CA2982660C - 2-(1,5-dimethyl-3-phenyl-1h-pyrrol-2-yl)-n-(4-(4-(5-fluoropyrimidin-2-yl)piperazine-1-yl)phenyl)-2-oxoacetamide and derivatives thereof for use as antifungal agents - Google Patents

2-(1,5-dimethyl-3-phenyl-1h-pyrrol-2-yl)-n-(4-(4-(5-fluoropyrimidin-2-yl)piperazine-1-yl)phenyl)-2-oxoacetamide and derivatives thereof for use as antifungal agents Download PDF

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Publication number
CA2982660C
CA2982660C CA2982660A CA2982660A CA2982660C CA 2982660 C CA2982660 C CA 2982660C CA 2982660 A CA2982660 A CA 2982660A CA 2982660 A CA2982660 A CA 2982660A CA 2982660 C CA2982660 C CA 2982660C
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CA
Canada
Prior art keywords
compound
pheny1
pyrrol
dimethy1
fluoropyrimidin
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CA2982660A
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English (en)
French (fr)
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CA2982660A1 (en
Inventor
Graham Edward Morris SIBLEY
Derek Law
Jason David Oliver
Michael Birch
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F2G Ltd
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F2G Ltd
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Priority claimed from GBGB1420743.5A external-priority patent/GB201420743D0/en
Priority claimed from GBGB1505891.0A external-priority patent/GB201505891D0/en
Application filed by F2G Ltd filed Critical F2G Ltd
Publication of CA2982660A1 publication Critical patent/CA2982660A1/en
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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
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/4025—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil not condensed and containing further heterocyclic rings, e.g. cromakalim
    • 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
    • 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
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01G—HORTICULTURE; CULTIVATION OF VEGETABLES, FLOWERS, RICE, FRUIT, VINES, HOPS OR SEAWEED; FORESTRY; WATERING
    • A01G7/00—Botany in general
    • A01G7/06—Treatment of growing trees or plants, e.g. for preventing decay of wood, for tingeing flowers or wood, for prolonging the life of plants
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • 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
    • A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • 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
    • A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
    • 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
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/06—Antiasthmatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/10—Antimycotics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C07B59/002—Heterocyclic compounds

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Zoology (AREA)
  • Agronomy & Crop Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pulmonology (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Forests & Forestry (AREA)
  • Ecology (AREA)
  • Biodiversity & Conservation Biology (AREA)
  • Botany (AREA)
  • Dermatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
CA2982660A 2014-11-21 2015-11-20 2-(1,5-dimethyl-3-phenyl-1h-pyrrol-2-yl)-n-(4-(4-(5-fluoropyrimidin-2-yl)piperazine-1-yl)phenyl)-2-oxoacetamide and derivatives thereof for use as antifungal agents Active CA2982660C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
GBGB1420743.5A GB201420743D0 (en) 2014-11-21 2014-11-21 Antifungal agents
GB1420743.5 2014-11-21
GB1505891.0 2015-04-07
GBGB1505891.0A GB201505891D0 (en) 2015-04-07 2015-04-07 Antifungal agents
PCT/GB2015/053546 WO2016079536A1 (en) 2014-11-21 2015-11-20 Antifungal agents

Publications (2)

Publication Number Publication Date
CA2982660A1 CA2982660A1 (en) 2016-05-26
CA2982660C true CA2982660C (en) 2023-01-24

Family

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Family Applications (1)

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CA2982660A Active CA2982660C (en) 2014-11-21 2015-11-20 2-(1,5-dimethyl-3-phenyl-1h-pyrrol-2-yl)-n-(4-(4-(5-fluoropyrimidin-2-yl)piperazine-1-yl)phenyl)-2-oxoacetamide and derivatives thereof for use as antifungal agents

Country Status (20)

