WO1991008189A1 - Preparation pharmaceutique a base de polyhydroxy-1,4-naphtoquinones utilisee comme protecteur du myocarde sous ischemie et reperfusion - Google Patents

Preparation pharmaceutique a base de polyhydroxy-1,4-naphtoquinones utilisee comme protecteur du myocarde sous ischemie et reperfusion Download PDF

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Publication number
WO1991008189A1
WO1991008189A1 PCT/SU1990/000267 SU9000267W WO9108189A1 WO 1991008189 A1 WO1991008189 A1 WO 1991008189A1 SU 9000267 W SU9000267 W SU 9000267W WO 9108189 A1 WO9108189 A1 WO 9108189A1
Authority
WO
WIPO (PCT)
Prior art keywords
methyl
compound
polyhydroxy
naphthoquinones
hydroxy group
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/SU1990/000267
Other languages
English (en)
Russian (ru)
Inventor
Vyacheslav Leonidovich Novikov
Viktor Filippovich Anufriev
Dmitry Olegovich Levitsky
Alexandr Vladimirovich Lebedev
Safa Myalikovich Sadretdinov
Alexei Vladimirovich Shvilkin
Natalya Ivanovna Afonskaya
Mikhail Yakovlevich Ruda
Nina Mikailovna Cherpachenko
Oleg Borisovich Maximov
Georgy Borisovich Elyakov
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.)
Vsesojuzny Kardiologichesky Nauchny Tsentr
Tikhookeansky Institut Bioorganicheskoi Khimii Dalnevostochnogo Otdelenia Akademii Nauk Sssr
Original Assignee
Vsesojuzny Kardiologichesky Nauchny Tsentr
Tikhookeansky Institut Bioorganicheskoi Khimii Dalnevostochnogo Otdelenia Akademii Nauk Sssr
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 Vsesojuzny Kardiologichesky Nauchny Tsentr, Tikhookeansky Institut Bioorganicheskoi Khimii Dalnevostochnogo Otdelenia Akademii Nauk Sssr filed Critical Vsesojuzny Kardiologichesky Nauchny Tsentr
Publication of WO1991008189A1 publication Critical patent/WO1991008189A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
    • C07C50/32—Quinones containing groups having oxygen atoms singly bound to carbon atoms the quinoid structure being part of a condensed ring system having two rings
    • 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
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis

Definitions

  • the biological activity of the claimed compounds has been studied on an experimental model of myocardial infarction in the population.
  • the reaction is 39.5 g (0.28 mol) of dimethyl hydrochloride, 95.0 g (0.57 mol) of diacid anhydride, 338.0 g (2.5 mol.) Of aluminum and aluminum g ⁇ l ⁇ ida na ⁇ iya in usl ⁇ viya ⁇ , anal ⁇ gichny ⁇ ⁇ isannym in ⁇ ime ⁇ e I. P ⁇ luchayu ⁇ 68.2 g (92 wt. $) 5.8 digid ⁇ si -di ⁇ l ⁇ -2,3- ⁇ , 4-na ⁇ in ⁇ na. Melting plant ⁇ 94- ⁇ 96 ° ⁇ .

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Medicinal Chemistry (AREA)
  • Urology & Nephrology (AREA)
  • Cardiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Vascular Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Polyhydroxy-1,4-naphtoquinone de la formule générale (I), dans laquelle, lorsque R1=R2= un groupe hydroxy, R3= tret.butyle et R4= hydrogène, ou R3= un groupe hydroxy et R4=propyle ou 2-carboxyéthyle; lorsque R1=R2= un groupe 2-hydroxyéthyle, R3= un groupe hydroxy et R4= méthyle; lorsque R1=R2= glutathionyle, R3= un groupe hydroxy et R4= méthyle ou éthyle ou un groupe hydroxy. Les compositions de l'invention présentent une propriété de protection du myocarde sous ischémie et reperfusion. Les compositions les plus actives sont 2,3,5,6,8-pentahydroxy-7-(2-carboxyéthyle)-1,4-naphtoquinone et 5,6,8-trihydroxy-2,3-diglutathionyle-7-méthyle-1,4-naphtoquinone. Les polyhydroxy-1,4-naphtoquinones constituent les substances actives de la préparation pharmaceutique de l'invention.
PCT/SU1990/000267 1989-12-06 1990-12-06 Preparation pharmaceutique a base de polyhydroxy-1,4-naphtoquinones utilisee comme protecteur du myocarde sous ischemie et reperfusion Ceased WO1991008189A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
SU4765332/04 1989-12-06
SU894765332A RU1822549C (ru) 1989-12-06 1989-12-06 Полигидрокси-1,4-нафтохиноны, обладающие свойством протектора миокарда при его ишемии и реперфузии

