AR097756A1 - Derivados de fenilalanina sustituidos - Google Patents

Derivados de fenilalanina sustituidos

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Publication number
AR097756A1
AR097756A1 ARP140103539A ARP140103539A AR097756A1 AR 097756 A1 AR097756 A1 AR 097756A1 AR P140103539 A ARP140103539 A AR P140103539A AR P140103539 A ARP140103539 A AR P140103539A AR 097756 A1 AR097756 A1 AR 097756A1
Authority
AR
Argentina
Prior art keywords
alkyl
substituted
fluorine
group
hydroxycarbonyl
Prior art date
Application number
ARP140103539A
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English (en)
Inventor
Dr Wendt Astrid
Dr Rhn Ulrike
Dr Rhrig Susanne
Alan Dr Webster Robert
Victoria Dr Schmidt Martina
Dr Tersteegen Adrian
Dr Beyer Kristin
Dr Schfer Martina
Dr Buchmller Anja
Dr Gerdes Christoph
Dr Sperzel Michael
Dr Sandmann Steffen
Dr Heitmeier Stefan
Prof Dr Hillisch Alexander
Dr Ackerstaff Jens
Dr Terjung Carsten
Dr Ellermann Manuel
Straburger Julia
Original Assignee
Bayer Pharma AG
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Filing date
Publication date
Application filed by Bayer Pharma AG filed Critical Bayer Pharma AG
Publication of AR097756A1 publication Critical patent/AR097756A1/es

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    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C233/58—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
    • C07C233/42—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
    • C07C233/44—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a carbon atom of an unsaturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
    • C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/08—Radicals containing only hydrogen and carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
    • C07D235/26—Oxygen atoms
    • 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
    • C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/04—Five-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
    • C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles 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 in position 2
    • 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
    • C07D401/14—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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
    • C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
    • C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
    • 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

