公开(公告)号：JPH0377861A

公开(公告)日：1991-04-03

申请号：JP21244089

申请日：1989-08-18

Applicant: CENTRAL GLASS CO LTD ,  KUMIAI CHEMICAL INDUSTRY CO

Inventor： MORI KAORU ,  KOMATA TAKEO ,  TAMAI RYOICHI ,  MURAKAMI KAZUKO ,  TADA OSAMU ,  KOYASU HIDEO ,  MATSUBUCHI SADAYUKI ,  FUJISAWA TOYOICHI

IPC: C07D333/34 ,  A01N41/06 ,  A01N43/10 ,  A01N43/40 ,  C07C311/03 ,  C07C311/16 ,  C07C311/29 ,  C07C311/39 ,  C07D213/71

Abstract: NEW MATERIAL:A compound shown by the formula R-SO2-NHCH2CH2F (R is 1-4C alkyl, haloalkyl, cycloalkyl, naphthyl, benzyl, thienyl, etc.). EXAMPLE:N(2-Fluoroethyl)benzenesulfonamide. USE:An insecticide and acaricide showing excellent insecticidal activity against insects pests such as leafhoppers, insects of the family Deltocephalidae and acarids harmful in terms of agriculture and horticulture and having permeating insecticidal activity. Also effective for controlling insect pests such as stinkbug, common cutworm, housefly, common gnat, German cockroach, etc. PREPARATION:A sulfonyl chloride derivative shown by the formula R-SO2-Cl is reacted with monofluoroethylamine in an aqueous solvent or non-aqueous solvent (e.g. methylene chloride) in the presence of a base (e.g. triethylamine) under cooling with ice to 50 deg.C to give a fluorine-containing sulfonamide derivative.

公开(公告)号：JPH01197488A

公开(公告)日：1989-08-09

申请号：JP2254388

申请日：1988-02-02

Applicant: KUMIAI CHEMICAL INDUSTRY CO

Inventor： KATO HIDEKI ,  KOBAYASHI REISUKE ,  SHIMAZU HOTOKU ,  SUZUKI AKINORI ,  ISOGAI AKIRA ,  TADA OSAMU

IPC: C12P17/18 ,  A01N43/90 ,  A61K31/365 ,  A61P33/10 ,  C07D493/22 ,  C12R1/465

Abstract: NEW MATERIAL:A compound, expressed by the formula and having the following physico-chemical properties. Color of substance; colorless. Elementary analysis (%); C, 69.38; H, 8.13; O, 22.50. Molecular formula; C37H52O9. Molecular weight; 640 [fast atom bombardment mass spectrometry (FABMS)]. Color reaction; positive to iodine, sulfuric acid reactions, etc., on silica gel thin layers and negative to ninhydrin, anisaldehyde and ferric chloride reactions. Solubility; insoluble in water and soluble in methanol, acetone, ethyl acetate, chloroform and hexane. Neutral, etc. USE:An insecticide, acaricide and anthelmintic agent. PREPARATION:A microorganism [e.g., Streptomyces.hygroscopicus KSB-1939 (FERM BP-1901)], belonging to the genus Streptomyces and capable of producing KSB-1939S5 compound is cultivated at 26-30 deg.C for 5-10 days, preferably by a submerged tank culture method.

公开(公告)号：JPS6212704A

公开(公告)日：1987-01-21

申请号：JP14994985

申请日：1985-07-10

Applicant: KUMIAI CHEMICAL INDUSTRY CO ,  CHUGAI PHARMACEUTICAL CO LTD

Inventor： TADA OSAMU ,  MATSUBUCHI SADAYUKI ,  FUJISAWA TOYOICHI

IPC: A01N47/12 ,  A01N43/46

Abstract: PURPOSE:An acaricide capable of controlling Tetranychidae from nits to imagoes, having proper residual activity, obtained by combining a macrotetrolide antibiotic with S-(4-phenoxybutyl)-N,N-dimethylthiocarbamate. CONSTITUTION:An acaricide comprising a blend obtained by combining one or more macrotetrolide antibiotics (e.g., nonactin, monactin, etc.,) shown by the formula (R1-R4 are lower alkyl) with S-(4-phenoxybutyl)-N,N- dimethylthiocarbamate in a ratio of preferably 1:0.1-10(pt.wt.), as an active ingredient. EFFECT:The acaricide has small possibility of development of resistance because of a few controlling times, can effectively control Tetranychidae in a wide range, further synergistically exhibit the effects, provides useful crops with no phytotoxicity and is safe for men and domestic animals.

