Abstract: The invention concerns 7-amino-ceph-3-em-4-carboxylic acid compounds of the formula ##STR1## wherein R.sub.1.sup.a represents hydrogen or an amino protective group R.sub.1.sup.A and R.sub.1.sup.b represent hydrogen or an acyl group AC, or R.sub.1.sup.A and R.sub.1.sup.b together denote a bivalent amino protective group, and R.sub.2 represents hydrogen or an organic radical R.sub.2.sup.A which together with the --C(.dbd.O)--O-- grouping forms a protected carboxyl group, or salts such compounds which possess salt-forming groups; these compounds have antibiotic properties.

Abstract: The invention concerns 7.beta.-amino-cepham-3-one-4-carboxylic acid compounds, particularly esters thereof, and the N-substituted, especially N-acylated derivatives of such compounds. They can be used as intermediates, for example, for the manufacture of the corresponding enol ethers and esters, as well as the corresponding 3-unsubstituted 7.beta.-amino-3-cephem-4-carboxylic acid compounds, which show outstanding pharmacological effects.

Abstract: The invention concerns 7.beta.-amino-cepham-3-one-4-carboxylic acid compounds, particularly esters thereof, and the N-substituted, especially N-acylated derivatives of such compounds. They can be used as intermediates, for example, for the manufacture of the corresponding enol ethers and esters, as well as the corresponding 3-unsubstituted 7.beta.-amino-3-cephem-4-carboxylic acid compounds, which show outstanding pharmacological effects.

Abstract: 6-Amino-penam compounds, having an antimicrobial action, of the formula ##STR1## in which R.sub.1 is an azaoligocycloalkyl radical which is bonded via the ring nitrogen atom and contains at least one endo-bridge atom and a total of 7 to 12 ring atoms and can contain a double bond and/or, if desired, as a further ring hetero-atom, an oxygen atom, or a nitrogen atom which can link the radical X.sub.1, where X.sub.1 is hydrogen or lower alkyl, and/or, if desired, free, esterified or etherified hydroxyl which is bonded to a ring carbon atom, and in which R.sub.

Abstract: The invention concerns 7.beta.-amino-cepham-3-one-4-carboxylic acid compounds, particularly esters thereof, and the N-substituted, especially N-acylated derivatives of such compounds. They can be used as intermediates, for example, for the manufacture of the corresponding enol ethers and esters, as well as the corresponding 3-unsubstituted 7.beta.-amino-3-cephem-4-carboxylic acid compounds, which show outstanding pharmacological effects.

Abstract: Acylamido-3-cephem-4-carboxylic acid compounds of the formula ##STR1## in which the index n represents an integer of from 1 to 4,the index m represents 0 or 1,X represents oxygen, sulphur or an --NH-- group,W represents a --CO--, --CO--NHSO.sub.2 -- or --SO.sub.2 NH--CO-- group, orX-W together represent a --CO-- or --CO--NHSO.sub.2 -- group,A represents optionally substituted phenylene, thienylene or furylene,Y represents hydrogen, hydroxyl, formyloxy, amino or sulpho optionally present in salt form, andZ represents hydrogen, orY and Z together represent an oxo group or an .dbd.N--O--R.degree. group in which R.degree. represents hydrogen or optionally substituted lower alkyl,R.sub.1 represents hydrogen, lower alkyl, lower alkoxy, halogen or a group of the formula --CH.sub.2 --R.sub.2 in which R.sub.2 is a free, esterified or etherified hydroxy or mercapto group or a quaternary ammonium group, andR.sub.

Abstract: Compounds of the formula ##STR1## in which the index n represents an integer of from 1 to 4,the index m represents 0 or 1,X represents oxygen, sulphur or the group --NH--,W represents a group --CO--, --CO--NHSO.sub.2 -- or --SO.sub.2 NH--CO--,or X-W together represent a group --CO-- or --CO--NHSO.sub.2 --,A represents optionally substituted phenylene, thienylene or furylene,Z represents oxygen or sulphur,Y represents lower alkylene,the index k represents the value 1 or 2,R.sub.4 represents hydrogen, an optionally substituted lower aliphatic or cycloaliphatic radical or acyl,R.sub.1 represents hydrogen, lower alkyl, lower alkoxy, halogen or a group of the formula --CH.sub.2 --R.sub.2 in which R.sub.2 represents a free, esterified or etherified hydroxy or mercapto group or a quaternary ammonium group, andR.sub.

