公开(公告)号：JPH01235589A

公开(公告)日：1989-09-20

申请号：JP5952688

申请日：1988-03-15

Applicant: UBE INDUSTRIES ,  NIPPON SEKIJUJISHA

Inventor： SEKIGUCHI SADAMI ,  ITO KEIZO ,  FUKUI KIYOSHI ,  WATANABE MASAYUKI

IPC: C12N9/02

Abstract: PURPOSE:To recover the title superoxide dismutase and catalase in high purity and in high yield, by adding a thiosulfate to a specific aqueous solution and purifying by copper chelating affinity chromatography. CONSTITUTION:A blood cell, etc. is mixed with equivalent of distilled water, hemolyzed and hemoglobin is removed to give an aqueous solution (A) containing both Cu, Zn type superoxide dismutase (SOD) and accompanying protein. Then the solution A is incorporated with a buffer solution (a), adjusted to pH 6-8, mixed with 5-20mM thiosulfate to give a fraction (B) of the component A. Then 1.6mM bivalent cupric ion is adsorbed on 100ml chelating resin to give a copper chelating affinity chromatography resin (C).

公开(公告)号：JPS63313581A

公开(公告)日：1988-12-21

申请号：JP14787287

申请日：1987-06-16

Applicant: UBE INDUSTRIES

Inventor： UENO HITOSHI ,  FUKUI KIYOSHI ,  FUJIWARA HIROSHI

IPC: C12N9/02 ,  A61K38/45 ,  A61P29/00

Abstract: PURPOSE:To obtain a modified SOD by bonding an SOD useful for the remedy of tissue disorder caused by O2 generated from oxygen molecule in a living body with a compound having pharmacological activity and useful as a drug. CONSTITUTION:A modified SOD (superoxide dismutase) is produced by bonding a carboxyl group (or amino group) of a compound having physiological activity to an amino group (or carboxyl group) of SOD using a carbodiimide and separating and purifying the objective substance e.g. by gel-filtration. The physiologically active compound is those having a molecular weight of 150-400, exhibiting anti-inflammatory action and having functional group such as amino group, carboxyl group, etc., e.g. indomethacin or ketoprofen. The SOD used as a starting material is human SOD produced e.g. by genetic engineering technique. The amount of the physiologically active compound to be bonded to SOD is preferably 1-10mol. per 1mol. of SOD.

公开(公告)号：JPS5888359A

公开(公告)日：1983-05-26

申请号：JP18689181

申请日：1981-11-24

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  KITA JIYUNICHIROU ,  FUJIMURA SUSUMU ,  MATSUO FUMIO

IPC: C07D207/456 ,  A01N37/32

Abstract: NEW MATERIAL:The compound of formulaI[R is 1-4C alkyl, 1-4C alkoxy or halogen; m is 0-3; R is 1-4C alkyl, benzyl, cyclohexyl or group of formula II(R is 1-4C alkyl, 1-4C alkoxy, or halogen; n is 0-3); X is 2-5C alkoxycarbonyl, aliphatic acyl, benzoyl, or cyano]. EXAMPLE:3-Anilino-4-ethoxycarbonyl-1-phenylmaleimide. USE:Pharmaceuticals, agricultural chemicals, and their intermediates. PROCESS:The compound of formulaIcan be prepared by reacting the aminomaleimide comound of formula III with the isocyanate of formula IV in an inert solvent in the presence of a tertiary amine and/or quaternary ammonium chloride, at 20-150 deg.C for 1-50hrs.

公开(公告)号：JPS5867677A

公开(公告)日：1983-04-22

申请号：JP16634281

申请日：1981-10-20

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  KAKEYA NOBORU ,  JIBIKI HIROSHI ,  MATSUO FUMIO

IPC: C07D239/553 ,  A01N43/54 ,  C07D239/54

Abstract: NEW MATERIAL:The 5-haloorotic acid compound of formulaI[R is 1-4C alkyl, allyl, cyclohexyl, benzyl, or group of formula II (R is 1-4C alkyl, 1-4C alkoxy, or halogen; n is 0, 1, 2, or 3); X is Cl, Br or I]. EXAMPLE:5-Chloro-1-isopropylorotic acid. USE:Pharmaceuticals, pesticides (agricultural and horticultural fungicide) and their intermediates. PROCESS:The compound of formulaIcan be prepared by reacing 5-carboxyorotic acid alkali metal salt of formula III (Me is alkali metal) with a halogenating agent.

公开(公告)号：JPS5862154A

公开(公告)日：1983-04-13

申请号：JP15949581

申请日：1981-10-08

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  OKIMOTO KIYOMI

IPC: A01N41/06 ,  C07C311/47 ,  C07C311/51

Abstract: NEW MATERIAL:The compound of formulaI[R is 1-10C alkyl, 2-5C alkenyl, etc.; R is 1-4C alkyl or group of formula II (R is 1-4C alkyl or halogen; n is 0-3)]. EXAMPLE:N-(p-Chlorobenzenesulfonyl)-N'-isopropylamidinecarboxylic acid isopropyl amide. USE:Pesticides, pharmaceuticals and their intermediates. PROCESS:The compound of formulaIis prepared by reacting the amidine-carboxylic acid amide of formula III with the sulfonyl chloride of formula IV in the presence of a tert-amine (e.g. TEA) in an inert solvent (e.g. benzene) at -20- +100 deg.C for 1-50hr. The amount of sulfonyl chloride is about 1mol per 1mol of the compound of formula III, and that of the tert-amine is (1/a) mole per 1mol of the compound of formula III wherein (a) is the molar number of HCl forming a salt with 1mol of the tert-amine.

