1-3, fluoroalcoxi C1-3; R8 representa un grupo seleccionado entre a) un grupo alquilo C1-10, que está opcionalmente sustituido, en forma idéntica o diferente, con uno o dos o tres sustituyentes seleccionados entre el grupo que consiste en halógeno, hidroxi, amino, alquilamino, dialquilamino, acetilamino, N-metil-N-acetilamino, aminas cíclicas, ciano, alquilo C1-3, haloalquilo C1-3, fluoroalcoxi C1-3-, alcoxi C1-3-, alquenilo C2-3, alquinilo C2-3, cicloalquilo C3-7, heterociclilo, fenilo, heteroarilo, donde dicho grupo cicloalquilo C3-7, heterociclilo, fenilo o heteroarilo está opcionalmente sustituido, en forma idéntica o diferente, con uno, dos o tres sustituyentes seleccionados entre halógeno, hidroxi, ciano, alquilo C1-3, alcoxi C1-3-, amino, alquilamino, dialquilamino, acetilamino, N-metil-N-acetilamino, aminas cíclicas, haloalquilo C1-3, -fluoroalcoxi C1-3; b) un grupo cicloalquilo C3-7, que está opcionalmente sustituido, en forma idéntica o diferente, con un o dos o tres sustituyentes seleccionados entre el grupo que consiste en halógeno, hidroxi, amino, alquilamino, dialquilamino, acetilamino, N-metil-N-acetilamino, aminas cíclica, ciano, alquilo C1-3, haloalquilo C1-3, fluoroalcoxi C1-3, alcoxi C1-3-, alquenilo C2-3, alquinilo C2-3; c) un grupo heterociclilo, que está opcionalmente sustituido, en forma idéntica o diferente, con uno o dos o tres sustituyentes seleccionados entre el grupo que consiste en halógeno, hidroxi, amino, alquilamino, dialquilamino, acetilamino, N-metil-N-acetilamino, aminas cíclicas, ciano, alquilo C1-3, haloalquilo C1-3, fluoroalcoxi C1-3-; alcoxi C1-3-, alquenilo C2-3, -alquinilo C2-3; d) un grupo fenilo, que está opcionalmente sustituido, en forma idéntica o diferente, con uno o dos o tres sustituyentes seleccionados entre el grupo que consiste en halógeno, hidroxi, amino, alquilamino, dialquilamino, acetilamino, N-metil-N-acetilamino, aminas cíclicas, ciano, alquilo C1-3, haloalquilo C1-3, fluoroalcoxi C1-3-, alcoxi C1-3-; e) un grupo heteroarilo, que está opcionalmente sustituido, en forma idéntica o diferente, con uno o dos o tres sustituyentes seleccionados entre el grupo que consiste en halógeno, hidroxi, amino, alquilamino, dialquilamino, acetilamino, N-metil-N-acetilamino, aminas cíclicas, ciano, alquilo C1-3, haloalquilo C1-3, -fluoroalcoxi C1-3-, alcoxi C1-3-; f) un grupo fenilalquilo C1-3, que está opcionalmente sustituido, en forma idéntica o diferente, con uno o dos o tres sustituyentes seleccionados entre el grupo que consiste en halógeno, hidroxi, amino, alquilamino, dialquilamino, acetilamino, N-metil-N-acetilamino, aminas cíclicas, ciano, alquilo C1-3, haloalquilo C1-3, -fluoroalcoxi C1-3-, alcoxi C1-3-; g) un grupo heteroarilalquilo C1-3, que está opcionalmente sustituido, en forma idéntica o diferente, con uno o dos o tres sustituyentes seleccionados entre el grupo que consiste en halógeno, hidroxi, amino, alquilamino, dialquilamino, acetilamino, N-metil-N-acetilamino, aminas cíclicas, ciano, alquilo C1-3, haloalquilo C1-3, fluoroalcoxi C1-3-, alcoxi C1-3-; R9 representa un grupo seleccionado entre alquilo C1-6, cicloalquilo C3-7, heterociclilo, fenilo, bencilo o heteroarilo donde dicho grupo está opcionalmente, sustituido, en forma idéntica o diferente, con uno o dos o tres sustituyentes seleccionados entre halógeno, hidroxi, alquilo C1-3, alcoxi C1-3-, amino, alquilamino, dialquilamino, acetilamino, N-metil-N-acetilamino, aminas cíclicas, haloalquilo C1-3, fluoroalcoxi C1-3-; R10, R11 representan, en forma independiente entre sí, un grupo seleccionado entre hidrógeno, alquilo C1-6, cicloalquilo C3-7, heterociclilo, fenilo o heteroarilo donde dicho grupo alquilo C1-6, cicloalquilo C3-7, heterociclilo, fenilo o heteroarilo está opcionalmente sustituido, en forma idéntica o diferente, con uno, dos o tres sustituyentes seleccionados entre halógeno, hidroxi, alquilo C1-3, alcoxi C1-3-, amino, alquilamino, dialquilamino, acetilamino, N-metil-N-acetilamino, aminas cíclicas, haloalquilo C1-3, fluoroalcoxi C1-3-; o sus sales, solvatos o sales de solvatos.
ARP120101840A 2011-05-24 2012-05-24 4-aril-n-fenil-1,3,5-triazin-2-aminas que contienen un grupo sulfoximina y composicion farmaceutica AR086552A1 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP11167317A EP2527332A1 (en) 2011-05-24 2011-05-24 4-Aryl-N-phenyl-1,3,5-triazin-2-amines containing a sulfoximine group as CDK9 inhibitors
EP11180759 2011-09-09
EP12158030 2012-03-05

Publications (1)

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AR086552A1 true AR086552A1 (es) 2014-01-08

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ARP120101840A AR086552A1 (es) 2011-05-24 2012-05-24 4-aril-n-fenil-1,3,5-triazin-2-aminas que contienen un grupo sulfoximina y composicion farmaceutica

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US (2) US9669034B2 (es)
EP (1) EP2714654B1 (es)
JP (1) JP5955948B2 (es)
KR (1) KR101958501B1 (es)
CN (1) CN103702979B (es)
AP (1) AP3884A (es)
AR (1) AR086552A1 (es)
AU (1) AU2012260983B2 (es)
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CL (1) CL2013003360A1 (es)
CO (1) CO6811860A2 (es)
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DK (1) DK2714654T3 (es)
DO (1) DOP2013000277A (es)
EA (1) EA023418B1 (es)
EC (1) ECSP13013040A (es)
ES (1) ES2549529T3 (es)
GT (1) GT201300293A (es)
HR (1) HRP20151060T1 (es)
HU (1) HUE027853T2 (es)
IL (1) IL229314A (es)
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