公开(公告)号：JPS6025964A

公开(公告)日：1985-02-08

申请号：JP13236883

申请日：1983-07-20

Applicant: KUMIAI CHEMICAL INDUSTRY CO

Inventor： YOSHIKAWA HIROMICHI ,  TADA OSAMU ,  SHIMAZAKI ISAO

IPC: A01N47/34 ,  C07C67/00 ,  C07C325/00 ,  C07C335/26

Abstract: NEW MATERIAL:1-(2-Chlorobenzoyl)-3-(3,5-dichlorophenyl)thiourea of formula I . USE:An insecticide having extremely high insecticidal activity against diamond blackmoth, night crawler, etc. PREPARATION:The compound of formula I can be prepared in high yield, by reacting 2-chlorobenzoyl isothiocyanate of formula II with 3,5-dichloroaniline of formula III in the presence of a solvent such as benzene at 0-150 deg.C for 10min- 5hr.

公开(公告)号：JPS604161A

公开(公告)日：1985-01-10

申请号：JP11059083

申请日：1983-06-20

Applicant: KUMIAI CHEMICAL INDUSTRY CO ,  IHARA CHEMICAL IND CO

Inventor： TADA OSAMU ,  SUGAYA MASASHI ,  NOMURA YASUO ,  INOUE TADAHIKO ,  HORII TETSUO ,  TAKETOU NOBUO ,  SHIMAZAKI ISAO

IPC: A01N47/34 ,  C07C67/00 ,  C07C239/00 ,  C07C275/54

Abstract: NEW MATERIAL:The compound of formula I (X is halogen; R is 4-5C alkenyl). EXAMPLE:N-[4-(2-Butenyloxy)-3,5-dichlorophenyl]-N'-(2-chlorobenzoyl)-u rea. USE:Insecticide. It exhibits excellent insecticidal activity at a low dose to the egg and young larva, and is free from environmental pollution. Useful for the control of rice stem borer, tobacco cutworm, tea tortrix, peach fruit moth, etc. PREPARATION:The compound of formula I is prepared by reacting the benzoylisocyanate derivative of formula II with the aniline derivative of formula IIIin a solvent such as benzene, chloroform, ether, etc. at 0-150 deg.C for 10min-5hr.

公开(公告)号：JPS57136591A

公开(公告)日：1982-08-23

申请号：JP2208181

申请日：1981-02-17

Applicant: KUMIAI CHEMICAL INDUSTRY CO

Inventor： HIRANO TADAMI ,  OGAWA ATSUKI ,  TADA OSAMU ,  HORII TETSUO ,  TAKAYAMA SHIYUUICHI ,  CHIYOMARU ISAO

IPC: A01N57/14 ,  C07F9/18

Abstract: NEW MATERIAL:The derivative of formulaI(R is methyl or ethyl; R' is n-propyl or sec-butyl; X is O or S). EXAMPLE:O-Methyl O-(4-methylthio-2-trifluoromethylphenyl) S-propyl phosphorodithiolate of formula II. USE:An insecticidal, miticidal, nematocidal and fungicidal agent having broad and strong pesticidal spectrum. PROCESS:The exemplified compound can be prepared, e.g. by stirring the compound of formula III (Y is halogen) (e.g. O-methyl S-propyl phosphorochloride dithiolate) and the compound of formula IV (e.g. 4-methylthio-2-trifluoromethylphenol) in the presence of an acid acceptor such as potassium carbonate and a solvent such as methyl ethyl ketone, under refluxing.

公开(公告)号：JPS56104892A

公开(公告)日：1981-08-20

申请号：JP852680

申请日：1980-01-28

Applicant: KUMIAI CHEMICAL INDUSTRY CO

Inventor： CHIYOMARU ISAO ,  HORII TETSUO ,  SUGIYAMA HIDETOSHI ,  TAKAYAMA SHIYUUICHI ,  HIRANO TADAMI ,  TADA OSAMU

IPC: A01N57/14 ,  C07F9/18

Abstract: NEW MATERIAL:The titled compound shown by the formula I (R and R' are lower alkyl; X is H, Cl, methyl or trifluoromethyl). EXAMPLE:O-Ethylo-[4-(phenylcarbamoylamino)phenyl]-S-normalpropylphosph orothioate. USE:An insecticide, acaricide, and nematocide. Having improved controlling activity against noxious insects, acarides, nematodes, and sanitary noxious insets damaging farm products. PROCESS:An O-alkyl S-alkylthiole phosphoric halide is reacted with a 3-substituted phenylureidophenol shown by the formula II in the presence of a base (e.g., caustic soda, triethylamine, etc.) in a solvent, e.g., benzene, toluene, etc. at -5-100 deg.C for 1-6hr to give a compound shown by the formula I.