公开(公告)号：JPS5849357A

公开(公告)日：1983-03-23

申请号：JP14703181

申请日：1981-09-19

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  OKIMOTO KIYOMI

IPC: C07C257/14 ,  C07C67/00 ,  C07C239/00

Abstract: PURPOSE:The reaction of an alkali metal salt of an aminoacid with an alkoxyiminoacetic acid ester is followed by treatment with an acidic aqueous solution to produce the titled compound used as a medicine simply in high yield. CONSTITUTION:The reaction between an alkali metal salt of an aminoacid and an alkoxyiminoacetic acid ester of formulaI(R , R are 1-4C alkyl) is carried out in an aqueous medium and the product is treated with an acidic aqueous solution such as hydrochloric acid to give the objective compound in which the carboxyiminomethyl group is introduced to the amino group in the aminoacid. The reaction temperature is 0-30 deg.C and the time for the treatment is sufficiently 1hr in general. EFFECT:The utilization of the difference in solubility enables the pure isolation of the objective compound.

公开(公告)号：JPS5788157A

公开(公告)日：1982-06-01

申请号：JP16472980

申请日：1980-11-25

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  OKIMOTO KIYOMI

IPC: C07D295/12 ,  A01N37/52 ,  C07C67/00 ,  C07C239/00 ,  C07C257/14

Abstract: PURPOSE:To obtain aminoiminoacetic acid useful as a germicide and insecticide for agricultural and horticultural use in high yield, by reacting an alkoxyiminoacetic ester with a specific amine, and hydrolyzing the reaction product. CONSTITUTION:An alkoxyiminoacetic ester of formulaI(R and R are 1-4C alkyl) is reacted with an amine of formula II (R is 1-6C alkyl; R is 1-6C alkyl or benzyl, R and R together form a ring through the oxygen atom if necessary when R is alkyl). The reaction is carried out in the presence or absence of a solvent, e.g. methanol, at 0-100 deg.C. The resultant reaction product is then hydrolyzed to give the aimed aminoiminoacetic acid. The amount of water used in the hydrolysis is 1-5l based on one mole raw material compound of formulaI, and the hydrolysis is carried out at room temperature for 15- 60min.

公开(公告)号：JPS5785352A

公开(公告)日：1982-05-28

申请号：JP16138780

申请日：1980-11-18

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  OKIMOTO KIYOMI ,  FUJIMURA SUSUMU

IPC: C07C257/14 ,  C07C67/00 ,  C07C239/00

Abstract: PURPOSE:To obtain the titled compound useful as an agricultural and horticultural germicide and insecticide in high yield, by hydrolyzing a reaction product of an alkoxyiminoacetic ester with an aromatic amine under neutral or alkaline conditions. CONSTITUTION:An alkoxyiminoacetic ester of formula I (R and R are 1-4C alkyl), e.g. methyl methoxyiminoacetate or ethyl methoxyiminoacetate, is reacted with an aromatic amine of formula II (R is 1-4C alkyl, 1-4C fluoroalkyl, 1-4C alkoxyl or halogen; n is 0, 1, 2 or 3), e.g. aniline, toluidine or xylidine, in the presence or absence of an inert organic solvent, e.g. methanol or ethanol, at 20- 150 deg.C, and the resultant product is then hydrolyzed under neutral or alkaline conditions to afford the aimed compound.

公开(公告)号：JPS5671049A

公开(公告)日：1981-06-13

申请号：JP14777779

申请日：1979-11-16

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  KAKEYA NOBORU ,  FUJIMURA SUSUMU ,  KITA JIYUNICHIROU ,  OKIMOTO KIYOMI ,  SUGIHARA HIROSHI

IPC: C07B61/00

Abstract: PURPOSE:To obtain the titled compound useful as an intermediate for an additive of a medicine, agricultural chemical and high polymer in high yield, by reacting a cyanoformate with an active bromomethylene compound in the presence of a low-valent metal halide, and treating the reaction product with water, etc. CONSTITUTION:A cyanoformate of formula I (R is 1-4C alkyl), e.g. methyl cyanoformate or butyl cyanoformate, is reacted with an active methylene compound, e.g. methyl bromocyanoacetate or propyl bromocyanoacetate, of formula II (R is 1-4C alkyl; Y is group of CN, etc.) in the presence of a metal halide of the formula MXn (M is tinhe or titanium; X is Cl or Br; n is 2 when M is tin, and 3 when M is titanium), and the reaction product is then treated with water or an acidic aqueous solution to give the titled compound of formula III without using a base.

公开(公告)号：JPS55136115A

公开(公告)日：1980-10-23

申请号：JP4037179

申请日：1979-04-05

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  KITA JIYUNICHIROU ,  FUJIMURA SUSUMU

IPC: C01B32/80

Abstract: PURPOSE:To easily produce high purity phosgene by reacting CO and Cl2 in the presence of phosphine sulfide or phosphine selenide as catalyst in a solvent. CONSTITUTION:In the presence of phosphine sulfide or phosphine selenide represented by formula I (where R is 1-18C straight chain or branched chain alkyl or 6-12C aryl, the group may be substituted with Cl and F, three Rs are same or different, and X is S or Se), CO and Cl2 are reacted in a solvent such as CCl4 or CHCl3 which dissolves Cl2 and the resulting phosgene and is inert to them. When CO is used in excess of Cl2, high purity phosgene is obtd. After separating gaseous phosgene the catalyst-contg. solvent is recycled.