NL7908390A - Cefalosporinen, werkwijze voor de bereiding daarvan, en preparaten die ze bevatten. - Google Patents

Cefalosporinen, werkwijze voor de bereiding daarvan, en preparaten die ze bevatten. Download PDF

Info

Publication number: NL7908390A
Authority: NL; Netherlands
Prior art keywords: group; formula; acid; compounds; cephem
Prior art date: 1978-11-17

Application number

NL7908390A

Other languages

English (en)

Dutch (nl)

Original Assignee

Glaxo Group Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1978-11-17

Filing date

1979-11-16

Publication date

1980-05-20

1979-11-16 Application filed by Glaxo Group Ltd filed Critical Glaxo Group Ltd

1980-05-20 Publication of NL7908390A publication Critical patent/NL7908390A/nl

Links

229930186147 Cephalosporin Natural products 0.000 title claims description 24
229940124587 cephalosporin Drugs 0.000 title claims description 24
238000002360 preparation method Methods 0.000 title claims description 23
238000000034 method Methods 0.000 title claims description 6
HOKIDJSKDBPKTQ-GLXFQSAKSA-N cephalosporin C Chemical compound S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CCC[C@@H](N)C(O)=O)[C@@H]12 HOKIDJSKDBPKTQ-GLXFQSAKSA-N 0.000 title 1
150000001875 compounds Chemical class 0.000 claims description 94
150000003839 salts Chemical class 0.000 claims description 27
150000001780 cephalosporins Chemical class 0.000 claims description 24
150000002148 esters Chemical class 0.000 claims description 19
231100000252 nontoxic Toxicity 0.000 claims description 14
230000003000 nontoxic effect Effects 0.000 claims description 14
229910052717 sulfur Inorganic materials 0.000 claims description 12
125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims description 11
125000000217 alkyl group Chemical group 0.000 claims description 6
229910052757 nitrogen Inorganic materials 0.000 claims description 6
125000004432 carbon atom Chemical group C* 0.000 claims description 4
239000000825 pharmaceutical preparation Substances 0.000 claims description 3
239000000969 carrier Substances 0.000 claims description 2
125000004434 sulfur atom Chemical group 0.000 claims description 2
HOKIDJSKDBPKTQ-UHFFFAOYSA-N 3-(acetyloxymethyl)-7-[(5-amino-5-carboxypentanoyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Chemical compound S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)C(NC(=O)CCCC(N)C(O)=O)C12 HOKIDJSKDBPKTQ-UHFFFAOYSA-N 0.000 claims 1
PQBAWAQIRZIWIV-UHFFFAOYSA-N N-methylpyridinium Chemical group C[N+]1=CC=CC=C1 PQBAWAQIRZIWIV-UHFFFAOYSA-N 0.000 claims 1
125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 claims 1
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241000894006 Bacteria Species 0.000 description 3
108020004256 Beta-lactamase Proteins 0.000 description 3
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241000282412 Homo Species 0.000 description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
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235000011007 phosphoric acid Nutrition 0.000 description 3
NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
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241000588772 Morganella morganii Species 0.000 description 1
JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
239000007832 Na2SO4 Substances 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
RRJHESVQVSRQEX-SUYBPPKGSA-N O-formylcefamandole Chemical compound CN1N=NN=C1SCC1=C(C(O)=O)N2C(=O)[C@@H](NC(=O)[C@H](OC=O)C=3C=CC=CC=3)[C@H]2SC1 RRJHESVQVSRQEX-SUYBPPKGSA-N 0.000 description 1
JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
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241000588769 Proteus <enterobacteria> Species 0.000 description 1
241000588770 Proteus mirabilis Species 0.000 description 1
241000588767 Proteus vulgaris Species 0.000 description 1
208000032536 Pseudomonas Infections Diseases 0.000 description 1
241000589517 Pseudomonas aeruginosa Species 0.000 description 1
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241000293869 Salmonella enterica subsp. enterica serovar Typhimurium Species 0.000 description 1
241000607715 Serratia marcescens Species 0.000 description 1
241000607760 Shigella sonnei Species 0.000 description 1
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
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VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
229920002125 Sokalan® Polymers 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 description 1
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229910052783 alkali metal Inorganic materials 0.000 description 1
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125000005907 alkyl ester group Chemical group 0.000 description 1
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239000008346 aqueous phase Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
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230000009286 beneficial effect Effects 0.000 description 1
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150000001718 carbodiimides Chemical class 0.000 description 1
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150000001728 carbonyl compounds Chemical class 0.000 description 1
PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 description 1
125000004181 carboxyalkyl group Chemical group 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
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239000000460 chlorine Substances 0.000 description 1
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FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
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AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical compound OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
