WO2015167368A1 - Hexahydrate de dichlorhydrate de tétrachlorure de 4,6-di(3,12-diaza-6,9-diazoniadispiro[5.2.5.2]hexadécan-1-yl)-2-méthyl-5-nitropyrimidine utilisé pour pour le traitement de l'infection herpétique et composition pharmaceutique topique - Google Patents

Hexahydrate de dichlorhydrate de tétrachlorure de 4,6-di(3,12-diaza-6,9-diazoniadispiro[5.2.5.2]hexadécan-1-yl)-2-méthyl-5-nitropyrimidine utilisé pour pour le traitement de l'infection herpétique et composition pharmaceutique topique Download PDF

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Publication number
WO2015167368A1
WO2015167368A1 PCT/RU2015/000281 RU2015000281W WO2015167368A1 WO 2015167368 A1 WO2015167368 A1 WO 2015167368A1 RU 2015000281 W RU2015000281 W RU 2015000281W WO 2015167368 A1 WO2015167368 A1 WO 2015167368A1
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WO
WIPO (PCT)
Prior art keywords
diazoniadispiro
diaza
treatment
infection
dihydrochloride
Prior art date
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PCT/RU2015/000281
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English (en)
Inventor
Vadim Albertovich MAKAROV
Natalia Sergeevna MONAKHOVA
Olga Borisovna RYABOVA
Original Assignee
Limited Liability Company "Nearmedic Plus"
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Publication date
Application filed by Limited Liability Company "Nearmedic Plus" filed Critical Limited Liability Company "Nearmedic Plus"
Publication of WO2015167368A1 publication Critical patent/WO2015167368A1/fr

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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
    • A61K31/495—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
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0014—Skin, i.e. galenical aspects of topical compositions
    • 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
    • A61P31/12—Antivirals
    • A61P31/20—Antivirals for DNA viruses
    • A61P31/22—Antivirals for DNA viruses for herpes viruses

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Virology (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)
  • Dermatology (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Molecular Biology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

L'invention concerne l'utilisation d'hexahydrate de dichlorhydrate de tétrachlorure de 4,6-di(3,12-diaza-6,9-diazoniadispiro[5.2.5.2]hexadécan-1-yl)-2-méthyl-5-nitropyrimidine présentant une activité contre le virus de l'herpès, pour la prévention et le traitement d'infections herpétiques chez l'homme et chez l'animal par administration topique.
PCT/RU2015/000281 2014-04-30 2015-04-29 Hexahydrate de dichlorhydrate de tétrachlorure de 4,6-di(3,12-diaza-6,9-diazoniadispiro[5.2.5.2]hexadécan-1-yl)-2-méthyl-5-nitropyrimidine utilisé pour pour le traitement de l'infection herpétique et composition pharmaceutique topique WO2015167368A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
RU2014117294/15A RU2573977C9 (ru) 2014-04-30 2014-04-30 4,6-ди(3,12-диаза-6,9-диазониадиспиро[5.2.5.2]гексадекан-1-ил)-2-метил-5-нитропиримидин тетрахлорид дигидрохлорид гексагидрат для лечения герпетической инфекции, фармацевтическая композиция для местного применения
RU2014117294 2014-04-30

Publications (1)

Publication Number Publication Date
WO2015167368A1 true WO2015167368A1 (fr) 2015-11-05

Family

ID=53484118

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/RU2015/000281 WO2015167368A1 (fr) 2014-04-30 2015-04-29 Hexahydrate de dichlorhydrate de tétrachlorure de 4,6-di(3,12-diaza-6,9-diazoniadispiro[5.2.5.2]hexadécan-1-yl)-2-méthyl-5-nitropyrimidine utilisé pour pour le traitement de l'infection herpétique et composition pharmaceutique topique

Country Status (2)

