AR119819A1 - Derivados de 1,3-fenil heteroarilo sustituidos y su uso en el tratamiento de enfermedades - Google Patents
Derivados de 1,3-fenil heteroarilo sustituidos y su uso en el tratamiento de enfermedadesInfo
- Publication number
- AR119819A1 AR119819A1 ARP200102380A ARP200102380A AR119819A1 AR 119819 A1 AR119819 A1 AR 119819A1 AR P200102380 A ARP200102380 A AR P200102380A AR P200102380 A ARP200102380 A AR P200102380A AR 119819 A1 AR119819 A1 AR 119819A1
- Authority
- AR
- Argentina
- Prior art keywords
- 4alkyl
- optionally substituted
- phenyl
- ring
- independently selected
- Prior art date
Links
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title abstract 3
- 201000010099 disease Diseases 0.000 title abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 27
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 11
- 229910052736 halogen Chemical group 0.000 abstract 9
- 150000002367 halogens Chemical group 0.000 abstract 9
- 125000005842 heteroatom Chemical group 0.000 abstract 9
- JYGFTBXVXVMTGB-UHFFFAOYSA-N indolin-2-one Chemical compound C1=CC=C2NC(=O)CC2=C1 JYGFTBXVXVMTGB-UHFFFAOYSA-N 0.000 abstract 4
- FTNJQNQLEGKTGD-UHFFFAOYSA-N 1,3-benzodioxole Chemical compound C1=CC=C2OCOC2=C1 FTNJQNQLEGKTGD-UHFFFAOYSA-N 0.000 abstract 3
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 abstract 3
- 150000002825 nitriles Chemical class 0.000 abstract 3
- 125000001424 substituent group Chemical group 0.000 abstract 3
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 abstract 2
- 125000006163 5-membered heteroaryl group Chemical group 0.000 abstract 2
- -1 C2−4alkenyl Chemical group 0.000 abstract 2
- 208000025678 Ciliary Motility disease Diseases 0.000 abstract 2
- 201000003883 Cystic fibrosis Diseases 0.000 abstract 2
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 201000009266 primary ciliary dyskinesia Diseases 0.000 abstract 2
- 101100439662 Arabidopsis thaliana CHR5 gene Proteins 0.000 abstract 1
- 206010006458 Bronchitis chronic Diseases 0.000 abstract 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 abstract 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 abstract 1
- 206010057190 Respiratory tract infections Diseases 0.000 abstract 1
- 230000001154 acute effect Effects 0.000 abstract 1
- 208000006673 asthma Diseases 0.000 abstract 1
- 230000001580 bacterial effect Effects 0.000 abstract 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
- 201000009267 bronchiectasis Diseases 0.000 abstract 1
- 206010006451 bronchitis Diseases 0.000 abstract 1
- 208000007451 chronic bronchitis Diseases 0.000 abstract 1
- 230000001684 chronic effect Effects 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 abstract 1
- 208000035475 disorder Diseases 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 150000002391 heterocyclic compounds Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000004594 isoindolinyl group Chemical group C1(NCC2=CC=CC=C12)* 0.000 abstract 1
- 201000005296 lung carcinoma Diseases 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 208000020029 respiratory tract infectious disease Diseases 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 230000003612 virological effect Effects 0.000 abstract 1
Classifications
-
- 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
- C07D413/10—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 linked by a carbon chain containing aromatic 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
- A61K31/422—Oxazoles not condensed and 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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/454—Non 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
-
- 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
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/66—Phosphorus compounds
- A61K31/675—Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65583—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system each of the hetero rings containing nitrogen as ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
