Dong W Kim

US Patent:

45931003, Jun 3, 1986

Filed:

Dec 21, 1984

Appl. No.:

6/684884

Inventors:

Dong H. Kim - Wayne PA

Assignee:

American Home Products Corporation - New York NY

International Classification:

C07D49804

US Classification:

546115

Abstract:

Disclosed herein are 4-phenyl-tetrahydro-isoxazolo[5,4-b]-pyridine-5-carboxylic acid esters of Formula I: ##STR1## wherein Ar is phenyl or phenyl substituted by a halogen, nitro, or trifluoromethyl group; R. sup. 1 is C. sub. 1-3 alkyl; and R. sup. 2 is C. sub. 1-5 alkyl, (C. sub. 1-5) alkoxy (C. sub. 1-3)-alkyl, or mono- or di(C. sub. 1-5) alkylamino (C. sub. 1-3)alkyl; or physiologically acceptable acid addition salts thereof. The compounds of the invention exhibit calcium antagonist and antihypertensive properties in standard pharmacological procedures.

US Patent:

44542917, Jun 12, 1984

Filed:

Jun 22, 1982

Appl. No.:

6/391080

Inventors:

Dong H. Kim - Wayne PA
Ronald J. McCaully - Malvern PA

Assignee:

American Home Products Corporation - New York NY

International Classification:

C07D20942

US Classification:

548491

Abstract:

Disclosed herein are 2,3-dihydro-1H-indole-2-carboxylic acids substituted on the nitrogen with 3-mercapto-2-alkyl-1-oxoalkyl, 3-phosphoryl-2-alkyl-1-oxopropyl, or 2-amino-2-alkyl-1-oxoalkyl derivatives which act as inhibitors of angiotensin converting enzyme and as antihypertensive agents. The compounds of the invention (excluding disclosed intermediates) have the general formula: ##STR1## wherein: n is 1 or 0; R. sub. 1 is hydrogen, lower alkyl, aryl or aralkyl; R. sub. 2 is hydrogen or lower alkyl; R. sub. 3 is hydrogen, lower alkyl or aroyl; R. sub. 5 is hydroxy, amino, or lower alkoxy; X is hydrogen, hydroxy, lower alkyl, lower alkoxy, or halogen; Y is hydrogen, lower alkyl, or aryl; Y is hydrogen, lower alkyl, or aryl; R. sub. 4 is ##STR2## wherein: L is O, NR. sub. 7 or S (where R. sub.

US Patent:

43506330, Sep 21, 1982

Filed:

Jul 20, 1981

Appl. No.:

6/284433

Inventors:

Dong H. Kim - Wayne PA
Ronald J. McCaully - Malvern PA

Assignee:

American Home Products Corporation - New York NY

International Classification:

C07D20904
C07D20942

US Classification:

26032611R

Abstract:

Disclosed herein are 2,3-dihydro-1H-indole-2-carboxylic acids substituted on the nitrogen with 3-mercapto-2-alkyl-1-oxoalkyl, 3-phosphoryl-2-alkyl-1-oxopropyl, or 2-amino-2-alkyl-1-oxoalkyl derivatives which act as inhibitors of angiotensin converting enzyme and as antihypertensive agents. The compounds of the invention (excluding disclosed intermediates) have the general formula: ##STR1## wherein: n is 1 or 0; R. sub. 1 is hydrogen, lower alkyl, aryl or aralkyl; R. sub. 2 is hydrogen or lower alkyl; R. sub. 3 is hydrogen, lower alkyl or aroyl; R. sub. 5 is hydroxy, amino, or lower alkoxy; X is hydrogen, hydroxy, lower alkyl, lower alkoxy, or halogen; Y is hydrogen, lower alkyl, or aryl; Y is hydrogen, lower alkyl, or aryl; R. sub. 4 is ##STR2## wherein: L is O, NR. sub. 7 or S (where R. sub.

US Patent:

43527531, Oct 5, 1982

Filed:

Dec 29, 1980

Appl. No.:

6/220652

Inventors:

Dong H. Kim - Wayne PA
Ronald J. McCaully - Malvern PA

Assignee:

American Home Products Corporation - New York NY

International Classification:

C07D20912
C07D20918

US Classification:

26032612R

Abstract:

Disclosed herein are 3[[(2,3-dihydro-1H-indole-2-yl)carbonyl]thio]propanoic (and acetic) acids of the general formula: ##STR1## wherein: n is 1 or 0; R. sub. 1 is hydrogen, lower alkyl, aryl, or aralkyl; R. sub. 2 is hydrogen or lower alkyl; R. sub. 3 is hydrogen, lower alkyl or aroyl; X is hydrogen, hydroxy, lower alkyl, lower alkoxy, or halogen; and Y is hydrogen, lower alkyl, or aryl; or salts thereof. These compounds are intermediates for the production of 1H,3H-[1,4]thiazepino[4,3-a]indoles and 1H-[1,4]thiazino[4,3-a]indoles which possess Angiotensin Converting Enzyme inhibition activity and anti-hypertensive activity.

