AR110349A1 - Compuestos pirazol 1,3-sustituido útiles para la reducción de los niveles de ácidos grasos de cadena muy larga - Google Patents

Compuestos pirazol 1,3-sustituido útiles para la reducción de los niveles de ácidos grasos de cadena muy larga

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Publication number
AR110349A1
AR110349A1 ARP170103471A ARP170103471A AR110349A1 AR 110349 A1 AR110349 A1 AR 110349A1 AR P170103471 A ARP170103471 A AR P170103471A AR P170103471 A ARP170103471 A AR P170103471A AR 110349 A1 AR110349 A1 AR 110349A1
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Argentina
Prior art keywords
alkyl
rj1a2
haloalkyl
independently
case
Prior art date
Application number
ARP170103471A
Other languages
English (en)
Inventor
Qing Tang
Rebecca Jane Swett
Steven Michael Ronkin
Suganthini S Nanthakumar
Sanjay Shivayogi Magavi
Katrina L Jackson
Wenxin Gu
Zachary Gale-Day
John J Court
Jon H Come
Paul S Charifson
Original Assignee
Vertex Pharma
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Application filed by Vertex Pharma filed Critical Vertex Pharma
Publication of AR110349A1 publication Critical patent/AR110349A1/es

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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D231/38—Nitrogen atoms
    • C07D231/40—Acylated on said nitrogen atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • 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
    • C07D401/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D403/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • 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
    • C07D403/14—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 three or more hetero 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
    • C07D405/04—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
    • 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
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur 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
    • 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
    • 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
    • C07D413/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen 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
    • C07D417/02—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
    • C07D417/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • 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)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Hospice & Palliative Care (AREA)
  • Psychiatry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

Estas entidades químicas son útiles para la reducción de los niveles de ácido graso de cadena muy larga. Estas entidades químicas y composiciones farmacéuticamente aceptables que comprenden dichas entidades químicas pueden ser útiles para tratar diversas enfermedades, trastornos y condiciones, tales como la adrenoleucodistrofia (ALD). Reivindicación 1: Una entidad química, que es un compuesto libre de la fórmula (1) o una sal farmacéuticamente aceptable del mismo, en donde la fórmula (1) tiene la estructura dada a continuación, en donde: cada uno de R¹ᵃ y R¹ᵇ independientemente es H, -alquilo C₁₋₄, haloalquilo C₁₋₄, -(C(RJ¹ᵃ₂))₁₋₂-OH, -(C(RJ¹ᵃ₂))₁₋₂-ORJ¹, -(C(RJ¹ᵃ₂))₁₋₂-SRJ¹;-(C(RJ¹ᵃ₂))₁₋₂-NH₂, -(C(RJ¹ᵃ₂))₁₋₂-NHRJ¹, -(C(RJ¹ᵃ₂))₁₋₂NRJ¹₂, cicloalquilo C₃₋₆ o heterociclo monocíclico de 3 a 6 miembros que contienen 1 heteroátomo del anillo seleccionado de O, N y S, en donde el heterociclo monocíclico de 3 a 6 miembros no contiene un heteroátomo unido al carbono al cual están unidos R¹ᵃ y R¹ᵇ, en donde cada caso de RJ¹ es independientemente alquilo C₁₋₃ o haloalquilo C₁₋₄, en donde cada caso de RJ¹ᵃ es independientemente H, alquilo C₁₋₃, haloalquilo C₁₋₄; o R¹ᵃ y R¹ᵇ, junto con el átomo de carbono al cual están unidos, forman un cicloalquilo C₃₋₆, o un heterociclo monocíclico de 3 a 6 miembros que contienen 1 heteroátomo del anillo seleccionado de O, N y S, en donde dicho 1 heteroátomo del anillo no está unido al carbono al cual están unidos R¹ᵃ y R¹ᵇ; en donde cada caso de dicho cicloalquilo C₃₋₆ y dicho heterociclo de 3 a 6 miembros es no sustituido o sustituido con 1 ó 2 sustituyentes independientemente seleccionados de halo, alquilo C₁₋₄, haloalquilo C₁₋₄, -(C(RJ¹ᵃ₂))₀₋₂-OH, -(C(RJ¹ᵃ₂))₀₋₂-ORJ¹, -(C(RJ¹ᵃ₂))₀₋₂-SRJ¹, -(C(RJ¹ᵃ₂))₀₋₂-NH₂, -(C(RJ¹ᵃ₂))₀₋₂-NHRJ¹ y -(C(RJ¹ᵃ₂))₀₋₂-NRJ¹₂, o en donde dos sustituyentes geminales, junto con el átomo de carbono al cual están unidos, forman un cicloalquilo C₃₋₆ o un heterociclo monocíclico de 3 a 6 miembros que contiene 1 - 2 heteroátomos seleccionados de O, N y S, en donde cada caso de RJ¹ es independientemente alquilo C₁₋₃ o haloalquilo C₁₋₄, en donde cada caso de RJ¹ᵃ es independientemente H, alquilo C₁₋₃, o haloalquilo C₁₋₄; R² es fenilo o heteroarilo monocíclico de 5 ó 6 miembros que tiene 1 - 3 heteroátomos del anillo seleccionados independientemente de O, N y S, en donde cada uno de dicho fenilo y dicho heteroarilo monocíclico de 5 ó 6 miembros es no sustituido o sustituido con 1 - 3 sustituyentes independientemente seleccionados de halo, alquilo C₁₋₄, haloalquilo C₁₋₄, -(C(RJ²ᵃ₂))₀₋₂-OH, -(C(RJ²ᵃ₂))₀₋₂-ORJ², -(C(RJ²ᵃ₂))₀₋₂-SRJ¹, -(C(RJ²ᵃ₂))₀₋₂-NH₂, -(C(RJ²ᵃ₂))₀₋₂-NHRJ², -(C(RJ²ᵃ₂))₀₋₂-NRJ²₂, -C(O)RJ² y -CN, en donde cada caso de RJ² es independientemente alquilo C₁₋₃ o haloalquilo C₁₋₄, en donde cada caso de RJ²ᵃ es independientemente H, alquilo C₁₋₃, o haloalquilo C₁₋₄, en donde opcionalmente metilendioxi constituye un sustituyente de dicho fenilo, en donde la unidad de metileno del metilendioxi es no sustituido o sustituido con halo; y R³ es fenilo, o un heteroarilo monocíclico de 5 ó 6 miembros que tiene 1 - 4 heteroátomos del anillo seleccionados independientemente de O, N y S, en donde cada uno de dicho fenilo y dicho heteroarilo monocíclico de 5 ó 6 miembros es no sustituido o sustituido con 1 - 3 sustituyentes seleccionados independientemente de halo, alquilo C₁₋₄, haloalquilo C₁₋₄, -(C(RJ³ᵃ₂))₀₋₂-OH, -(C(RJ³ᵃ₂))₀₋₂-ORJ³, -(C(RJ³ᵃ₂))₀₋₂-SRJ³, -(C(RJ³ᵃ₂))₀₋₂-NH₂, -(C(RJ³ᵃ₂))₀₋₂-NHRJ³, -(C(RJ³ᵃ₂))₀₋₂-NRJ³₂, -C(O)RJ³ y -CN, en donde cada caso de RJ³ es independientemente alquilo C₁₋₃ o haloalquilo C₁₋₄, en donde cada caso de RJ³ᵃ es independientemente H, alquilo C₁₋₃ o haloalquilo C₁₋₄; cada uno de R⁴ᵃ y R⁴ᵇ independientemente es -H, halo, alquilo C₁₋₄ e Y es -NH- o -N(alquilo C₁₋₄)-; en donde de 0 a 6 átomos de hidrógeno de dicho compuesto de la fórmula (1) se reemplazan opcionalmente con deuterio; siempre que el compuesto de la fórmula (1) no sea un compuesto seleccionado del grupo de fórmulas (2).
ARP170103471A 2016-12-09 2017-12-12 Compuestos pirazol 1,3-sustituido útiles para la reducción de los niveles de ácidos grasos de cadena muy larga AR110349A1 (es)

