NO132242B - - Google Patents
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- Publication number
- NO132242B NO132242B NO3068/70A NO306870A NO132242B NO 132242 B NO132242 B NO 132242B NO 3068/70 A NO3068/70 A NO 3068/70A NO 306870 A NO306870 A NO 306870A NO 132242 B NO132242 B NO 132242B
- Authority
- NO
- Norway
- Prior art keywords
- antibiotic
- salt
- salts
- monoammonium
- water
- Prior art date
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- 230000003115 biocidal effect Effects 0.000 claims description 135
- 150000003839 salts Chemical class 0.000 claims description 93
- 238000000034 method Methods 0.000 claims description 32
- 238000002360 preparation method Methods 0.000 claims description 22
- LXWBXEWUSAABOA-VXSYNFHWSA-N cephamycin C Chemical compound S1CC(COC(N)=O)=C(C(O)=O)N2C(=O)[C@@](OC)(NC(=O)CCC[C@@H](N)C(O)=O)[C@H]21 LXWBXEWUSAABOA-VXSYNFHWSA-N 0.000 claims description 16
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 239000001963 growth medium Substances 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 10
- 241000424942 Streptomyces clavuligerus ATCC 27064 Species 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 235000002639 sodium chloride Nutrition 0.000 description 92
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 36
- 239000000203 mixture Substances 0.000 description 35
- 241000196324 Embryophyta Species 0.000 description 27
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- 238000004519 manufacturing process Methods 0.000 description 19
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- 238000012360 testing method Methods 0.000 description 16
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- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 10
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- 239000002253 acid Substances 0.000 description 9
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- 241000589771 Ralstonia solanacearum Species 0.000 description 7
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- 239000007787 solid Substances 0.000 description 7
- 238000004448 titration Methods 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- 230000000507 anthelmentic effect Effects 0.000 description 6
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 239000004471 Glycine Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
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- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 description 5
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- FEMOMIGRRWSMCU-UHFFFAOYSA-N ninhydrin Chemical compound C1=CC=C2C(=O)C(O)(O)C(=O)C2=C1 FEMOMIGRRWSMCU-UHFFFAOYSA-N 0.000 description 5
- 239000006916 nutrient agar Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
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- AGVAZMGAQJOSFJ-WZHZPDAFSA-M cobalt(2+);[(2r,3s,4r,5s)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2r)-1-[3-[(1r,2r,3r,4z,7s,9z,12s,13s,14z,17s,18s,19r)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2 Chemical compound [Co+2].N#[C-].[N-]([C@@H]1[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(O)(=O)O[C@H]3[C@H]([C@H](O[C@@H]3CO)N3C4=CC(C)=C(C)C=C4N=C3)O)\C2=C(C)/C([C@H](C\2(C)C)CCC(N)=O)=N/C/2=C\C([C@H]([C@@]/2(CC(N)=O)C)CCC(N)=O)=N\C\2=C(C)/C2=N[C@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O AGVAZMGAQJOSFJ-WZHZPDAFSA-M 0.000 description 4
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- 239000004094 surface-active agent Substances 0.000 description 4
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- 241000760148 Aspiculuris tetraptera Species 0.000 description 3
- HOKIDJSKDBPKTQ-GLXFQSAKSA-N Cephalosporin C Natural products 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 description 3
- 229920000742 Cotton Polymers 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 244000068988 Glycine max Species 0.000 description 3
- 241000227653 Lycopersicon Species 0.000 description 3
- 241000589613 Pseudomonas savastanoi pv. phaseolicola Species 0.000 description 3
- 241000607132 Salmonella enterica subsp. enterica serovar Gallinarum Species 0.000 description 3
- 241000975692 Syphacia obvelata Species 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 150000003863 ammonium salts Chemical class 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- HOKIDJSKDBPKTQ-GLXFQSAKSA-M cephalosporin C(1-) Chemical compound S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H](NC(=O)CCC[C@@H]([NH3+])C([O-])=O)[C@@H]12 HOKIDJSKDBPKTQ-GLXFQSAKSA-M 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
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- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
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- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
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- 241000588724 Escherichia coli Species 0.000 description 2
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- 208000012766 Growth delay Diseases 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 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 2
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- 238000002814 agar dilution Methods 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
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- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
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- 239000000872 buffer Substances 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 230000035425 carbon utilization Effects 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
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- 235000005822 corn Nutrition 0.000 description 1
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- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
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- 239000003085 diluting agent Substances 0.000 description 1
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- 206010014881 enterobiasis Diseases 0.000 description 1
