公开(公告)号：JPH02215776A

公开(公告)日：1990-08-28

申请号：JP3508089

申请日：1989-02-16

Applicant: TOSOH CORP

Inventor： TOKUNAGA TAKUMI ,  KAGAWA TAKUMI ,  WATANABE HIROYUKI ,  TSUZUKI KENJI

IPC: C07D307/12

Abstract: NEW MATERIAL:An optically active (2S)-tetrahydrofurfuryl 2-hydroxypropionate expressed by formula I. USE:Producing intermediate of physics or agricultural chemicals, etc. PREPARATION:A L-lactic acid expressed by formula II is dehydrated in the presence of acid catalyst and solvent under the condition of refluxing of the solvent and reacted with tetrahydrofurfuryl alcohol to afford the compound expressed by formula I.

公开(公告)号：JPH01175961A

公开(公告)日：1989-07-12

申请号：JP33645287

申请日：1987-12-31

Applicant: TOSOH CORP ,  AGRO KANESHO CO LTD

Inventor： TOKUNAGA TAKUMI ,  WATANABE HIROYUKI ,  TSUZUKI KENJI ,  SOMEYA SHINZO ,  KOURA SEIGO

IPC: C07C231/10 ,  A01N37/30 ,  C07C67/00 ,  C07C231/00 ,  C07C231/02 ,  C07C235/82

Abstract: NEW MATERIAL:A compound shown by formula I (R and R are lower alkyl, lower alkenyl or lower alkynyl with the proviso that R and R are not simultaneously lower alkyl). EXAMPLE:5'-Allyloxy-4'-chloro-2'-fluoro-1,2,3,4,5,6-hexahydropht-halan ilide acid ethyl ester. USE:An extremely safely usable herbicide having activity against various weeds and selectivity to rice plant, wheat, maize, soybean, etc. PREPARATION:An acid halide shown by formula II (X is halogen) is reacted with an aniline shown by formula III in the presence of a base (e.g. triethylamine or pyridine) to give a compound shown by formula I.

公开(公告)号：JP2000026456A

公开(公告)日：2000-01-25

申请号：JP19389798

申请日：1998-07-09

Applicant: TOSOH CORP ,  YOSHITOMI PHARMACEUTICAL

Inventor： YAMAMOTO TAKASHI ,  TOKUNAGA TAKUMI ,  ITO HIROYUKI ,  KONO KAZUHISA ,  HANAZAKI YASUAKI ,  KATSUURA KIMIO ,  SHINSAN HIROSHI ,  EGI YASUHARU ,  ISHIDA NAOMICHI ,  INOUE YOSHIHISA ,  YAMAUCHI KENJI

IPC: C07D333/36 ,  A61K31/38 ,  A61K31/381 ,  A61P3/06 ,  A61P9/10 ,  A61P43/00 ,  C07F7/10

Abstract: PROBLEM TO BE SOLVED: To obtain a new benzylamine derivative having a high safety and an excellent inhibitory activity toward a squalene epoxybase, and useful for the prevention and treatment of hypercholesterolemia, etc. SOLUTION: This new benzylamine derivative is a compound of formula I [R1 is a (substituted) phenyl or a heterocyclic ring; L1 to L4 are each O, S, NR8 (R8 is H or a lower alkyl) or the like; R2 is H or a (halogen substituted) lower alkyl; R3 to R6 are each H or a halogen; R3 with R5, and R4 with R6 form single bonds; R7 is H, a halogen, a lower alkyl, a lower alkenyl or the like], e.g. (E)-N-ethyl-N-(6,6-dimethyl-2-hepten-4-ynyl)-3-[2-(N'-methyl-N'- thiophen-3-yl-amino)ethyl]oxy-benzylamine. Further, the compound of formula I is obtained by reacting a compound of formula II (X is an eliminable group) with an amine derivative of formula III in an inert solvent such as tetrahydrofuran, etc., in the presence of a condensation agent.

公开(公告)号：JP2000026453A

公开(公告)日：2000-01-25

申请号：JP19394598

申请日：1998-07-09

Applicant: TOSOH CORP

Inventor： YAMAMOTO TAKASHI ,  TOKUNAGA TAKUMI ,  ITO HIROYUKI ,  KONO KAZUHISA ,  HANAZAKI YASUAKI ,  KATSUURA KIMIO

IPC: C07D333/20 ,  C07D333/24

Abstract: PROBLEM TO BE SOLVED: To obtain a new 3-aminomethylthiophene derivative useful as a synthetic intermediate, etc., of a therapeutic agent of hypercholesterolemia, hyperlipidemia, arteriosclerosis, etc. SOLUTION: This new 3-aminomethylthiophene derivative is a compound of formula I [R1, R2 are each H, a halogen, hydroxy, nitro, a (halogen substituted) lower alkyl or the like; R3 is a lower alkyl; R4 to R7 are each H or a lower alkyl], e.g. N-(2-hydroxyethyl)-N-methyl-3-aminomethylthiophene. Further, the compound of formula I is obtained by reacting a thiophenecarboxyaldehyde derivative expressed by formula II with an ethanolamine derivative expressed by formula III in a solvent such as methanol in the presence of a reducing agent such as lithium aluminum hydride.

