EP0173624A2
Expired / Lapsed
EP
⏱️ 0.0 years remaining
4-(guanin-9-yl) butanals and antiviral compositions containing them
Assignee: Merck and Co Inc
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Filing: 1985-08-19
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Granted: —
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Expires: 2005-08-19
Abstract
Abstract 4-(Guanin-9-yl)butanals and their 3-oxa, 3-thia, and 2- ene counterparts and derivatives thereof where the aldehyde is protected have antiviral and antitumor activity.
Inventors
- 👤 Richard L. Tolman
- 👤 Wallace T. Ashton
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-30 22:01
CPC Classifications
C; C07; C07D; C07D473/00; A; A61; A61P; A61P31/00; A61P31/12; A61P35/00; C07D317/00; C07D317/08; C07D317/10; C07D317/14; C07D317/18; C07D317/24; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/6561; C07F9/65616
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
260 words
A compound of the formula: and the pharmaceutically acceptable salts thereof wherein W is -OCH 2 -, -CH 2 CH 2 -, -SCH 2 - or -CH = CH-; X is =O; wherein M + is a pharmaceutically acceptable alkali metal cation; = NOR l ; NR 3 ; wherein Y is O, S or NH·HA wherein HA is a pharmaceutically acceptable inorganic or organic strong acid; wherein each Z is independently 0, S or NR 1 and R 4 is R 2 or the two R 4 s taken together with the Z moieties to which they are attached form a group wherein n is 2 or 3; wherein each R 5 is independently H, phenyl, benzyl, halophenyl or alkylphenyl wherein the alkyl moiety has 1 to 6 carbon atoms; each R is independently hydrogen, alkyl having 1 to 6 carbon atoms, phenyl, phenyl substituted with halo, with alkyl having 1 to 4 carbon atoms or with alkoxy having 1 to 4 carbon atoms, phenylalkyl wherein the alkyl moiety has 1 to 4 carbon atoms, each R 2 is independently alkyl having 1 to 6 carbon atoms, phenylalkyl wherein the alkyl moiety has 1 to 4 carbon atoms, phenyl, phenyl substituted with halo, with alkyl having 1 to 4 carbon atoms or with alkoxy having 1 to 4 carbon atoms; each R 3 is independently selected from phenyl, phenyl substituted with halo, phenyl substituted with alkyl having 1 to 4 carbon atoms, phenyl substituted with alkoxy having 1 to 4 carbon atoms, piperidyl, furyl, imidazolyl, pyridyl, pyrimidyl and thienyl.
Claim 2
Dependent Claim
260 words
A compound of the formula: and the pharmaceutically acceptable salts thereof wherein W is -OCH 2 -, -CH 2 CH 2 -, -SCH 2 - or -CH = CH-; X is =O; wherein M + is a pharmaceutically acceptable alkali metal cation; = NOR l ; NR 3 ; wherein Y is O, S or NH·HA wherein HA is a pharmaceutically acceptable inorganic or organic strong acid; wherein each Z is independently 0, S or NR 1 and R 4 is R 2 or the two R 4 s taken together with the Z moieties to which they are attached form a group wherein n is 2 or 3; wherein each R 5 is independently H, phenyl, benzyl, halophenyl or alkylphenyl wherein the alkyl moiety has 1 to 6 carbon atoms; each R is independently hydrogen, alkyl having 1 to 6 carbon atoms, phenyl, phenyl substituted with halo, with alkyl having 1 to 4 carbon atoms or with alkoxy having 1 to 4 carbon atoms, phenylalkyl wherein the alkyl moiety has 1 to 4 carbon atoms, each R 2 is independently alkyl having 1 to 6 carbon atoms, phenylalkyl wherein the alkyl moiety has 1 to 4 carbon atoms, phenyl, phenyl substituted with halo, with alkyl having 1 to 4 carbon atoms or with alkoxy having 1 to 4 carbon atoms; each R 3 is independently selected from phenyl, phenyl substituted with halo, phenyl substituted with alkyl having 1 to 4 carbon atoms, phenyl substituted with alkoxy having 1 to 4 carbon atoms, piperidyl, furyl, imidazolyl, pyridyl, pyrimidyl and thienyl.