公开(公告)号：JPS55153794A

公开(公告)日：1980-11-29

申请号：JP6034279

申请日：1979-05-18

Applicant: KUMIAI CHEMICAL INDUSTRY CO

Inventor： FUJIMORI KUNIHIKO ,  NITSUTA KOYATA ,  SUGIYAMA HIDETOSHI ,  CHIYOMARU ISAO ,  HIRANO TADAMI ,  TADA OSAMU

IPC: A01N57/14 ,  C07F9/18

Abstract: NEW MATERIAL:An organic phosphoric ester derivative of formula I (R and R' are alkyl groups). EXAMPLE:O-Methyl S-n-propyl 0-4-( 4-trifluoromethylphenoxy )phenylthiophosphate. USE:A germicide, insecticide, and acaricide having a control effect on injurious insects, acarids, sanitary harmful insects and blast of rice plants. PROCESS:As shown by the reaction formula (X is halogen), an O-alkyl S-alkyl phosphorohalidothioate is reacted with trifluoromethylphenoxy-phenol in the presence of an acid acceptor, e.g. a tertiary amine such as a trialkylamine, or an inorganic base such as an alkali metal hydride, in a solvent, e.g. dietylyl ether or benzene, to give the compound of formula I. The reaction temperature is -10- 50 deg.C for the tertiary amine, and -10-150 deg.C for the base.

公开(公告)号：JPH0368550A

公开(公告)日：1991-03-25

申请号：JP20627689

申请日：1989-08-09

Applicant: CENTRAL GLASS CO LTD ,  KUMIAI CHEMICAL INDUSTRY CO

Inventor： MORI KAORU ,  KOMATA TAKEO ,  TAMAI RYOICHI ,  MURAKAMI KAZUKO ,  TADA OSAMU ,  KOYASU HIDEO ,  MATSUBUCHI SADAYUKI ,  FUJISAWA TOYOICHI

IPC: C07D213/36 ,  A01N41/06 ,  A01N43/08 ,  A01N43/10 ,  A01N43/40 ,  C07C311/03 ,  C07C311/09 ,  C07C311/16 ,  C07C311/29 ,  C07C311/48 ,  C07C311/51 ,  C07C311/53 ,  C07C311/55 ,  C07C311/58 ,  C07D213/58 ,  C07D213/82

Abstract: NEW MATERIAL:A compound expressed by formula I [R is 1-4C alkyl, haloalkyl, thienyl or formula II (X is H, halogen, 1-4C alkyl, alkoxy, nitro, etc.; m is 1 or 2); R is 1-4C alkyl, alkynyl, haloalkyl, benzyloxy, etc.]. EXAMPLE:N-(2-Fluoroethyl)-N-benzoyl-3-toluenesulfonamide. USE:An insecticide and acaricide, capable of exhibiting excellent insecticidal activity and further systemic insecticidal activity especially against aphid, Plutella maculipennis Curtis, leaf-hopper, tetranychid, etc. PREPARATION:A sulfonyl chloride derivative expressed by the formula R -SO2Cl is reacted with a monofluoroethylamine hydrochloride to provide an N- monofluoroethylsulfonamide derivative expressed by formula III, which is then reacted with an alkyl halide or acyl halide to afford the compound expressed by formula I.

公开(公告)号：JPH02121994A

公开(公告)日：1990-05-09

申请号：JP27396188

申请日：1988-10-29

Applicant: KUMIAI CHEMICAL INDUSTRY CO

Inventor： KATO HIDEKI ,  KOBAYASHI MINESUKE ,  SHIMAZU HOTOKU ,  SUZUKI AKINORI ,  ISOGAI AKIRA ,  TADA OSAMU

IPC: C12P17/18 ,  A01N43/90 ,  C07D493/22 ,  C12R1/465

Abstract: NEW MATERIAL:A KSB-1939L3 compound expressed by the formula (R represents 2-methylpropanoyl or butanoyl). The KSB-1939L3alpha in which R is 2-methylpropanoyl possesses the following physicochemical properties. Color; colorless. Elementary analysis (%); C, 68.41; H, 8.14; O, 23.45. Molecular formula; C35H50O9. Molecular weight; 614(FDMS). Color reaction on the silica gel thin layer; iodo reaction +, sulfric acid reaction +, ninhydrin reaction -, anisaldehyde reaction -, ferric chloride reaction -, 2,4-dinitrophenylhydrazine reaction +. Solubility; insoluble in water, soluble in methanol, acetone, ethyl acetate, chloroform and hexane; neutral, etc. USE:An insecticide, miticide or vermicide. PREPARATION:A KSB-1939L3 compound-producing bacterium belonging to Genus Streptomyces [example; Streptomyces hygroscopicus KSB-1939 (FERM BP-1901)] is cultured preferably with submerged tank culture method at 26-30 deg.C for 5-10 days.