Claims
- 1. A compound having the formula: ##STR37## wherein X is thio, sulfinyl or sulfonyl;
- R.sub.1 is halogen, trifluoromethyl, loweralkyl, loweralkoxy, loweralkoxycarbonyl, loweralkylthio, loweralkylsulfinyl, loweralkylsulfonyl, loweralkanoyl, hydroxy, sulfonamido, mono- or di-loweralkylsulfonamido, amino, mono- or di-loweralkylamino, carboxy, carboxamido, mono- and di-loweralkylcarboxamido, loweralkanoyloxy, loweralkoxycarbonylamino, loweralkanoylamino, cyano or nitro;
- n is 0, 1 or 2, such that when n is 2, the two R.sub.1 groups need not be identical;
- R.sub.2 is loweralkyl or loweralkoxy; and
- R.sub.3 is hydrogen, loweralkyl, loweralkenyl, or loweralkyl substituted with loweralkoxy, loweralkoxycarbonyl, carboxy, loweralkylthio, loweralkylsulfinyl, loweralkylsulfonyl, amino and mono- or di-loweralkylamino, phenyl, halophenyl, or loweralkoxyphenyl.
- 2. The compound of claim 1 in which the ##STR38## group is at the 2-positions and the phenyl containing substituent is at the 6-position of the imidazo [1,2-a] pyridine molecule.
- 3. The compound of claim 2 in which R.sub.2 is loweralkoxy, and R.sub.3 is hydrogen or loweralkyl.
- 4. The compound of claim 3 in which R.sub.2 is methoxy or ethoxy, and R.sub.3 is hydrogen, methyl or ethyl.
- 5. The compound of claim 2 wherein n is 0 or 1.
- 6. The compound of claim 5 in which n is 0, X is thio, sulfinyl or sulfonyl, and R.sub.2 is loweralkoxy.
- 7. The compound of claim 6 which is 2-methoxycarbonylamino-6-phenylthio imidazo [1,2-a] pyridine.
- 8. The compound of claim 6 which is 2-methoxycarbonylamino-6-phenylsulfinyl imidazo [1,2-a] pyridine.
- 9. The compound of claim 6 which is 2-methoxycarbonylamino-6-phenylsulfonyl imidazo [1,2-a] pyridine.
- 10. The compound of claim 5 in which n is 1, R.sub.2 is loweralkoxy, R.sub.3 is hydrogen or loweralkyl and R.sub.1 is amino, loweralkanoylamino, loweralkoxy, loweralkylsulfinyl, mono- or di-loweralkylamino, or loweralkyl, and that such groups are in the 3- or 4- position of the phenyl ring.
- 11. The compound of claim 10 in which R.sub.1 is amino, loweralkanoylamino, or loweralkoxy in the 4-position of the phenyl ring.
- 12. The compound of claim 11 in which R.sub.2 is methoxy, R.sub.3 is hydrogen and R.sub.1 is amino, acetamido or methoxy.
- 13. The compound of claim 12 which is 6-(4-aminophenylsulfinyl)-2-(methoxcarbonylamino) imidazo [1,2-a] pyridine.
- 14. The compound of claim 12 which is 6-(4-aminophenylthio)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.
- 15. The compound of claim 12 which is 6-(4-acetamidophenylsulfinyl)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.
- 16. The compound of claim 12 which is 6-(4-acetamidophenylthio)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.
- 17. The compound of claim 12 which is 6-(4-methoxyphenylsulfinyl)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.
- 18. The compound of claim 12 which is 6-(4-methoxyphenylthio)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.
- 19. The compound of claim 10 which is 6-(methylsulfinylphenylthio)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.
- 20. The compound of claim 10 which is 6-[4-(N-methylamino) phenylthio]-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.
- 21. The compound of claim 10 which is 6-[4-(N,N-dimethylamino) phenylthio]-imidazo [1,2-a] pyridine.
- 22. The compound of claim 10 which is 6-(4-methylphenylthio)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.
- 23. The compound of claim 10 which is 2-[ethyl-N-(methoxycarbonyl)amino]-6-(phenylthio) imidazo [1,2-a] pyridine.
- 24. The compound of claim 10 which is 2-[ethyl-N-(methoxycarbonyl)amino]-6-(phenylsulfinyl) imidazo [1,2-a] pyridine.
- 25. The compound of claim 10 which is 2-[methyl-N-(methoxycarbonyl)amino]-6-(phenylthio) imidazo [1,2-a] pyridine.
- 26. The compound of claim 10 which is 2-[methyl-N-(methoxycarbonyl)amino]-6-(phenylsulfinyl) imidazo [1,2-a] pyridine.
- 27. A compound having the formula: ##STR39## wherein X is thio, sulfinyl or sulfonyl;
- R.sub.1 is halogen, trifluoromethyl, loweralkyl, loweralkoxy, loweralkoxycarbonyl, loweralkylthio, loweralkylsulfinyl, loweralkylsulfonyl, loweralkanoyl, hydroxy sulfonamido, amino, mono- or di-loweralkylamino, carboxy, carboxamido, mono- or di-loweralkylcarboxamido, loweralkanoyloxy, loweralkoxycarbonylamino, loweralkanoylamino, cyano or nitro;
- R.sub.4 is loweralkyl or trifluoromethyl; and
- n is 0, 1 or 2 such that when n is 2 the two R.sub.1 groups need not be identical.
- 28. An anthelmintic composition which comprises an inert carrier and a compound having the formula: ##STR40## wherein X is thio, sulfinyl or sulfonyl;
- R.sub.1 is halogen, trifluoromethyl, loweralkyl, loweralkoxy, loweralkoxycarbonyl, loweralkylthio, loweralkylsulfinyl, loweralkylsulfonyl, loweralkanoyl, hydroxy, sulfonamido, mono- or di-loweralkylsulfonamido, amino, mono- or di-loweralkylamino, carboxy, carboxamido, mono- and di-loweralkylcarboxamido, loweralkanoyloxy, loweralkoxycarbonylamino, loweralkanoylamino, cyano or nitro;
- n is 0, 1 or 2, such that when n is 2, the two R.sub.1 groups need not be identical;
- R.sub.2 is loweralkyl or loweralkoxy; and
- R.sub.3 is hydrogen, loweralkyl, loweralkenyl, or loweralkyl substituted with loweralkoxy, loweralkoxy carbonyl, carboxy, loweralkylthio, loweralkylsulfinyl, loweralkylsulfonyl, amino and mono- or di-loweralkylamino, phenyl, halophenyl, or loweralkoxyphenyl.
CROSS-REFERENCE TO RELATED APPLICATIONS
This application is a continuation-in-part of my application Ser. No. 639,034, filed Dec. 9, 1975, now abandoned.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
3701780 |
Fisher |
Oct 1972 |
|
3790586 |
Irikura et al. |
Feb 1974 |
|
Non-Patent Literature Citations (2)
Entry |
Burger, Medicinal Chemistry, pp. 42-43, Interscience Publishers, NY (1960), 2nd ed. |
Fisher et al., J. Med. Chem., vol. 15, pp. 982-985 (1972). |
Continuation in Parts (1)
|
Number |
Date |
Country |
Parent |
639034 |
Dec 1975 |
|