公开(公告)号：JPH03261747A

公开(公告)日：1991-11-21

申请号：JP6080090

申请日：1990-03-12

Applicant: AGENCY IND SCIENCE TECHN

Inventor： YASUMOTO MASAHIKO ,  GOTO MIDORI ,  TSUCHIYA TORU ,  SHIBUYA ISAO

IPC: C07D295/02 ,  C07B43/04 ,  C07C209/22 ,  C07C211/63 ,  C07C211/64 ,  C07D213/20

Abstract: NEW MATERIAL:A thiocyanate of quaternary ammonium shown by formula I (R1 is alkyl or aralkyl; R2 to R4 are alkyl, aralkyl, aryl or mutually formed to give group as shown by formula II or formula III). EXAMPLE:Benzyltriethylammonium thiocyanate. USE:A surfactant, catalyst, drug and an intermediate thereof. PREPARATION:A thiocyanate shown by formula IV is reacted with a tertiary amine shown by formula V under normal pressure or high pressure to give a compound shown by formula I. By this method, the compound is obtained by using inexpensive raw materials by one stage in high yield.

公开(公告)号：JPH09295973A

公开(公告)日：1997-11-18

申请号：JP25572496

申请日：1996-09-27

Applicant: AGENCY IND SCIENCE TECHN

Inventor： SHIBUYA ISAO ,  GAMA YASUO ,  TSUCHIYA TORU ,  TAGUCHI YOICHI ,  OISHI AKIHIRO ,  GOTO MIDORI

IPC: C07D263/44 ,  A61K31/42 ,  A61K31/421 ,  A61K31/535 ,  A61K31/536 ,  A61K31/5377 ,  A61P31/04 ,  C07D265/06 ,  C07D265/10 ,  C07D265/12 ,  C07D265/26 ,  C07D498/04

Abstract: PROBLEM TO BE SOLVED: To obtain the subject two kinds of compounds each useful as an analgesic or germicide under mild conditions in high yield. SOLUTION: An α-hydroxycarboxylic compound of formula I (R and R are each H or an organic group; M is H or a salt-forming cation) is reacted with an organic isothiocyanate compound in the presence of a desulfurizing agent (e.g. silver trifluoroacetate) under basic conditions (e.g. in the presence of triethylamine), in a solvent if needed (e.g. in acetonitrile) at 0-200 deg.C to obtain the objective 2,4-diketoxazolidine compound of formula II. The other objective 2,4-diketometaoxazine compound of formula III (R and R are each H or an organic group) is obtained by reaction between a β-hydroxycarboxylic compound and an organic isothiocyanate compound under conditions similar to those mentioned above.

公开(公告)号：JPH08208676A

公开(公告)日：1996-08-13

申请号：JP28689395

申请日：1995-11-06

Applicant: AGENCY IND SCIENCE TECHN

Inventor： YAMAZAKI YUKINAE ,  OGAWA MASAKATSU ,  SHIMURA TAKEHIKO ,  OKA SHUICHI ,  OKUNO HIROAKI ,  GOTO MIDORI

IPC: A61K31/28 ,  A61P35/00 ,  C07F17/00

Abstract: PURPOSE: To inexpensively and safely obtain purified chloroosomocenium salt useful as an antitumor agent stable in an aqueous solution, having strongly inhibitory action on proliferation of cancerous cells, by preparing a saturated aqueous solution of a crude chloroosomocenium salt and recrystallizing chloroosomocenium salt from the aqueous solution. CONSTITUTION: This purified chloroosomocenium salt of the formula (Y is an anion) is obtained by preparing a saturated aqueous solution of a crude chloroosomocenium salt and recrystallizing the aqueous solution. Hexafluorophosphate ions or tetrafluoroborate ions are used as the anion. The chloroosomocenium salt, for example, is obtained by oxidizing osomocene on the market with ferric chloride in the presence of hydrochloric acid and precipitating the purified chloroosomocenium by adding a salt of a proper anion.

公开(公告)号：JPH07101972A

公开(公告)日：1995-04-18

申请号：JP27133193

申请日：1993-10-04

Applicant: AGENCY IND SCIENCE TECHN

Inventor： YAMAZAKI YUKINAE ,  OGAWA MASAKATSU ,  SHIMURA TAKEHIKO ,  OKA SHUICHI ,  OKUNO HIROAKI ,  GOTO MIDORI

IPC: A61K31/28 ,  A61P35/00 ,  C07F17/02

Abstract: PURPOSE:To inexpensively and safely obtain an anti-tumor agent which has the action to increase the carcinostatic action of cisplatin in addition to its own powerful action to inhibit the growth of cancer cells by preparing a saturated solution of a crude chloro-osmocenium salt and effecting the recrystallization of the salt. CONSTITUTION:The objective antitumor agent containing a chloro-osmocenium salt of the formula [Y is anion, preferably hexafluorophosphate ion (PF6 ), tetrafluoroborate ion or picrate ion] is obtained by preparing a saturated aqueous solution of a crude chloro-osmocenium salt and effecting the recrystallization.

公开(公告)号：JPH06263744A

公开(公告)日：1994-09-20

申请号：JP7891193

申请日：1993-03-12

Applicant: AGENCY IND SCIENCE TECHN

Inventor： OISHI AKIHIRO ,  YASUMOTO MASAHIKO ,  GOTO MIDORI ,  TSUCHIYA TORU ,  SHIBUYA ISAO ,  TAGUCHI YOICHI

IPC: C07D239/95

Abstract: PURPOSE:To obtain the subject compound useful as a physiologically active substance, etc., from inexpensive raw materials direct and in high yield by reacting a phenyl isothiocyanate with an N,N-di-substituted cyanamide under high pressure. CONSTITUTION:A compound of formula I (R is alkyl, cycloalkyl, acryl, alkoxy, etc.; (n) is 0-4; with the proviso that at leas one ortho position based on isothiocyanate group of benzene ring has H) is reacted with a compound of formula II (R and R are alkyl, cycloalkyl, aryl, arylalkyl, alkoxy, etc.; R together R may form a ring) under 500-20,000 atmospheric pressure at 30-20 deg.C preferably in the absence of a solvent. Optionally, the reactional product is treated with an acid to give the objective compound of formula III (HX is inorganic acid or organic acid; (m) is 0 or 1).

公开(公告)号：JPH02235879A

公开(公告)日：1990-09-18

申请号：JP5588089

申请日：1989-03-08

Applicant: AGENCY IND SCIENCE TECHN

Inventor： YASUMOTO MASAHIKO ,  TSUCHIYA TORU ,  SHIBUYA ISAO ,  GOTO MIDORI

IPC: A01N47/28 ,  A61K31/54 ,  C07D285/34

Abstract: NEW MATERIAL:A 2,6-bis(disubstituted amino)-4-dialkylthiocarbamoylimino-1,3,5- thiadiazine of formula I (R1 and R2 are each alkyl and may be linked to form a ring). EXAMPLE:2,6-bis(dimethylamino)-4-dimethylthiocarbamoylimino-1,3,-5-thi adiazine. USE:Useful for medicines, pesticides and as an intermediate. PREPARATION:A N,N-disubstituted cyanamide of formula II is reacted together with carbon disulfide at increased pressure to obtain the compound of the formula I. The molar ration of the compound of the formula II to the carbon disulfide is normally (1:10) - (10:1), although the stoichiometric molar ratio is 3:1. Higher pressure is preferable, but normally being 1,000 - 9,000atom. The reaction temperature is pref. 20 - 160 deg.C.