American Home Products Corporation

Other

John R Potoski

Meier E Freed

Panolil C Raveendranath

Silvio Iera

Joseph Zeldis

Galina Vid

Jianxin Ren

Thomas Joseph Commons

Donald P Strike

Guy A Schiehser

The present invention provides compounds useful in the synthesis of biologically active compounds, and processes for their production, the compounds having the formula:

Aryloxy-alkyl-dialkylamines

The present invention provides compounds useful in the synthesis of biologically active compounds, and processes for their production, the compounds having the formula: ##STR1## wherein: R.sup.1 and R.sup.2 are, independently, selected from H; C.sub.1 -C.sub.12 alkyl or C.sub.1 -C.sub.6 perfluorinated alkyl; X represents a leaving group; A is O or S; m is an integer from 1 to 3, preferably 2; R.sup.3, R.sup.4, R.sup.5, and R.sup.6 are independently selected from H, halogen, --NO.sub.2, alkyl, alkoxy, C.sub.1 -C.sub.6 perfluorinated alkyl, OH or the C.sub.1 -C.sub.4 esters or alkyl ethers thereof, --CN, --O--R.sup.1, --O--Ar, --S--R.sup.1, --S--Ar, --SO--R.sup.1, --SO--Ar, --SO.sub.2 --R.sup.1, --SO.sub.2 --Ar, --CO--R.sup.1, --CO--Ar, --CO.sub.2 --R.sup.1, or --CO.sub.2 --Ar; and Y is selected from a) the moiety: ##STR2## wherein R.sub.7 and R.sub.8 are independently selected from the group of H, C.sub.1 -C.sub.6 alkyl, or phenyl; or b) an optionally substituted five-, six- or seven-membered saturated, unsaturated or partially unsaturated heterocycle or bicyclic heterocycle containing up to two heteroatoms selected from the group consisting of --O--, --NH--, --N(C.sub.1 C.sub.4 alkyl)--, --N.dbd., and --S(O).sub.n --.

7-[2-(3-Amino-5-isoxazolyl)-2-alkyloxyiminoacetamido]-ceph-3-em-4-carboxyli c acid derivatives are antibacterial agents effective against gram-positive and gram-negative bacterium.

2-(3-Amino-5-isoxazolyl)-2-oxyimino-acetic acids

Compounds of the formula: ##STR1## wherein X is SO.sub.2, SO or S; and

Pyridyl containing 1,2-benzisothiazole-3-amine derivatives

Heterocyclic anti-ulcer agents

7-[2-(3-Amino-5-isoxazolyl)-2-alkyloxy-iminoacetamido]-ceph-3-em-4-carboxyl ic acid derivatives are antibacterial agents effective against gram-positive and gram-negative bacterium.

Cephalosporin derivatives

Compounds of the formula ##STR1## wherein: R is hydrogen, chlorine, or fluorine; and

Tetrahydro(1H)pyrazino(1,2-A)azaquinoxalin-5(6H)-ones and derivatives

Compounds of the formula ##STR1## wherein R is hydrogen (lower)alkyl, phen(lower)alkyl, benzoyl(lower)alkyl, or p-halobenzoyl(lower)alkyl; R.sup.1 is hydrogen or (lower)alkyl; R.sup.2 is hydrogen, (lower)alkyl, (lower)alkoxy, chlorine, fluorine, trifluoromethyl, or amino in the 7-, 8-, or 9-position; R.sup.3 is hydrogen, or (lower)alkyl; and R.sup.4 is hydrogen, (lower)alkyl, (lower)alkoxy, chlorine, fluorine, or trifluoromethyl in the 7-, 8-, or 9-position; or the non-toxic acid addition salts thereof; exert a hypotensive effect in hypertensive animals. Also disclosed are chemical intermediates, including 4-(lower)alkyl-1-(o-nitrophenyl)piperazine-2-carboxylic acids.

4-(Lower)alkyl-1-(o-nitrophenyl)piperazine-2-carboxylic acid chemical

Compounds of the formula ##STR1## wherein R is hydrogen (lower)alkyl, phen(lower)alkyl, benzoyl(lower)alkyl, or p-halobenzoyl(lower)alkyl; R.sup.1 is hydrogen or (lower)alkyl; R.sup.2 is hydrogen, (lower)alkyl, (lower)alkoxy, chlorine, fluorine, trifluoromethyl, or amino in the 7-, 8-, or 9-position; R.sup.3 is hydrogen, or (lower)alkyl; and R.sup.4 is hydrogen, (lower)alkyl, (lower)alkoxy, chlorine, fluorine, or trifluoromethyl in the 7-, 8-, or 9-position; or the non-toxic acid addition salts thereof; exert a hypotensive effect in hypertensive animals. Also disclosed are chemical intermediates including 4-carbobenzoxypiperazine-2-carboxylic acid.

4-Carbobenzoxypiperazine-2-carboxylic acid chemical intermediate

Compounds of the formula ##STR1## wherein R is hydrogen (lower)alkyl, phen(lower)alkyl, benzoyl(lower)alkyl, or p-halobenzoyl(lower)alkyl; R.sup.1 is hydrogen or (lower)alkyl; R.sup.2 is hydrogen, (lower)alkyl, (lower)alkoxy, chlorine, fluorine, trifluoromethyl, or amino in the 7-, 8-, or 9-position; R.sup.3 is hydrogen, or (lower)alkyl; and R.sup.4 is hydrogen, (lower)alkyl, (lower)alkoxy, chlorine, fluorine, or trifluoromethyl in the 7-, 8-, or 9-position; or the non-toxic acid addition salts thereof; exert a hypotensive effect in hypertensive animals.

N-Carbobenzoxy-N'-(2-nitrophenyl)-2-piperazine carboxylic acid

Compounds of the formula ##STR1## WHEREIN R is hydrogen, chlorine, or fluorine; and

Tetrahydro[1H]pyrazino[1,2-a]azaquinoxalin-5(6H)-ones and derivatives

Compounds of the formula ##STR1## WHEREIN R is hydrogen (lower)alkyl, phen(lower)-alkyl, benzoyl(lower)alkyl, or p-halobenzoyl-(lower)alkyl; R.sup.1 is hydrogen or (lower)alkyl; R.sup.2 is hydrogen, (lower)alkyl, (lower)alkoxy, chlorine, fluorine, trifluoromethyl, or amino in the 7-, 8-, or 9-position; R.sup.3 is hydrogen, or (lower)alkyl; and R.sup.4 is hydrogen, (lower)-alkyl, (lower)alkoxy, chlorine, fluorine, or trifluoromethyl in the 7-, 8-, or 9-position; or the non-toxic acid addition salts thereof; exert a hyptotensive effect in hypertensive animals.

2,3,4,4A-Tetrahydro-1H-pyrazino[1,2]quinoxalin-5(6)-ones and derivatives

1,3-Bridged-2-amino tetralins, having spiro substitution or the bridge, and intermediates thereto. The final products have analgesic activity.

1,3-Bridged amino tetralins

Benzobicycloalkane amines, their pharmacologically acceptable addition salts, intermediates therefore the processes for their preparation and use. The compounds of the invention exert analgesic and anti-inflammatory activity.

Growing community of inventors

Spring City, PA, United States of America

John R Potoski