Bequeme Synthese von Bis‐3′‐0‐(5‐ethyl‐2′‐desoxyuridin)‐sulfoxid (KK‐Ro 258)

With the aim of obtaining derivatives of the well established antiherpes compound 5‐ethyl‐2′‐deoxyuridine (1) (Aedurid©, EtUdR, EDU), which are more lipophilic and therapeutically superior, 5′‐ and 3′‐ester derivatives of 1 were synthesized. Tested in primary rabbit kidney cell cultures against various strains of herpes simplex type 1 (HSV‐1) and type 2 (HSV‐2), all EtUdR esters, with the exception of compounds 8 and 13, proved almost as active as EtUdR itself, suggesting that they were readily hydrolized.

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Prodrugs of 5‐Ethyl‐2′‐deoxyuridine, II Syntheses and Antiviral Activities of 5′‐ and 3′‐Ester Derivatives

Kiefer

Keppeler

Clercq

1986

Archiv der Pharmazie

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Synthese und antivirale Aktivität von 2,3(1H, 4H)‐Chinoxalindion‐Derivaten

Keppeler

Clercq²

1987

Archiv der Pharmazie

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Syntheses and Antiviral Activities of Quinoxalinedione 2,3( 1H,4H) DerivativesIn our search for new virustatics, we have synthesized derivatives of quinoxaline-2,3( lH,4H)-dione and investigated their antiviral activities against various strains of herpes simplex virus types 1 and 2, vaccinia virus and vesicular stomatitis virus. None of the compounds showed antiviral activity comparable to that of 5-ethyl-2'-deoxyuridine (EtUdR).Pfleiderer hat uber die Synthesenl, 2) und die antiviralen Eigenschaften') von 1-(P-D-Ribofuranosy1)-chinoxalinonen und-2.3-chinoxalindionen berichtet. Unsere Untersuchungen auf dem Gebiet virustatisch und zytostatisch wirksamer Verbindungend-8) haben dazu gefiihrt, dal3 wir auch Nukleosid-und Acyclonukleosid-Derivate des 2.3(1H, 4H)-Chinoxalindions (Schema 1) synthetisiert haben und auf ihre antivirale Aktivitat untersuchten. Die Acyclonukleosid-Derivate 3a und 4 wurden ausgehend von 2 durch Umsetzung mit 2-Acetoxyethyl-acetoxymethylether ( 7 ) ' * 7 13) in trockenem Acetonitril unter SnCI4-Katalyse hergestellt.

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ChemInform Abstract: CONVENIENT SYNTHESIS OF BIS‐3′‐O‐(5‐ETHYL‐2′‐DEOXYURIDINE) SULFOXIDE (KK‐RO 258)

Keppeler¹,

Kiefer²

1983

Chemischer Informationsdienst

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Bequeme Synthese von Bis‐3′‐0‐(5‐ethyl‐2′‐desoxyuridin)‐sulfoxid (KK‐Ro 258)

Cited by 3 publications

References 9 publications

Prodrugs of 5‐Ethyl‐2′‐deoxyuridine, II Syntheses and Antiviral Activities of 5′‐ and 3′‐Ester Derivatives

Prodrugs of 5‐Ethyl‐2′‐deoxyuridine, II Syntheses and Antiviral Activities of 5′‐ and 3′‐Ester Derivatives

Synthese und antivirale Aktivität von 2,3(1H, 4H)‐Chinoxalindion‐Derivaten

ChemInform Abstract: CONVENIENT SYNTHESIS OF BIS‐3′‐O‐(5‐ETHYL‐2′‐DEOXYURIDINE) SULFOXIDE (KK‐RO 258)

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