Claims
- 1. The method of controlling allergic symptoms in a mammalian subject which comprises administering to the subject an allergy symptom-controlling amount of a compound selected from the group consisting of those having the formula ##STR34## and the pharmaceutically acceptable cation salts thereof wherein R is selected from the group consisting of methyl, ethyl, acetyl and Cor.degree. wherein
- R.degree. is selected from the group consisting of hydroxy, alkoxy having 1 to 4 carbon atoms, hydroxyalkoxy having 2 to 4 carbon atoms, amino and hydroxyamino;
- Y is selected from the group consisting of (a) hydrogen and (b) alkyl having 1 to 4 carbon atoms, carbalkoxyalkyl having 2 to 5 carbon atoms in the carbalkoxy moiety and 1 to 4 carbon atoms in the alkyl moiety, carboxyalkyl having 1 to 4 carbon atoms in the alkyl moiety, --(CH.sub.2).sub.m --O--CO--C.sub.6 H.sub.5 and --(CH.sub.2).sub.m --O--CO--alkyl having 1 to 4 carbon atoms in the alkyl moiety; with the proviso that when R is COR.degree. wherein R.degree. is amino or hydroxyamino, Y is hydrogen; m is an integer from 2 up to and including 4;
- R.sub.1 is selected from the group consisting of hydrogen, alkyl having 1 to 4 carbon atoms and phenyl;
- each of R.sub.2, R.sub.3, R.sub.4 and R.sub.5 is selected from the group consisting of hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halo, benzyloxy, hydroxy, thiol, alkanoyloxy having 1 to 4 carbon atoms, benzylthio, benzoyloxy, benzylsulfinyl, methylthio and methylsulfinyl and
- R.sub.2 and R.sub.3 and R.sub.3 and R.sub.4 when taken together are selected from the group consisting of methylenedioxy and ethylenedioxy.
- 2. The method of claim 1 wherein each of R.sub.1, R.sub.2, R.sub.5, and Y is hydrogen; each of R.sub.3 and R.sub.4 is alkoxy, and R is methyl.
- 3. The method of claim 1 wherein each of R.sub.1, R.sub.2, R.sub.5, and Y is hydrogen; R is COR.degree. wherein R.degree. is alkoxy; one of R.sub.3 and R.sub.4 is hydroxy and the other is alkoxy.
- 4. The method of claim 1 wherein each of R.sub.1, R.sub.2, R.sub.5, and Y is hydrogen; one of R.sub.3 and R.sub.4 is hydroxy and the other is alkoxy; and R is COR.degree. wherein R.degree. is hydroxy.
- 5. The method of claim 1 wherein each of R.sub.1, R.sub.2, R.sub.5, and Y is hydrogen; R is COR.degree. wherein R.degree. is hydroxy; and each of R.sub.3 and R.sub.4 is alkoxy.
- 6. The method of claim 2 wherein each of R.sub.3 and R.sub.4 is methoxy.
- 7. The method of claim 3 wherein R.degree. is n-butoxy; R.sub.3 is hydroxy; and R.sub.4 is methoxy.
- 8. The method of claim 4 wherein R.sub.3 is hydroxy; and R.sub.4 is methoxy.
- 9. The method of claim 5 wherein each of R.sub.3 and R.sub.4 is methoxy.
- 10. A pharmaceutical composition active as an antiallergy agent comprising a pharmaceutically acceptable carrier and a compound selected from the group consisting of those having the formula ##STR35## and the pharmaceutically acceptable cation salts thereof wherein R is selected from the group consisting of methyl, ethyl, acetyl and COR.degree. wherein
- R.degree. is selected from the group consisting of hydroxy, alkoxy having 1 to 4 carbon atoms, hydroxyalkoxy having 2 to 4 carbon atoms, amino and hydroxyamino;
- Y is selected from the group consisting of (a) hydrogen and (b) alkyl having 1 to 4 carbon atoms, carbalkoxyalkyl having 2 to 5 carbon atoms in the carbalkoxy moiety and 1 to 4 carbon atoms in the alkyl moiety, carboxyalkyl having 1 to 4 carbon atoms in the alkyl moiety, --(CH.sub.2).sub.m --O--CO--C.sub.6 H.sub.5 and --(CH.sub.2).sub.m --O--CO--alkyl having 1 to 4 carbon atoms in the alkyl moiety; with the proviso that when R is COR.degree. wherein R.degree. is amino or hydroxyamino, Y is hydrogen; m is an integer from 2 up to and including 4;
- R.sub.1 is selected from the group consisting of hydrogen, alkyl having 1 to 4 carbon atoms and phenyl;
- each of R.sub.2, R.sub.3, R.sub.4 and R.sub.5 is selected from the group consisting of hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halo, benzyloxy, hydroxy, thiol, alkanoyloxy having 1 to 4 carbon atoms, benzylthio, benzoyloxy, benzylsulfinyl, methythio and methylsulfinyl;
- R.sub.2 and R.sub.3, and R.sub.3 and R.sub.4 when taken together are selected from the group consisting of methylenedioxy and ethylenedioxy;
- and a pharamaceutical carrier, said compound of said formula or the pharmaceutically acceptable cation salt thereof being present in an amount of from 0.5 to about 95% by weight of said carrier.
- 11. A composition according to claim 10 wherein each of R.sub.1, R.sub.2, R.sub.5 and Y is hydrogen; each of R.sub.3 and R.sub.4 is methoxy; and R is methyl.
- 12. A composition according to claim 10 wherein each of R.sub.1, R.sub.2, Y and R.sub.5 is hydrogen; each of R.sub.3 and R.sub.4 is methoxy and R is COR.degree. wherein R.degree. is ethoxy.
- 13. A composition according to claim 10 wherein each of R.sub.1, R.sub.2, R.sub.5, and Y is hydrogen; R.sub.3 is hydroxy; R.sub.4 is methoxy; and R is COR.degree. wherein R.degree. is n-butoxy.
- 14. A pharmaceutical composition as claimed in claim 10 in a form suitable for administration by inhalation.
- 15. A pharmaceutical composition as claimed in claim 10 comprising a solution or suspension of the antiallergy agent in water.
- 16. A pharmaceutical composition as claimed in claim 10 comprising a suspension of the antiallergy agent in a liquefied propellant.
- 17. A pharmaceutical composition as claimed in claim 10 comprising the solid antiallergy agent and a solid diluent.
CROSS-REFERENCE TO RELATED APPLICATIONS
This application is a division of application Ser. No. 485,945 filed July 5, 1974 and now U.S. Pat. No. 3,974,161 which, in turn, is a continuation-in-part of application Ser. No. 444,138 filed Feb. 20, 1974 and now abandoned which, in turn, is a continuation-in-part of application Ser. No. 351,025 filed Apr. 13, 1973 and now abandoned.
US Referenced Citations (3)
Number |
Name |
Date |
Kind |
3414574 |
Frey et al. |
Dec 1968 |
|
3790573 |
Blackburn et al. |
Feb 1974 |
|
3833588 |
Hardtmann |
Sep 1974 |
|
Divisions (1)
|
Number |
Date |
Country |
Parent |
485945 |
Jul 1974 |
|
Continuation in Parts (2)
|
Number |
Date |
Country |
Parent |
444138 |
Feb 1974 |
|
Parent |
351025 |
Apr 1973 |
|