Country Link
US (3) US10201524B2 (enExample)
EP (2) EP3415511A1 (enExample)
JP (1) JP6681894B2 (enExample)
KR (1) KR102550341B1 (enExample)
CN (2) CN111096967B (enExample)
AU (1) AU2015348043B2 (enExample)
BR (1) BR112017010439B1 (enExample)
CA (1) CA2982660C (enExample)
CY (1) CY1120907T1 (enExample)
DK (1) DK3221308T3 (enExample)
ES (1) ES2694637T3 (enExample)
HR (1) HRP20182139T1 (enExample)
IL (1) IL252368B (enExample)
LT (1) LT3221308T (enExample)
MX (1) MX2017006447A (enExample)
PL (1) PL3221308T3 (enExample)
PT (1) PT3221308T (enExample)
RU (1) RU2727520C2 (enExample)
SI (1) SI3221308T1 (enExample)
WO (1) WO2016079536A1 (enExample)

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GB201609222D0 (en) * 2016-05-25 2016-07-06 F2G Ltd Pharmaceutical formulation
EP3609539A1 (en) * 2017-04-10 2020-02-19 Scynexis, Inc. Antifungal agents used in combination
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WO2020041200A1 (en) 2018-08-18 2020-02-27 Boragen Inc. Solid forms of substituted benzoxaborole and compositions thereof
US11819503B2 (en) 2019-04-23 2023-11-21 F2G Ltd Method of treating coccidioides infection
EP4157356A1 (en) 2020-05-29 2023-04-05 Centre National de la Recherche Scientifique Antifungal prodrugs
CN112358974B (zh) * 2020-12-09 2022-06-10 昆明理工大学 一株植物内生真菌黑附球菌fzt214及其应用
CN114644634B (zh) * 2020-12-21 2023-06-20 深圳市祥根生物医药有限公司 一种吡咯衍生物及其制备方法和用途
CN115109040B (zh) * 2021-03-23 2026-02-03 博瑞生物医药（苏州）股份有限公司 抗真菌化合物，包含其的药物组合物和制剂，及其应用
CN113429396A (zh) * 2021-06-08 2021-09-24 深圳市祥根生物医药有限公司 一种五元杂芳环衍生物及其制备方法和用途
WO2025031458A1 (zh) * 2023-08-08 2025-02-13 上海森辉医药有限公司 一种4-苯基哌啶衍生物及其应用

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Publication number Publication date
ES2694637T3 (es) 2018-12-26
AU2015348043B2 (en) 2019-08-22
RU2017121370A (ru) 2018-12-21
US10596150B2 (en) 2020-03-24
KR102550341B1 (ko) 2023-06-30
SI3221308T1 (sl) 2018-12-31
PT3221308T (pt) 2018-12-17
CA2982660A1 (en) 2016-05-26
US11065228B2 (en) 2021-07-20
BR112017010439B1 (pt) 2023-03-07
CN107207470A (zh) 2017-09-26
BR112017010439A2 (pt) 2017-12-26
CN111096967A (zh) 2020-05-05
EP3221308B1 (en) 2018-09-19
CY1120907T1 (el) 2019-12-11
IL252368B (en) 2020-04-30
US20170340607A1 (en) 2017-11-30
RU2727520C2 (ru) 2020-07-22
JP2017536371A (ja) 2017-12-07
PL3221308T3 (pl) 2019-03-29
US10201524B2 (en) 2019-02-12
AU2015348043A1 (en) 2017-06-08
EP3415511A1 (en) 2018-12-19
HRP20182139T1 (hr) 2019-05-03
CN111096967B (zh) 2023-03-10
JP6681894B2 (ja) 2020-04-15
IL252368A0 (en) 2017-07-31
EP3221308A1 (en) 2017-09-27
DK3221308T3 (en) 2018-12-10
US20190314333A1 (en) 2019-10-17
MX2017006447A (es) 2018-01-30
RU2017121370A3 (enExample) 2019-03-28
WO2016079536A1 (en) 2016-05-26
US20200179340A1 (en) 2020-06-11
LT3221308T (lt) 2018-12-27
KR20170102241A (ko) 2017-09-08
CN107207470B (zh) 2019-12-03

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