Country Link
RU (1) RU2573977C9 (fr)
WO (1) WO2015167368A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106083761A (zh) * 2016-06-16 2016-11-09 盐城工学院 一种n‑单取代哌嗪类化合物的制备方法与应用
WO2017069661A1 (fr) * 2015-10-20 2017-04-27 Limited Liability Company “Nearmedic Plus” Pyrimidyl-di(diazaspiro-alcanes) présentant une activité antivirale
WO2022124944A1 (fr) * 2020-12-08 2022-06-16 Federal Research Centre “Fundamentals Of Biotechnology” Of The Russian Academy Of Sciences Di(diazoniadispiro[5.2.5.2]hexadécan)-5-nitropyrimidines pour le traitement d'infections coronavirales
CN114644636A (zh) * 2022-04-20 2022-06-21 江苏恒沛药物科技有限公司 一种制备托法替尼关键中间体的方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19851375A1 (de) * 1998-11-07 2000-05-11 Friedrich Schiller Uni Jena Bu Verwendung von Diazadispiro-Heterocyclen zur Prophylaxe und Therapie von Virusinfektionen
EP2308960A1 (fr) * 2008-06-18 2011-04-13 Kyoto University Agent promoteur de l adhésion cellulaire et procédé destiné à promouvoir l adhésion cellulaire

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4914131A (en) * 1984-03-08 1990-04-03 Dana P. Brigham Antiviral pharmaceutical preparations and methods for their use
DE19934585A1 (de) * 1999-07-23 2001-01-25 Rapp Horst Salbe zur Behandlung von dermatologischen Erkrankungen

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19851375A1 (de) * 1998-11-07 2000-05-11 Friedrich Schiller Uni Jena Bu Verwendung von Diazadispiro-Heterocyclen zur Prophylaxe und Therapie von Virusinfektionen
EP2308960A1 (fr) * 2008-06-18 2011-04-13 Kyoto University Agent promoteur de l adhésion cellulaire et procédé destiné à promouvoir l adhésion cellulaire

Non-Patent Citations (16)