La presente se refiere a compuestos heterocíclicos de la fórmula (1) en donde todas las variables son como se definen en la memoria descriptiva, capaces de modular la actividad de TMEM16a. La presente proporciona además un método para fabricar compuestos de la presente, y sus usos terapéuticos. La misma proporciona además métodos para su preparación, para su uso médico, en particular, para su uso en el tratamiento y abordaje de enfermedades o trastornos que incluyen EPOC, bronquiectasia, asma, fibrosis quística, disquinesia ciliar primaria, bronquitis crónica, fibrosis quística, disquinesia ciliar primaria, infecciones del tracto respiratorio (aguda y crónica; viral y bacteriana), carcinoma de pulmón. Reivindicación 1: Un compuesto de fórmula (1) en donde: el anillo A es un anillo heteroarilo de 5 miembros que contiene 2 heteroátomos independientemente seleccionados de N y O; el anillo B es un anillo heteroarilo de 5 miembros que contiene 2 ó 3 heteroátomos cada uno seleccionado de manera independiente de N, S y O, en donde por lo menos uno de dichos heteroátomos es N, o el anillo B es un heteroarilo de 6 miembros que contiene 1 ó 2 heteroátomos seleccionados de N; R¹ es hidrógeno o halógeno; R² es seleccionado del grupo que consiste en: los restos del grupo de fórmulas (2) en donde R²ᵃ es H, C₁₋₄alquilo o fenilo, en donde dicho C₁₋₄alquilo está opcionalmente sustituido con halógeno, C₃₋₆cicloalquilo, fenilo, -O-C₁₋₄alquilo o -S-C₁₋₄alquilo; R²ᵇ es H, C₁₋₄alquilo, o R²ᵇ tomado junto con R²ᵃ forma un anillo C₃₋₆cicloalquilo; R²ᶜ es C₁₋₄alquilo, C₂₋₄alquenilo o bencilo; R²ᵈ es C₁₋₄alquilo, C₃₋₆cicloalquilo, adamantilo, un heteroarilo de 5 ó 6 miembros en donde dicho heteroarilo contiene 1 ó 2 heteroátomos independientemente seleccionados de N y O, o fenilo; en donde dicho fenilo está opcionalmente sustituido con 1 ó 2 sustituyentes independientemente seleccionados de C₁₋₄alquilo, halo-C₁₋₄alquilo y nitrilo; R²ᵉ es H, C₁₋₄alquilo o anillo C₃₋₆cicloalquilo; R²ᶠ es H, C₁₋₄alquilo o anillo C₃₋₆cicloalquilo opcionalmente sustituido con C₁₋₄alquilo, o R²ᵉ tomado junto con R²ᶠ forma un anillo C₃₋₆cicloalquilo; R²ᵍ es H, C₁₋₄alquilo, un resto fusionado seleccionado de benzo[d][1,3]dioxol e indolin-2-ona, donde dicho resto fusionado está opcionalmente sustituido con halógeno o C₁₋₄alquilo, C₃₋₆heterocicloalquilo que contiene 1 ó 2 heteroátomos seleccionados de N y O, -C₀₋₂alquilo-fenilo en donde dicho fenilo está opcionalmente sustituido 1 ó 2 grupos independientemente seleccionados de halógeno y C₁₋₄alquilo; R³ es H, C₁₋₅alquilo o un heterociclo saturado de 4 a 6 miembros que contiene O; en donde dicho C₁₋₅alquilo está opcionalmente sustituido con 1 a 3 grupos independientemente seleccionados de hidroxilo, C₁₋₅alcoxi, halógeno, dietil fosfato, -C(O)OC₁₋₄alquilo, NH-bencilo, O-bencilo, benzo[d][1,3]dioxol, isoindolinilo, -O-C₂₋₄alquilo-O-C₁₋₄alquilo, y un heterociclo saturado de 4 a 6 miembros que contiene 1 ó 2 heteroátomos seleccionados de N y O en donde dicho heterociclo está opcionalmente sustituido con 1 ó 2 grupos seleccionados de C₁₋₄alquilo, y -C(O)NH(CHR⁵)C(O)O-C₁₋₄alquilo; R⁴ es seleccionado del grupo que consiste en: los restos del grupo de fórmulas (3) donde R⁴ᵃ es H, C₁₋₄alquilo o fenilo, en donde dicho C₁₋₄alquilo está opcionalmente sustituido con 1 a 3 halógenos, C₃₋₆cicloalquilo, fenilo, -O-C₁₋₄alquilo o -S-C₁₋₄alquilo; R⁴ᵇ es H o C₁₋₄alquilo, o R⁴ᵇ es tomado junto con R⁴ᵃ para formar un anillo C₃₋₆cicloalquilo; R⁴ᶜ es C₁₋₄alquilo, C₂₋₄alquenilo o bencilo; R⁴ᵉ es H, C₁₋₄alquilo, C₁₋₄alcoxi o anillo C₃₋₆cicloalquilo; R⁴ᶠ es H, C₁₋₄alquilo o anillo C₃₋₆cicloalquilo opcionalmente sustituido con nitrilo o C₁₋₄alquilo, o R⁴ᵉ es tomado junto con R⁴ᶠ para formar un anillo C₃₋₆cicloalquilo; R⁴ᵍ es H, C₁₋₄alquilo, un resto fusionado seleccionado de benzo[d][1,3]dioxol e indolin-2-ona, donde dicho resto fusionado está opcionalmente