WO2006138118A2 - Anti-viral compositions comprising heterocyclic substituted phenyl furans and related compounds - Google Patents

Anti-viral compositions comprising heterocyclic substituted phenyl furans and related compounds Download PDF

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Publication number
WO2006138118A2
WO2006138118A2 PCT/US2006/021993 US2006021993W WO2006138118A2 WO 2006138118 A2 WO2006138118 A2 WO 2006138118A2 US 2006021993 W US2006021993 W US 2006021993W WO 2006138118 A2 WO2006138118 A2 WO 2006138118A2
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WO
WIPO (PCT)
Prior art keywords
composition
hiv
alkyl
group
acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US2006/021993
Other languages
English (en)
French (fr)
Other versions
WO2006138118A3 (en
WO2006138118B1 (en
Inventor
Shibo Jiang
Asim Kumar Debnath
Hong Lu
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.)
New York Blood Center Inc
Original Assignee
New York Blood Center Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by New York Blood Center Inc filed Critical New York Blood Center Inc
Priority to JP2008516935A priority Critical patent/JP2008543836A/ja
Priority to CA002608821A priority patent/CA2608821A1/en
Priority to EP06772346A priority patent/EP1896033A4/en
Publication of WO2006138118A2 publication Critical patent/WO2006138118A2/en
Publication of WO2006138118A3 publication Critical patent/WO2006138118A3/en
Publication of WO2006138118B1 publication Critical patent/WO2006138118B1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic 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
    • A61K31/425Thiazoles
    • A61K31/427Thiazoles not condensed and containing further heterocyclic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic 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
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439Non 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic 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
    • A61K31/496Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic 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
    • A61K31/4965Non-condensed pyrazines
    • A61K31/497Non-condensed pyrazines containing further heterocyclic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic 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
    • A61K31/50Pyridazines; Hydrogenated pyridazines
    • A61K31/501Pyridazines; Hydrogenated pyridazines not condensed and containing further heterocyclic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/53Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • A61P31/14Antivirals for RNA viruses
    • A61P31/18Antivirals for RNA viruses for HIV
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

Definitions

  • the group heterocyclic stands for optionally substituted saturated, partially saturated, aromatic cyclics, which contain one or more heteroatoms selected from nitrogen, oxygen and sulfur and can also be benz-fused to an optionally substituted aromatic cyclic or heterocyles.
  • Substituents for aryl and heterocyclyl can be selected from those mentioned for alkyl .
  • This invention provides an antiviral pharmaceutical composition
  • an antiviral pharmaceutical composition comprising an effective amount of a compound with formula I, or a pharmaceutically acceptable salt, and a pharmaceutically acceptable carrier.
  • NB-206 and its analogs have potent inhibitory activity on infection by laboratory-adapted and primary HIV-I strains
  • T-20 targets the viral envelope glycoprotein gp41 (14,38,41,42).
  • T-20 like other peptides derived from the HIV-I gp41 CHR region, such as SJ-2176 (11,43) and C34 (17) , inhibits HIV-I fusion and entry. It has shown great promise against HIV replication in clinical trials (14,44). However, it has two major limitations: lack of oral availability (delivered by subcutaneous injection) and high cost of production (40) . Thus, development of small molecule HIV-I fusion inhibitors is urgently needed.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Virology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • AIDS & HIV (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
PCT/US2006/021993 2005-06-15 2006-06-06 Anti-viral compositions comprising heterocyclic substituted phenyl furans and related compounds Ceased WO2006138118A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP2008516935A JP2008543836A (ja) 2005-06-15 2006-06-06 複素環置換フェニルフランおよび関連化合物を含む抗ウイルス組成物
CA002608821A CA2608821A1 (en) 2005-06-15 2006-06-06 Anti-viral compositions comprising heterocyclic substituted phenyl furans and related compounds
EP06772346A EP1896033A4 (en) 2005-06-15 2006-06-06 ANTIVIRAL COMPOSITIONS WITH HETEROCYCLIC SUBSTITUTED PHENYLFURANES AND RELATED COMPOUNDS

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US69112005P 2005-06-15 2005-06-15
US60/691,120 2005-06-15

Publications (3)

Publication Number Publication Date
WO2006138118A2 true WO2006138118A2 (en) 2006-12-28
WO2006138118A3 WO2006138118A3 (en) 2007-07-26
WO2006138118B1 WO2006138118B1 (en) 2007-09-20

Family

ID=37570970

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2006/021993 Ceased WO2006138118A2 (en) 2005-06-15 2006-06-06 Anti-viral compositions comprising heterocyclic substituted phenyl furans and related compounds

Country Status (5)

