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AR111279A1 - Derivados heterocíclicos útiles como inhibidores duales de atx / ca - Google Patents

Derivados heterocíclicos útiles como inhibidores duales de atx / ca

Info

Publication number
AR111279A1
AR111279A1 ARP180100599A ARP180100599A AR111279A1 AR 111279 A1 AR111279 A1 AR 111279A1 AR P180100599 A ARP180100599 A AR P180100599A AR P180100599 A ARP180100599 A AR P180100599A AR 111279 A1 AR111279 A1 AR 111279A1
Authority
AR
Argentina
Prior art keywords
alkyl
alkoxy
cycloalkyl
substituted
halo
Prior art date
Application number
ARP180100599A
Other languages
English (en)
Inventor
Patrizio Mattei
Jrme Hert
Daniel Hunziker
Markus Rudolph
Petra Schmitz
Giorgio Patrick Di
Justin Gomme
Original Assignee
Hoffmann La Roche
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of AR111279A1 publication Critical patent/AR111279A1/es

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    • 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
    • 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
    • A61K31/397—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having four-membered rings, e.g. azetidine
    • 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
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/4025—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil not condensed and containing further heterocyclic rings, e.g. cromakalim
    • 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
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • 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
    • 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
    • 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
    • C07D401/06—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 carbon chain containing only aliphatic 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
    • C07D401/10—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 carbon chain containing aromatic rings
    • 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
    • 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
    • C07D403/10—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 carbon chain containing aromatic rings
    • 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
    • C07D405/12—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
    • 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
    • C07D405/14—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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • 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
    • C07D417/14—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 three or more hetero rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Ophthalmology & Optometry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Abstract