Abstract

Derivados de fenilalanina sustituidos y a procedimientos para su preparación, y al uso de los mismos para la producción de medicamentos para el tratamiento y/o la profilaxis de enfermedades, en especial de trastornos cardiovasculares y/o pérdida de sangre perioperatoria intensa. Reivindicación 1: Compuesto de la fórmula (1), en la que R¹ es un grupo de la fórmula (2) ó (3), donde # es el sitio de unión al átomo de nitrógeno; R⁶ es un heteroarilo de 5 miembros, donde el heteroarilo puede estar sustituido con un sustituyente seleccionado de entre el grupo constituido por oxo, cloro, ciano, hidroxilo y alquilo C₁₋₃, en el que el alquilo puede estar sustituido con 1 a 3 sustituyentes seleccionados de forma independiente entre el grupo constituido por hidroxilo, amino, hidroxicarbonilo y metoxi, o en el que el alquilo puede estar sustituido con 1 a 7 sustituyentes flúor, o en el que el alquilo está sustituido con un sustituyente seleccionado del grupo constituido por hidroxilo, amino, hidroxicarbonilo, metoxi, alcoxicarbonilo C₁₋₄, aminocarbonilo y alquilaminocarbonilo C₁₋₃, y en el que el alquilo está sustituido de forma adicional con 1 a 6 sustituyentes flúor; R⁷ es hidrógeno, flúor o cloro; R⁸ y R⁹ junto con los átomos de carbono a los que están unidos forman un heterociclo de 5 miembros, donde el heterociclo puede estar sustituido con 1 a 2 sustituyentes seleccionados en forma independiente entre el grupo constituido por oxo, cloro, ciano, hidroxilo, hidroxicarbonilo, alquilo C₁₋₃, pirazolilo y piridilo, en el que el alquilo puede estar sustituido con 1 a 3 sustituyentes seleccionados de forma independiente entre el grupo constituido por hidroxilo, amino, hidroxicarbonilo y metoxi, o en el que el alquilo puede estar sustituido con 1 a 7 sustituyentes flúor, o en el que el alquilo está sustituido con un sustituyente del grupo constituido por hidroxilo, amino, hidroxicarbonilo, metoxi, alcoxicarbonilo C₁₋₄, aminocarbonilo y alquilaminocarbonilo C₁₋₃, y en el que el alquilo está sustituido en forma adicional con 1 a 6 sustituyentes flúor; R¹⁰ es hidrógeno, flúor, cloro o hidroxicarbonilo; R² es hidrógeno, alquilo C₁₋₆, cicloalquilo C₃₋₆, o un heterociclilo de 4 a 8 miembros unido a través de un átomo de carbono, donde el alquilo puede estar sustituido con 1 a 2 sustituyentes seleccionados en forma independiente entre el grupo constituido por flúor, hidroxilo, amino, hidroxicarbonilo, alquilamino C₁₋₃, difluorometilo, trifluorometilo, -(OCH₂CH₂)ₙ-OCH₃, -(OCH₂CH₂)ₘOH, trimetilamonio, pirrolidinilo, cicloalquilo C₃₋₆, heterociclilo de 4 a 8 miembros unido a través de un átomo de carbono, y heterociclilcarbonilo de 4 a 6 miembros, en el que n es un número de 1 a 6, en el que m es un número de 1 a 6, en el que el heterociclilo puede estar sustituido con 1 a 2 sustituyentes seleccionados de forma independiente entre el grupo constituido por oxo, flúor, hidroxilo, amino, hidroxicarbonilo, alquilo C₁₋₄, alquilamino C₁₋₃, difluorometilo, trifluorometilo, 2,2,2-trifluoroet-1-ilo, alcoxicarbonilo C₁₋₄, aminocarbonilo y alquilaminocarbonilo C₁₋₃, y en el que el heterociclilcarbonilo puede estar sustituido con 1 a 2 sustituyentes seleccionados de forma independiente entre el grupo constituido por oxo, flúor, hidroxilo, amino, hidroxicarbonilo, alquilo C₁₋₄, alquilamino C₁₋₃, difluorometilo, trifluorometilo, 2,2,2-trifluoroet-1-ilo, alcoxicarbonilo C₁₋₄, aminocarbonilo y alquilaminocarbonilo C₁₋₃, y donde el cicloalquilo puede estar sustituido con 1 a 3 sustituyentes seleccionados de forma independiente del grupo constituido por oxo, flúor, hidroxilo, amino, alquilo C₁₋₄ y alquilamino C₁₋₃, en el que el alquilo y el alquilamino pueden estar sustituidos con 1 a 5 sustituyentes flúor o un sustituyente fenilo, y donde el heterociclilo puede estar sustituido con 1 a 2 sustituyentes seleccionados de forma independiente entre el grupo constituido por oxo, flúor, hidroxilo, amino, hidroxicarbonilo, alquilo C₁₋₄, alquilamino C₁₋₃, difluorometilo, trifluorometilo, 2,2,2-trifluoroet-1-ilo, alcoxicarbonilo C₁₋₄, aminocarbonilo y alquilaminocarbonilo C₁₋₃, donde el alquilo y el alquilamino pueden estar sustituidos con 1 a 5 sustituyentes seleccionados de forma independiente entre el grupo constituido por hidroxilo y flúor, y donde el heterociclilo puede estar sustituido de forma adicional con 1 a 4 sustituyentes seleccionados en forma independiente entre el grupo constituido por flúor y metilo; R³ es hidrógeno o alquilo C₁₋₃; o R² y R³ junto con el átomo de nitrógeno al que están unidos forman un heterociclo de 4 a 8 miembros, donde el heterociclo puede estar sustituido con 1 a 2 sustituyentes seleccionados en forma independiente entre el grupo constituido por oxo, flúor, hidroxilo, amino, hidroxicarbonilo, alquilo C₁₋₄, alquilamino C₁₋₃, difluorometilo, trifluorometilo, 2,2,2-trifluoroet-1-ilo, alcoxicarbonilo C₁₋₄, aminocarbonilo y alquilaminocarbonilo C₁₋₃; R⁴ es hidrógeno, flúor, cloro, metilo o metoxi; R⁵ᵃ es hidrógeno, flúor, cloro, alquilo C₁₋₄, metoxi, etoxi o trifluorometilo; R⁵ᵇ es hidrógeno, flúor, metilo o metoxi; o una de las sales del mismo, los solvatos del mismo o los solvatos de las sales del mismo.
ARP140103539A 2013-09-26 2014-09-24 Derivados de fenilalanina sustituidos AR097756A1 (es)