公开(公告)号：JPH0971562A

公开(公告)日：1997-03-18

申请号：JP18429196

申请日：1996-06-26

Applicant: GREEN CROSS CORP ,  TOSOH CORP

Inventor： ISHIDA NAOMICHI ,  AIDA MASAKI ,  YAMAURA YASUNARI ,  INOUE YOSHIHISA ,  NAKAMURA NORIFUMI ,  TOKUNAGA TAKUMI ,  HAGA KENICHI ,  TOKUHISA KENJI ,  KATSUURA KIMIO ,  HANAZAKI YASUAKI

IPC: C07D333/36 ,  A61K31/135 ,  A61K31/265 ,  A61K31/38 ,  A61K31/381 ,  A61K31/40 ,  A61K31/44 ,  A61K31/443 ,  A61K31/4433 ,  A61P3/06 ,  A61P9/10 ,  A61P43/00 ,  C07C333/04 ,  C07C333/08 ,  C07D207/50 ,  C07D213/64 ,  C07D333/38 ,  C07D405/12 ,  C07D409/12

Abstract: PROBLEM TO BE SOLVED: To obtain a thiocarbamic acid derivative useful as an antihypercholesterolemia agent, an antihyperlipemia agent and an agent for treating and preventing arteriosclerosis and high in safety. SOLUTION: A thiocarbamic acid derivative of formula I m is 0,1; A is a group of formula II; R , R are each H, formyl, an alkyl; R is H, an acyl, etc.; R is phenyl, a six-membered heterocyclic group; R , R are each an alkyl, an alkoxy, etc.; Z is N, CH, etc.,}, e.g. 1-(3-aminophenoxy)-2-methoxy-3-(N- methyl-N-phenylamino)propane. The compound of formula I is obtained by reacting a halogenated thioformate of the formula: AOCSX (X is a halogen) with an amine of formula III.

公开(公告)号：JPH08301841A

公开(公告)日：1996-11-19

申请号：JP13612295

申请日：1995-05-10

Applicant: GREEN CROSS CORP ,  TOSOH CORP

Inventor： ISHIDA NAOMICHI ,  AIDA MASAKI ,  YAMAURA YASUNARI ,  INOUE YOSHIHISA ,  NAKAMURA NORIFUMI ,  KATSUURA KIMIO ,  TOKUHISA KENJI ,  TOKUNAGA TAKUMI ,  HANAZAKI YASUAKI

IPC: C12N9/99 ,  A61K31/16 ,  A61K31/17 ,  A61K31/265 ,  A61K31/27 ,  A61K31/38 ,  A61K31/381 ,  A61K31/44 ,  A61K31/4418 ,  A61K31/4427 ,  A61K31/4433 ,  A61P9/00 ,  A61P9/10 ,  A61P43/00 ,  C07C271/58 ,  C07C275/28 ,  C07C327/44 ,  C07C327/48 ,  C07C329/04 ,  C07C333/04 ,  C07C333/08 ,  C07C335/16 ,  C07D213/75 ,  C07D333/18 ,  C07D401/12 ,  C07D409/12 ,  C07D413/12

Abstract: PURPOSE: To obtain a new squalene-epoxydase activity inhibitor having high safety and excellent anticholesterol action and useful for treating and preventing hypercholesterolemia, hyperlipemia and arterial sclerosis. CONSTITUTION: This squalene-epoxydase inhibitor contains a compound of formula I [Q, V and W are each O, S, etc.; Z is CH or N; (m), (n), (p) and (g) are each 0 or 1; A is a group of formula II (R to R are H, a lower alkyl, an aralkyloxy, a halogen, hydroxyl group, etc.); R to R are each H, a lower alkyl, an alkylthio, a halogen, formyl, etc.,] or its pharmaceutical permissible salt as active ingredients. For example, O-p-t-buthylphenyl=N-m- tolylthiocarbamate is obtained by dropping acetonirile solution of p-t- butylphenylchlorothio-formate to acetonitrile solution of m-toluidine and potassium carbonate under ice cooling and reacting these components.

