Ishihara Sangyo Kaisha, Ltd.

Nissho Corporation

Hiroshi Okada

Toru Koyanagi

Takahiro Haga

Hideo Sugi

Nobutoshi Yamada

Tadaaki Toki

Osamu Imai

Kiyomitsu Yoshida

Takashi Matsumoto

Masayuki Morita

Itaru Shigehara

Tetsuo Yoneda

Hirohiko Kimura

Takao Awazu

Kenji Kon

Shinji Odawara

Masato Omatsu

Takahito Wakabayashi

Masamitsu Matsumoto

Hitoshi Nakayama

Chiharu Kagimoto

Rie Higuchi

Taki Takenami

A method for making an outer cannula of an intravenous cannula. An insert pin (3) is inserted into an outer cannula (1) having a hub (12) and a tube (11) made of a shape memory polyurethane resin and having an untreated distal end portion, until a tip end of the insert pin (3) reaches a position retracted from a distal end of the tube (11). While holding the position of the insert pin (3), the tube (11) with the insert pin (3) is forced into a cavity in a mold (4) heated to a temperature of 120.degree. C. to 180.degree. C. until the insertion of the tube into the cavity is obstructed. Subsequently, the insert pin (3) is moved within the tube (11) toward the extremity of the tube until the tip end of insert pin (3) reaches a first predetermined position in the mold (4). After maintaining the tube at the mold temperature until the tube is softened, the insert pin is further moved within the tube toward the extremity thereof and held in position for a certain period of time. The mold (4) is then cooled for a certain period of time. Then, the tube (11) is removed from the mold (4) together with insert pin (3), and subsequently the insert pin (3) is removed from the tube (11). Finally, the distal end portion of the tube (11) is cut to a desired length.

Method of making an outer cannula for an intravenous cannula and a

Pyridazinone derivatives or their salts, processes for their production,

A method for producing a substituted pyridine derivative of the formula (II): ##STR1## wherein each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 is a hydrogen atom, a halogen atom or an alkyl group, and m is an integer of from 1 to 3, which comprises reducing a substituted trichloromethylpyridine derivative of the formula (I): ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as defined above, with use of acetic acid, hydrochloric acid or sulfuric acid, as a proton donor, and zinc, tin or a mixture thereof, as a reducing agent.

Method for producing substituted pyridine derivatives

The present invention provides a substituted benzoylurea derivative having the formula (I), ##STR1## (wherein Q is a --R.sub.1 N(Z.sub.2)Z.sub.3 group or a --R.sub.2 N(Z.sub.4)COR.sub.1 N(Z.sub.2)Z.sub.3 group, R.sub.1 and R.sub.2 are respectively an alkanediyl group which may be substituted with a lower alkylthio group or a phenyl group, Z.sub.1, Z.sub.2, Z.sub.3 and Z.sub.4 are respectively a hydrogen atom or a lower alkyl group, R.sub.1 and Z.sub.2 may be bonded with each other to form a heterocyclic ring with an adjacent nitrogen atom, X is a halogen atom, a lower alkyl group or a CF.sub.3 group, and Y is a halogen atom) or its salt, effective as an antitumor agent; a method for producing the same; an antitumor composition containing the same; and an intermediate product for producing the same.

Substituted benzoylurea derivatives or their salts

The present invention relates to an amide compound and its salt, process for its production and a pesticidal composition containing it. The amide compound of the formula (I) or its salt: ##STR1## wherein the radicals are defined in the claims.

Amide compounds and their salts and pesticidal compositions containing

A substituted benzoylurea compound of the formula (I): ##STR1## wherein R.sup.1 is a hydrogen atom, a halogen atom or a nitro group, each of R.sup.2 and R.sup.3 is a hydrogen atom, an alkyl group, --COR.sup.6 (wherein R.sup.6 is an alkyl group or an alkoxy group) or --SO.sub.2 R.sup.6 (wherein R.sup.6 is as defined above), or R.sup.2 and R.sup.3 may form together with the adjacent nitrogen atom a heterocyclic ring, R.sup.4 is a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted alkylthio group or a nitro group, and R.sup.5 is a halogen atom, a nitro group or a substituted or unsubstituted alkyl group, or its salt.

Substituted benzoylurea compounds or their salts, processes for their

A substituted benzene derivative represented by a formula: ##STR1## where A represents: ##STR2## wherein X is a hydrogen atom, a halogen atom or a nitro group, R.sup.1 is --X.sup.1 Z.sup.1 (X.sup.1 is an oxygen atom or a sulfur atom and Z.sup.1 is a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group), --COZ.sup.1 group (Z.sup.1 is as defined above), ##STR3## group (Z.sup.1 is as defined above, Z.sup.2 is --CO.sub.2 Z.sup.3 wherein Z.sup.3 is the same as Z.sup.1, or --SO.sub.2 Z.sup.3 wherein Z.sup.3 is as defined above and n is 0 or 1), ##STR4## (Z.sup.1 and Z.sup.3 are as defined above) or ##STR5## (X.sup.2, X.sup.3 and X.sup.4 are, respectively, an oxygen atom or a sulfur atom and Z.sup.4 and Z.sup.5 are the same as Z.sup.1), and R.sup.3 is a nitro group or ##STR6## (R.sup.4 and R.sup.5 are, respectively, an alkyl group, or they may form a heterocyclic group together with the adjacent nitrogen atom), or ##STR7## wherein X and R.sup.3 are as defined above and R.sup.2 is --X.sup.1 Z.sup.1 (X.sup.1 and Z.sup.1 are as defined above); Y is a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted alkylthio group, a nitro group or ##STR8## (R.sup.6 and R.sup.7 are, respectively, a substituted or unsubstituted alkyl group); R is ##STR9## (R.sup.8 is the same as Y and q is an integer of 1 to 4), ##STR10## (R.sup.8 is as defined above, and r is an integer of 1 to 3) or ##STR11## (R.sup.8 and r are defined above); and m is an integer, of 1 to 4, or its salt.

