Yoshitomi Pharmaceutical Industries, Ltd.

Tomio Muro

Kiyoshi Ogawa

Tohru Nakao

Yasuaki Chihara

Sogo Fukuzawa

Takeshi Kawakita

Michio Nakanishi

Jun Inui

Toshio Seki

Masao Abe

Michihide Setoguchi

Hiroyuki Sato

Akira Nakanishi

A trans-4-amino(alkyl)-1-pyridylcarbamoylcyclohexane compound of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different, and respectively represent hydrogen, C.sub.1-10 alkyl, C.sub.2-5 alkanoyl, formyl, C.sub.1-4 alkoxy-carbonyl, amidino, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkylcarbonyl, phenyl, phenylalkyl, benzoyl, naphthoyl, phenylalkoxycarbonyl, benzylidene, pyridylcarbonyl, piperidyl, pyrrolidylidene or piperidylidene which may be optionally substituted on the ring or R.sup.1 and R.sup.2 together with the adjacent nitrogen atom form 5 to 6-membered cycle which may have oxygen atom, sulfur atom or optionally substituted nitrogen atom in the cycle, or together with the adjacent nitrogen atom form phthalimido, R.sup.3 represents hydrogen or C.sub.1-4 alkyl, R.sup.4 represents hydrogen or C.sub.1-4 alkyl, R.sup.5 represents hydrogen, hydroxy, C.sub.1-4 alkyl or phenylalkoxy. R.sup.6 represents hydrogen or C.sub.1-4 alkyl, A represents single bond, C.sub.1-5 straight chain alkylene, or alkylene which is substituted by C.sub.1-4 alkyl, n represents 0 to 1, an optical isomer thereof and a pharmaceutically acceptable acid addition salt thereof. These compounds possess antihypertensive activity, and coronary, cerebral and kidney circulation-improving activities and are useful as antihypertensive agents and agents for prevention and treatment of circulatory diseases.

Trans-4-amino(alkyl)-1-pyridylcarbamoylcyclohexane compounds and

Isoxazole derivatives

Morpholine compounds of the formula: ##STR1## wherein each of R.sup.1 and R.sup.2 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and pharmaceutically acceptable acid addition salts thereof, have strong inhibitory activities on peptic ulcer, gastric motility and gastric secretion but have very weak acetylcholine antagonistic activity.

Thienylmethyl phenoxy morpholine compounds

Substituted phenylalkanoic acids and derivatives thereof of the formula: ##SPC1## Wherein each of R.sup.1 and R.sup.2 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; each of X.sup.1 and X.sup.2 is a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms; Y is COOH, COOR (wherein R is an alkyl group having 1 to 4 carbon atoms), CONH.sub.2, CSNH.sub.2, CN or COZ--A--N(R.sup.3)(R.sup.4) (wherein Z is an oxygen atom or an imino group, A is an alkylene group having 2 to 4 carbon atoms and each of R.sup.3 and R.sup.4 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, or R.sup.3 and R.sup.4 together with the adjacent nitrogen atom form a saturated heterocycle selected from pyrrolidine, piperidine, morpholine, piperazine and piperazine substituted by an alkyl group having 1 to 4 carbon atoms at the 4-position; and ring P represents a pyridine ring, a pyrimidine ring or a thiazole ring; and pharmaceutically acceptable salts thereof are useful as analgesics, anti-pyrestics and anti-inflammatory agents.

Substituted phenylalkanoic acids and derivatives

1-[Methylated piperidino (and pyrrolidin-1-yl)]-3-(substituted phenoxy)-2-propanols of the formula: ##SPC1## Wherein R is a 2-thienylmethyl group, a 2-pyridylmethyl group, a 2-pyridyl group, a tetrahydrofurfuryloxy group, a furfuryloxy group, a 2-thienylmethoxy group, a 2-pyridyloxy group or a group of the formula R.sup.5 --X--A--O-- wherein R.sup.5 is a lower alkyl group, X is --O--, --S-- or --SO.sub.2 --, and A is a lower alkylene group or a --CH.sub.2 --C.ident.C--CH.sub.2 -- group, R.sup.1 is a hydrogen atom, a lower alkyl group or a halogen atom, R.sup.2, R.sup.3 and R.sup.4 are each a hydrogen atom or a methyl group, and n is zero or 1, and pharmaceutically acceptable acid addition and quarternary ammonium salts thereof are disclosed. They exhibit antiarrhythmic action, local anaesthetic action, analgesic action and gastric juice secretion inhibiting action.

1-[Methylated piperidino(and pyrrolidin-1-yl)]-3-(substituted

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Nakatsu, Japan

Tomio Muro