AR095198A1 - Derivados de triazolona de piridinilo y piridinilo fusionado - Google Patents
Derivados de triazolona de piridinilo y piridinilo fusionadoInfo
- Publication number
- AR095198A1 AR095198A1 ARP140100805A ARP140100805A AR095198A1 AR 095198 A1 AR095198 A1 AR 095198A1 AR P140100805 A ARP140100805 A AR P140100805A AR P140100805 A ARP140100805 A AR P140100805A AR 095198 A1 AR095198 A1 AR 095198A1
- Authority
- AR
- Argentina
- Prior art keywords
- independently selected
- halo
- alkyl
- optionally substituted
- hydrogen
- Prior art date
Links
- 125000005843 halogen group Chemical group 0.000 abstract 17
- 125000001424 substituent group Chemical group 0.000 abstract 14
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 13
- 229910052739 hydrogen Inorganic materials 0.000 abstract 12
- 239000001257 hydrogen Substances 0.000 abstract 12
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 9
- 125000004043 oxo group Chemical group O=* 0.000 abstract 8
- 150000002431 hydrogen Chemical group 0.000 abstract 7
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 6
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 5
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 229910052757 nitrogen Inorganic materials 0.000 abstract 3
- 125000003386 piperidinyl group Chemical group 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- -1 R10 Chemical group 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 208000023275 Autoimmune disease Diseases 0.000 abstract 1
- 101100240518 Caenorhabditis elegans nhr-12 gene Proteins 0.000 abstract 1
- 101100079984 Caenorhabditis elegans nhr-9 gene Proteins 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 201000011510 cancer Diseases 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 208000035475 disorder Diseases 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 208000027866 inflammatory disease Diseases 0.000 abstract 1
- 230000003211 malignant effect Effects 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 230000002062 proliferating effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
Classifications
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- 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
- A61K31/435—Heterocyclic 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
- A61K31/47—Quinolines; Isoquinolines
- A61K31/472—Non-condensed isoquinolines, e.g. papaverine
- A61K31/4725—Non-condensed isoquinolines, e.g. papaverine containing further heterocyclic 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
- A61K31/435—Heterocyclic 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
- A61K31/4353—Heterocyclic 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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4375—Heterocyclic 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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a six-membered ring having nitrogen as a ring heteroatom, e.g. quinolizines, naphthyridines, berberine, vincamine
-
- 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
- A61K31/435—Heterocyclic 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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- 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
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- 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
- C07D401/14—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
- C07D403/14—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
- C07D471/00—Heterocyclic 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
- C07D471/02—Heterocyclic 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