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US (1) US20180251431A1 (es)
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TW (1) TW201833087A (es)
UY (1) UY37512A (es)
WO (1) WO2018107056A1 (es)

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WO2019113435A1 (en) * 2017-12-08 2019-06-13 Vertex Pharmaceuticals Incorporated Process for the preparation of a 1,3-disubstituted pyrazole compound
TW202140437A (zh) * 2020-01-07 2021-11-01 美商達薩瑪治療公司 Sarm1抑制劑
AU2021244824A1 (en) * 2020-03-26 2022-10-27 Poxel Use of a thienopyridone derivative in the treatment of adrenoleukodystrophy or adrenomyeloneuropathy
CN113264919B (zh) * 2021-05-26 2022-09-13 无锡捷化医药科技有限公司 一种1-(2-甲氧基吡啶-4-基)-1h-吡唑-4-胺的制备方法
WO2023142985A1 (zh) * 2022-01-28 2023-08-03 四川科伦博泰生物医药股份有限公司 一种抑制TGF-β的抗肿瘤药物的制备方法

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WO2005075435A1 (en) * 2004-01-30 2005-08-18 Vertex Pharmaceuticals Incorporated Modulators of atp-binding cassette transporters
DK2639222T3 (en) * 2007-12-07 2016-10-03 Vertex Pharma Methods for preparing cycloalkylcarboxamido-pyridinbenzoesyrer
US8759380B2 (en) * 2011-04-22 2014-06-24 Cytokinetics, Inc. Certain heterocycles, compositions thereof, and methods for their use
CA2929655C (en) * 2013-11-08 2023-06-13 Promentis Pharmaceuticals, Inc. Substituted n-acetyl-l-cysteine derivatives and related compounds

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