DE2166462C3 - - Google Patents
Info
- Publication number
- DE2166462C3 DE2166462C3 DE19712166462 DE2166462A DE2166462C3 DE 2166462 C3 DE2166462 C3 DE 2166462C3 DE 19712166462 DE19712166462 DE 19712166462 DE 2166462 A DE2166462 A DE 2166462A DE 2166462 C3 DE2166462 C3 DE 2166462C3
- Authority
- DE
- Germany
- Prior art keywords
- brown
- growth
- aerial mycelium
- yellow
- soluble pigment
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 239000000049 pigment Substances 0.000 description 82
- 239000002609 media Substances 0.000 description 42
- 229920001817 Agar Polymers 0.000 description 35
- 239000008272 agar Substances 0.000 description 35
- 230000003115 biocidal Effects 0.000 description 30
- 239000011780 sodium chloride Substances 0.000 description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- 239000000243 solution Substances 0.000 description 22
- 210000004215 spores Anatomy 0.000 description 22
- 150000003839 salts Chemical class 0.000 description 21
- RGEARSFHQFORKA-OZFKEBCOSA-M sodium;(6R,7S)-7-[(5-amino-5-carboxypentanoyl)amino]-7-methoxy-3-[[(Z)-2-methoxy-3-(4-sulfooxyphenyl)prop-2-enoyl]oxymethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Chemical compound [Na+].S([C@H]1N(C([C@@]1(OC)NC(=O)CCCC(N)C(O)=O)=O)C=1C([O-])=O)CC=1COC(=O)C(/OC)=C/C1=CC=C(OS(O)(=O)=O)C=C1 RGEARSFHQFORKA-OZFKEBCOSA-M 0.000 description 20
- 229940041514 Candida albicans extract Drugs 0.000 description 19
- 241000187392 Streptomyces griseus Species 0.000 description 19
- 239000012138 yeast extract Substances 0.000 description 19
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 239000000203 mixture Substances 0.000 description 18
- -1 sulfooxy group Chemical group 0.000 description 17
- 239000011347 resin Substances 0.000 description 16
- 229920005989 resin Polymers 0.000 description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 14
- 238000003892 spreading Methods 0.000 description 14
- WQZGKKKJIJFFOK-VFUOTHLCSA-N β-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 14
- 239000012141 concentrate Substances 0.000 description 11
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- 230000002401 inhibitory effect Effects 0.000 description 11
- 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 description 10
- 150000001875 compounds Chemical class 0.000 description 10
- XIURVHNZVLADCM-IUODEOHRSA-N Cefalotin Chemical compound N([C@H]1[C@@H]2N(C1=O)C(=C(CS2)COC(=O)C)C(O)=O)C(=O)CC1=CC=CS1 XIURVHNZVLADCM-IUODEOHRSA-N 0.000 description 9
- 229940106195 Cephalothin Drugs 0.000 description 9
- 229940007042 Proteus vulgaris Drugs 0.000 description 9
- 241000588767 Proteus vulgaris Species 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 229960000603 cefalotin Drugs 0.000 description 9
- 239000001888 Peptone Substances 0.000 description 8
- 108010080698 Peptones Proteins 0.000 description 8
- 239000003957 anion exchange resin Substances 0.000 description 8
- 238000010790 dilution Methods 0.000 description 8
- 235000015097 nutrients Nutrition 0.000 description 8
- 239000006877 oatmeal agar Substances 0.000 description 8
- 235000019319 peptone Nutrition 0.000 description 8
- 210000004027 cells Anatomy 0.000 description 7
- 229910052742 iron Inorganic materials 0.000 description 7
- 239000008363 phosphate buffer Substances 0.000 description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 7
- 235000015113 tomato pastes and purées Nutrition 0.000 description 7
- 229960001230 Asparagine Drugs 0.000 description 6
- CZTQZXZIADLWOZ-CRAIPNDOSA-N Cephaloridine Chemical compound O=C([C@@H](NC(=O)CC=1SC=CC=1)[C@H]1SC2)N1C(C(=O)[O-])=C2C[N+]1=CC=CC=C1 CZTQZXZIADLWOZ-CRAIPNDOSA-N 0.000 description 6
- 241000588724 Escherichia coli Species 0.000 description 6
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 description 6
- 241000936692 Streptomyces griseinus Species 0.000 description 6
- 235000009582 asparagine Nutrition 0.000 description 6
- 150000001720 carbohydrates Chemical class 0.000 description 6
- 235000014633 carbohydrates Nutrition 0.000 description 6
- 238000004587 chromatography analysis Methods 0.000 description 6
- 239000006787 czapek-dox agar Substances 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 6
- 239000000284 extract Substances 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 235000011187 glycerol Nutrition 0.000 description 6
- 238000000338 in vitro Methods 0.000 description 6
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 6
- 239000006916 nutrient agar Substances 0.000 description 6
- 241000588813 Alcaligenes faecalis Species 0.000 description 5
- 235000014469 Bacillus subtilis Nutrition 0.000 description 5
- 241001453268 Comamonas terrigena Species 0.000 description 5
- WQZGKKKJIJFFOK-GASJEMHNSA-N D-Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 5
- 241000588697 Enterobacter cloacae Species 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 240000007817 Olea europaea Species 0.000 description 5
- 241000970227 Streptomyces fimbriatus Species 0.000 description 5
- 230000001580 bacterial Effects 0.000 description 5
- 238000004140 cleaning Methods 0.000 description 5
- 239000008103 glucose Substances 0.000 description 5
- 238000009114 investigational therapy Methods 0.000 description 5
- 244000005700 microbiome Species 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- 229960005486 vaccines Drugs 0.000 description 5
- 229940005347 Alcaligenes faecalis Drugs 0.000 description 4
- SWLVFNYSXGMGBS-UHFFFAOYSA-N Ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 4
- GUBGYTABKSRVRQ-UUNJERMWSA-N Lactose Natural products O([C@@H]1[C@H](O)[C@H](O)[C@H](O)O[C@@H]1CO)[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@H](CO)O1 GUBGYTABKSRVRQ-UUNJERMWSA-N 0.000 description 4
- 241000607142 Salmonella Species 0.000 description 4
- 206010039447 Salmonellosis Diseases 0.000 description 4
- 229940076185 Staphylococcus aureus Drugs 0.000 description 4
- 241000191967 Staphylococcus aureus Species 0.000 description 4
- 241000187130 Streptomyces chartreusis Species 0.000 description 4
- 241000187216 Streptomyces halstedii Species 0.000 description 4
- 241000187418 Streptomyces rochei Species 0.000 description 4