US Patent:

44542925, Jun 12, 1984

Filed:

Jun 22, 1982

Appl. No.:

6/391081

Inventors:

Dong H. Kim - Wayne PA
Ronald J. McCaully - Malvern PA

Assignee:

American Home Products Corporation - New York NY

International Classification:

C07D20942

US Classification:

548491

Abstract:

Disclosed herein are 2,3-dihydro-1H-indole-2-carboxylic acids substitued on the nitrogen with 3-mercapto-2-alkyl-1-oxoalkyl, 3-phosphoryl-2-alkyl-1-oxopropyl, or 2-amino-2-alkyl-1-oxoalkyl derivatives which act as inhibitors of angiotensin converting enzyme and as antihypertensive agents. The compounds of the invention (excluding disclosed intermediates) have the general formula: ##STR1## wherein: n is 1 or 0; R. sub. 1 is hydrogen, lower alkyl, aryl or aralkyl; R. sub. 2 is hydrogen or lower alkyl; R. sub. 3 is hydrogen, lower alkyl or aroyl; R. sub. 5 is hydroxy, amino, or lower alkoxy; X is hydrogen, hydroxy, lower alkyl, lower alkoxy, or halogen; Y is hydrogen, lower alkyl, or aryl; Y is hydrogen, lower alkyl, or aryl; R. sub. 4 is ##STR2## wherein: L is O, NR. sub. 7 or S (where R. sub.

US Patent:

43417183, Jul 27, 1982

Filed:

Jul 3, 1978

Appl. No.:

5/921294

Inventors:

Dong H. Kim - Wayne PA
Stanley C. Bell - Penn Valley PA

Assignee:

American Home Products Corporation - New York NY

International Classification:

C07C 8300

US Classification:

26050118

Abstract:

Disclosed herein are. alpha. -[(alkylamino)-methyl]-. beta. -aryloxy-benzeneethanols exhibiting antiarrhythmic activity and having the following formula: ##STR1## wherein R is hydrogen, halogen, lower alkyl, or lower alkoxy; X is phenyl, 1-naphthyl, or a phenyl group substituted by a halogen, a lower alkyl group, or a lower alkoxy group; R. sub. 1 is lower alkyl; and pharmacologically acceptable acid addition salts thereof. Also disclosed is a process for the addition of an aryloxy group at the 3-position of a 3-phenyl-2-oxiranecarboxamide to produce an. alpha. -hydroxy-. beta. -aryloxy-benzenepropanamide, said process comprising contacting an alkali metal aryloxide with said 3-phenyl-2-oxiranecarboxamide in the presence of a crown ether. Such. alpha. -hydroxy-. beta. -aryloxy-benzenepropanamides may then be reduced to produce the compounds of the invention.

US Patent:

43851800, May 24, 1983

Filed:

Sep 28, 1981

Appl. No.:

6/306014

Inventors:

Dong H. Kim - Wayne PA
Ronald J. McCaully - Malvern PA

Assignee:

American Home Products Corporation - New York NY

International Classification:

C07D51304

US Classification:

544 32

Abstract:

Disclosed herein are N-(3-mercapto-2-alkyl-1-oxopropyl)-2,5-dihydro-1H-indole-2-carboxylic acids and derivatives thereof which act as inhibitors of angiotensin converting enzyme and as anti-hypertensive agents. Derivatives include those in which the 5-mercapto group is substituted with phosphate derivatives or is replaced by a variously substituted amino group. The compounds of the invention (excluding disclosed intermediates) have the general formula: ##STR1## wherein: n is 1 or 0; R. sub. 1 is hydrogen, lower alkyl, aryl or aralkyl; R. sub. 2 is hydrogen or lower alkyl; R. sub. 3 is hydrogen, lower alkyl or aroyl; R. sub. 5 is hydroxy, amino, or lower alkoxy; X is hydrogen, hydroxy, lower alkyl, lower alkoxy, or halogen; Y is hydrogen, lower alkyl, or aryl; R. sub. 4 is --SH, ##STR2## wherein L is O, NR. sub. 7 or S (where R. sub.

US Patent:

43967736, Aug 2, 1983

Filed:

Sep 28, 1981

Appl. No.:

6/306012

Inventors:

Dong H. Kim - Wayne PA
Ronald J. McCaully - Malvern PA

Assignee:

American Home Products Corporation - New York NY

International Classification:

C07D51304

US Classification:

548491

Abstract:

Disclosed herein are N-(3-mercapto-2-alkyl-1-oxopropyl)-2,3-dihydro-1H-indole-2-carboxylic acids and derivatives thereof which act as inhibitors of angiotensin converting enzyme and as anti-hypertensive agents. Derivatives include those in which the 3-mercapto group is substituted with phosphate derivatives or is replaced by a variously substituted amino group. The compounds of the invention (excluding disclosed intermediates) have the general formula: ##STR1## wherein: n is 1 or 0; R. sub. 1 is hydrogen, lower alkyl, aryl or aralkyl; R. sub. 2 is hydrogen or lower alkyl; R. sub. 3 is hydrogen, lower alkyl or aroyl; R. sub. 5 is hydroxy, amino, or lower alkoxy; X is hydrogen, hydroxy, lower alkyl, lower alkoxy, or halogen; Y is hydrogen, lower alkyl, or aryl; R. sub. 4 is -SH, ##STR2## wherein L is O, NR. sub. 7 or S (where R. sub.