Purine derivatives with repeating unit
AssigneeBurroughs Wellcome Co.
InventorHoward John Schaeffer
Life of this patent
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Abstract
9-[2-(2-Hydroxyethoxy)ethoxymethyl] and related derivatives of certain 2-amino-6-substituted purines have been discovered to have potent anti-viral activities. Novel compounds and their pharmaceutically acceptable salts, pharmaceutical formulations containing the compounds of this invention, and the treatment of viral infection with these formulations are all disclosed. 9-[2-(2-hydroxyethoxy)ethoxymethyl] guanine and 2-amino-9-[2-(2-hydroxyethoxy)ethoxymethyl] adenine, i.e. 2,6-diamino-9-[2-(2-hydroxyethoxy)ethoxymethyl] purine, are examples of especially active compounds of this invention.
Claims87
A compound of the formula I ##STR9## where n is an integer of 2 to 10
- R is halogen, hydroxy or amino
- R.sup.1 is hydrogen or ##STR10## where R.sup.2 is hydrogen, alkyl of 1 to 8 carbons, phenyl or naphthyl or a pharmaceutically acceptable salt thereof.
The compound or salt of claim I in which R is chlorine.
The compound or salt of claim I in which n is 2 to 4.
The compound or salt of claim I in which n is 2.
The compound or salt of claim I in which R is amino.
The compound or salt of claim I in which R is OH.
The compound or salt of claim I in which R.sup.1 is ##STR11##
2-amino-6-chloro-9-[2-(2-benzoyloxyethoxy)ethoxymethyl] purine.
2,6-Diamino-9-[2-(2-hydroxyethoxy)ethoxymethyl] purine.
9-[2-hydroxyethoxy)ethoxymethyl] guanine.
The compound or salt of claim I in which R.sup.2 is alkyl of 1 to 4 carbons.
The compound or salt of claim I in which R.sup.2 is phenyl.
The compound or salt of claim I in which R.sup.2 is napthyl.
The compound or salt of claim I in which R.sup.2 is hydrogen.
A pharmaceutical composition comprising an effective non-toxic antiviral amount of a compound of the formula I ##STR12## where n is an integer of 2 to 10
- R is halogen, hydroxy or amino
- R.sup.1 is hydrogen or ##STR13## where R.sup.2 is hydrogen, alkyl of 1 to 8 carbons, phenyl or naphthyl or a pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefore.
The method of treating a susceptible virus infection of mammal which comprises administering to said virus infected mammal an effective non toxic antiviral treatment amount of a compound of the formula I ##STR15## where n is an integer of 2 to 10
- R is halogen, hydroxy or amino
- R.sup.1 is hydrogen or ##STR16## where R.sup.2 is hydrogen, alkyl of 1 to 8
- carbons, phenal naphthyl or a pharmaceutically acceptable salt thereof.
A pharmaceutically acceptable salt of 2-amino-6-chloro-9-[2-(2-benzoyloxyethoxy)-ethoxymethyl]purine.
A pharmaceutically acceptable salt of 2,6-Diamino9-[2-(2-hydroxyethoxy)ethoxymethyl]purine.
A pharmaceutically acceptable salt of 9-[2-(2-hydroxyethoxy)ethoxymethyl]guanine.
Dependencies are inferred from the claim text.