* Cited by examiner, † Cited by third party
Title
ARTEMENKO A G ET AL: "Identification of individual structural fragments of N,N'- (bis-5-nitropyrimidyl) dispirotripiperazine derivatives for cytotoxicity and antiherpetic activity allows the prediction of new highly active compounds", JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, OXFORD UNIVERSITY PRESS, GB, vol. 60, no. 1, 1 July 2007 (2007-07-01), pages 68 - 77, XP008141706, ISSN: 0305-7453, [retrieved on 20070605], DOI: 10.1093/JAC/DKM172 *
DE CLERCQ E.: "Antiviral drug discovery: Ten more compounds, and ten more stories (part B", MED RES REV, vol. 29, 2009, pages 571 - 610
DE CLERCQ E.: "The discovery of antiviral agents: Ten different compounds, ten different stories", MED RES REV, vol. 28, 2008, pages 929 - 953
DE CLERCQ E.: "The next ten stories on antiviral drug discovery (part E): Advents, advances and adventures", MED RES REV, vol. 31, 2011, pages 118 - 160
DE CLERCQ E.: "Yet another ten stories on antiviral drug discovery (part D): Paradigms, paradoxes and paraductions", MED RES REV, vol. 30, 2010, pages 667 - 707
E CLERCQ E.: "Another ten stories in antiviral drug discovery (part C): ''Old'' and ''new'' antivirals, strategies and perspectives", MED RES REV, vol. 29, 2009, pages 611 - 645
FURMAN PA.; MURAKAMI E; NIU C; LAM AM; ESPIRITU; BANSAL S; BAO H; TOLSTYKH T; MICOLOCHICK STEUER; KEILMAN M: "Activity and themetabolic activation pathway of the potent and selective hepatitis C virus pronucleotide inhibitor PSI-353661", ANTIVIRAL RES, vol. 91, 2011, pages 120 - 132
LAM AM; ESPIRITU C; MURAKAMI E; ZENNOU V; BANSAL S; MICOLOCHICK STEUER; NIU C; KEILMAN M; BAO H; BOURNE N: "Inhibition of hepatitis C virus replicon RNA synthesis by PSI-352938, a cyclic phosphate prodrug of D-2-deoxy-2-fluoro-2-C-methylguanosine", ANTIMICROB AGENTS CHEMOTHER, vol. 55, 2011, pages 2566 - 2575
MURATOV, E N ET AL.: "Per aspera ad astra: application of Simplex QSAR approach in antiviral research", FUTURE MEDICINAL CHEMISTRY, vol. 2, no. 7, 1 February 2010 (2010-02-01), pages 1205 - 1226, XP002742001, ISSN: 1756-8919, DOI: 10.4155/FMC.10.194 *
REDDY PG; CHUN BK; ZHANG HR; RACHAKONDA S; ROSS BS; SOFIA MJ.: "Stereoselective synthesis of PSI-352938: A.-D-2-deox -2-fluoro-2-C-methyl-3,5-cyclic phosphate nucleotide prodrug for the treatment of HCV", J ORG CHEM, vol. 76, 2011, pages 3782 - 3790
SCHMIDTKE .; KARGER A.; MEERBACH A.; EGERER .; STELZNER A.; MAKAROV V.: "Binding of a N, N'-bisheteryl derivative of dispirotripiperazine to heparan sulfate residues on the cell surface specifically prevents infection of viruses from different families", VIROLOGY, vol. 311, 2003, pages 134 - 143
SCHMIDTKE M ET AL: "Synthesis, cytotoxicity and antiviral activity of N,N'-bis-5- nitropyrimidyl derivatives of dispirotriprperazine", ANTIVIRAL RESEARCH, ELSEVIER BV, NL, vol. 55, no. 1, 1 July 2002 (2002-07-01), pages 117 - 127, XP008141707, ISSN: 0166-3542, [retrieved on 20020219], DOI: 10.1016/S0166-3542(02)00014-1 *
SCHMIDTKE M.; RIABOVA O.; DAHSE H.-M.; STELZNER A.; MAKAROV V.: "Synthesis, Cytotoxicity and Antiviral Activity of N, N'-bis-5-nitropyrimidyl Derivatives of Dispirotripiperazine", ANTIVIRAL RESEARCH, vol. 55, 2002, pages 117 - 127
SCHMIDTKE, M.; WUTZLER, P.; AKAROV, V.: "Novel opportunities to study and block interactions between viruses and cell surface heparan sulfates", LETT. DRUG DESIGN DISCOV., vol. 1, 2004, pages 293 - 300
SMITH DB; MARTIN JA; KLUMPP K; BAKER SJ; BLOMGREN PA; DEVOS R; GRANYCOME C; HANG J; HOBBS CJ; JIANG WR: "Design, synthesis, and antiviral properties of 4-substituted. ribonucleosides as inhibitors of hepatitis C virus replication: The discovery of, R1479.", BIOORG MED CHEM LETT, vol. 17, 2007, pages 2570 - 2576
SOFIA MJ; BAD; CHANG W; DU J; NAGARATHNAM D; RACHAKONDA S; REDDY P .; ROSS BS; WANG P; ZHANG HR: "Discovery of ad-2 deoxy-2-fluoro-2-C methyluridine nucleotide prodrug (PSI-7977) for the treatment of hepatitis C virus.", J MED CHEM, vol. 53, 2010, pages 7202 - 7218

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017069661A1 (fr) * 2015-10-20 2017-04-27 Limited Liability Company “Nearmedic Plus” Pyrimidyl-di(diazaspiro-alcanes) présentant une activité antivirale
CN106083761A (zh) * 2016-06-16 2016-11-09 盐城工学院 一种n‑单取代哌嗪类化合物的制备方法与应用
WO2022124944A1 (fr) * 2020-12-08 2022-06-16 Federal Research Centre “Fundamentals Of Biotechnology” Of The Russian Academy Of Sciences Di(diazoniadispiro[5.2.5.2]hexadécan)-5-nitropyrimidines pour le traitement d'infections coronavirales
CN114644636A (zh) * 2022-04-20 2022-06-21 江苏恒沛药物科技有限公司 一种制备托法替尼关键中间体的方法
CN114644636B (zh) * 2022-04-20 2023-10-20 江苏恒沛药物科技有限公司 一种制备托法替尼关键中间体的方法

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Publication number Publication date
RU2014117294A (ru) 2015-11-10
RU2573977C9 (ru) 2016-08-27
RU2573977C2 (ru) 2016-01-27

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