AR122912A1 - Agonistas de oxopirrolidina fpr2 - Google Patents

Agonistas de oxopirrolidina fpr2

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Publication number
AR122912A1
AR122912A1 ARP210101919A ARP210101919A AR122912A1 AR 122912 A1 AR122912 A1 AR 122912A1 AR P210101919 A ARP210101919 A AR P210101919A AR P210101919 A ARP210101919 A AR P210101919A AR 122912 A1 AR122912 A1 AR 122912A1
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AR
Argentina
Prior art keywords
substituted
alkyl
hydrogen
cycloalkyl
heterocyclyl
Prior art date
Application number
ARP210101919A
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English (en)
Inventor
Pravin Sudhakar Shirude
Chandrasekhar Reddy Rachamreddy
Amit Kumar Chattopadhyay
Balaji Seshadri
Vishweshwaraiah Baligar
Sudhakara Reddy Madduri
Ellen K Kick
Nicholas R Wurtz
Original Assignee
Bristol Myers Squibb Co
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Publication date
Application filed by Bristol Myers Squibb Co filed Critical Bristol Myers Squibb Co
Publication of AR122912A1 publication Critical patent/AR122912A1/es

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    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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
    • C07D207/14—Nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
    • 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
    • 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
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 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
    • C07D413/14—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
    • 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
    • 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
    • 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
    • C07D487/08—Bridged systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/08—Bridged systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/10—Spiro-condensed systems
    • C07D491/107—Spiro-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04—Ortho-condensed systems
    • 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
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/572—Five-membered 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pulmonology (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Hospice & Palliative Care (AREA)
  • Epidemiology (AREA)

Abstract

La descripción se refiere a compuestos de la fórmula (1a), que son agonistas del receptor del péptido formil 2 (FPR2) y/o agonistas del receptor del péptido formil 1 (FPR1). La divulgación también proporciona composiciones y métodos para usar los compuestos, por ejemplo, para el tratamiento de aterosclerosis, insuficiencia cardíaca, enfermedad pulmonar obstructiva crónica (EPOC) y enfermedades relacionadas. Reivindicación 1: Un compuesto de la fórmula (1) o una sal farmacéuticamente aceptable del mismo, en donde: Ar¹ es arilo o piridilo, cada uno sustituido por 1 - 3 R¹; Ar² es cicloalquilo C₃₋₆, arilo o heterociclilo de 5 a 12 miembros que comprende 1 - 4 heteroátomos seleccionados de O, S(O)ₚ, N y NR²ᵃ, y cada uno sustituido por 0 - 3 R²; Ar³ es fenilo o piridilo, cada uno sustituido por 1 R⁵ᵃ, 1 R⁵ᵇ y 1 R⁵ᶜ; R¹ es halo, haloalquilo C₁₋₄, alcoxi C₁₋₄ o haloalcoxi C₁₋₄; R² es oxo, ciano, halo, alquilo C₁₋₆ sustituido con 0 - 5 Rᵉ, -ORᵇ, -NR³R⁴, -NR⁴C(O)Rᵇ, -NR⁴(CRᵈRᵈ)₀₋₁C(O)NR³R⁴, (alquilo C₁₋₄)₂(O)P-, cicloalquilo C₃₋₆, arilo, o heterociclilo de 5 a 6 miembros que comprende 1 - 4 heteroátomos seleccionados de O, S(O)ₚ, N y NRᵃ; R²ᵃ es hidrógeno, alquilo C₁₋₄ sustituido con 0 - 5 Rᵉ, -(CRᵈRᵈ)₁₋₄-NR³R⁴, -(CRᵈRᵈ)₁₋₄-ORᵇ, -(CRᵈRᵈ)₁₋₄-C(O)NR³R⁴, -(CRᵈRᵈ)ʳ-C₃₋₆ cicloalquilo sustituido con 0 - 5 Rᵉ, -(CRᵈRᵈ)ʳ-arilo sustituido con 0 - 5 Rᵉ, o -(CRᵈRᵈ)ʳ-heterociclilo que comprende 1 - 4 heteroátomos seleccionados de O, S(O)ₚ, N y NRᵃ y sustituido con 0 - 5 Rᵉ; R³ es hidrógeno, alquilo C₁₋₄ sustituido con 0 - 5 Rᵉ, cicloalquilo C₃₋₆ sustituido con 0 - 5 Rᵉ, o heterociclilo que comprende 1 - 4 heteroátomos seleccionados de O, S(O)ₚ, N y NR⁸ y sustituido con 0 - 5 Rᵉ; R⁴ es hidrógeno o alquilo C₁₋₄; alternativamente, R³ y R⁴ junto con el nitrógeno al que están unidos forman un heterociclilo de 4 a 9 miembros que comprende 1 - 4 heteroátomos seleccionados entre O, S (O)ₚ, N y NR⁸ y sustituidos con 1 - 3 R⁶; R⁵ᵃ es hidrógeno o halo; R⁵ᵇ es hidrógeno o halo; R⁵ᶜ es halo, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄ o deuteroalcoxi; R⁶ es hidrógeno, halo, oxo, hidroxi o alquilo C₁₋₄ sustituido por 0 - 5 Rᵉ; R⁷ es hidrógeno o alquilo C₁₋₄; R⁸ es hidrógeno, alquilo C₁₋₄ o -S(O)ₚRᶜ; Rᵃ es hidrógeno o alquilo C₁₋₆ sustituido con 0 - 5 Rᵉ, cicloalquilo C₃₋₆ sustituido con 0 - 5 Rᵉ, arilo sustituido con 0 - 5 Rᵉ, o heterociclilo que comprende 1- 4 heteroátomos seleccionados de O, S(O)ₚ, NRᵈ y sustituido con 0 - 5 Rᵉ; Rᵇ es hidrógeno, alquilo C₁₋₆ sustituido con 0 - 5 Rᵉ, cicloalquilo C₃₋₆ sustituido con 0 - 5 Rᵉ, arilo sustituido con 0 - 5 Rᵉ, o heterociclilo que comprende 1 - 4 heteroátomos seleccionados de O, S(O)ₚ, NRᵈ y sustituido con 0 - 5 Rᵉ; Rᶜ es alquilo C₁₋₄ sustituido con 0 - 5 Rᵉ; Rᵈ es hidrógeno o alquilo C₁₋₄ sustituido con 0 - 5 Rᵉ; Rᵉ es halo, ciano, oxo, -ORᵍ, -NRᵍRᵍ, -C(O)NRᵍRᵍ, -S(O)ₚC₁₋₄ alquilo, alquilo C₁₋₆ sustituido con 0 - 5 Rᶠ, -(CH₂)ʳ-C₃₋₆ cicloalquilo sustituido con 0 - 5 Rᶠ, -(CH₂)ʳ-arilo sustituido con 0 - 5 Rᶠ, o -(CH₂)ʳ-heterociclilo que comprende 1 - 4 heteroátomos seleccionados entre O, S(O)ₚ, N y NRᵍ y sustituido con 0 - 5 Rᶠ; Rᶠ es halo, ciano, hidroxi, oxo, alquilo C₁₋₅, cicloalquilo C₃₋₆ o fenilo; Rᵍ es hidrógeno, alquilo C₁₋₅, cicloalquilo C₃₋₆, arilo o heterociclilo; o Rᵍ y Rᵍ junto con el átomo de nitrógeno al que están unidos forman un heterociclilo; n es cero o 1; p es cero, 1 ó 2; y r es cero, 1, 2, 3 ó 4.
ARP210101919A 2020-07-09 2021-07-08 Agonistas de oxopirrolidina fpr2 AR122912A1 (es)

