Kaken Pharmaceutical Company, Ltd.

Molecular Research Institute

Nobuo Ishiyama

Ping Huang

Kiyoshi Inoguchi

Tadashi Okuno

Satoru Ikegami

Hidenori Funamizu

Gilda Loew

Katsuyuki Otsuka

Kunio Kimura

Masahiro Fujii

Yoshiyuki Hata

Mitsuo Mimura

Takanobu Naito

Mitsuo Hayashida

Hisato Senda

Kenji Seri

Kazuko Sanai

Toshihiro Koyama

Masaaki Yokoyama

Tsuneo Saita

Yoshiyuki Zama

Keiji Sekine

Taiji Asano

Nobuko Miyao

Masao Hirose

Shigeru Sanai

Makoto Watanabe

Masahito Watanabe

Takuya Yamada

Kiyoharu Ukai

Katuyuki Ohtuka

Hirohide Ishige

Takeshi Kiyofuji

Shinji Tauchi

Linda J Maki, Legal Representative

Kanji Muraoka

Yasuhito Iida

Yoshihiro Ishizaka

Takeshi Murai

An object is to provide a process for producing the compound of formula 1 in higher yield by the ring-opening addition reaction of epoxytriazole with amine under mild conditions without using a large excess of 4-methylenepiperidine. The process for producing (2R,3R)-2-(2,4-difluorophenyl)-3-(4-methylenepiperidin-1-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol or an acid addition salt thereof comprises reacting (2R,3S)-2-(2,4-difluorophenyl)-3-methyl-2-[(1H-1,2,4-triazol-1-yl)methyl]oxirane with an acid addition salt of 4-methylenepiperidine in a reaction solvent in the presence of a hydroxide of an alkali metal or an alkaline earth metal selected from the group consisting of lithium, sodium, calcium, and strontium, or a hydrate thereof.

Process for producing 1-triazole-2-butanol derivatives

Compounds of structural Formula (I) where A is a lipophilic group including an aliphatic bridging group, B is a lipophilic group, D is a group having at least one amino or substituted amino group and R is hydrogen, alkyl or cycloalkyl, and pharmaceutically acceptable salts and individual isomers thereof, which have growth hormone releasing activity in humans or animals 

Amide derivatives

N-acylated lipophilic amino acid derivatives

Disclosed are the novel compounds as growth hormone secretagogues represented by structural Formula (I), wherein Ris, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted aryl, or substituted or unsubstituted amino, X is &#x2014;CO&#x2014; or &#x2014;SO&#x2014;, Y is Formula (II), wherein n is an integer from 0&#x2013;4, Ris hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, Rand Rare independently selected from hydrogen, substituted or unsubstituted alkyl, or Rand Ror Rand Rare taken together to form substituted or unsubstituted alkylene, Ris hydrogen, or substituted or unsubstituted alkyl, Ris substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, D is substituted or unsubstituted amino, substituted or unsubstituted alkoxy, or substituted or unsubstituted alkylthio, * represents an asymmetric center, and pharmaceutically acceptable salts and individual isomers thereof, which have growth hormone releasing activity in humans or animals.

Amide derivatives as growth hormone secretagogues

Compounds of structural Formula (I) where A is a lipophilic group including an aliphatic bridging group, B is a lipophilic group, D is a group having at least one amino or substituted amino group and R is hydrogen, alkyl or cycloalkyl, and pharmaceutically acceptable salts and individual isomers thereof, which have growth hormone releasing activity in humans or animals

An acetamide derivative having the general formula (I): ##STR1## or a pharmacologically acceptable salt thereof; a synthetic intermediate of the above-mentioned acetamide derivative; a treating agent for peptic ulcer and for gastritis which comprises the above-mentioned compound having the general formula (I) as an effective ingredient, and a process for treating peptic ulcer and gastritis using the above-mentioned compound having the general formula (I), are disclosed.

Aminoethanethiol derivative

Acetamide derivative

A compound of the formula (I): ##STR1## or a pharmaceutically acceptable salt thereof, wherein: R.sup.1 is a hydrogen atom, a substituted or unsubstituted C.sub.1-6 alkyl group, a C.sub.2-6 alkenyl group, a C.sub.2-6 alkynyl group or a R.sup.7 --CO-- group (wherein R.sup.7 is a C.sub.1-6 alkyl group, a phenyl group, a C.sub.2-6 alkenyl group which may be substituted by a phenyl group, or a C.sub.1-6 alkoxy group);

Benzopyran compounds, processes for their production and pharmaceutical

A pyridylketoxime ether compound of the formula: ##STR1## wherein Ar is a phenyl, naphthyl, or heterocyclic group unsubstituted or substituted by a C.sub.1 -C.sub.8 alkyl group, a C.sub.1 -C.sub.8 alkylamino group, a C.sub.1 -C.sub.8 alkoxy group, a C.sub.1 -C.sub.8 alkoxycarbonyl group, a trifluoromethyl group, a nitro group or a halogen atom, X is a --(CH.sub.2).sub.m -- group wherein m is an integer of from 1 to 5, a --(CH.sub.2).sub.m --Y-- group wherein Y is an oxygen or sulfur atom and m is as defined above, or a --CH.sub.2 --(CH.dbd.CH).sub.n -- group wherein n is an integer of 1 or 2, and R is a phenyl, naphthyl, C.sub.3 -C.sub.8 cycloalkyl or heterocyclic group unsubstituted or substituted by a C.sub.1 -C.sub.8 alkyl group, a C.sub.1 -C.sub.8 alkylamino group, a C.sub.1 -C.sub.8 alkoxy group, a C.sub.1 -C.sub.8 akloxycarbonyl group, a trifluoromethyl group, a nitro group or a halogen atom, or a salt thereof.

Pyridylketoxime ether compound and pharmaceutical composition containing

A cephalosporin compound having the formula: ##STR1## wherein R.sub.1 is a hydrogen atom, a halogen atom, a methoxy group, a substituted or unsubstituted vinyl group, or --CH.sub.2 --A wherein A is a hydrogen atom, an azido group, an acyloxy group, a carbamoyloxy group, a substituted or unsubstituted heterocyclic group (wherein the hetrocyclic ring is a 5- or 6-membered heterocyclic ring having from 1 to 4 oxygen, nitrogen or sulfur atoms), or a substituted or unsubstituted heterocyclic thio group (wherein the heterocyclic ring is a monocyclic or bicyclic heterocyclic ring having from 1 to 5 oxygen, nitrogen or sulfur atoms), or a pharmaceutically acceptable salt thereof.

Cephalosporin compounds, processes for their preparation and

A cephalosporin compound having the formula: ##STR1## wherein R.sub.1 is a hydrogen atom, a halogen atom, a methoxy group, a substituted or unsubstituted vinyl group, or --CH.sub.2 --A wherein A is a hydrogen atom, an azido group, an acyloxy group, a carbamoyloxy group, a subsituted or unsubstituted heterocyclic group (wherein the hetrocyclic ring is a 5- or 6-membered heterocyclic ring having from 1 to 4 oxygen, nitrogen or sulfur atoms), or a substituted or unsubstituted heterocyclic thio group (wherein the heterocyclic ring is a monocyclic or bicyclic heterocyclic ring having from 1 to 5 oxygen, nitrogen or sulfur atoms), or a pharmaceutically acceptable salt thereof.

Cephalosporin compounds, and antibacterial agents

Growing community of inventors

Kyoto, Japan

Nobuo Ishiyama