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VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
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208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000003814 drug Substances 0.000 description 1
210000005069 ears Anatomy 0.000 description 1
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238000010828 elution Methods 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
230000007071 enzymatic hydrolysis Effects 0.000 description 1
238000006047 enzymatic hydrolysis reaction Methods 0.000 description 1
230000032050 esterification Effects 0.000 description 1
239000012374 esterification agent Substances 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
239000002024 ethyl acetate extract Substances 0.000 description 1
125000004494 ethyl ester group Chemical group 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
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239000000284 extract Substances 0.000 description 1
238000011049 filling Methods 0.000 description 1
239000012065 filter cake Substances 0.000 description 1
125000002541 furyl group Chemical group 0.000 description 1
229960002518 gentamicin Drugs 0.000 description 1
125000005456 glyceride group Chemical group 0.000 description 1
229940047650 haemophilus influenzae Drugs 0.000 description 1
230000002140 halogenating effect Effects 0.000 description 1
230000026030 halogenation Effects 0.000 description 1
238000005658 halogenation reaction Methods 0.000 description 1
150000005826 halohydrocarbons Chemical class 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
231100000086 high toxicity Toxicity 0.000 description 1
150000004677 hydrates Chemical class 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000003840 hydrochlorides Chemical class 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
RCCPEORTSYDPMB-UHFFFAOYSA-N hydroxy benzenecarboximidothioate Chemical compound OSC(=N)C1=CC=CC=C1 RCCPEORTSYDPMB-UHFFFAOYSA-N 0.000 description 1
238000001727 in vivo Methods 0.000 description 1
PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
238000007918 intramuscular administration Methods 0.000 description 1
238000001990 intravenous administration Methods 0.000 description 1
238000005342 ion exchange Methods 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical class C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 1
229960005357 lysine acetate Drugs 0.000 description 1
239000000463 material Substances 0.000 description 1
UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
238000002156 mixing Methods 0.000 description 1
SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
150000002924 oxiranes Chemical class 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
244000052769 pathogen Species 0.000 description 1
229940049954 penicillin Drugs 0.000 description 1
150000003016 phosphoric acids Chemical class 0.000 description 1
IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
159000000001 potassium salts Chemical class 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
230000002335 preservative effect Effects 0.000 description 1
MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical compound CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 1
229960004919 procaine Drugs 0.000 description 1
DGMKFQYCZXERLX-UHFFFAOYSA-N proglumide Chemical compound CCCN(CCC)C(=O)C(CCC(O)=O)NC(=O)C1=CC=CC=C1 DGMKFQYCZXERLX-UHFFFAOYSA-N 0.000 description 1
229940007042 proteus vulgaris Drugs 0.000 description 1
239000003586 protic polar solvent Substances 0.000 description 1
230000005588 protonation Effects 0.000 description 1
238000000746 purification Methods 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical group C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
230000000241 respiratory effect Effects 0.000 description 1
208000020029 respiratory tract infectious disease Diseases 0.000 description 1
229940115939 shigella sonnei Drugs 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
229940001584 sodium metabisulfite Drugs 0.000 description 1
235000010262 sodium metabisulphite Nutrition 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
230000000087 stabilizing effect Effects 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
238000003860 storage Methods 0.000 description 1
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
150000003464 sulfur compounds Chemical class 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
125000003396 thiol group Chemical group [H]S* 0.000 description 1
150000007944 thiolates Chemical class 0.000 description 1
KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
238000005866 tritylation reaction Methods 0.000 description 1
208000019206 urinary tract infection Diseases 0.000 description 1
150000003952 β-lactams Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
- C07D501/36—Methylene radicals, substituted by sulfur atoms
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Communicable Diseases (AREA)
Oncology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Cephalosporin Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

NL7908390A 1978-11-17 1979-11-16 Cefalosporinen, werkwijze voor de bereiding daarvan, en preparaten die ze bevatten. NL7908390A (nl)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GB7844873		1978-11-17
GB7844873		1978-11-17

Publications (1)

Publication Number	Publication Date
NL7908390A true NL7908390A (nl)	1980-05-20

Family

ID=10501112

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL7908390A NL7908390A (nl)	1978-11-17	1979-11-16	Cefalosporinen, werkwijze voor de bereiding daarvan, en preparaten die ze bevatten.