公开(公告)号：JPH08301826A

公开(公告)日：1996-11-19

申请号：JP13612195

申请日：1995-05-10

Applicant: GREEN CROSS CORP ,  TOSOH CORP

Inventor： ISHIDA NAOMICHI ,  AIDA MASAKI ,  YAMAURA YASUNARI ,  INOUE YOSHIHISA ,  NAKAMURA NORIFUMI ,  TOKUNAGA TAKUMI ,  HANAZAKI YASUAKI ,  KATSUURA KIMIO

IPC: C12N9/99 ,  A61K31/16 ,  A61K31/17 ,  A61K31/265 ,  A61K31/27 ,  A61K31/44 ,  A61K31/4412 ,  A61K31/4418 ,  A61K31/4433 ,  A61P3/06 ,  A61P9/10 ,  A61P43/00 ,  C07C233/11 ,  C07C233/65 ,  C07C271/44 ,  C07C271/48 ,  C07C275/28 ,  C07C275/32 ,  C07C327/22 ,  C07C327/44 ,  C07C327/48 ,  C07C329/04 ,  C07C333/04 ,  C07C333/08 ,  C07C335/16 ,  C07D213/75 ,  C07D409/14

Abstract: PURPOSE: To produce a new compound, having high inhibiting activities against squalene epoxidase derived from mammals and useful for treating hypercholesterolemia, etc. CONSTITUTION: This compound is expressed by formula I [Q, V and W are each mutually independent O, S or the formula N-R (R is H, a lower alkyl, etc.), etc.; (l) and (n) are each 0 or 1; R is a lower alkyl, etc.; R is formula II (Z is the formula CH or N; R is a lower alkyl, etc.), except that R is a 1-4C alkyl, a halogen or a lower alkoxy when W an Q are each mutually independent O or S; V is the formula N-R ; (n) is 0; R is a lower alkyl, etc.; R is a lower alkyl], e.g. O-p-t-butylphenyl N-methyl-N-3- hydroxyphenylthiocarbamate. The compound of formula V is obtained by reacting a halogenoformate of formula III (W2 is O or S; X is Cl, Br, etc.) with an amine of formula IV.

公开(公告)号：JPH069567A

公开(公告)日：1994-01-18

申请号：JP19168692

申请日：1992-06-25

Applicant: TOSOH CORP

Inventor： TOKUNAGA TAKUMI ,  IDE TERUHIKO ,  WATANABE HIROYUKI ,  TSUZUKI KENJI

IPC: A01N43/42 ,  C07D221/10 ,  C07F7/10

Abstract: PURPOSE:To obtain a new tetrahydrobenzisoquinoline derivative useful as a germicide in agriculture and gardening. CONSTITUTION:The compound is expressed by formula I [R is 1-5C alkyl, 2-5C alkenyl or 2-5C alkynyl; R to R are H, 1-10C alkyl, 2-10C alkenyl, 2-10C alkynyl, formula II (R to R are H or 1-10C alkyl), etc.]. E.g. 3-(4-t- butylphenyl)-2-methyl-1,2,3,4-tetrahydrobenz[h]isoquinoline. A compound of formula I can be obtained by subjecting a lactam derivative of formula III to reduction in the presence of a hydrogenating agent and a solvent at 0-130 deg.C for a few minutes to a few days.

公开(公告)号：JPH051024A

公开(公告)日：1993-01-08

申请号：JP17333691

申请日：1991-06-19

Applicant: TOSOH CORP

Inventor： TOKUNAGA TAKUMI ,  WATANABE HIROYUKI ,  TSUZUKI KENJI

IPC: C07C303/38 ,  C07C311/64 ,  C07C335/42

Abstract: PURPOSE:To obtain a new benzenesulfonylisothiourea derivative and benzenesulfonylhydroxyguanidine derivative useful as intermediate for medicines or agricultural chemicals, especially an intermediate for germicide and herbicide. CONSTITUTION:A benzenesulfonylisothiourea derivative and a benzenesulfonylhydroxyguanidine derivative [e.g. S-methyl-4- chlorobenzenesulfonylisothiourea] expressed by formula I to formula II. The compound expressed by formula I is obtained by reacting a compound expressed by formula III (Q is halogen) with an isourea compound expressed by formula IV (R is 1-3C alkyl) and the compound expressed by formula II is obtained by reacting the compound expressed by formula I with hydroxyamine or hydrochloride thereof.

公开(公告)号：JPH02275873A

公开(公告)日：1990-11-09

申请号：JP9642889

申请日：1989-04-18

Applicant: TOSOH CORP

Inventor： KAGAWA TAKUMI ,  TOKUNAGA TAKUMI ,  WATANABE HIROYUKI ,  TSUZUKI KENJI

IPC: C07D307/12

Abstract: NEW MATERIAL:An optically active tetrahydrofurfuryl-2-chloropropionate of formula I (* exhibits optically active R- or S-). USE:Useful as a synthetic intermediate for medicines or agricultural chemicals. PREPARATION:An optically active tetrahydrofurfuryl lactate of formula II as a raw material is reacted with thionyl chloride preferably in an amount of 1.0 to 10.0 times moles that of the compound of formula II in a solvent such as benzene or in an amount of 5.0 to 10.0 times moles on the employment of the thionyl chloride as a reaction solvent to prepare the optically active tetrahydrofurfuryl lactate chlorosulfinic acid ester, which is pyrolyzed in the presence of a catalystic amount of an organic base and/or a polar aprotic solvent to prepare the compound of formula I.