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AR112900A1 - Compuesto derivado de pirazol y uso de este - Google Patents

Compuesto derivado de pirazol y uso de este

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Publication number
AR112900A1
AR112900A1 ARP180102593A ARP180102593A AR112900A1 AR 112900 A1 AR112900 A1 AR 112900A1 AR P180102593 A ARP180102593 A AR P180102593A AR P180102593 A ARP180102593 A AR P180102593A AR 112900 A1 AR112900 A1 AR 112900A1
Authority
AR
Argentina
Prior art keywords
group
substituted
unsubstituted
linked
halogen
Prior art date
Application number
ARP180102593A
Other languages
English (en)
Inventor
Young Gil Ahn
Ji Young Song
Chang Hee Park
Won Jeoung Kim
Ji Sook Kim
In Hwan Bae
Original Assignee
Hanmi Pharm Ind Co Ltd
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 Hanmi Pharm Ind Co Ltd filed Critical Hanmi Pharm Ind Co Ltd
Publication of AR112900A1 publication Critical patent/AR112900A1/es

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • A61K31/4523Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/454Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • A61K31/4523Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/4545Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/468-Azabicyclo [3.2.1] octane; Derivatives thereof, e.g. atropine, cocaine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/06Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/14Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic 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
    • C07D403/06Heterocyclic 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 only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic 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
    • C07D403/12Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic 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
    • C07D405/14Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/14Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/08Bridged systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/10Spiro-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Emergency Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Medicinal Preparation (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

Se proporcionan compuestos que tienen una actividad inhibidora de la desmetilasa-1 específica de lisina (LSD1), un isómero óptico, un solvato, un tautómero o una sal farmacéuticamente aceptable de estos que es eficaz para prevenir o tratar una enfermedad provocada por la activación anómala de LSD1. Reivindicación 1: Un compuesto representado por la fórmula (1), un isómero óptico, un solvato o un tautómero o una sal farmacéuticamente aceptable de este, caracterizado porque, en la fórmula (1), el anillo B es un grupo carbocíclico C₃₋₃₀ o un grupo heterocíclico C₁₋₃₀; X es C(R⁵) o N; cada uno de R¹(s) a R⁵ es independientemente un radical monovalente seleccionado entre hidrógeno, halógeno, un grupo ciano, un grupo hidroxi, un grupo tiol, un grupo nitro, un grupo alquilo C₁₋₂₀ sustituido o no sustituido, un grupo alquenilo C₂₋₂₀ sustituido o no sustituido, un grupo alquinilo C₂₋₂₀ sustituido o no sustituido, un grupo carbocíclico C₃₋₂₀ sustituido o no sustituido, un grupo heterocíclico C₁₋₂₀ sustituido o no sustituido, un grupo alcoxi C₁₋₂₀ sustituido o no sustituido, un grupo cicloalcoxi C₃₋₂₀ sustituido o no sustituido, un grupo alquiltio C₁₋₂₀ sustituido o no sustituido, un grupo ariloxi C₆₋₂₀ sustituido o no sustituido, un grupo ariltio C₆₋₂₀ sustituido o no sustituido, un grupo heteroariloxi C₁₋₂₀ sustituido o no sustituido, un grupo heteroariltio C₁₋₂₀ sustituido o no sustituido, un grupo alquilamino C₁₋₂₀ sustituido o no sustituido, un grupo arilo C₆₋₂₀ sustituido o no sustituido, un grupo heteroarilo C₁₋₂₀ sustituido o no sustituido, -N(Q¹)(Q²), -C(=O)(Q¹), -N-C(=O)(Q¹), -N-C(=O)-N(Q¹)(Q²), -O-C(=O)(Q¹), -S(=O)(Q¹), -S(=O)₂(Q¹), -P(=O)(Q¹)(Q²) y -N-C(=NH)-N(Q¹)(Q²), cuando R¹(s) o R²(s) es(son) opcionalmente dos o más, dos de R¹(s) o R²(s) son sustituyentes en dos átomos adyacentes del anillo que están conectados de manera consecutiva a un anillo correspondiente, dos sustituyentes adyacentes R¹(s) o R²(s) están conectados entre sí para formar un grupo carbocíclico C₃₋₃₀ sustituido o no sustituido o un grupo heterocíclico C₁₋₃₀ sustituido o no sustituido, para formar de esta manera un anillo condensado con el anillo correspondiente; R³ y R⁴ opcionalmente están unidos para formar un grupo heterocíclico C₁₋₃₀ sustituido o no sustituido con un nitrógeno de la amida de la fórmula 1; k es un número entero de 0 a 4; cuando k es 2 o más, al menos dos R¹(s) son idénticos o diferentes entre sí, y m es un número entero de 0 a 7; cuando m es 2 o más, al menos dos R²(s) son idénticos o diferentes entre sí; donde cada uno de Q¹ y Q² se selecciona independientemente entre hidrógeno, halógeno, un grupo hidroxi, un grupo alquilo C₁₋₁₀ sustituido o no sustituido, un grupo alquenilo C₂₋₁₀ sustituido o no sustituido, un grupo alquinilo C₂₋₁₀ sustituido o no sustituido, un grupo cicloalquilo C₃₋₁₀ sustituido o no sustituido, un grupo heterocicloalquilo C₁₋₁₀ sustituido o no sustituido, un grupo alcoxi C₁₋₁₀ sustituido o no sustituido, un grupo cicloalcoxi C₃₋₁₀ sustituido o no sustituido, un grupo alquiltio C₁₋₁₀ sustituido o no sustituido, un grupo ariloxi C₆₋₁₀ sustituido o no sustituido, un grupo ariltio C₆₋₁₀ sustituido o no sustituido, un grupo heteroariloxi C₁₋₁₀ sustituido o no sustituido, un grupo heteroariltio C₁₋₁₀ sustituido o no sustituido, un grupo alquilamino C₁₋₁₀ sustituido o no sustituido, un grupo arilo C₆₋₁₀ sustituido o no sustituido y un grupo heteroarilo C₁₋₁₀ sustituido o no sustituido. Reivindicación 11: Un compuesto representado por la fórmula (2), un isómero óptico, un solvato o un tautómero o una sal farmacéuticamente aceptable de este, caracterizado porque, en la fórmula (2), A es hidrógeno o un grupo alquilo C₁₋₄; cada uno del o los W(s) es independientemente halógeno; n es un número natural entre 1 y 4; Y es un grupo cicloalquilo C₃₋₆ sustituido o no sustituido, un grupo pirrolidinilo sustituido o no sustituido unido a través de N, o un grupo piperidinilo sustituido o no sustituido unido a través de N, donde el grupo cicloalquilo C₃₋₆ sustituido es un grupo cicloalquilo C₃₋₆ en el cual al menos un hidrógeno está sustituido con un grupo funcional, cada uno de los cuales se selecciona independientemente entre halógeno y un grupo hidroxi, y cada uno del grupo pirrolidinilo sustituido unido a través de N y el grupo piperidinilo sustituido unido a través de N es un grupo pirrolidinilo unido a través de N y un grupo piperidinilo unido a través de N, respectivamente, en los cuales al menos un átomo de hidrógeno del anillo ha sido sustituido por un grupo funcional, cada uno de los cuales se selecciona independientemente entre un grupo alquilo C₁₋₄, halógeno, un grupo alcoxi C₁₋₄, un grupo hidroxi y un grupo heterocíclico C₁₋₁₀; y Z es un grupo pirrolidinilo sustituido o no sustituido unido a través de N, un grupo piperidinilo sustituido o no sustituido unido a través de N o un grupo azepanilo sustituido o no sustituido unido a través de N, donde al menos un sustituyente del grupo pirrolidinilo sustituido unido a través de N, el grupo piperidinilo sustituido unido a través de N o el grupo azepanilo sustituido unido a través de N se selecciona entre un grupo amino, un grupo alquilamino C₁₋₄, un grupo alquilo C₁₋₄, halógeno, un grupo alcoxi C₁₋₄ y un grupo heterocíclico C₁₋₁₀.
ARP180102593A 2017-09-13 2018-09-12 Compuesto derivado de pirazol y uso de este AR112900A1 (es)