Country Status (17)

Country	Link
US (1)	US4504477A (de)
JP (1)	JPS5589289A (de)
AT (1)	AT369377B (de)
AU (1)	AU531801B2 (de)
BE (1)	BE880068A (de)
CA (1)	CA1131216A (de)
CH (1)	CH649557A5 (de)
DE (1)	DE2946415A1 (de)
DK (1)	DK487979A (de)
ES (3)	ES486026A1 (de)
FR (1)	FR2441629A1 (de)
IE (1)	IE49211B1 (de)
IT (1)	IT1207008B (de)
NL (1)	NL7908390A (de)
NZ (1)	NZ192142A (de)
SE (1)	SE7909501L (de)
ZA (1)	ZA796195B (de)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AR229882A1 (es) *	1978-05-26	1983-12-30	Glaxo Group Ltd	Procedimiento para preparar antibioticos de cefalosporina
ZA806977B (en) *	1979-11-19	1981-10-28	Fujisawa Pharmaceutical Co	7-acylamino-3-vinylcephalosporanic acid derivatives and processes for the preparation thereof
ZA823722B (en) *	1981-06-22	1983-03-30	Fujisawa Pharmaceutical Co	New cephem compounds and processes for preparation thereof
FR2516515A1 (fr) *	1981-11-16	1983-05-20	Sanofi Sa	Nouveaux derives de pyridinium thiomethyl cephalosporines, procede pour leur preparation et compositions pharmaceutiques les contenant
KR920004820B1 (ko) *	1984-02-23	1992-06-18	메이지제과 주식회사	새로운 세팔로스포린 유도체의 제조방법
US4645769A (en) *	1985-03-01	1987-02-24	Merck & Co., Inc.	1-oxa-1-dethia-cephalosporin compounds and antibacterial agent comprising the same
JPH064645B2 (ja) *	1985-11-27	1994-01-19	明治製菓株式会社	新規セフアロスポリン誘導体およびそれを含む抗菌剤
FR2833265B1 (fr) *	2001-12-06	2006-02-10	Rhodia Chimie Sa	Procede d'obtention de monoorganoxysilane polysulfures

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4144392A (en) *	1973-12-21	1979-03-13	Glaxo Laboratories Limited	Cephalosporins having at position-7 a carboxy substituted α-etherified hydroxyimino-arylacetamido group and at position-3 the residue of a sulphur nucleophile
DE2714880A1 (de) *	1977-04-02	1978-10-26	Hoechst Ag	Cephemderivate und verfahren zu ihrer herstellung
NZ193212A (en) *	1979-03-22	1982-12-07	Glaxo Group Ltd	Cephalosporin antibiotics and pharmaceutical compsitions
US4237128A (en) *	1979-04-12	1980-12-02	E. R. Squibb & Sons, Inc.	7-[2-(2-Amino-4-thiazolyl)-2-[(1-carboxy-1,1-dialkyl)alkoxyimino]acetamido]cephem sulfoxides
US4394503A (en) *	1981-12-07	1983-07-19	Bristol-Myers Company	Cephalosporin derivatives

1979
- 1979-11-16 ES ES486026A patent/ES486026A1/es not_active Expired
- 1979-11-16 ZA ZA00796195A patent/ZA796195B/xx unknown
- 1979-11-16 SE SE7909501A patent/SE7909501L/ not_active Application Discontinuation
- 1979-11-16 NL NL7908390A patent/NL7908390A/nl not_active Application Discontinuation
- 1979-11-16 NZ NZ192142A patent/NZ192142A/xx unknown
- 1979-11-16 ES ES486022A patent/ES8102139A1/es not_active Expired
- 1979-11-16 IT IT7950842A patent/IT1207008B/it active
- 1979-11-16 ES ES486023A patent/ES486023A1/es not_active Expired
- 1979-11-16 DE DE19792946415 patent/DE2946415A1/de not_active Withdrawn
- 1979-11-16 IE IE2208/79A patent/IE49211B1/en unknown
- 1979-11-16 AU AU52919/79A patent/AU531801B2/en not_active Ceased
- 1979-11-16 CA CA339,970A patent/CA1131216A/en not_active Expired
- 1979-11-16 FR FR7928334A patent/FR2441629A1/fr active Granted
- 1979-11-16 AT AT0732879A patent/AT369377B/de active
- 1979-11-16 JP JP14877879A patent/JPS5589289A/ja active Pending
- 1979-11-16 CH CH10278/79A patent/CH649557A5/de not_active IP Right Cessation
- 1979-11-16 BE BE0/198132A patent/BE880068A/fr not_active IP Right Cessation
- 1979-11-16 DK DK487979A patent/DK487979A/da not_active Application Discontinuation
1981
- 1981-07-21 US US06/285,492 patent/US4504477A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
IT7950842A0 (it)	1979-11-16
AT369377B (de)	1982-12-27
CA1131216A (en)	1982-09-07
IE49211B1 (en)	1985-08-21
ZA796195B (en)	1980-11-26
DE2946415A1 (de)	1980-05-29
JPS5589289A (en)	1980-07-05
IT1207008B (it)	1989-05-17
FR2441629A1 (fr)	1980-06-13
AU531801B2 (en)	1983-09-08
ES486022A0 (es)	1980-12-16
BE880068A (fr)	1980-05-16
AU5291979A (en)	1980-05-22
ES486023A1 (es)	1980-09-01
DK487979A (da)	1980-05-18
SE7909501L (sv)	1980-05-18
ES486026A1 (es)	1980-09-01
FR2441629B1 (de)	1983-04-01
ATA732879A (de)	1982-05-15
IE792208L (en)	1980-05-17
NZ192142A (en)	1982-12-21
ES8102139A1 (es)	1980-12-16
US4504477A (en)	1985-03-12
CH649557A5 (de)	1985-05-31