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EP13186055 2013-09-26

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US (1) US20160272617A1 (es)
EP (1) EP3049390A1 (es)
JP (1) JP2016537303A (es)
KR (1) KR20160064100A (es)
CN (1) CN105745192A (es)
AP (1) AP2016009095A0 (es)
AR (1) AR097756A1 (es)
AU (1) AU2014327297A1 (es)
BR (1) BR112016006317A2 (es)
CA (1) CA2925291A1 (es)
CR (1) CR20160133A (es)
CU (1) CU20160032A7 (es)
DO (1) DOP2016000064A (es)
EA (1) EA201600288A1 (es)
IL (1) IL244563A0 (es)
MA (1) MA38925B1 (es)
MX (1) MX2016003588A (es)
PE (1) PE20160677A1 (es)
PH (1) PH12016500525A1 (es)
SG (1) SG11201601963TA (es)
TN (1) TN2016000107A1 (es)
TW (1) TW201605810A (es)
UY (1) UY35746A (es)
WO (1) WO2015044163A1 (es)

Families Citing this family (8)

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Publication number Priority date Publication date Assignee Title
ES2712699T3 (es) 2013-03-25 2019-05-14 Bristol Myers Squibb Co Tetrahidroisoquinolinas que contienen azoles sustituidos como inhibidores del factor XIa
NO2760821T3 (es) 2014-01-31 2018-03-10
CN116987080A (zh) 2014-01-31 2023-11-03 百时美施贵宝公司 作为因子xia抑制剂的具有杂环p2′基团的大环化合物
JP6526796B2 (ja) 2014-09-04 2019-06-05 ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ Ｆｘｉａ阻害剤であるジアミドマクロ環
US9453018B2 (en) 2014-10-01 2016-09-27 Bristol-Myers Squibb Company Pyrimidinones as factor XIa inhibitors
AR103905A1 (es) * 2015-03-19 2017-06-14 Bayer Pharma AG Proceso de preparación de derivados de fenilalanina con triazol
EP3371162B1 (en) 2015-10-29 2022-01-26 Merck Sharp & Dohme Corp. Macrocyclic spirocarbamate derivatives as factor xia inhibitors, pharmaceutically acceptable compositions and their use
TW201808908A (zh) 2016-08-22 2018-03-16 美商默沙東藥廠 因子XIa抑制劑

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AU598750B2 (en) * 1985-09-27 1990-07-05 Mitsubishi Chemical Corporation Phenylalanine derivative and proteinase inhibitor
JP5236293B2 (ja) * 2005-01-13 2013-07-17 ブリストル−マイヤーズ スクイブ カンパニー Ｘｉａ因子阻害剤としての置換ビアリール化合物

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CN105745192A (zh) 2016-07-06
EP3049390A1 (de) 2016-08-03
TW201605810A (zh) 2016-02-16
CR20160133A (es) 2016-06-29
PE20160677A1 (es) 2016-08-11
PH12016500525A1 (en) 2016-05-16
EA201600288A1 (ru) 2016-09-30
MA38925B1 (fr) 2018-09-28
JP2016537303A (ja) 2016-12-01
AP2016009095A0 (en) 2016-03-31
UY35746A (es) 2015-04-30
DOP2016000064A (es) 2016-09-15
CU20160032A7 (es) 2016-08-31
BR112016006317A2 (pt) 2024-01-16
IL244563A0 (en) 2016-04-21
MA38925A1 (fr) 2018-03-30
WO2015044163A1 (de) 2015-04-02
TN2016000107A1 (en) 2017-07-05
CA2925291A1 (en) 2015-04-02
AU2014327297A1 (en) 2016-04-14
KR20160064100A (ko) 2016-06-07
US20160272617A1 (en) 2016-09-22
MX2016003588A (es) 2016-06-02
SG11201601963TA (en) 2016-04-28

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