Claims
- 1. A method for treating HIV-1 infection which comprises administering, to a human infected by HIV-1, a therapeutically effective amount of a compound of the formula I ##STR7## wherein, X is oxygen or sulfur;
- Z is oxygen or sulfur;
- R.sup.1 is hydrogen, alkyl of 1 to 6 carbon atoms, fluoroalkylmethyl of 1 to 3 fluorine atoms and 2 to 6 carbon atoms alkenyl or alkynyl of 2 to 6 carbon atoms, mono- or dihalovinyl, cycloalkyl of 3 to 6 carbon atoms, alkyloxyalkyl or alkylthioalkyl of 2 to 6 carbon atoms alkanoyl of 2 to 4 carbon atoms, arylmethyl or arylmethyloxy or arylcarbonyl (wherein the aryl moiety is phenyl, thienyl or furanyl, optionally substituted with methyl, methoxy or halogen), alkoxycarbonylalkyl of 3 to 6 carbon atoms aminoalkyl of 1 to 3 carbon atoms, mono- or di-alkylaminoalkyl wherein each alkyl moiety contains 1 to 2 carbon atoms, alkanoylaminoalkyl wherein the alkanoyl moiety contains 2 to 3 carbon atoms and the alkyl moiety contains 1 to 2 carbon atoms, aminocarbonylalkyl of 2 to 4 carbon atoms, mono- or dialkylaminocarbonylalkyl wherein each alkyl moiety contains 1 to 2 carbon atoms or hydroxyalkylmethyl of 2 to 6 carbon atoms;
- R.sup.2 is hydrogen, methyl or halogen;
- R.sup.3 is hydrogen, alkyl of 1 to 4 carbon atoms, halogen, hydroxyl, alkoxy of 1 to 3 carbon atoms alkylthio of 1 to 3 carbon atoms, alkanoyloxy of 2 to 3 carbon atoms, amino, alkylamino of 1 to 2 carbon atoms aminoalkyl of 1 to 2 carbon atoms, mono-or dimethylaminomethyl, hydroxyalkyl of 1 to 4 carbon atoms, alkoxyalkyl wherein each alkyl moiety contains 1 to 2 carbon atoms, alkylthioalkyl wherein each alkyl moiety contains 1 to 2 carbon atoms carboxylalkyl of 2 to 4 carbon atoms, carboxyalkoxy of 2 to 3 carbon atoms alkoxycarbonylmethyl of 3 to 4 carbon atoms or methoxycarbonylmethoxy;
- R.sup.4 is hydrogen, methyl or halogen; and,
- R.sup.5 is hydrogen, alkyl of 1 to 4 carbon atoms, halogen, hydroxyl alkoxy of 1 to 3 carbon atoms alkylthio of 1 to 3 carbon atoms, alkanoyloxy of 2 to 3 carbon atoms, amino or alkylamino of 1 to 2 carbon atoms (excepting 4-amino and 4-alkylamino), aminoalkyl of 1 to 2 carbon atoms, mono-or dimethylaminomethyl, hydroxyalkyl of 1 to 4 carbon atoms, alkoxyalkyl wherein each alkyl moiety contains 1 to 2 carbon atoms carboxylalkyl of 2 to 4 carbon atoms, carboxyalkoxy of 2 to 3 carbon atoms, alkoxycarbonylmethyl of 3 to 4 carbon atoms or methoxycarbonylmethoxy;
- or a pharmaceutically acceptable salt thereof.