Legal Events

Date	Code	Title	Description
1985-01-01	A85	Still pending on 85-01-01
1986-07-01	BV	The patent application has lapsed

Publication	Publication Date	Title
US4258041A (en)	1981-03-24	(6R,7R)-7-[(Z)-2-(2-Aminothiazol-4-yl)-2-(2-carboxyprop-2-oxyimino)acetamido]-3-(1-pyridiniummethyl)-ceph-3-em-4-carboxylate and salts thereof
US4621081A (en)	1986-11-04	Cephalosporin antibiotics
HU184631B (en)	1984-09-28	Process for preparing cef-3-em-4-carboxylic acid derivatives with antiaiotic activity
US4464368A (en)	1984-08-07	Cephalosporin antibiotics
NL7908390A (nl)	1980-05-20	Cefalosporinen, werkwijze voor de bereiding daarvan, en preparaten die ze bevatten.
NL7907882A (nl)	1980-04-29	Nieuwe cefalosporine-antibiotica, werkwijze voor de bereiding daarvan alsmede farmaceutisch preparaat dat deze bevat.
US4315005A (en)	1982-02-09	Cephalosporin antibiotics
US4427675A (en)	1984-01-24	Cephalosporin antibiotics
KR830001130B1 (ko)	1983-06-14	세팔로스포린 항생제의 제조방법
KR830001891B1 (ko)	1983-09-17	세팔로스포린 항생물질의 제조방법
US4197298A (en)	1980-04-08	[3-Heterocyclic-7-(2-methoxyimino-2-aminothiazolyl) acetamido]cephalosporins
CH637139A5 (de)	1983-07-15	Verfahren zur herstellung von cephalosporinverbindungen.
NL7907881A (nl)	1980-04-29	Nieuwe cefalosporine-antibiotica, werkwijze voor de bereiding daarvan en farmaceutische preparaten die deze bevatten.
US4560683A (en)	1985-12-24	Cephalosporin antibiotics
US4200746A (en)	1980-04-29	Cephalosporins
GB2036738A (en)	1980-07-02	Cephalosporin antibiotics
GB2046261A (en)	1980-11-12	Cephalosporin antibiotics
GB1604724A (en)	1981-12-16	7-(2-aminothiazol-4-yl)-2-oxymino-acedamido)-cephem derivatives
GB2027691A (en)	1980-02-27	Cephalosporin Antibiotics
GB2037281A (en)	1980-07-09	7-( alpha -(2-amino.4-thiazolyl)- alpha - hydroximino-acetamido)- cephalosporins
NL8304024A (nl)	1984-06-18	Cefalosporineantibiotica en werkwijzen voor het bereiden en toepassen van deze antibiotica.
GB1602725A (en)	1981-11-18	7-(a-oxyiminoacetamido)-ceph-3-em-4-carboxylic acid derivatives
NL8302308A (nl)	1984-01-16	Cefalosporinen, preparaten die ze bevatten, en werkwijzen voor de bereiding daarvan.
CA1129408A (en)	1982-08-10	Cephalosporin antibiotics
EP0095329A2 (de)	1983-11-30	Cephalosporin Antibiotika