Suntory Limited

Shionogi Company Limited

Naoki Higuchi

Masaki Hashimoto

Masayuki Saitoh

Takaharu Tanaka

Harukazu Fukami

Masayuki Saito

Toshio Takahashi

Yasuhiro Hayashi

Kinya Ide

Shinjiro Niwata

Yoshinobu Kiso

Naoko Kawaguchi

Norio Iwasawa

Hiroshi Shibata

Mitsuru Maeda

Motoo Sumida

Norihide Amano

Tohru Kodama

A Novel N-substituted peptidyl compound represented by the general formula (1): ##STR1## where R.sub.1 is a straight-chained or branched acyl group having 2-10 carbon atoms, a branched, cyclic or bridged cyclic alkyloxycarbonyl group having 4-15 carbon atoms; a benzyloxycarbonyl group which is unsubstituted or substituted with a halogen atom, nitro group or methoxy group; a 2,2,2-trichloroethyloxycarbonyl group, a 2-(trimethylsilyl)ethyloxycarbonyl group, a p-toluensulfonyl group, an o-nitrophenylsulfenyl group, a diphenylphosphonothioyl group, a triphenylmethyl group, a 2-benzoyl-1-methylvinyl group; R.sub.2 is a hydrogen atom or when taken together with R.sub.1, may form a phthaloyl group; R.sub.3 is an isobutyl group, a n-butyl group or an isopropyl group; R.sub.4 is a butyl group, and R.sub.5 is a hydrogen atom; provided that R.sub.1 can be an unsubstituted benzyloxycarbonyl group only when R.sub.3 is a n-butyl group.

Proteinase inhibitor

A dipeptide derivative having the formula (I):

Dipeptide derivative and prophylactic or therapeutic agent for bone

A prophylactic or therapeutic agent for malignant hypercalcemia, bone Paget's disease and osteoporosis is disclosed, which contains as an active ingredient a dipeptide derivative represented by formula:

Dipeptide derivative and prophylactic and therapeutic agent for bone

A compound of the formula: ##STR1## wherein Q.sup.1 is CH or N; R is H or C.sub.1 -C.sub.5 alkyl; X is H, halogen, CF.sub.3, or NO.sub.2 ; Y is H or halogen; Z is --O-- or --NH--; A is ##STR2## wherein Q.sup.2, and Q.sup.3 are each CH or N; R.sup.1 and R.sup.2 are each H, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, or C.sub.2 -C.sub.6 alkoxycarbonyl; R.sup.3, R.sup.4, and R.sup.5 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.6 is H, halogen, or C.sub.1 -C.sub.5 alkyl; R.sup.7, R.sup.8, R.sup.9, and R.sup.10 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.11 is H, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.2 -C.sub.6 alkenyl, C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.15 aryloxyalkyl, or C.sub.7 -C.sub.15 aralkyl; R.sup.12 and R.sup.13 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.14 is C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.5 -C.sub.10 aryl, or C.sub.7 -C.sub.15 aralkyl; or R.sup.13 and R.sup.14 taken together form C.sub.3 -C.sub.4 alkylene, V.sup.1 and V.sup.2 and are each H, halogen, NO.sub.2, CN, or CF.sub.3 ; V.sup.3 is halogen or CF.sub.3 ; W.sup.1 is --O-- or --NH--; W.sup.2 is --(CH.sub.2).sub.n -- wherein n is 0 or 1, or CO; X.sup.1 is halogen, or a salt thereof, which is effective as a herbicidal agent.

Herbicidally active phenoxyalkanecarboxylic acid derivatives

A compound of the general formula: ##STR1## wherein m is an integer of 1 to 7,

Pyrrolidineamide derivatives of acylamino acid and pharmaceutical

Novel peptide analogues which exhibit inhibitory activity against aspartic proteinases, a novel species of actinomycetous microorganism which produces said novel peptide analogues, a process for producing said novel analogues by culturing said species and a pharmaceutical composition containing said analogues.