Abstract: The invention relates to a novel advantageous process for the production of compounds of the formula ##STR1## wherein n is 1, R.sub.1.sup.a is hydrogen or an amino protective group R.sub.1.sup.A, R.sub.1.sup.b is hydrogen or an acyl group Ac, or R.sub.1.sup.a and R.sub.1.sup.b together are a bivalent amino protective group, R.sub.2 is hydroxyl or a radical which, together with the carbonyl grouping --C(.dbd.O)--, forms a protected carboxyl group, and the group of the formula --N(R.sub.3.sup.a) (R.sub.3.sup.b) is a secondary or tertiary amino group, or a salt thereof with salt-forming groups. The process comprises reaction of the corresponding 3-amino compounds with borohydrides in the presence of acids.

Abstract: The invention concerns 7-amino-ceph-3-em-4-carboxylic acid compounds of the formula ##STR1## wherein R.sub.1.sup.a represents hydrogen or an amino protective group R.sub.1.sup.A and R.sub.1.sup.b represent hydrogen or an acyl group Ac, or R.sub.1.sup.A and R.sub.1.sup.b together denote a bivalent amino protective group, and R.sub.2 represents hydrogen or an organic radical R.sub.2.sup.A which together with the --C(.dbd.O)--O-- grouping forms a protected carboxyl group, or salts such compounds which possess salt-forming groups; these compounds have antibiotic properties.

Abstract: The invention relates to the novel crystalline hydrochloride and the crystalline hydrobromide of 7.beta.-[2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido]-3-cephem-4-carbo xylic acid pivaloyloxymethyl ester, a process for the production thereof, and pharmaceutical preparations that contain these compounds.

Abstract: The invention relates to O-substituted 7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds of the formula ##STR1## wherein R.sub.1.sup.a represents hydrogen or an amino protective group R.sub.1.sup.A and R.sub.1.sup.b represents hydrogen or an acyl group Ac, or R.sub.1.sup.a and R.sub.1.sup.b together represent a bivalent amino protective group, R.sub.2 represents hydroxyl or a radical R.sub.2.sup.A which together with the carbonyl grouping --C(.dbd.O)-- forms a protected carboxyl group and R.sub.3 represents an optionally substituted hydrocarbon radical or an acyl group, and to 1-oxides of 3-cephem compounds of the formula I, and also to the corresponding 2-cephem compounds of the formula ##STR2## wherein R.sub.1.sup.a, R.sub.1.sup.b, R.sub.2 and R.sub.3 have the abovementioned meanings, or salts of such compounds with salt-forming groups. 3-Cephem compound of the formula IA, particularly those, in which R.sub.1.sup.a represents an acyl group, R.sub.1.sup.b is hydrogen and R.sub.

Abstract: The invention concerns 7.beta.-amino-cepham-3-one-4-carboxylic acid compounds, particularly esters thereof, and the N-substituted, especially N-acylated derivatives of such compounds. They can be used as intermediates, for example, for the manufacture of the corresponding enol ethers and esters, as well as the corresponding 3-unsubstituted 7.beta.-amino-3-cephem-4-carboxylic acid compounds, which show outstanding pharmacological effects.

Abstract: Acylamido-3-cephem-4-carboxylic acid compounds of the formula ##STR1## in which the index n represents an integer of from 1 to 4,the index m represents 0 or 1,X represents oxygen, sulphur or an --NH-- group,W represents a --CO--, --CO--NHSO.sub.2 -- or --SO.sub.2 NH--CO-- group, orX-W together represent a --CO-- or --CO--NHSO.sub.2 -- group,A represents optionally substituted phenylene, thienylene or furylene,Y represents hydrogen, hydroxyl, formyloxy, amino or sulpho optionally present in salt form, andZ represents hydrogen, orY andZ together represent an oxo group or an .dbd.N--O--R.sup.o group in which R.sup.o represents hydrogen or optionally substituted lower alkyl,R.sub.1 represents hydrogen, lower alkyl, lower alkoxy, halogen or a group of the formula --CH.sub.2 --R.sub.2 in which R.sub.2 is a free, esterified or etherified hydroxy or mercapto group or a quaternary ammonium group, andR.sub.

Abstract: The invention relates to aminothiazolacetamido-3-cephem-4-carboxylic acid compounds of the formula ##STR1## in which the index n represents an integer of 1 to 4,X represents oxygen, sulphur, an --NH-- group or the direct bond,Y represents oxygen or sulphur,A represents methylene or methylene substituted by amino, hydroxy, carboxyl, sulpho, oxo, or the group .dbd.N--O--R.sup.o in which R.sup.o represents hydrogen or optionally substituted lower alkyl,R.sub.1 represents hydrogen, lower alkyl, an esterified or etherified hydroxy or mercapto group, halogen, formyl or a group of the formula --CH.sub.2 --R.sub.2 in which R.sub.2 represents an esterified or etherified hydroxy or mercapto group or a quaternary ammonium group, andR.sub.3 represents hydrogen or methoxy,in which functional groups are optionally present in protected form,salts of such compounds with acidic and/or basic groups, processes for the manufacture of these compounds, pharmaceutical agents containing such substances and their therapeutic use.