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US (1) US11254676B2 (es)
EP (1) EP3681877B1 (es)
JP (1) JP7181287B2 (es)
KR (1) KR102284205B1 (es)
CN (1) CN111094265B (es)
AR (1) AR112900A1 (es)
TW (1) TWI794294B (es)
WO (1) WO2019054766A1 (es)

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CN114105950B (zh) * 2020-08-31 2022-09-06 南京明德新药研发有限公司 吡唑类化合物及其应用
KR20230167102A (ko) 2021-04-08 2023-12-07 오리존 지노믹스 에스.에이. 골수성 암 치료를 위한 lsd1 억제제의 조합물
EP4419504A4 (en) * 2021-10-18 2025-09-03 Imago Biosciences Inc KDM1A INHIBITORS FOR THE TREATMENT OF DISEASE
CN116768797A (zh) * 2022-03-16 2023-09-19 成都苑东生物制药股份有限公司 一种吡唑类衍生物、其制备方法及用途
JP2025516648A (ja) 2022-05-09 2025-05-30 オリゾン・ゲノミクス・ソシエダッド・アノニマ Lsd1阻害薬を用いるnf1変異腫瘍の治療法
WO2023217758A1 (en) 2022-05-09 2023-11-16 Oryzon Genomics, S.A. Methods of treating malignant peripheral nerve sheath tumor (mpnst) using lsd1 inhibitors
WO2024110649A1 (en) 2022-11-24 2024-05-30 Oryzon Genomics, S.A. Combinations of lsd1 inhibitors and menin inhibitors for treating cancer
WO2024137358A1 (en) * 2022-12-23 2024-06-27 Imago Biosciences, Inc. Kdm1a inhibitors for the treatment of disease

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JP2020533372A (ja) 2020-11-19
CN111094265A (zh) 2020-05-01
CN111094265B (zh) 2023-07-25
KR102284205B1 (ko) 2021-08-02
US11254676B2 (en) 2022-02-22
US20210009591A1 (en) 2021-01-14
TWI794294B (zh) 2023-03-01
JP7181287B2 (ja) 2022-11-30
TW201920135A (zh) 2019-06-01
EP3681877B1 (en) 2024-10-16
WO2019054766A1 (en) 2019-03-21
EP3681877A1 (en) 2020-07-22
EP3681877C0 (en) 2024-10-16
EP3681877A4 (en) 2021-02-24
KR20190030192A (ko) 2019-03-21

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