Otsuka Pharmaceutical Factory, Inc.

Otsuka Pharmaceutical Company, Limited

Shizuo Nakamura

Makoto Inoue

Masatoshi Inai

Yoshiaki Tsuda

Takashi Sakamoto

Yoshihiko Tsuda

Yasuhide Inoue

Kazuyoshi Miyata

Kazuhiko Tsutsumi

Fumio Shimizu

Yasuhisa Kurogi

Tetsuhiko Shirasaka

Setsuro Fujii, Deceased

Mitsuru Hirohashi

Takeshi Iwamoto

Yoshihito Yamamoto

Chieko Naba

Jun Kanaya

Keigo Sato

Naosumi Kinoshita

Kazushi Nagao

By Kaoruko Takada, Successor

Mitsuyoshi Kondo

By Shinichiro Fujii, Successor

By Keiko Fujii, Successor

Phosphonic diester derivatives

Novel polypeptide derivatives, acid-addition salts thereof and complexes thereof, having the activities for inhibiting bone calcium absorption, for lowering the blood level of calcium, as analgesics, for inhibiting secretion of the gastric juice. Pharmaceutical composition can be prepared by formulating, at least one of the novel polypeptide derivatives, acid-addition salts thereof and complexes thereof, together with a proteolytic enzyme inhibitors and/or pharmaceutically acceptable acids. The pharmaceutical composition are quite effective as agents for curing hypercalcemia, for curing Peget's disease, for curing osteoporosis, analgetic agent, anti-ulcerative agent and the like.

Polypeptide derivatives and calcium metabolism improving agent

Disclosed is a proline derivative of the formula ##STR1## or a pharmaceutically acceptable salt thereof. These derivatives have useful utilities such as activity of inhibiting angiotensin converting enzyme.

Proline derivatives

This invention provides a proline derivative represented by the formula ##STR1## wherein: R.sub.1 is C.sub.5 -C.sub.14 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.6 alkyl or a group ##STR2## (wherein R.sub.5 is hydrogen, C.sub.1 -C.sub.14 alkyl or phenyl and R.sub.6 is hydrogen or C.sub.1 -C.sub.6 alkyl);

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Naruto, Japan

Shizuo Nakamura