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AR119208A1 - DERIVADOS DE PIRROLO[1,2-c]IMIDAZOL COMO INHIBIDORES DE EGFR - Google Patents

DERIVADOS DE PIRROLO[1,2-c]IMIDAZOL COMO INHIBIDORES DE EGFR

Info

Publication number
AR119208A1
AR119208A1 ARP200101747A ARP200101747A AR119208A1 AR 119208 A1 AR119208 A1 AR 119208A1 AR P200101747 A ARP200101747 A AR P200101747A AR P200101747 A ARP200101747 A AR P200101747A AR 119208 A1 AR119208 A1 AR 119208A1
Authority
AR
Argentina
Prior art keywords
pyrrolo
thiazol
imidazol
acetamide
dihydro
Prior art date
Application number
ARP200101747A
Other languages
English (en)
Inventor
Cosimo Dolente
Annick Goergler
David Stephen Hewings
Georg Jaeschke
Bernd Kuhn
Yvonne Alice Nagel
Christa Ulrike Obst-Sander
Antonio Ricci
Daniel Rueher
Sandra Steiner
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 AR119208A1 publication Critical patent/AR119208A1/es

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    • 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
    • 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
    • A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/5375—1,4-Oxazines, e.g. morpholine
    • A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/12—Carboxylic acids; Salts or anhydrides thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/08—Solutions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2013—Organic compounds, e.g. phospholipids, fats
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2013—Organic compounds, e.g. phospholipids, fats
    • A61K9/2018—Sugars, or sugar alcohols, e.g. lactose, mannitol; Derivatives thereof, e.g. polysorbates
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2022—Organic macromolecular compounds
    • A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
    • A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/4841—Filling excipients; Inactive ingredients
    • A61K9/485—Inorganic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/4841—Filling excipients; Inactive ingredients
    • A61K9/4858—Organic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/4841—Filling excipients; Inactive ingredients
    • A61K9/4866—Organic macromolecular compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Biophysics (AREA)
  • Molecular Biology (AREA)
  • Inorganic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Compuestos derivados de pirrolo[1,2-c]imidazol con actividad inhibitoria alostérica de EGFR, composición farmacéutica que los comprende y su uso en el tratamiento del cáncer de pulmón de células pequeñas. Reivindicación 1: Un compuesto seleccionado entre clorhidrato de 2-(4-cloro-6-(4-(piperazin-1-il)fenil)-2H-indazol-2-il)-2-(6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; 2-(6-(4-(4-acetilpiperazin-1-il)fenil)-4-cloro-2H-indazol-2-il)-2-(6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; clorhidrato de 2-(4-cloro-6-(3-cloro-4-(piperazin-1-il)fenil)-2H-indazol-2-il)-2-(6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; 2-(4-cloro-6-(3-cloro-4-(4-etilpiperazin-1-il)fenil)-2H-indazol-2-il)-2-(6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; clorhidrato de 2-(6-(3-cloro-4-(piperazin-1-il)fenil)-4-fluoro-2H-indazol-2-il)-2-((R)-6-fluoro-6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; 2-(6-(4-(4-acetilpiperazin-1-il)-3-clorofenil)-4-fluoro-2H-indazol-2-il)-2-((R)-6-fluoro-6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; 2-(6-(3-cloro-4-(4-etilpiperazin-1-il)fenil)-4-fluoro-2H-indazol-2-il)-2-((R)-6-fluoro-6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; clorhidrato de 2-(4,7-dicloro-6-(4-(piperazin-1-il)fenil)-2H-indazol-2-il)-2-(6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; 2-(6-(4-(4-acetilpiperazin-1-il)fenil)-4,7-dicloro-2H-indazol-2-il)-2-(6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; 2-(4,7-dicloro-6-(4-(4-etilpiperazin-1-il)fenil)-2H-indazol-2-il)-2-(6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; clorhidrato de 2-(4-cloro-7-fluoro-6-(4-(piperazin-1-il)fenil)-2H-indazol-2-il)-2-(6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; 2-(4-cloro-6-(4-(4-etilpiperazin-1-il)fenil)-7-fluoro-2H-indazol-2-il)-2-(6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; 2-(4-cloro-7-fluoro-6-(1-metil-2-oxo-1,2,3,4-tetrahidroquinolin-6-il)-2H-indazol-2-il)-2-(6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; 2-[4-cloro-7-metoxi-6-(1-metil-2-oxo-3,4-dihidroquinolin-6-il)indazol-2-il]-2-[rac-(6R)-6-fluoro-6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il]-N-(1,3-tiazol-2-il)acetamida; 2-[4-cloro-6-[4-(4-etilpiperazin-1-il)fenil]-7-metoxindazol-2-il]-2-[rac-(6R)-6-fluoro-6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il]-N-(1,3-tiazol-2-il)acetamida; 2-[4-cloro-6-[4-(1-ciclopropilpiperidin-4-il)fenil]-7-metoxindazol-2-il]-2-[rac-(6R)-6-fluoro-6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il]-N-(1,3-tiazol-2-il)acetamida; 2-(4-cloro-7-fluoro-6-(1-isopropil-2-oxo-1,2-dihidropiridin-4-il)-2H-indazol-2-il)-2-(6,7-dihidro-5H-pirrolo[1,2-c]imidazol-1-il)-N-(tiazol-2-il)acetamida; o sales farmacéuticamente aceptables.
ARP200101747A 2019-06-21 2020-06-19 DERIVADOS DE PIRROLO[1,2-c]IMIDAZOL COMO INHIBIDORES DE EGFR AR119208A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP19181754 2019-06-21