Abstract: Process for the production of 7.beta.-substituted 3-hydroxycepham-4-carboxylic acid compounds of the formula ##STR1## in which R.sub.1.sup.a represents hydrogen or an amino-protecting group R.sub.1.sup.A, andR.sub.1.sup.b represents hydrogen or an acyl radical Ac,or in whichR.sub.1.sup.a and R.sub.1.sup.b together form a bivalent amino-protecting group, andR.sub.2 represents a radical that, together with the carbonyl grouping --C(.dbd.O)--, forms a protected carboxyl group,and 1-oxides thereof as well as salts of such compounds with salt-forming groups, from a 7.beta.-substituted 3-hydroxy-3-cephem-4-carboxylic acid compound of the formula ##STR2## from a 1-oxide or a salt thereof, and a complex borohydride, characterized in that the reduction is carried out in the presence of an organic acid.The reduction in the presence of an organic acid produces higher yields.

Abstract: When 3-(2-hydroxyiminoacetylamino)-2-oxo-azetidine compounds are treated with reactive derivatives of carbonic acid half-esters in aqueous media in the presence of bases a fragmentation takes place which, in addition to 3-amino-2-oxo-azetidines, also yields nitriles which, compared with the 2-hydroxyiminoacetyl group, have one less carbon atom. The resulting products are intermediates for the preparation of nocardicin-like antibiotics.The deacylation procedure of this specification offers advantages over the multi-stage deacylation procedure known hitherto, inasmuch as higher yields of 3-amino-2-oxoazetidine compounds are obtained and the acyl group can be obtained in the form of a nitrile which is shorter by one carbon atom.

Abstract: The invention comprises carbonylmethyl derivatives of the formula IA and corresponding carbonylmethylene derivatives of the formula IB ##STR1## in which R.sub.1.sup.a represents a member of the group comrising hydrogen and an acyl radical of the formula AR.sub.a --C(R.sub.b)(R.sub.c)--C(.dbd.O)-- (A)in which R.sub.a represents a member of the group comprising optionally substituted phenyl, thienyl, furyl, cyclohexadienyl and cyclohexenyl, R.sub.b represents hydrogen and R.sub.c represents a member of the group comprising hydrogen, optionally protected hydroxyl, optionally protected amino and phenyl-lower protected sulpho, or in which R.sub.a represents a member of the group comprising cyano, optionally substituted phenoxy, pyridylthio, and tetrazolyl, and R.sub.b and R.sub.c each represent hydrogen, or in which R.sub.a represents a member of the group comprising phenyl, thienyl, furyl, and R.sub.b and R.sub.

Abstract: The invention concerns 3-amino-4-(2-hydroxyethylthio)-2-oxo-azetidine compounds of the formula ##STR1## wherein R.sub.1.sup.a represents hydrogen or an amino protective group R.sub.1.sup.A, R.sub.1.sup.b represents hydrogen or an acyl group Ac.sub.1, or R.sub.1.sup.a and R.sub.1.sup.b together denote a bivalent amino protective group, R.sub.2 represents hydrogen or an acyl radical Ac.sub.2, and each of the radicals R.sub.3 and R.sub.4 represents hydrogen or an organic radical bonded via a carbon atom, or salts of such compounds having salt-forming groups.

Abstract: The invention relates to O-substituted 7.beta.-amino-3-cephem-3-ol-4-carboxylic acid compounds of the formula ##STR1## wherein X represents amino or substituted amino, R.sub.2 represents hydroxyl or a group R.sub.2.sup.A which together with the carbonyl grouping --C(.dbd.O)-- forms a protected carboxyl group and R.sub.3 represents an optionally substituted hydrocarbon radical or an acyl group, and to 1-oxides of 3-cephem compounds of the formula IA, and also to the corresponding 2-cephem compounds of the formula ##STR2## wherein X, R.sub.2 and R.sub.3 have the abovementioned meanings, or salts of such compounds with salt-forming groups. 3-Cephem compounds of the formula IA, particularly those, in which X represents an amino group, R.sub.2 is hydroxy and R.sub.3 is lower alkyl exhibit pronounced antimicrobial effects, the others, and particularly the 1-oxides of these 3-cephem compounds and the corresponding 2-cephem compounds are useful as intermediates.

Abstract: The invention concerns 7.beta.-amino-cepham-3-ol-4-carboxylic acid compounds, particularly esters thereof, and the N-substituted, especially N-acylated derivatives of such compounds, as well as the 3-O-esters of these compounds. They can be used as intermediates, for example, for the manufacture of the corresponding 3-unsubstituted 7.beta.-amino-3-cephem-4-carboxylic acid compounds, which show outstanding pharmacological effects.