G.d. Searle & Company

Kurt J Rorig

Stevan Wakefield Djuric

Robert W Hamilton

Robert J Chorvat

Bipinchandra N Desai

Chi-Dean Liang

Leland J Chinn

Kerry W Fowler

James R Deason

Harman S Lowrie

Compositions of matter are disclosed of compounds of the formula ##STR1## and the pharmaceutically acceptable acid addition salts thereof wherein X represents a halo, lower alkyl, hydrogen, trifluoromethyl, phenyl, or lower alkoxy substituent; Y represents --CN, --CONH.sub.2, --CON(R.sub.1).sub.2 or --CO.sub.2 R.sub.1 where R.sub.1 is a lower alkyl; m is the integer 1 or 2 and n is an integer from 1 to 3 inclusive; R.sub.2 represents lower alkyl; R.sub.3 represents lower alkyl or acetyl, aroyl, phenacetyl or trifluoroacetyl; A, B, and D are carbonyl or methylene such that when one of A, B, or D is carbonyl, the others are methylene and R.sub.3 is lower alkyl, whereas when R.sub.3 is acetyl, aroyl, phenacetyl or trifluoroacetyl, A, B, and D are methylene. These compounds have utility as antiarrhythmic agents.

Monobasic disobutamide derivatives

The present invention describes 5-fluoro-3-oxaprostacyclin (PGI.sub.2) derivatives of Formula I. These compounds are useful for the treatment of platelet dysfunction, atherosclerosis, hypertension and tumor cell metastasis. Also disclosed is the process for preparing them and the appropriate intermediates. ##STR1## wherein R.sup.1 is: (a) Na, K, or 1/2 Ca, or other pharmaceutically acceptable cation

5-fluoro-3-oxa-prostacyclin compounds

The invention relates to compounds of the formula: ##STR1## which are useful cardiovascular agents.

N-(aralkoxybenzyl)-4(benzhydryl) piperidines

Compositions of matter are disclosed of compounds of the formula ##STR1## and the pharmaceutically acceptable acid addition salts thereof wherein X represents a halo, lower alkyl, hydrogen, trifluoromethyl, phenyl, or lower alkoxy substituent; Y represents --CN, --CONH.sub.2, --CON(R.sub.1).sub.2 or --CO.sub.2 R.sub.1 where R.sub.1 is a lower alkyl; m is the integer 1 or 2 and n is an integer from 1 to 3 inclusive; R.sub.2 represents lower alkyl; R.sub.3 represents lower alkyl or acetyl, aroyl, phenacetyl or trifluoracetyl; A, B, and D are carbonyl or methylene such that when one of A, B, or D is carbonyl, the others are methylene and R.sub.3 is lower alkyl, whereas when R.sub.3 is acetyl, aroyl, phenacetyl or trifluoroacetyl, A, B, and D are methylene. These compounds have utility as antiarrhythmic agents.

Substituted N-benzyl-4-(benzhydryl) piperidines

The present invention describes 5-fluoro-3-oxa-prostacyclin (PGI.sub.2) derivatives of Formula I. These compounds are useful for the treatment of platelet dysfunction, atherosclerosis, hypertension and tumor cell metastasis. Also disclosed is the process for preparing them and the appropriate intermediates. ##STR1## wherein R.sup.1 is: (a) Na, K, or 1/2 Ca, or other pharmaceutically acceptable cation

5-fluoro-3-oxa-6,7-didehydro-PGI.sub.1 compounds

The present invention relates to compounds of the formula ##STR1## having the [(X-substituted)phenyl]phenylmethyl moiety attached to the 2, 3, or 4 position of the piperidine ring and wherein X is hydrogen, halo, trifluoromethyl, (lower alkyl) containing 1-7 carbon atoms, or (lower alkoxy) containing 1-7 carbon atoms, A represents alkylene containing 1-3 carbon atoms, and R.sub.1 and R.sub.2 represent (lower alkyl) containing 1-7 carbon atoms or R.sub.1 and R.sub.2 together with N represent piperidino or morpholino and the pharmaceutically acceptable salts thereof. The compounds of this invention are prepared by the reaction of an appropriate [(X-substituted)phenyl]phenylmethylpiperidine with an appropriate 1-halo-2-dialkylaminoalkane. The compounds of this invention are useful as anti-arrythmic agents.

[(Substituted )phenyl]phenylmethyl-1-(dialkylaminoalkyl)piperidines

4-{[4-(Diphenylmethyl)-1-piperidinyl]methyl}benzenamines useful by reason of their vasodilating activity are disclosed.

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Glenview, IL, United States of America

Kurt J Rorig