Enzyme inhibitor and method of producing the same

A novel N-substituted peptidyl compound represented by the general formula (1): ##STR1## where R.sub.1 is a straight-chained or branched acyl group having 2-10 carbon atoms, a branched, cyclic or partly branched cyclic alkyloxycarbonyl group having 4-15 carbon atoms, a substituted or unsubstituted benzyloxycarbonyl group, a 2,2,2-trichloroethyloxycarbonyl group, a 2-(trimethylsilyl)ethyloxycarbonyl group, a p-toluensulfonyl group, an o-nitrophenylsulfenyl group, a diphenylphosphonothioyl group, a triphenylmethyl group, a 2-benzoyl-1-methylvinyl group or a 4-phenylbutyryl group; R.sub.2 is a hydrogen atom or when taken together with R.sub.1, may form a phthaloyl group; R.sub.3 is an isobutyl group, a n-butyl group or an isopropyl group; R.sub.4 is a butyl group, a benzyl group or a methylthioethyl group; and R.sub.5 is a hydrogen atom or a chloromethyl group, which inhibits the activity of cysteine proteinases.

A compound of the formula: ##STR1## wherein Q.sup.1 is CH or N; R is H or C.sub.1 -C.sub.5 alkyl; X is H, halogen, CF.sub.3, or NO.sub.2 ; Y is H or halogen; Z is --O-- or --NH--; A is ##STR2## wherein Q.sup.2, and Q.sup.3 are each CH or N; R.sup.1 and R.sup.2 are each H, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, or C.sub.2 -C.sub.6 alkxoycarobnyl; R.sup.3, R.sup.4, and R.sup.5 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.6 is H, halogen, or C.sub.1 -C.sub.5 alkyl; R.sup.7, R.sup.8, R.sup.9, and R.sup.10 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.11 is H, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.2 -C.sub.6 alkenyl, C.sub.6 -C.sub.10 aryl, C.sub.7 -C.sub.15 aryloxyalkyl, or C.sub.7 -C.sub.15 aralkyl; R.sup.12 and R.sup.13 are each H or C.sub.1 -C.sub.5 alkyl; R.sup.14 is C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.5 -C.sub.10 aryl, or C.sub.7 -C.sub.15 aralkyl; or R.sup.13 and R.sup.14 taken together form C.sub.3 -C.sub.4 alkylene, V.sup.1 and V.sup.2 are each H, halogen, NO.sub.2, CN, or CF.sub.3 ; V.sup.3 is halogen or CF.sub.3 ; W.sup.1 is --O-- or --NH--; W.sup.2 is --(CH.sub.2).sub.n -- wherein n is 0 or 1, or CO; X.sup.1 is halogen, or a salt thereof, which is effective as a herbicidal agent.

A novel depeptide derivative which exhibits inhibitory activity against prolyl endopeptidase and is effective for preventing and curing amnesia is disclosed. A process for chemical synthesis of such a derivative, as well as its use, is also disclosed.

Dipeptide derivative and synthesis and use thereof

A compound of the general formula: ##STR1## wherein m is an integer of 1 to 7, n is 0 or an integer of 1 to 5,

Pyrrolidineamide derivative of acylamino acid and pharmaceutical

A novel pyrrolidineamide derivative that exhibits inhibitory activity toward prolyl endopeptidase and its use as an inhibitor against said enzyme are provided. The pyrrolidineamide of the invention has the following general formula: ##STR1## wherein R.sup.1 is benzyloxycarbonyl or a group of the formula: ##STR2## (wherein m is an integer of from 1 to 5) and R.sup.2 is hydroxy, acyloxyy or a group of the formula: ##STR3## (wherein R.sup.3 and R.sup.4 independently are a hydrogen atom, a halogen atom, a lower alkyl or a lower alkoxy).

Pyrrolidineamide derivative having anti-prolyl endopeptidase

N-halogenophenoxyacetyl amino acid or ester thereof and salt thereof, a process for production thereof comprising acylation of amino acid or derivative thereof, a herbicidal composition comprising the compound, and a method for killing or controlling plants using the compound. The compounds have a selective herbicidal effect.

N-acyl amino acid derivative and process for production and use thereof

A novel compound that exhibits inhibitory activity against prolyl endopeptidase and a method for chemical synthesis of said compound, as well as its use as a prolyl endopeptidase inhibitor and an anti-amnesic agent that contains said compound as the active ingredient are provided.

Dipeptide derivative of fatty acid

A novel pyrrolidinylamide ester derivative that exhibits inhibitory activity against prolyl endopeptidase, methods for synthesis thereof and its use as an inhibitor against said enzyme are disclosed. The pyrrolidinylamide ester of the invention has the following general formula: ##STR1## wherein n is 0 or an integer of 1 to 7 and R is hydrogen atom or a straight or branched alkyl having 1 to 8 carbon atoms.

Growing community of inventors

Osaka, Japan

Naoki Higuchi