Applications Claiming Priority (1)

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US202063049838P 2020-07-09 2020-07-09

Publications (1)

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AR122912A1 true AR122912A1 (es) 2022-10-12

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ID=77207241

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ARP210101919A AR122912A1 (es) 2020-07-09 2021-07-08 Agonistas de oxopirrolidina fpr2

Country Status (8)

Country Link
US (1) US20230348426A1 (es)
EP (1) EP4178946A1 (es)
JP (1) JP2023533037A (es)
KR (1) KR20230038515A (es)
CN (1) CN116034104A (es)
AR (1) AR122912A1 (es)
TW (1) TW202216664A (es)
WO (1) WO2022011084A1 (es)

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102252270B1 (ko) * 2013-11-28 2021-05-13 교린 세이야꾸 가부시키 가이샤 우레아 유도체 또는 그의 약리학적으로 허용되는 염
WO2018227067A1 (en) * 2017-06-09 2018-12-13 Bristol-Myers Squibb Company Cyclopropyl urea formyl peptide 2 receptor and formyl peptide 1 receptor agonists
IL277044B2 (en) * 2018-03-05 2023-10-01 Bristol Myers Squibb Co Phenylpyrrolidinone formyl peptide 2 receptor agonists
JP2022507585A (ja) * 2018-11-16 2022-01-18 ブリストル－マイヤーズ スクイブ カンパニー １－（（３ｓ，４ｒ）－４－（２，６－ジフルオロ－４－メトキシフェニル）－２－オキソピロリジン－３－イル）－３－フェニル尿素の製造のための合成方法
KR20210095897A (ko) * 2018-11-26 2021-08-03 브리스톨-마이어스 스큅 컴퍼니 포르밀 펩티드 2 수용체 효능제로서의 피롤리디논 유도체

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US20230348426A1 (en) 2023-11-02
TW202216664A (zh) 2022-05-01
WO2022011084A1 (en) 2022-01-13
CN116034104A (zh) 2023-04-28
EP4178946A1 (en) 2023-05-17
KR20230038515A (ko) 2023-03-20

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