Reivindicación 1: Compuestos de fórmula (1), en la que R¹ se selecciona entre i) fenilo sustituido con R³, R⁴ y R⁵, ii) piridinilo sustituido con R³, R⁴ y R⁵, y iii) tiofenilo sustituido con R³, R⁴ y R⁵; X se selecciona entre i) N, y ii) CH; Y se selecciona entre i) -CH₂-OC(O)-, ii) -(CH₂)qC(O)-, iii) -(CH=CH)ʳ-C(O)-, y iv) -(CHºCH)ʳ-C(O)-; W se selecciona entre i) -(CR⁹R¹⁰)ₚ-, ii) -(CR⁹R¹⁰)ₚ-C(O)-, iii) -(CR⁹R¹⁰)ₚ-O-, iv) -(CR⁹R¹⁰)ₚ-S-, v) (CR⁹R¹⁰)ₚ-S(O)- y vi) -(CR⁹R¹⁰)ₚ-S(O)₂-; R² se selecciona entre i) fenilo sustituido, en el que el anillo de fenilo está sustituido con R⁶, R⁷ y R⁸, ii) piridinilo sustituido, en el que el anillo de piridinilo está sustituido con R⁶, R⁷ y R⁸, iii) tiofenilo sustituido, en el que el anillo de tiofenilo está sustituido con R⁶, R⁷ y R⁸, y iv) tiazolilo sustituido, en el que el anillo de tiazolilo está sustituido con R⁶, R⁷ y R⁸; R³ se selecciona entre i) halo-alcoxi C₁₋₆, ii) cicloalquilo C₃₋₈, iii) cicloalquil C₃₋₈-alquilo C₁₋₆, iv) cicloalquil C₃₋₈-alcoxi C₁₋₆, v) cicloalcoxi C₃₋₈, vi) cicloalcoxi C₃₋₈-alquilo C₁₋₆, vii) tetrazolilmetilo, viii) triazolilmetilo, ix) pirazolilmetilo, x) alquil C₁₋₆tetrazolilmetilo, xi) alquil C₁₋₆triazolilmetilo, xii) alquil C₁₋₆pirazolilmetilo, xiii) heterocicloalquil-alcoxi C₁₋₆; R⁴ se selecciona entre, i) halógeno, ii) hidroxi, iii) ciano, iv) alquilo C₁₋₆, v) alcoxi C₁₋₆, vi) alcoxi C₁₋₆-alquilo C₁₋₆, vii) halo-alcoxi C₁₋₆, viii) halo-alquilo C₁₋₆, ix) hidroxi-alquilo C₁₋₆, x) cicloalquilo C₃₋₈, xi) cicloalquil C₃₋₈-alquilo C₁₋₆, xii) cicloalquil C₃₋₈-alcoxi C₁₋₆, xiii) cicloalcoxi C₃₋₈, xiv) cicloalcoxi C₃₋₈-alquilo C₁₋₆, xv) alquil C₁₋₆carbonilamino, xvi) cicloalquil C₃₋₈carbonilamino; R⁵ se selecciona entre i) H, ii) halógeno, iii) hidroxi, iv) ciano, v) alquilo C₁₋₆, vi) alcoxi C₁₋₆, vii) alcoxi C₁₋₆-alquilo C₁₋₆, viii) halo-alcoxi C₁₋₆, ix) halo-alquilo C₁₋₆, x) hidroxi-alquilo C₁₋₆, xi) cicloalquilo C₃₋₈, xii) cicloalquil C₃₋₈-alquilo C₁₋₆, xiii) cicloalquil C₃₋₈-alcoxi C₁₋₆, xiv) cicloalcoxi C₃₋₈, xv) cicloalcoxi C₃₋₈-alquilo C₁₋₆, xvi) alquil C₁₋₆carbonilamino, xvii) cicloalquil C₃₋₈carbonilamino; R⁶ es aminosulfonilo; R⁷ y R⁸ se seleccionan independientemente entre i) H, ii) halógeno, iii) hidroxi, iv) ciano, v) alquilo C₁₋₆, vi) alcoxi C₁₋₆, vii) alcoxi C₁₋₆-alquilo C₁₋₆, viii) halo-alcoxi C₁₋₆, ix) halo-alquilo C₁₋₆, x) hidroxi-alquilo C₁₋₆, xi) cicloalquilo C₃₋₈, xii) cicloalquil C₃₋₈-alquilo C₁₋₆, xiii) cicloalquil C₃₋₈-alcoxi C₁₋₆, xiv) cicloalcoxi C₃₋₈, y xv) cicloalcoxi C₃₋₈-alquilo C₁₋₆; R⁹ y R¹⁰ se seleccionan independientemente entre i) H, ii) alquilo C₁₋₆, y iii) cicloalquilo C₃₋₈; m y n se seleccionan independientemente entre cero, 1, 2, 3, 4 ó 5, con la condición de que la suma de m y n sea 2, 3, 4 ó 5; p se selecciona entre cero, 1 ó 2; q se selecciona entre cero o 2; r se selecciona entre cero y 1; o sales farmacéuticamente aceptables.
ARP180100599A 2017-03-16 2018-03-15 Derivados heterocíclicos útiles como inhibidores duales de atx / ca AR111279A1 (es)

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US (1) US11059794B2 (es)
EP (1) EP3596059B1 (es)
JP (1) JP7157755B2 (es)
KR (1) KR20190129924A (es)
CN (1) CN110392679B (es)
AR (1) AR111279A1 (es)
AU (1) AU2018233079B9 (es)
BR (1) BR112019019017A2 (es)
CA (1) CA3053329A1 (es)
CL (1) CL2019002609A1 (es)
CO (1) CO2019009373A2 (es)
CR (1) CR20190423A (es)
IL (1) IL269188B (es)
MA (1) MA49879A (es)
MX (1) MX381728B (es)
PE (1) PE20191757A1 (es)
PH (1) PH12019502118A1 (es)
RU (1) RU2019132254A (es)
SG (1) SG11201908560SA (es)
TW (1) TW201838982A (es)
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