sustituido con halógeno o C₁₋₄alquilo, C₃₋₆heterocicloalquilo que contiene 1 ó 2 heteroátomos seleccionados de N y O, -C₀₋₂alquilo-fenilo en donde dicho fenilo está opcionalmente sustituido con 1 ó 2 halógenos; R⁴ʰ es C₁₋₄alquilo, C₃₋₆cicloalquilo opcionalmente sustituido con 1 ó 2 halógenos, adamantilo, heteroarilo de 5 ó 6 miembros en donde dicho heteroarilo contiene 1 ó 2 heteroátomos independientemente seleccionados de N y O, fenilo; en donde dicho fenilo es opcionalmente sustituido con 1 ó 2 sustituyentes independientemente seleccionados de C₁₋₄alquilo, C₁₋₅alcoxi, halo-C₁₋₄alquilo, halo-C₁₋₄alcoxi y nitrilo; R⁴ⁱ es H, o R⁴ⁱ tomado junto con R⁴ʰ forma un anillo C₃₋₆heterocicloalquilo opcionalmente sustituido con 1 ó 2 sustituyentes independientemente seleccionados de C₁₋₄alquilo, C₁₋₄alcoxi y -C(O)OC₁₋₄alquilo; y R⁵ es H o C₁₋₄alquilo, en donde dicho C₁₋₄alquilo está opcionalmente sustituido con C₃₋₆cicloalquilo, fenilo, -O-C₁₋₄alquilo o -S-C₁₋₄alquilo; o una de sus sales, hidratos o cocristales farmacéuticamente aceptables.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201962892664P | 2019-08-28 | 2019-08-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
AR119819A1 true AR119819A1 (es) | 2022-01-12 |
Family
ID=72292591
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP200102380A AR119819A1 (es) | 2019-08-28 | 2020-08-24 | Derivados de 1,3-fenil heteroarilo sustituidos y su uso en el tratamiento de enfermedades |
Country Status (20)
Country | Link |
---|---|
US (1) | US20220306617A1 (es) |
EP (1) | EP4021572A1 (es) |
JP (1) | JP2022547427A (es) |
KR (1) | KR20220052934A (es) |
CN (1) | CN114341132A (es) |
AR (1) | AR119819A1 (es) |
AU (1) | AU2020338971B2 (es) |
BR (1) | BR112022002569A2 (es) |
CA (1) | CA3146109A1 (es) |
CO (1) | CO2022001387A2 (es) |
CR (1) | CR20220060A (es) |
DO (1) | DOP2022000034A (es) |
EC (1) | ECSP22011156A (es) |
IL (1) | IL289616A (es) |
JO (1) | JOP20220044A1 (es) |
MX (1) | MX2022002374A (es) |
PE (1) | PE20220346A1 (es) |
TW (1) | TWI753550B (es) |
UY (1) | UY38860A (es) |
WO (1) | WO2021038426A1 (es) |
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-
2020
- 2020-08-24 KR KR1020227006043A patent/KR20220052934A/ko unknown
- 2020-08-24 US US17/638,106 patent/US20220306617A1/en active Pending
- 2020-08-24 CA CA3146109A patent/CA3146109A1/en active Pending
- 2020-08-24 JO JOP/2022/0044A patent/JOP20220044A1/ar unknown
- 2020-08-24 CR CR20220060A patent/CR20220060A/es unknown
- 2020-08-24 CN CN202080059610.2A patent/CN114341132A/zh active Pending
- 2020-08-24 BR BR112022002569A patent/BR112022002569A2/pt unknown
- 2020-08-24 JP JP2022513293A patent/JP2022547427A/ja active Pending
- 2020-08-24 EP EP20764788.4A patent/EP4021572A1/en active Pending
- 2020-08-24 AR ARP200102380A patent/AR119819A1/es unknown
- 2020-08-24 MX MX2022002374A patent/MX2022002374A/es unknown
- 2020-08-24 WO PCT/IB2020/057905 patent/WO2021038426A1/en active Application Filing
- 2020-08-24 UY UY0001038860A patent/UY38860A/es unknown
- 2020-08-24 AU AU2020338971A patent/AU2020338971B2/en not_active Expired - Fee Related
- 2020-08-24 PE PE2022000246A patent/PE20220346A1/es unknown
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JP2022547427A (ja) | 2022-11-14 |
ECSP22011156A (es) | 2022-03-31 |
BR112022002569A2 (pt) | 2022-07-19 |
PE20220346A1 (es) | 2022-03-14 |
CO2022001387A2 (es) | 2022-03-18 |
CA3146109A1 (en) | 2021-03-04 |
DOP2022000034A (es) | 2022-03-15 |
JOP20220044A1 (ar) | 2023-01-30 |
US20220306617A1 (en) | 2022-09-29 |
EP4021572A1 (en) | 2022-07-06 |
TW202122386A (zh) | 2021-06-16 |
WO2021038426A1 (en) | 2021-03-04 |
AU2020338971A1 (en) | 2022-01-27 |
MX2022002374A (es) | 2022-03-29 |
UY38860A (es) | 2021-02-26 |
AU2020338971B2 (en) | 2023-11-23 |
CN114341132A (zh) | 2022-04-12 |
IL289616A (en) | 2022-03-01 |
CR20220060A (es) | 2022-03-01 |
KR20220052934A (ko) | 2022-04-28 |
TWI753550B (zh) | 2022-01-21 |
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