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1. 发明专利

GB1032641A Cephalosporins 未知
公开(公告)号：GB1032641A
公开(公告)日：1966-06-15
申请号：GB608662
申请日：1962-02-16
申请人： EDWARD PENLEY ABRAHAM , GUY FREDERICK NEWTON
IPC分类号： C07D501/38
摘要： Compounds of formula wherein R1 represents hydrogen or an acyl group, and R2, R3 and R4 represent hydrogen, alkyl, substituted alkyl, halogen, carboxyl or aryl groups and may be the same or different, and wherein R3 and R4 may be joined to form a cyclic group, and their non-toxic metal salts and acid-addition salts, may be produced by a process comprising reacting a compound of formula with a base of formula Examples describe the production of N-imidazolyl desacetoxy Cephalosporin C and of N-imidazolyl desacetoxy - 7 - phenylacetamidocephalolporanic acid.

2. 发明专利

GB745208A Improvements relating to the production of an antibiotic substance by a cephalosporium species 未知
公开(公告)号：GB745208A
公开(公告)日：1956-02-22
申请号：GB3158952
申请日：1952-12-12
申请人： HOWARD WALTER FLOREY , EDWARD PENLEY ABRAHAM , GUY GEOFFREY FREDERICK NEWTON , HENRY STOWAR BURTON , BRENDAN KEVIN KELLY , CLIFFORD WILLIAM HALE , GEORGE ARTHUR MILLER
摘要： Cephalosporin N, a penicillinase sensitive antibiotic active against both gram negative and gram positive bacteria and produced by Cephalosporium I.M.I. 49137, is produced in increased yield by fermenting a Cephalosporin-producing-microorganism in a nutrient medium containing sucrose and/or lactose, ammonium acetate and a source of organic nitrogen under aerobic conditions of submerged or surface culture at 22 DEG to 33 DEG C., and preferably pH 6.5 to 7.4. Preferably, the nitrogen content is 400 to 1600 mg./litre, the ammonium acetate 2 to 9 g. per litre and the sucrose and/or lactose 1 to 4 per cent of the nutrient medium. The preferred nitrogen source is corn steep liquor. Cephalosporin N is isolated from the clarified broth by (a) adsorption on buffered carbon at pH 6 to 6.5, followed by elution with aqueous acetone or aqueous water-miscible alkanol after first wetting the carbon with a water-immiscible solvent such as benzyl alcohol; and then (b) adsorption on alumina at 0 DEG to 10 DEG C. and pH 4.2 to 6.5, followed by elution by means of aqueous alkali or acetone, methanol, ethanol, propanol or methyl acetate. Further purification may be obtained by (a) counter-current distribution using a solution of an alkali metal citrate, e.g. sodium or potassium citrate and ammonium sulphate in aqueous alkanol, especially ethanol; (b) adsorption at 0 DEG to 4 DEG C. on an anion exchange resin followed by elution with a dilute acid; or (c) extraction from aqueous solutions at pH 2.5 to 3.5 by means of saturated aqueous solutions of phenol or its homologues, preferably in the presence of an organic tertiary base such as dimethylaniline, pyridine, lutidine, collidine, and 2,4,6-trimethyl pyridine. It is preferred to remove all trace metals such as copper, tin, lead and mercury from the water and solvents before use.

3. 发明专利

GB588101A Improvements in the preparation of substituted oxazolones 未知
公开(公告)号：GB588101A
公开(公告)日：1947-05-14
申请号：GB1045444
申请日：1944-05-31
申请人： EDWARD PENLEY ABRAHAM , ERNST BORIS CHAIN , WILSON BAKER , ROBERT ROBINSON
IPC分类号： C07D263/42
摘要： Substituted oxazolones having the formula are obtained by treating a thio-acylamino acid having the formula wherein R1 represents an alkyl, alkenyl, aryl or aralkyl group which may include substituents such as halogen atoms or methoxyl groups and wherein R represents hydrogen, methyl or a substituted methyl group, with a compound of a metal adapted to yield with the sulphur a water-insoluble sulphide. In one form of the invention, the oxazolones are obtained by ring closing condensation from a metallic salt of the acid resulting in the separation of a water-insoluble sulphide. The thioacylamino acids are obtainable by treating glycine or an a -substituted glycine R.CN(NH2).COOH in alkaline solution with a dithio acid R1CS2H, or its ethyl ester, or a thion-ester R1.CS(OMe). In examples: (1) thiohippuric acid (obtained by the condensation of methyl thion-benzoate with glycine in the presence of sodium hydroxide) is treated with silver oxide in dry ether to obtain 2-phenyl-5-oxazolone (readily convertible into 4-benzylidene-2-phenyl-5-oxazolone and into hippuric anilide); (2) 2-(phenylthio acetyl amino-carbonylmethyl)-5 : 5-dimethyl-thiazolidine-4-carbonylic acid (prepared by treating the sodium salt of 2-C-glycyl-5 : 5-dimethyl-thiazolidine-4-carbonylic acid with methyl dithiophenylacetate in alcoholic soda solution and liberating the free acid) is treated with silver oxide in chloroform suspension to obtain the corresponding oxazolone.

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