- 2. The method of claim 1, wherein, in the compound of formula I
- X is oxygen or sulfur;
- Z is oxygen;
- R.sup.1 is alkyl of 1 to 5 carbon atoms, fluoroalkylmethyl of 1 to 3 fluorine atoms and 2 to 5 carbon atoms, alkenyl or alkynyl of 2 to 5 carbon atoms, mono- or dihalovinyl, cycloalkyl of 3 to 6 carbon atoms, alkyloxymethyl or alkylthiomethyl of 2 to 5 carbon atoms, alkoxyethyl or alkylthioethyl of 3 to 5 carbon atoms, alkanoyl of 2 to 3 carbon atoms, arylmethyl (wherein the aryl moiety is phenyl, thienyl or furanyl, optionally substituted with methyl, methoxy or halogen), alkoxycarbonylmethyl of 3 to 5 carbon atoms, acetylaminoalkyl wherein the alkyl moiety contains 1 to 2 carbon atoms, alkoxy of 1 to 4 carbon atom or hydroxyalkylmethyl of 2 to 5 carbon atoms;
- R.sup.2 is hydrogen, methyl or halogen;
- R.sup.3 is hydrogen, alkyl of 1 to 3 carbon atoms, halogen, hydroxyl, methoxy, ethoxy, methylthio, ethylthio, alkanoyloxy of 2 to 3 carbon atoms, amino, methylamino, aminoalkyl of 1 to 2 carbon atoms, mono- or dimethylaminomethyl, hydroxyalkyl of 1 to 3 carbon atoms, alkoxyalkyl wherein each alkyl moiety contains 1 to 2 carbon atoms, alkylthioalkyl wherein each alkyl moiety contains 1 to 2 carbon atoms, carboxylalkyl of 2 to 3 carbon atoms, carboxyalkoxy of 2 to 3 carbon atoms, alkoxycarbonylmethyl of 3 to 4 carbon atoms or methoxycarbonylmethoxy;
- R.sup.4 is hydrogen, methyl or halogen; and,
- R.sup.5 is hydrogen, alkyl of 1 to 3 carbon atoms, halogen, hydroxyl, methoxy, ethoxy, methylthio, ethylthio, alkanoyloxy of 2 to 3 carbon atoms, amino or methylamino (excepting 4-amino and 4-methylamino), aminoalkyl of 1 to 2 carbon atoms, alkoxyalkyl or alkylthioalkyl wherein each alkyl moiety contains 1 to 2 carbon atoms, carboxylalkyl of 2 to 3 carbon atoms, carboxyalkoxy of 2 to 3 carbon atoms, alkoxycarbonylmethyl of 3 to 4 carbon atom or methoxycarbonylmethoxy.
- 3. The method of claim 1, wherein, in the compound of formula I,
- X is oxygen or sulfur;
- Z is oxygen;
- R.sup.1 is alkyl of 1 to 4 carbon atoms, fluoroalkylmethyl of 1 to 3 fluorine atoms and 2 to 4 carbon atoms, alkenylmethyl or alkynylmethyl of 2 to 4 carbon atoms, mono- or 1,2-dihalovinyl, alkoxymethyl or alkylthiomethyl of 2 to 4 carbon atoms,
- alkoxyethyl or alkylthioethyl of 3 to 4 carbon atoms or alkoxycarbonylmethyl of 3 to 4 carbon atoms;
- R.sup.2 is hydrogen, methyl or chlorine;
- R.sup.3 hydrogen, methyl, ethyl, chlorine, bromine, hydroxyl, methoxy, methylthio, acetyloxy, amino, methylamino, aminomethyl, hydroxymethyl, hydroxyethyl, methoxymethyl or methylthiomethyl;
- R.sup.4 is hydrogen, methyl or chlorine; and,
- R.sup.5 is hydrogen, methyl, ethyl, chlorine, bromine, hydroxyl, methoxy, methylthio, acetyloxy, amino or methylamino (excepting 4-amino and 4-methylamino), aminomethyl, hydroxymethyl, hydroxyethyl, methoxymethyl or methylthiomethyl.
- 4. The method of claim 1, wherein, in the compound of formula I,
- X is oxygen or sulfur;
- Z is oxygen;
- R.sup.1 is alkyl of 1 to 4 carbon atoms, fluoroalkylmethyl of 1 to 3 fluorine atoms and 2 to 4 carbon atoms, alkenylmethyl or alkynylmethyl of 2 to 4 carbon atoms, mono- or 1,2-dihalovinyl, alkoxymethyl or alkylthiomethyl of 2 to 4 carbon atoms, alkoxyethyl or alkylthioethyl of 3 to 4 carbon atoms or alkoxycarbonylmethyl of 3 to 4 carbon atoms;
- R.sup.2 and R.sup.4 are each hydrogen;
- R.sup.3 is hydrogen or 7-methyl; and,
- R.sup.5 is hydrogen or 2-amino.
- 5. The method of claim 4, further characterized in that R.sup.1 is hydrogen, methyl, ethyl, propyl, isopropyl or allyl.
Parent Case Info
This is a continuation, of application Ser. No. 08/053,948 now abandoned, filed Apr. 28, 1993, which is a continuation of application Ser. No. 07/879,652, filed May 6, 1992 (abandoned), which is a continuation of application Ser. No. 07/582,773, filed Aug. 3, 1990 (abandoned), which is a continuation of application Ser. No. 07/400,254, filed Aug. 29, 1989 (abandoned).
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
4663317 |
Albrecht et al. |
May 1987 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
7002278 |
Apr 1980 |
JPX |
Continuations (4)
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Number |
Date |
Country |
Parent |
53948 |
Apr 1993 |
|
Parent |
879652 |
May 1992 |
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Parent |
582773 |
Aug 1990 |
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Parent |
400254 |
Aug 1989 |
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