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1. WO1993016092 - NEW LIPOPHOSPHONIC ACID-NUCLEOSIDE CONJUGATES AND THEIR USE AS ANTIVIRAL MEDICAMENTS

Publication Number WO/1993/016092
Publication Date 19.08.1993
International Application No. PCT/EP1993/000295
International Filing Date 08.02.1993
Chapter 2 Demand Filed 18.08.1993
IPC
C07F 9/117 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
FACYCLIC, CARBOCYCLIC, OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
9Compounds containing elements of Groups 5 or 15 of the Periodic System
02Phosphorus compounds
06without P-C bonds
08Esters of oxyacids of phosphorus
09Esters of phosphoric acids
117with cycloaliphatic alcohols
C07F 9/6561 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
FACYCLIC, CARBOCYCLIC, OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
9Compounds containing elements of Groups 5 or 15 of the Periodic System
02Phosphorus compounds
547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
6561containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
C07H 19/10 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
19Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro derivatives thereof
02sharing nitrogen
04Heterocyclic radicals containing only nitrogen as ring hetero atom
06Pyrimidine radicals
10with the saccharide radical being esterified by phosphoric or polyphosphoric acids
C07H 19/20 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
19Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro derivatives thereof
02sharing nitrogen
04Heterocyclic radicals containing only nitrogen as ring hetero atom
16Purine radicals
20with the saccharide radical being esterified by phosphoric or polyphosphoric acids
CPC
C07F 9/117
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
9Compounds containing elements of Groups 5 or 15 of the Periodic System
02Phosphorus compounds
06without P—C bonds
08Esters of oxyacids of phosphorus
09Esters of phosphoric acids
117with cycloaliphatic alcohols
C07F 9/65616
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
9Compounds containing elements of Groups 5 or 15 of the Periodic System
02Phosphorus compounds
547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
6561containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
65616containing the ring system having three or more than three double bonds between ring members or between ring members and non-ring members, e.g. purine or analogs
C07H 19/10
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
19Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides ; Anhydro-derivatives thereof
02sharing nitrogen
04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
06Pyrimidine radicals
10with the saccharide radical esterified by phosphoric or polyphosphoric acids
C07H 19/20
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
19Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides ; Anhydro-derivatives thereof
02sharing nitrogen
04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
16Purine radicals
20with the saccharide radical esterified by phosphoric or polyphosphoric acids
Applicants
  • BOEHRINGER MANNHEIM GMBH [DE]/[DE] (AllExceptUS)
  • HERRMANN, Dieter [DE]/[DE] (UsOnly)
  • MERTENS, Alfred [DE]/[DE] (UsOnly)
  • ZILCH, Harald [DE]/[DE] (UsOnly)
Inventors
  • HERRMANN, Dieter
  • MERTENS, Alfred
  • ZILCH, Harald
Agents
  • MINK, Reinhold
Priority Data
P 42 04 031.012.02.1992DE
Publication Language German (DE)
Filing Language German (DE)
Designated States
Title
(DE) NEUE LIPIDPHOSPHONSÄURE-NUCLEOSID-KONJUGATE SOWIE DEREN VERWENDUNG ALS ANTIVIRALE ARZNEIMITTEL
(EN) NEW LIPOPHOSPHONIC ACID-NUCLEOSIDE CONJUGATES AND THEIR USE AS ANTIVIRAL MEDICAMENTS
(FR) NOUVEAUX CONJUGUES ACIDE LIPOPHOSPHONIQUE-NUCLEOSIDES ET LEUR UTILISATION EN TANT QUE MEDICAMENTS ANTIVIRAUX
Abstract
(DE)
Gegenstand der vorliegenden Erfindung sind neue Phospholipid-Derivate von Nucleosiden der allgemeinen Formel (I), in der R1 eine geradkettige oder verzweigte, gesättigte oder ungesättigte Alkylkette mit 1-20 Kohlenstoffatomen, die gegebenenfalls ein oder mehrfach durch Phenyl-, Halogen, C1-C6-Alkoxy-, C1-C6-Alkylmercapto-, C1-C6-Alkoxycarbonyl-, C1-C6-Alkylsulfinyl- oder C1-C6-Alkylsulfonylgruppen substituiert sein kann, R2 eine geradkettige oder verzweigte, gesättigte oder ungesättigte Alkylkette mit 1-20 Kohlenstoffatomen, die gegebenenfalls ein oder mehrfach durch Phenyl-, Halogen, C1-C6-Alkoxy-, C1-C6-Alkylmercapto-, C1-C6-Alkoxycarbonyl- oder C1-C6-Alkylsulfonylgruppen substituiert sein kann, X einen Valenzstrich, Sauerstoff, Schwefel, die Sulfinyl- oder die Sulfonylgruppe darstellt, Y ein Valenzstrich, ein Sauerstoff- oder Schwefelatom ist, Z Sauerstoff oder Schwefel sein kann, und Nuc ein von einem Nucleosid-Derivat abgeleiteter Rest darstellt, deren Tautomere und deren physiologisch verträgliche Salze anorganischer und organischer Säuren bzw. Basen, sowie Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel.
(EN)
New phospholipidic derivates of nucleosides have general formula (I), in which R1 is a straight or branched, saturated or unsaturated alkyl chain with 1-20 carbon atoms, which may if required be substituted one or several times by phenyl, halogen, C1-C6-alkoxy, C1-C6-alkylmercapto, C1-C6-alkoxycarbonyl, C1-C6-alkylsulfinyl or C1-C6-alkylsulfonyl groups; R2 is a straight or branched, saturated or unsaturated alkyl chain with 1-20 carbon atoms, which may if required be substituted one or several times by phenyl, halogen, C1-C6-alkoxy, C1-C6-alkylmercapto, C1-C6-alkoxycarbonyl or C1-C6-alkylsulfonyl groups; X is a valency bond, oxygen, sulphur, the sulfinyl or the sulfonyl group; Y is a valency bond, an oxygen or sulphur atom; Z can be oxygen or sulphur, and Nuc is a residue derived from a nucleoside derivate. Also disclosed are the tautomers of these compounds and their physiologically tolerable salts of inorganic and organic acids or bases, as well as a process for preparing the same and medicaments containing these compounds.
(FR)
L'invention concerne de nouveaux dérivés phospholipidiques de nucléosides de la formule générale (I), dans laquelle R1 représente une chaîne alkyle linéaire ou ramifiée, saturée ou non, avec 1 à 20 atomes de carbone, qui peut être éventuellement substituée une ou plusieurs fois par des groupes phényle, halogène, alcoxy C1-C6, alkylmercapto C1-C6, alcoxycarbonyle C1-C6, alkylsulfinyle C1-C6 ou alkylsulfonyle C1-C6, R2 représente une chaîne alkyle linéaire ou ramifiée, saturée ou non, avec 1 à 20 atomes de carbone, qui peut être éventuellement substituée une ou plusieurs fois par des groupes phényle, halogène, alcoxy C1-C6, alkylmercapto C1-C6, alcoxycarbonyle C1-C6 ou alkylsulfonyle C1-C6, X représente un trait de valence, l'oxygène, le soufre, le groupe sulfinyle ou sulfonyle, Y est un trait de valence, un atome d'oxygène ou un atome de soufre, Z peut être l'oxygène ou le soufre, et Nuc est un reste dérivé d'un dérivé nucléosidique, ainsi que leurs tautomères et leurs sels physiologiquement tolérables d'acides ou de bases inorganiques et organiques, ainsi que le procédé pour leur fabrication et les médicaments contenant ces composés.
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