Publications (1)

Publication Number Publication Date
AR119208A1 true AR119208A1 (es) 2021-12-01

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ID=67139601

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Application Number Title Priority Date Filing Date
ARP200101749A AR119210A1 (es) 2019-06-21 2020-06-19 DERIVADOS DE PIRROLO[1,2-c]IMIDAZOL COMO INHIBIDORES DE EGFR
ARP200101745A AR119206A1 (es) 2019-06-21 2020-06-19 DERIVADOS DE PIRROLO[1,2-c]IMIDAZOL COMO INHIBIDORES DE EGFR
ARP200101747A AR119208A1 (es) 2019-06-21 2020-06-19 DERIVADOS DE PIRROLO[1,2-c]IMIDAZOL COMO INHIBIDORES DE EGFR
ARP200101748A AR119209A1 (es) 2019-06-21 2020-06-19 DERIVADOS DE PIRROLO[1,2-c]IMIDAZOL COMO INHIBIDORES DE EGFR

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ARP200101749A AR119210A1 (es) 2019-06-21 2020-06-19 DERIVADOS DE PIRROLO[1,2-c]IMIDAZOL COMO INHIBIDORES DE EGFR
ARP200101745A AR119206A1 (es) 2019-06-21 2020-06-19 DERIVADOS DE PIRROLO[1,2-c]IMIDAZOL COMO INHIBIDORES DE EGFR

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ARP200101748A AR119209A1 (es) 2019-06-21 2020-06-19 DERIVADOS DE PIRROLO[1,2-c]IMIDAZOL COMO INHIBIDORES DE EGFR

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US (5) US12344613B2 (es)
EP (4) EP3986898B1 (es)
JP (4) JP7550800B2 (es)
CN (4) CN113993873B (es)
AR (4) AR119210A1 (es)
AU (1) AU2020295703A1 (es)
BR (1) BR112021025445B1 (es)
CA (1) CA3140485A1 (es)
CL (1) CL2021003408A1 (es)
CO (1) CO2021017173A2 (es)
CR (1) CR20210624A (es)
DK (1) DK3986897T3 (es)
ES (1) ES2961187T3 (es)
FI (1) FI3986897T3 (es)
HR (1) HRP20231276T1 (es)
HU (1) HUE063676T2 (es)
IL (1) IL288522B2 (es)
LT (1) LT3986897T (es)
MA (1) MA56508B1 (es)
MX (1) MX2021015464A (es)
MY (1) MY209340A (es)
PE (1) PE20220576A1 (es)
PH (1) PH12021553190A1 (es)
PL (1) PL3986897T3 (es)
PT (1) PT3986897T (es)
RS (1) RS64720B1 (es)
SI (1) SI3986897T1 (es)
TW (4) TW202115074A (es)
UA (1) UA129328C2 (es)
WO (4) WO2020254565A1 (es)

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JP7550798B2 (ja) 2024-09-13
ES2961187T3 (es) 2024-03-08
MA56508B1 (fr) 2023-11-30
EP3986895B1 (en) 2023-03-15
EP3986895A1 (en) 2022-04-27
US20230054473A1 (en) 2023-02-23
AR119210A1 (es) 2021-12-01
CO2021017173A2 (es) 2022-01-17
JP2022538055A (ja) 2022-08-31
PH12021553190A1 (en) 2022-11-07
EP3986898A1 (en) 2022-04-27
EP3986897A1 (en) 2022-04-27
KR20220024105A (ko) 2022-03-03
US20220315592A1 (en) 2022-10-06
TW202115071A (zh) 2021-04-16
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