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Hematology (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Las composiciones farmacéuticas del compuesto son útiles para enfermedades autoinmunes; trastornos inflamatorios, cáncer, trastornos proliferativos no malignos; y otras afecciones asociadas con BTK. Reivindicación 1: Un compuesto de fórmula (1), un tautómero del mismo o una sal farmacéuticamente aceptable del compuesto o tautómero, en donde: R¹ se selecciona de hidrógeno, halo, -CN, alquilo C₁₋₄, haloalquilo C₁₋₄, y -OR¹⁴; R² y R³ son cada uno independientemente seleccionados de hidrógeno, halo, -CN, R⁶, y R⁷, o R² y R³, junto con átomos de carbono a los cuales están unidos, forman un anillo de benceno o un anillo de piridino en donde el anillo de benceno está opcionalmente sustituido con de uno a cuatro sustituyentes independientemente seleccionados de halo, -CN, R⁶, y R⁷, y el anillo de piridina está opcionalmente sustituido con de uno a tres sustituyentes independientemente seleccionados de halo, -CN, R⁶, y R⁷; R⁴ tiene la fórmula (2), en donde la línea ondulada indica un punto de unión; L se selecciona de -O-, -CH₂O-, y -N(R⁴ᵉ)-; R⁴ᵃ se selecciona de -CH₂R⁵ y etenil opcionalmente sustituido con de uno a tres sustituyentes independientemente seleccionados de halo, ciano, y R⁷; y (a) R⁴ᶜ es hidrógeno, R⁴ᵉ se selecciona de hidrógeno y alquilo C₁₋₄ cuando L es -N(R⁴ᵉ)-, y R⁴ᵇ y R⁴ᵈ, junto con un átomo de nitrógeno y átomos de carbono a los cuales R⁴ᵇ, R⁴ᶜ, y R⁴ᵈ están respectivamente unidos, forman un anillo de pirrolidina o un anillo de piperidina, cada anillo opcionalmente sustituido con de uno a seis sustituyentes independientemente seleccionados de halo, alquilo C₁₋₄ ,y haloalquilo C₁₋₄; o (b) R⁴ᵇ se selecciona de hidrógeno y alquilo C₁₋₄, R⁴ᵈ es hidrógeno, L es -N(R⁴ᵉ)-, y R⁴ᶜ y R⁴ᵉ, junto con los átomos de carbono y un átomo de nitrógeno a los cuales R⁴ᶜ, R⁴ᵈ, y R⁴ᵉ están respectivamente unidos, forman un anillo de pirrolidina o un anillo de piperidina, cada anillo opcionalmente sustituido con de uno a seis sustituyentes independientemente seleccionados de halo, alquilo C₁₋₄, y haloalquilo C₁₋₄; o (c) R⁴ᵈ es hidrógeno, R⁴ᵉ se selecciona de hidrógeno y alquilo C₁₋₄ cuando L es -N(R⁴ᵉ)-, y R⁴ᵇ y R⁴ᶜ, junto con el nitrógeno y átomos de carbono a los cuales R⁴ᵇ y R⁴ᶜ están respectivamente unidos, forman un anillo de pirrolidina o un anillo de piperidina, cada anillo opcionalmente sustituido con de uno a seis sustituyentes independientemente seleccionados de halo, alquilo C₁₋₄, y haloalquilo C₁₋₄; R⁵ se selecciona de hidrógeno, halo, y alquilo C₁₋₄; cada R⁶ se selecciona de manera independiente de -OR⁸, -N(R⁸)R⁹, -NR⁸C(O)R⁹, -NHC(O)NR⁸R⁹, -NR⁸C(O)NHR⁹, -C(O)R⁸, -C(O)OR⁸, -C(O)N(R⁸)R⁹, -C(O)N(R⁸)OR⁹, -C(O)N(R⁸)S(O)₂R⁷, -N(R⁸)S(O)₂R⁷, -SR⁸, -S(O)R⁷, -S(O)₂R⁷, y-S(O)₂N(R⁸)R⁹; cada R⁷ se selecciona de manera independiente de (a) alquilo C₁₋₆, alquenilo C₂₋₆, y alquinilo C₂₋₆, cada uno opcionalmente sustituido con de uno a cinco sustituyentes independientemente seleccionados de halo, oxo, -CN, y R¹⁰; y (b) cicloalquilo C₃₋₁₀-(CH₂)ₘ-, arilo C₆₋₁₄-(CH₂)ₘ-, heterociclilo C₂₋₆-(CH₂)ₘ-, y heteroarilo C₁₋₉-(CH₂)ₘ-, cada uno opcionalmente sustituido con de uno a cinco sustituyentes independientemente seleccionados de halo, oxo, -CN, R¹⁰, y alquilo C₁₋₆ opcionalmente sustituido con de uno a cinco sustituyentes independientemente seleccionados de halo, oxo, -CN, y R¹⁰; cada R⁸ y R⁹ se selecciona de manera independiente de (a) hidrógeno; (b) alquilo C₁₋₆, alquenilo C₂₋₆, y alquinilo C₂₋₆, cada uno opcionalmente sustituido con de uno a cinco sustituyentes independientemente seleccionados de halo, oxo, -CN, y R¹⁰; y (c) cicloalquilo C₃₋₁₀-(CH₂)ₘ-, arilo C₆₋₁₄-(CH₂)ₘ-, heterociclilo C₂₋₆-(CH₂)ₘ-, y heteroarilo C₁₋₉-(CH₂)ₘ-, cada uno opcionalmente sustituido con de uno a cinco sustituyentes independientemente seleccionados de halo, oxo, -CN, R¹⁰, y alquilo C₁₋₆ opcionalmente sustituido con de uno a cinco sustituyentes independientemente seleccionados de halo, oxo, -CN, y R¹⁰; cada R¹⁰ se selecciona de manera independiente de -OR¹¹, -N(R¹¹)R¹², -N(R¹¹)C(O)R¹², -NHC(O)NR¹¹R¹², -NR¹¹C(O)NHR¹², -C(O)R¹¹, -C(O)OR¹¹, -C(O)N(R¹¹)R¹², -C(O)N(R¹¹)OR¹², -C(O)N(R¹¹)S(O)₂R¹³, -NR¹¹S(O)₂R¹³, -SR¹¹, -S(O)R¹³, -S(O)₂R¹³, y -S(O)₂N(R¹¹)R¹²; cada R¹¹ y R¹² se selecciona de manera independiente de (a) hidrógeno; y (b) alquilo C₁₋₆ y cicloalquilo C₃₋₁₀-(CH₂)ₘ-, cada uno opcionalmente sustituido con de uno a cinco sustituyentes independientemente seleccionados de halo, oxo, -CN, -OH, y -NH₂; cada R¹³ se selecciona de manera independiente de alquilo C₁₋₆ y cicloalquilo C₃₋₁₀-(CH₂)ₘ-, cada uno opcionalmente sustituido con de uno a cinco sustituyentes independientemente seleccionados de halo, oxo, -CN, -OH, y-NH₂; cada R¹⁴ se selecciona de manera independiente de hidrógeno, alquilo C₁₋₄, y haloalquilo C₁₋₄; y cada m se selecciona de manera independiente de 0, 1, 2, 3, y 4; en donde cada heteroarilo y heterociclilo de R⁷, R⁸, y R⁹ independientemente tiene de uno a cuatro heteroátomos, cada uno de los heteroátomos independientemente seleccionados de N, O, y S.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361776445P | 2013-03-11 | 2013-03-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR095198A1 true AR095198A1 (es) | 2015-09-30 |
Family
ID=50543655
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP140100805A AR095198A1 (es) | 2013-03-11 | 2014-03-10 | Derivados de triazolona de piridinilo y piridinilo fusionado |
Country Status (42)
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2013312296B2 (en) | 2012-09-10 | 2017-06-22 | Principia Biopharma Inc. | Pyrazolopyrimidine compounds as kinase inhibitors |
| JO3377B1 (ar) | 2013-03-11 | 2019-03-13 | Takeda Pharmaceuticals Co | مشتقات بيريدينيل وبيريدينيل مندمج |
| CA2939186C (en) | 2014-02-21 | 2023-03-07 | Principia Biopharma Inc. | Salts and solid form of a btk inhibitor |
| CN104447530A (zh) * | 2014-12-11 | 2015-03-25 | 苏州欧凯医药技术有限公司 | 4-甲基-2,6-二羧基吡啶的制备方法 |
| ES2843323T3 (es) * | 2014-12-18 | 2021-07-16 | Principia Biopharma Inc | Tratamiento de pénfigo |
| US20180305350A1 (en) | 2015-06-24 | 2018-10-25 | Principia Biopharma Inc. | Tyrosine kinase inhibitors |
| AU2016375899B2 (en) | 2015-12-24 | 2021-05-13 | Takeda Pharmaceutical Company Limited | Cocrystal, production method thereof, and medicament containing cocrystal |
| US20190008869A1 (en) * | 2016-01-13 | 2019-01-10 | Acerta Pharma B.V. | Therapeutic Combinations of an Antifolate and a BTK Inhibitor |
| AU2017240609B2 (en) * | 2016-03-31 | 2021-07-15 | Takeda Pharmaceutical Company Limited | Isoquinolinyl triazolone complexes |
| CA3028169A1 (en) | 2016-06-29 | 2018-01-04 | Principia Biopharma Inc. | Modified release formulations of 2-[3-[4-amino-3-(2-fluoro-4-phenoxy-phenyl)pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carbonyl]-4-methyl-4-[4-(oxetan-3-yl)piperazin-1-yl]pent-2-enenitrile |
| EP3827008B1 (en) | 2018-07-25 | 2024-07-31 | Novartis AG | Nlrp3 inflammasome inhibitors |
| EA202192575A1 (ru) | 2019-03-21 | 2022-01-14 | Онксео | Соединения dbait в сочетании с ингибиторами киназ для лечения рака |
| CA3135943A1 (en) * | 2019-04-02 | 2020-10-08 | Yonsei University, University-Industry Foundation (UIF) | Novel compound and method for preventing or treating of respiratory disease comprising the same as an active ingredient |
| AR119731A1 (es) | 2019-05-17 | 2022-01-05 | Novartis Ag | Inhibidores del inflamasoma nlrp3 |
| JP2023500906A (ja) | 2019-11-08 | 2023-01-11 | インサーム（インスティテュ ナシオナル ドゥ ラ サンテ エ ドゥ ラ ルシェルシェ メディカル） | キナーゼ阻害剤に対する獲得抵抗性を有するがんの処置方法 |
| WO2021148581A1 (en) | 2020-01-22 | 2021-07-29 | Onxeo | Novel dbait molecule and its use |
| CA3185469A1 (en) | 2020-08-14 | 2022-02-17 | Novartis Ag | Heteroaryl substituted spiropiperidinyl derivatives and pharmaceutical uses thereof |
| TW202406550A (zh) | 2022-08-03 | 2024-02-16 | 瑞士商諾華公司 | Ｎｌｒｐ３炎性小體抑制劑 |
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