Claim 3
Dependent Claim
26 words
A compound according to Claim 1, wherein W is -OCH 2 - or -CH 2 CH 2 - and X is as defined in Claim 1.
Claim 4
Dependent Claim
240 words
A compound according to Claim 2, wherein X is =0; wherein M is a pharmaceutically acceptable alkali metal cation; =NOR ; = NR ; wherein Y is O or NH·HA wherein HA is a pharmaceutically acceptable inorganic or organic strong acid; wherein each Z is independently O, S or NR 1 and R 4 is R 2 or the two R 4 s taken together with the Z moieties to which they are attached form a group wherein n is 2 or 3; ; or wherein each R 5 is independently H, phenyl, benzyl, halophenyl or alkylphenyl wherein the alkyl moiety has 1 to 6 carbon atoms; each R 1 is independently hydrogen, alkyl having 1 to 6 carbon atoms, phenyl, phenyl substituted with halo, phenyl substituted with alkyl having 1 to 4 carbon atoms, phenyl substituted with alkoxy having 1 to 4 carbon atoms, phenylalkyl wherein the alkyl moiety has 1 to 4 carbon atoms, or each R 2 is independently alkyl having 1 to 6 carbon atoms, phenylalkyl wherein the alkyl moiety has 1 to 4 carbon atoms, phenyl, phenyl substituted with halo, with alkyl having 1 to 4 carbon atoms or with alkoxy having 1 to 4 carbon atoms; each R 3 is selected from phenyl, phenyl substituted with halo, phenyl substituted with alkyl having 1 to 4 carbon atoms, phenyl substituted with alkoxy having 1 to 4 carbon atoms, piperidyl, furyl, imidazolyl, pyridyl, pyrimidyl and thienyl.
Claim 5
Dependent Claim
256 words
A compound according to Claim 3, wherein X is = O; wherein M is a pharmaceutically acceptable alkali metal cation; =NOR 1 ; wherein Y is O or NH.HA wherein HA is a pharmaceutically acceptable inorganic or organic strong acid; wherein each Z is independently O or NR 1 and R 4 is alkyl of 1 to 6 carbon atoms or alkoxyalkyl of 1 to.6 carbon atoms or the two R 4 s taken together with the Z moieties to which they are attached form a group wherein Z is S, O or NR 1 and n is 2 or wherein each R 5 is independently H, phenyl, benzyl, halophenyl or alkylphenyl wherein the alkyl moiety has 1 to 6 carbon atoms; each R 1 is independently hydrogen, alkyl having 1 to 6 carbon atoms, phenyl, phenyl substituted with halo, phenyl substituted with alkyl having 1 to 4 carbon atoms, phenyl substituted with alkoxy having 1 to 4 carbon atoms, phenylalkyl wherein the alkyl moiety has 1 to 4 carbon atoms, o: each R 2 is independently alkyl having 1 to 6 carbon atoms, phenylalkyl wherein the alkyl moiety has 1 to 4 carbon atoms, phenyl or phenyl substituted with halo, with alkyl having 1 to 4 carbon atoms or with alkoxy having 1 to 4 carbon atoms; each R 3 is selected from phenyl, phenyl substituted with halo, phenyl substituted with alkyl having 1 to 4 carbon atoms, phenyl substituted with alkoxy having 1 to 4 carbon atoms, piperidyl, furyl, imidazolyl, pyridyl, pyrimidyl and thienyl.
Claim 6
Dependent Claim
5 words
4-(Guanin-9-yl)-3-oxabutanal, according to Claim 1.
Claim 7
Dependent Claim
5 words
4-(Guanin-9-yl)butanal, according to Claim 1.
Claim 8
Dependent Claim
26 words
An antiviral pharmaceutical composition comprising an effective amount of at least a compound according to any of Claims 1 to 6 and a pharmaceutically acceptable carrier.
References Cited (Backward Citations)
No citation records indexed.
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