Country Link
US (1) US20060287319A1 (https=)
EP (1) EP1896033A4 (https=)
JP (1) JP2008543836A (https=)
CA (1) CA2608821A1 (https=)
WO (1) WO2006138118A2 (https=)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011502998A (ja) * 2007-11-01 2011-01-27 ザ ユーエイビー リサーチ ファウンデイション ウイルス感染の治療および予防
US8455516B2 (en) 2010-01-15 2013-06-04 Touro University HIV-1 fusion inhibitors and methods
CN103402516A (zh) * 2010-06-17 2013-11-20 富津世生物技术有限公司 用作抗病毒药物的化合物、组合物及使用方法
WO2024260445A1 (zh) * 2023-06-21 2024-12-26 上海科技大学 一种噻唑烷二酮类化合物、其药物组合物和其用途
US12421626B2 (en) 2018-06-29 2025-09-23 Fred Hutchinson Cancer Center Cell-stored barcoded deep mutational scanning libraries and uses of the same

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* Cited by examiner, † Cited by third party
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ES2524922T3 (es) 2005-05-10 2014-12-15 Intermune, Inc. Derivados de piridona para modular el sistema de proteína cinasa activada por estrés
US20070099970A1 (en) * 2005-08-19 2007-05-03 Mackerell Alexander Immunomodulatory compounds that target and inhibit the pY'binding site of tyrosene kinase p56 LCK SH2 domain
CA2726588C (en) 2008-06-03 2019-04-16 Karl Kossen Compounds and methods for treating inflammatory and fibrotic disorders
AR081930A1 (es) 2010-06-16 2012-10-31 Ardea Biosciences Inc Compuestos de tioacetato
US9023876B2 (en) * 2010-07-08 2015-05-05 Adhaere Pharmaceuticals, Inc. Compounds and methods for regulating integrins
WO2013159082A1 (en) 2012-04-20 2013-10-24 Adhaere Pharmaceuticals, Inc. Compounds and methods for regulating integrins
AR092742A1 (es) 2012-10-02 2015-04-29 Intermune Inc Piridinonas antifibroticas
CN103724337A (zh) * 2012-10-15 2014-04-16 南京大学 一类含萘环和噻唑啉酮结构的吡唑啉类衍生物及其制法
MX382781B (es) 2014-04-02 2025-03-13 Intermune Inc Piridinonas anti-fibroticas.
CN111747944B (zh) * 2020-07-13 2022-09-30 复旦大学 广谱抗包膜病毒化合物、组合物及其应用
WO2022225572A1 (en) * 2021-04-22 2022-10-27 New York Blood Center, Inc. Respiratory virus inhibitors
CN115444846A (zh) * 2022-09-01 2022-12-09 中国人民解放军军事科学院军事医学研究院 HIV-1Tat蛋白抑制剂及其应用

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ID27787A (id) * 1998-08-21 2001-04-26 Viro Pharma Inc Senyawa, komposisi dan metode untuk pengobatan atau pencegahan infeksi yang disebabkan oleh virus dan penyakit-penyakit yang berkaitan
US20050042674A9 (en) * 2002-02-21 2005-02-24 Lin Yu Common ligand mimics: thiazolidinediones and rhodanines
US20040002526A1 (en) * 2002-04-03 2004-01-01 Cell Therapeutics, Inc. Phospholipase D inhibitors and uses thereof
US7241803B2 (en) * 2002-11-21 2007-07-10 New York Blood Center Compounds for inhibition of HIV infection by blocking HIV entry
DE602004025708D1 (de) * 2003-07-11 2010-04-08 Proteologics Inc Ubiquitin-ligase-hemmer und verwandte verfahren
EP1654380A4 (en) * 2003-08-14 2009-09-09 Insight Biopharmaceuticals Ltd METHODS AND PHARMACEUTICAL COMPOSITIONS FOR MODULATING HEPARANASE ACTIVATION AND USES THEREOF
WO2005041951A2 (en) * 2003-10-28 2005-05-12 Rigel Pharmaceuticals, Inc. Rhodanine derivatives for use as antiviral agents

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of EP1896033A4 *

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011502998A (ja) * 2007-11-01 2011-01-27 ザ ユーエイビー リサーチ ファウンデイション ウイルス感染の治療および予防
US8455516B2 (en) 2010-01-15 2013-06-04 Touro University HIV-1 fusion inhibitors and methods
CN103402516A (zh) * 2010-06-17 2013-11-20 富津世生物技术有限公司 用作抗病毒药物的化合物、组合物及使用方法
US12421626B2 (en) 2018-06-29 2025-09-23 Fred Hutchinson Cancer Center Cell-stored barcoded deep mutational scanning libraries and uses of the same
WO2024260445A1 (zh) * 2023-06-21 2024-12-26 上海科技大学 一种噻唑烷二酮类化合物、其药物组合物和其用途

Also Published As

Publication number Publication date
WO2006138118A3 (en) 2007-07-26
EP1896033A4 (en) 2010-12-22
EP1896033A2 (en) 2008-03-12
US20060287319A1 (en) 2006-12-21
WO2006138118B1 (en) 2007-09-20
JP2008543836A (ja) 2008-12-04
CA2608821A1 (en) 2006-12-28

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