Certain substituted imidazo [1,2-a] pyridines

Claim 2

A compound having the formula: ##STR37## wherein X is thio, sulfinyl or sulfonyl; R 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 1 groups need not be identical; R 2 is loweralkyl or loweralkoxy; and R 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.

Claim 3

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.

Claim 4

The compound of claim 2 in which R 2 is loweralkoxy, and R 3 is hydrogen or loweralkyl.

Claim 5

The compound of claim 3 in which R 2 is methoxy or ethoxy, and R 3 is hydrogen, methyl or ethyl.

Claim 6

The compound of claim 2 wherein n is 0 or 1.

Claim 7

The compound of claim 5 in which n is 0, X is thio, sulfinyl or sulfonyl, and R 2 is loweralkoxy.

Claim 8

The compound of claim 6 which is 2-methoxycarbonylamino-6-phenylthio imidazo [1,2-a] pyridine.

Claim 9

The compound of claim 6 which is 2-methoxycarbonylamino-6-phenylsulfinyl imidazo [1,2-a] pyridine.

Claim 10

The compound of claim 6 which is 2-methoxycarbonylamino-6-phenylsulfonyl imidazo [1,2-a] pyridine.

Claim 11

The compound of claim 5 in which n is 1, R 2 is loweralkoxy, R 3 is hydrogen or loweralkyl and R 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.

Claim 12

The compound of claim 10 in which R 1 is amino, loweralkanoylamino, or loweralkoxy in the 4-position of the phenyl ring.

Claim 13

The compound of claim 11 in which R 2 is methoxy, R 3 is hydrogen and R 1 is amino, acetamido or methoxy.

Claim 14

The compound of claim 12 which is 6-(4-aminophenylsulfinyl)-2-(methoxcarbonylamino) imidazo [1,2-a] pyridine.

Claim 15

The compound of claim 12 which is 6-(4-aminophenylthio)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.

Claim 16

The compound of claim 12 which is 6-(4-acetamidophenylsulfinyl)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.

Claim 17

The compound of claim 12 which is 6-(4-acetamidophenylthio)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.

Claim 18

The compound of claim 12 which is 6-(4-methoxyphenylsulfinyl)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.

Claim 19

The compound of claim 12 which is 6-(4-methoxyphenylthio)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.

Claim 20

The compound of claim 10 which is 6-(methylsulfinylphenylthio)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.

Claim 21

The compound of claim 10 which is 6-[4-(N-methylamino) phenylthio]-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.

Claim 22

The compound of claim 10 which is 6-[4-(N,N-dimethylamino) phenylthio]-imidazo [1,2-a] pyridine.

Claim 23

The compound of claim 10 which is 6-(4-methylphenylthio)-2-(methoxycarbonylamino) imidazo [1,2-a] pyridine.

Claim 24

The compound of claim 10 which is 2-[ethyl-N-(methoxycarbonyl)amino]-6-(phenylthio) imidazo [1,2-a] pyridine.

Claim 25

The compound of claim 10 which is 2-[ethyl-N-(methoxycarbonyl)amino]-6-(phenylsulfinyl) imidazo [1,2-a] pyridine.

Claim 26

The compound of claim 10 which is 2-[methyl-N-(methoxycarbonyl)amino]-6-(phenylthio) imidazo [1,2-a] pyridine.

Claim 27

The compound of claim 10 which is 2-[methyl-N-(methoxycarbonyl)amino]-6-(phenylsulfinyl) imidazo [1,2-a] pyridine.

Claim 28

A compound having the formula: ##STR39## wherein X is thio, sulfinyl or sulfonyl; R 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 4 is loweralkyl or trifluoromethyl; and n is 0, 1 or 2 such that when n is 2 the two R 1 groups need not be identical.

Claim 29

A compound having the formula: ##STR39## wherein X is thio, sulfinyl or sulfonyl; R 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 4 is loweralkyl or trifluoromethyl; and n is 0, 1 or 2 such that when n is 2 the two R 1 groups need not be identical.

Claim 30

An anthelmintic composition which comprises an inert carrier and a compound having the formula: ##STR40## wherein X is thio, sulfinyl or sulfonyl; R 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 1 groups need not be identical; R 2 is loweralkyl or loweralkoxy; and R 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.

Claim 31

An anthelmintic composition which comprises an inert carrier and a compound having the formula: ##STR40## wherein X is thio, sulfinyl or sulfonyl; R 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 1 groups need not be identical; R 2 is loweralkyl or loweralkoxy; and R 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.