Substituted benzene derivatives, processes for their production and

An N-benzoyl urea compound having the formula: ##STR1## wherein X is a hydrogen atom, a halogen atom or a nitro group, n is an integer of from 1 to 3, and Q is ##STR2## wherein Y.sub.1 is an unsubstituted or substituted alkyl group, or an alkoxy or alkoxycarbonyl group with its alkyl moiety unsubstituted or substituted, Y.sub.2 is a hydrogen atom, a halogen atom, a nitro group, an unsubstituted or substituted alkyl group, or an alkoxy or alkoxycarbonyl group with its alkyl moiety unsubstituted or substituted, Z is a hydrogen atom, a halogen atom, a trifluoromethyl group or a nitro group, and each of A and B is .dbd.CH-- or a nitrogen atom, provided that one of A and B is .dbd.CH-- and the other is a nitrogen atom, with the provisos (1) that when Q is ##STR3## where when X is a hydrogen atom and Y.sub.1 is an alkyl group, Z is not a hydrogen atom, a halogen atom nor a trifluoromethyl group, and (2) that when Q is ##STR4## wherein A is a nitrogen atom and Y.sub.1 is a trifluoromethyl group, Y.sub.2 is other than a hydrogen atom.

N-benzoyl urea compounds, antitumorous compositions containing them

An N-benzoyl-N'-pyridazinyloxyphenyl urea compound having the formula: ##STR1## wherein each of X.sub.1 and X.sub.2 is a hydrogen atom, a halogen atom or a nitro group, Y is a hydrogen atom, a halogen atom or a methyl group which may be substituted by fluorine, and Z is a hydrogen atom, a halogen atom or a trifluoromethyl group, provided that when X.sub.1 is a hydrogen atom and X.sub.2 is a hydrogen atom or a halogen atom, Y is a methyl group which may be substituted by fluorine and/or Z is a hydrogen atom or a trifluoromethyl group. The compound is useful as an active ingredient for an antitumorous composition.

N-benzoyl-N'-pyridazinyloxyphenyl urea compounds, and antitumorous

An organophosphorus compound having the formula: ##STR1## wherein X is ##STR2## Z is an oxygen atom or a sulfur atom, and each of R.sub.1 and R.sub.2 is an alkyl group which may be substituted by halogen, alkoxy or alkylthio. The compound is useful as an insecticide, miticide, nematicide or soil pesticide.

Organophosphorus, compounds and insecticidal, miticidal, nematicidal or

An N-benzoyl-N'-(3-nitrophenyl) urea compound having the formula ##STR1## wherein each of X.sub.1 and X.sub.2 is a hydrogen atom, a halogen atom, a trifluoromethyl group or a nitro group, and Y is ##STR2## (wherein R is a hydrogen atom, a halogen atom or a tirfluoromethyl group), provided that when Y is ##STR3## X.sub.1 and/or X.sub.2 is a nitro group. The compound is useful as an active ingredient of an antitumorous composition.

N-benzoyl-N'-(3-nitrophenyl) urea compounds, and antitumorous

N-benzoyl-N'-pyrimidinyloxyphenyl urea compounds having the formula: ##STR1## wherein X represents a hydrogen atom, a halogen atom, a nitro group or a trifluoromethyl group and Z represents a hydrogen atom or a halogen atom, are useful as active ingredients of antitumorous compositions.

N-benzoyl-N'-pyrimidinyloxyphenyl urea compounds, and antitumorous

An organophosphorus compound having the formula: ##STR1## wherein each of X.sub.1, X.sub.2 and X.sub.3 is a hydrogen atom; an alkyl, alkoxy or alkenyl group which may be substituted by halogen, alkoxy, alkylthio, cycloalkyl or phenyl; a phenyl group which may be substituted by halogen; or a cycloalkyl group, each of Y.sub.1, Y.sub.2 and Y.sub.3 is an oxygen atom or a sulfur atom, Z is a carbonyl group; or a methylene group which may be substituted by a cycloalkyl group, by a phenyl group which may be substituted by halogen, or by an alkyl, alkoxy or alkenyl group which may be substituted by halogen, alkoxy alkylthio, cycloalkyl or phenyl, and each of R.sub.1 and R.sub.2 is an alkyl group which may be substituted by halogen, alkoxy or alkylthio.

Organophosphorus compounds and insecticidal, miticidal, nematicidal or

An organophosphorus compound represented by the general formula: ##STR1## where each of X.sub.1 and X.sub.3 is a hydrogen atom; an alkyl or alkoxy group which may be substituted by halogen, alkoxy, alkylthio, phenoxy, halogenated phenoxy, phenylthio or halogenated phenylthio; a carboxyl group; an alkoxycarbonyl group; or a phenyl group which may be substituted by halogen, each of X.sub.2 and X.sub.4 is a hydrogen atom or an alkyl group, provided that X.sub.2 and X.sub.3 may together form an alkylene group, each of Y.sub.1, Y.sub.2 and Z is an oxygen atom or a sulfur atom, and each of R.sub.1 and R.sub.2 is an alkyl group.

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Kusatsu, Japan

Hiroshi Okada