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 231100001225 mammalian toxicity Toxicity 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 235000013379 molasses Nutrition 0.000 description 1
- 230000000877 morphologic effect Effects 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000005789 organism growth Effects 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
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- 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
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 description 1
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- 159000000005 rubidium salts Chemical class 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000012807 shake-flask culturing Methods 0.000 description 1
- 231100000161 signs of toxicity Toxicity 0.000 description 1
- 150000003378 silver Chemical class 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
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- 239000010935 stainless steel Substances 0.000 description 1
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- 239000008107 starch Substances 0.000 description 1
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- 239000008223 sterile water Substances 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
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- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P35/00—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin
- C12P35/06—Cephalosporin C; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P35/00—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin
- C12P35/08—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin disubstituted in the 7 position
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Microbiology (AREA)
- Medicinal Chemistry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Cephalosporin Compounds (AREA)
- Compounds Of Unknown Constitution (AREA)
- Fodder In General (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US84939569A | 1969-08-12 | 1969-08-12 |
Publications (2)
Publication Number | Publication Date |
---|---|
NO132242B true NO132242B (ro) | 1975-06-30 |
NO132242C NO132242C (ro) | 1975-10-08 |
Family
ID=25305685
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO3068/70A NO132242C (ro) | 1969-08-12 | 1970-08-11 |
Country Status (24)
Country | Link |
---|---|
JP (3) | JPS4945594B1 (ro) |
AT (1) | AT297932B (ro) |
BE (1) | BE754693A (ro) |
BR (1) | BR6915079D0 (ro) |
CA (1) | CA954809A (ro) |
CH (3) | CH594050A5 (ro) |
CS (2) | CS184312B2 (ro) |
DE (1) | DE2040141C3 (ro) |
DK (2) | DK128017B (ro) |
ES (2) | ES382658A1 (ro) |
FI (1) | FI45990C (ro) |
FR (1) | FR2068490B1 (ro) |
GB (1) | GB1315177A (ro) |
IL (1) | IL35065A (ro) |
NL (1) | NL7011805A (ro) |
NO (1) | NO132242C (ro) |
OA (1) | OA03599A (ro) |
PH (1) | PH12529A (ro) |
PL (1) | PL84058B1 (ro) |
RO (1) | RO58570A (ro) |
SE (2) | SE384690B (ro) |
SU (1) | SU511027A3 (ro) |
YU (1) | YU36539B (ro) |
ZA (1) | ZA705386B (ro) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1348985A (en) | 1970-06-16 | 1974-03-27 | Merck & Co Inc | Esters of cephalosporin compounds |
DE2221035C2 (de) * | 1972-04-28 | 1982-03-25 | Merck & Co., Inc., 07065 Rahway, N.J. | Verfahren zur Herstellung von substituierten 6-Iminopenicillinen und 7-Iminocephalosporinen |
YU40452B (en) | 1975-02-07 | 1986-02-28 | Beecham Group Plc | Process for the elimination of contaminating impurities from clavulinic acid |
US6048977C1 (en) * | 1975-04-17 | 2001-10-16 | Smithkline Beecham Plc | Clavulanic acid and salts thereof |
US6218380B1 (en) * | 1975-04-17 | 2001-04-17 | Smithkline Beecham P.L.C. | Pharmaceutical compositions |
US4529734A (en) * | 1976-06-08 | 1985-07-16 | Glaxo Laboratories Limited | 2-Formyloxymethyl-clavam |
ES2400562T3 (es) | 2003-05-28 | 2013-04-10 | Dsm Sinochem Pharmaceuticals Netherlands B.V. | Compuesto de cefem |
-
0
- BE BE754693D patent/BE754693A/xx not_active IP Right Cessation
-
1969
- 1969-12-12 BR BR215079/69A patent/BR6915079D0/pt unknown
-
1970
- 1970-08-04 ZA ZA705386A patent/ZA705386B/xx unknown
- 1970-08-06 IL IL35065A patent/IL35065A/xx unknown
- 1970-08-06 CA CA090,096A patent/CA954809A/en not_active Expired
- 1970-08-07 GB GB3824670A patent/GB1315177A/en not_active Expired
- 1970-08-10 NL NL7011805A patent/NL7011805A/xx unknown
- 1970-08-10 OA OA54006A patent/OA03599A/xx unknown
- 1970-08-11 NO NO3068/70A patent/NO132242C/no unknown
- 1970-08-11 DK DK412270AA patent/DK128017B/da not_active IP Right Cessation
- 1970-08-11 PL PL1970148215A patent/PL84058B1/pl unknown
- 1970-08-11 ES ES382658A patent/ES382658A1/es not_active Expired
- 1970-08-11 SE SE7010934A patent/SE384690B/xx unknown
- 1970-08-12 YU YU02054/70A patent/YU36539B/xx unknown
- 1970-08-12 FI FI702215A patent/FI45990C/fi active
- 1970-08-12 AT AT735370A patent/AT297932B/de not_active IP Right Cessation
- 1970-08-12 DE DE2040141A patent/DE2040141C3/de not_active Expired
- 1970-08-12 CS CS7100007145A patent/CS184312B2/cs unknown
- 1970-08-12 SU SU1478713A patent/SU511027A3/ru active
- 1970-08-12 RO RO64203A patent/RO58570A/ro unknown
- 1970-08-12 CS CS7000005598A patent/CS184309B2/cs unknown
- 1970-08-12 JP JP45070705A patent/JPS4945594B1/ja active Pending
- 1970-08-12 FR FR7029718A patent/FR2068490B1/fr not_active Expired
- 1970-08-12 CH CH1212570A patent/CH594050A5/xx not_active IP Right Cessation
-
1971
- 1971-08-06 ES ES393985A patent/ES393985A1/es not_active Expired
- 1971-10-13 DK DK495471AA patent/DK128341B/da not_active IP Right Cessation
-
1973
- 1973-10-26 JP JP48120090A patent/JPS527058B1/ja active Pending
- 1973-10-26 JP JP48120091A patent/JPS519370B1/ja active Pending
- 1973-11-13 SE SE7315327A patent/SE415766B/sv unknown
-
1974
- 1974-03-08 PH PH15596A patent/PH12529A/en unknown
-
1976
- 1976-11-22 CH CH1465676A patent/CH597347A5/xx not_active IP Right Cessation
- 1976-11-22 CH CH1465576A patent/CH602759A5/xx not_active IP Right Cessation
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