Publications (1)

Publication Number Publication Date
WO1991008189A1 true WO1991008189A1 (fr) 1991-06-13

Family

ID=21482727

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/SU1990/000267 Ceased WO1991008189A1 (fr) 1989-12-06 1990-12-06 Preparation pharmaceutique a base de polyhydroxy-1,4-naphtoquinones utilisee comme protecteur du myocarde sous ischemie et reperfusion

Country Status (2)

Country Link
RU (1) RU1822549C (fr)
WO (1) WO1991008189A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5292737A (en) * 1992-10-23 1994-03-08 Sphinx Pharmaceuticals Corporation N,N'-bis(sulfonamido)-2-amino-4-iminonaphthalen-1-ones and N,N'-bis(amido)-2-amino-4-iminonaphthalen-1-ones
RU2625740C1 (ru) * 2016-10-10 2017-07-18 Федеральное государственное бюджетное учреждение науки Тихоокеанский институт биоорганической химии им. Г.Б. Елякова Дальневосточного отделения Российской академии наук (ТИБОХ ДВО РАН) Средство для лечения ишемии сосудов головного мозга
RU2651042C1 (ru) * 2017-06-05 2018-04-18 Федеральное государственное бюджетное учреждение науки Тихоокеанский институт биоорганической химии им. Г.Б. Елякова Дальневосточного отделения Российской академии наук (ТИБОХ ДВО РАН) Лекарственная форма гистохрома для перорального введения и пролонгированного действия

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4436753A (en) * 1979-12-30 1984-03-13 Takeda Chemical Industries, Ltd. Method for therapy of ischemic disease
GB2159056A (en) * 1984-04-04 1985-11-27 Alan Alaexander Torrance Sime Biocidal compositions comprising polyhydroxynaphthoquinones

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4436753A (en) * 1979-12-30 1984-03-13 Takeda Chemical Industries, Ltd. Method for therapy of ischemic disease
GB2159056A (en) * 1984-04-04 1985-11-27 Alan Alaexander Torrance Sime Biocidal compositions comprising polyhydroxynaphthoquinones

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
HELVETICA CHIMICA ACTA, ENDENDA CURAT SOCIETAS CHIMICA HELVETICA, Volume 47, No. 7, 1964, VERLAG HELVETICA CHIMICA ACTA (Basel), E. HARDEGGER et al.: "Bicyclische Zwischenprodukte zur Synthese des Javanicins", pages 2017-2021. *
IZVESTIA AKADEMII NAUK SSSR, seria Kchimicheskaya, No. 2, 1988, Nauka (Moscow), L.V. BAGUSLAVSKAYA et al.: "O Kinetike Nizkotemperaturnogo Initsiirovannogo Okislenia Etilbenzola, Ingibirovannogo Poligidroksinaftokhinomai", page 283. *
IZVESTIA AKADEMII NAUK SSSR, seria Khimicheskaya, No. 7, 1985, Nauka (Moscow), L.V. BAGUSLAVSKAYA et al.: "Poligidroksinaftokhinonynovyi Klass Prirodnykh Antioksidantov", page 1471. *
TETRAHEDRON, THE INTERNATIONAL JOURNAL OF ORGANIC CHEMISTRY, Volume 23, No. 8, 1967, PERGAMON PRESS, (London, New York, Paris), R.E. MOORE et al.: "Polyhydroxynapththoquinones Preparation and Hydrolysis of Methoxyl Derivatives", pages 3271-3273. *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5292737A (en) * 1992-10-23 1994-03-08 Sphinx Pharmaceuticals Corporation N,N'-bis(sulfonamido)-2-amino-4-iminonaphthalen-1-ones and N,N'-bis(amido)-2-amino-4-iminonaphthalen-1-ones
RU2625740C1 (ru) * 2016-10-10 2017-07-18 Федеральное государственное бюджетное учреждение науки Тихоокеанский институт биоорганической химии им. Г.Б. Елякова Дальневосточного отделения Российской академии наук (ТИБОХ ДВО РАН) Средство для лечения ишемии сосудов головного мозга
RU2651042C1 (ru) * 2017-06-05 2018-04-18 Федеральное государственное бюджетное учреждение науки Тихоокеанский институт биоорганической химии им. Г.Б. Елякова Дальневосточного отделения Российской академии наук (ТИБОХ ДВО РАН) Лекарственная форма гистохрома для перорального введения и пролонгированного действия

Also Published As

Publication number Publication date
RU1822549C (ru) 1996-08-20

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