Shionogi Company Limited

Teikoku Hormone Mfg. Co., Ltd.

Shigeru Matsutani

Kentaro Hirai

Teruyuki Ishiba

Itsuo Makino

Tadashi Yoshida

Masami Doteuchi

Koichi Otani

Toshio Fujishita

Yoshimi Kawamura

Ryuji Sakazaki

Susumu Kamata

Koichi Matsumoto

Bunji Kageyama

Shigeo Yagi

Toshiyuki Kamigauchi

Yasuhiko Fujii

Yukio Mizushima

Kazushige Tanaka

Mitsuaki Ohtani

Jun'ichi Shoji

Hitoshi Arita

Kazuhiro Shirahase

Yasunobu Ishihara

Keizo Inoue

Masami Doeteuchi

Novel antibiotic stalobacins H-1 and I-1 having physico-chemical properties as shown in Table 4 are provided, which are excellent antibiotics showing marked effects on Gram-positive bacteria.

Antibiotic stalobacins

The present invention relates to the new thielocin derivatives, which exhibit phospholipase A.sub.2 inhibitory activity of the formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, and R.sup.8 are independently hydrogen, lower alkyl, lower alkoxy, hydroxy, or halogen;

Phospholipase A.sub.2 inhibitor

The present invention relates to the compounds of the formula: ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, and R.sup.8 are independently hydrogen, lower alkyl which is optionally substituted, lower alkoxy which is optionally substituted, hydroxy, acyloxy, or halogen; R.sup.9 is hydrogen, hydroxy, acyloxy, lower alkyl which is optionally substituted, lower alkoxy which is optionally substituted, or lower alkylamino which is optionally substituted; E.sup.1 is hydrogen, or an ester residue; m is an integer of from 1 to 4; or a pharmaceutically acceptable salt thereof. The compounds of the present invention exhibit phospholipase A.sub.2 inhibitory activity, and can be used in treating inflammatory conditions.

Substituted benzoate derivatives

Novel antibiotic stalobacins A to I having physico-chemical properties as shown in Tables 1 to 4 are provided, which are excellent antibiotics showing marked effects on Gram-positive bacteria.

A compound of the formula: ##STR1## wherein the wave line means .alpha.-bond or .beta.-bond, which compound is useful as a phospholipase A.sub.2 inhibitor. Process for the production of the compound, pharmaceutical composition containing the compound, and a cell culture of a microorganism Thielavia terricola RF-143 producing the compound are also provided.

Phospholipase A2 inhibitor

Novel heterocyclic compounds of the formula: ##STR1## or pharmaceutically acceptable acid addition salts thereof having a more potent and longer lasting cytoprotective anti-ulcer action than known analogues, useful in the treatment or prophylaxis of gastric ulcer at an oral dose of 10-500 mg, preferably 20 mg-100 mg per day to an adult, are provided through several routes.

Heterocyclic compounds and antiulcer agents

9-(Substituted thio)-4H-pyrido[1,2-a]pyrimidin-4-one derivatives of the formula: ##STR1## wherein n is 0 or 1, R is --COR.sup.1, --CONR.sup.4 R.sup.5 or --CH.sub.2 R.sup.6, R.sup.1 is C.sub.1 -C.sub.5 alkyl, C.sub.3 -C.sub.7 cycloalkyl, allythio, styryl, phenoxymethyl, thienylmethyl, C.sub.6 -C.sub.10 aryl optionally substituted, benzyl optionally substituted or 5- or 6-membered heterocyclic group optionally substituted, R.sup.2 and R.sup.3 each is hydrogen, C.sub.1 -C.sub.5 alkyl, carboxy, C.sub.2 -C.sub.5 alkoxycarbonyl or benzyloxycarbonyl optionally substituted, R.sup.4 and R.sup.5 each is hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.3 -C.sub.7 cycloalkyl or phenyl optionally substituted, and R.sup.8 is pyridyl or phenyl optionally substituted) being useful as antiulcer agents are provided through several routes.

9-(Substituted thio)-4H-pyrido[1,2,-A]pyrimidin-4-one derivatives

An aminoalkylbenzene derivative of the formula: ##STR1## [wherein A is oxygen or sulfur;

Aminoalkylbenzene derivatives

Substituted aminoalkylbenzene type lower acylamides

4,1-Benzoxazepines of the following formula are novel central nervous system: ##STR1## wherein R is hydrogen or C.sub.1 to C.sub.5 alkyl;

Triazolo-4,1-benzoxazepines having CNS activity

4,1-Benzoxazepines of the following formula are central nervous system drugs: ##STR1## wherein R is hydrogen or C.sub.1 to C.sub.5 alkyl; X is hydrogen, halogen, or nitro; Y is phenyl, 2-halophenyl, 4-halophenyl, 2-trifluoromethylphenyl, or pyridyl; and ##STR2## is a group of the formula: ##STR3## (wherein Q is oxygen, sulfur, or hydrazono, with a proviso that, when Y is phenyl or 2-halophenyl and R is hydrogen, Q is neither oxygen nor sulfur;

4,1-Benzoxazepines and compositions

4,1-Benzoxazepines and thia analogs thereof of the formula: ##STR1## (wherein --A--B-- is the following group: ##STR2## (wherein R.sup.1 is hydrogen, C.sub.1 to C.sub.3 alkyl, or C.sub.7 to C.sub.9 aralkyl;

4,1-Benzoxazepines and thia analogs thereof

A compound of the formula: ##STR1## [wherein R is dimethylamino or 1-pyrrolidinyl;

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Sakai, Japan

Shigeru Matsutani