CA3095945A1 - Hinokitiol analogues, methods of preparing and pharmaceutical compositions thereof - Google Patents

Hinokitiol analogues, methods of preparing and pharmaceutical compositions thereof Download PDF

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Publication number
CA3095945A1
CA3095945A1 CA3095945A CA3095945A CA3095945A1 CA 3095945 A1 CA3095945 A1 CA 3095945A1 CA 3095945 A CA3095945 A CA 3095945A CA 3095945 A CA3095945 A CA 3095945A CA 3095945 A1 CA3095945 A1 CA 3095945A1
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CA
Canada
Prior art keywords
salt
compound
orb
structural formula
group
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Pending
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CA3095945A
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English (en)
French (fr)
Inventor
Martin D. Burke
Anthony S. Grillo
Alexander G. Cioffi
Anna Santamaria
Daniel Blair
Andrew Blake
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
University of Illinois System
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University of Illinois System
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Publication of CA3095945A1 publication Critical patent/CA3095945A1/en
Pending legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • C07C45/292—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with chromium derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • 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
    • A61K31/12—Ketones
    • A61K31/122—Ketones having the oxygen directly attached to a ring, e.g. quinones, vitamin K1, anthralin
    • 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
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/06—Antianaemics
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/44—Palladium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
    • C07C49/717—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups a keto group being part of a seven- to twelve-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
    • C07C49/723—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups polycyclic
    • C07C49/727—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups polycyclic a keto group being part of a condensed ring system
    • C07C49/733—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups polycyclic a keto group being part of a condensed ring system having two rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C61/16—Unsaturated compounds
    • C07C61/22—Unsaturated compounds having a carboxyl group bound to a six-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/04—Systems containing only non-condensed rings with a four-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Hematology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Diabetes (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
CA3095945A 2018-04-13 2019-04-12 Hinokitiol analogues, methods of preparing and pharmaceutical compositions thereof Pending CA3095945A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201862657127P 2018-04-13 2018-04-13
US62/657,127 2018-04-13
PCT/US2019/027314 WO2019200314A2 (en) 2018-04-13 2019-04-12 Hinokitiol analogues, methods of preparing and pharmaceutical compositions thereof

Publications (1)

Publication Number Publication Date
CA3095945A1 true CA3095945A1 (en) 2019-10-17

Family

ID=68163807

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3095945A Pending CA3095945A1 (en) 2018-04-13 2019-04-12 Hinokitiol analogues, methods of preparing and pharmaceutical compositions thereof

Country Status (8)

Country Link
US (1) US12084411B2 (https=)
EP (1) EP3773900A4 (https=)
JP (1) JP7503310B2 (https=)
KR (2) KR20260011772A (https=)
CN (1) CN112672786A (https=)
AU (2) AU2019252933B2 (https=)
CA (1) CA3095945A1 (https=)
WO (1) WO2019200314A2 (https=)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2019252933B2 (en) 2018-04-13 2025-09-04 The Board Of Trustees Of The University Of Illinois Hinokitiol analogues, methods of preparing and pharmaceutical compositions thereof
EP4045025A4 (en) * 2019-10-16 2023-11-22 Kinesid Therapeutics, Inc. TROPOLONE DERIVATIVES AND THEIR TAUTOMERS FOR IRON REGULATION IN ANIMALS
US20230406803A1 (en) * 2019-10-16 2023-12-21 Kinesid Therapeutics, Inc Tropolone derivatives and tautomers thereof for iron regulation in animals
CN114436909B (zh) * 2022-01-26 2023-05-30 河南科技大学 一种磺酰基桧木醇类衍生物及其制备方法和应用
CN115093356B (zh) * 2022-06-21 2024-02-23 广东医科大学 一种铁死亡诱导剂的制备方法与应用
JP2025531628A (ja) * 2022-09-30 2025-09-22 ザ ボード オブ トラスティーズ オブ ザ ユニヴァーシティ オブ イリノイ 神経変性疾患の処置方法
CN120282778A (zh) * 2022-09-30 2025-07-08 伊利诺伊大学评议会 氘化扁柏酚衍生物
CN117547525A (zh) * 2023-12-29 2024-02-13 中国科学院长春应用化学研究所 天然产物小分子桧木醇在制备治疗非酒精性脂肪性肝炎药物中的应用

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4066784A (en) 1976-06-17 1978-01-03 Ayerst, Mckenna And Harrison Ltd. Tropone derivatives
US4183955A (en) 1976-06-17 1980-01-15 Ayerst. McKenna & Harrison Limited Troponyl-oxamic acid derivatives for treating allergic conditions
JP2552870B2 (ja) * 1986-08-21 1996-11-13 塩野義製薬株式会社 抗マイコプラズマ剤および抗マイコプラズマ活性を有する化合物
JP2622836B2 (ja) * 1987-02-04 1997-06-25 富士写真フイルム株式会社 メチン色素
JPH02237964A (ja) 1989-03-13 1990-09-20 Nippon Shokubai Kagaku Kogyo Co Ltd トロポロン誘導体
AU2001258829A1 (en) * 2000-05-25 2001-12-03 Nippon Shinyaku Co. Ltd. Tropolone derivatives and pharmaceutical compositions
CN1247511C (zh) * 2000-12-26 2006-03-29 财团法人乙卯研究所 环庚三烯酚酮衍生物
JP2004238291A (ja) * 2003-02-03 2004-08-26 Osaka Organic Chem Ind Ltd 白血病細胞増殖阻害剤
US20100152301A1 (en) 2005-12-01 2010-06-17 Government Of The Us, As Represented By The Secretary, Department Of Health And Human Services Treatment of Viral Infections
JP2008158060A (ja) 2006-12-21 2008-07-10 Kyocera Mita Corp 電子写真感光体
JP5948139B2 (ja) * 2012-05-11 2016-07-06 ヒノキ新薬株式会社 サーチュイン１（ｓｉｒｔ１）遺伝子活性化剤
JP2015526396A (ja) * 2012-06-22 2015-09-10 ユニバーシティ オブ コネチカット 置換トロポロン誘導体およびその使用方法
WO2016112381A1 (en) * 2015-01-09 2016-07-14 The Board Of Trustees Of The University Of Illinois Restoring physiology in iron-deficient organisms using small molecules
WO2017156194A1 (en) 2016-03-08 2017-09-14 The Regents Of The University Of California Compositions and methods for inhibiting influenza rna polymerase pa endonuclease
US10980754B2 (en) * 2016-04-19 2021-04-20 Saint Louis University Anti-fungal compounds
AU2019252933B2 (en) 2018-04-13 2025-09-04 The Board Of Trustees Of The University Of Illinois Hinokitiol analogues, methods of preparing and pharmaceutical compositions thereof

Also Published As

Publication number Publication date
JP2021521116A (ja) 2021-08-26
AU2019252933B2 (en) 2025-09-04
JP7503310B2 (ja) 2024-06-20
KR20210020876A (ko) 2021-02-24
EP3773900A2 (en) 2021-02-17
US20210163393A1 (en) 2021-06-03
WO2019200314A2 (en) 2019-10-17
WO2019200314A3 (en) 2019-11-21
AU2025220735A1 (en) 2025-09-11
CN112672786A (zh) 2021-04-16
US12084411B2 (en) 2024-09-10
EP3773900A4 (en) 2022-03-30
KR102907811B1 (ko) 2026-01-02
AU2019252933A1 (en) 2020-11-26
KR20260011772A (ko) 2026-01-23

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