- 241000187191 Streptomyces viridochromogenes Species 0.000 description 4
- 229940077484 ammonium bromide Drugs 0.000 description 4
- 230000000844 anti-bacterial Effects 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 4
- 239000002054 inoculum Substances 0.000 description 4
- 239000008101 lactose Substances 0.000 description 4
- GUBGYTABKSRVRQ-XLOQQCSPSA-N lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 241000894007 species Species 0.000 description 4
- 239000006228 supernatant Substances 0.000 description 4
- 241000186361 Actinobacteria <class> Species 0.000 description 3
- 229940064005 Antibiotic throat preparations Drugs 0.000 description 3
- 229940083879 Antibiotics FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE Drugs 0.000 description 3
- 229940042052 Antibiotics for systemic use Drugs 0.000 description 3
- 229940042786 Antitubercular Antibiotics Drugs 0.000 description 3
- CZMRCDWAGMRECN-UGDNZRGBSA-N D-sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 3
- 108010010803 Gelatin Proteins 0.000 description 3
- 229940093922 Gynecological Antibiotics Drugs 0.000 description 3
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 3
- 241000588769 Proteus <enterobacteria> Species 0.000 description 3
- 241000607132 Salmonella enterica subsp. enterica serovar Gallinarum Species 0.000 description 3
- 241000187434 Streptomyces cinnamonensis Species 0.000 description 3
- CZMRCDWAGMRECN-GDQSFJPYSA-N Sucrose Natural products O([C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](CO)O1)[C@@]1(CO)[C@H](O)[C@@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-GDQSFJPYSA-N 0.000 description 3
- 229940024982 Topical Antifungal Antibiotics Drugs 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000003242 anti bacterial agent Substances 0.000 description 3
- 239000002775 capsule Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 238000010192 crystallographic characterization Methods 0.000 description 3
- 201000009910 diseases by infectious agent Diseases 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 3
- 239000008273 gelatin Substances 0.000 description 3
- 229920000159 gelatin Polymers 0.000 description 3
- 235000019322 gelatine Nutrition 0.000 description 3
- 235000011852 gelatine desserts Nutrition 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 229940079866 intestinal antibiotics Drugs 0.000 description 3
- 235000019359 magnesium stearate Nutrition 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
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- 238000000034 method Methods 0.000 description 3
- 229940005935 ophthalmologic Antibiotics Drugs 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000005720 sucrose Substances 0.000 description 3
- UCSJYZPVAKXKNQ-HZYVHMACSA-N 1-[(1S,2R,3R,4S,5R,6R)-3-carbamimidamido-6-{[(2R,3R,4R,5S)-3-{[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy}-2,4,5-trihydroxycyclohexyl]guanidine Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 2
- FBPFZTCFMRRESA-KAZBKCHUSA-N D-Mannitol Natural products OC[C@@H](O)[C@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KAZBKCHUSA-N 0.000 description 2
- NEFBYIFKOOEVPA-UHFFFAOYSA-K Dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 2
- 235000019739 Dicalciumphosphate Nutrition 0.000 description 2
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- FBPFZTCFMRRESA-KVTDHHQDSA-N Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
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- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 description 2
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- LWIHDJKSTIGBAC-UHFFFAOYSA-K Tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
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- 150000007513 acids Chemical class 0.000 description 2
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- 239000000969 carrier Substances 0.000 description 2
- 125000001550 cephem group Chemical group 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
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- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
- 229960002887 Deanol Drugs 0.000 description 1
- 229920002307 Dextran Polymers 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N Diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
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- CDAISMWEOUEBRE-GPIVLXJGSA-N Inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 description 1
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- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- MBBZMMPHUWSWHV-BDVNFPICSA-N Meglumine Chemical compound CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 description 1
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- 239000003814 drug Substances 0.000 description 1
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- HZAXFHJVJLSVMW-UHFFFAOYSA-N ethanolamine Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
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- QDHHCQZDFGDHMP-UHFFFAOYSA-N monochloramine Chemical compound ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 description 1
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- 239000001184 potassium carbonate Substances 0.000 description 1
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- 239000002002 slurry Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
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- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000001187 sodium carbonate Substances 0.000 description 1
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Applications Claiming Priority (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1949670A | 1970-03-13 | 1970-03-13 | |
| US1949670 | 1970-03-13 | ||
| US5131970A | 1970-06-30 | 1970-06-30 | |
| US5131970 | 1970-06-30 | ||
| US9659470A | 1970-12-09 | 1970-12-09 | |
| US9659470 | 1970-12-09 | ||
| US05/115,779 US4302578A (en) | 1970-12-09 | 1971-02-16 | Cephalosporin antibiotics |
| US11577971 | 1971-02-16 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2166462A1 DE2166462A1 (de) | 1974-05-09 |
| DE2166462B2 DE2166462B2 (de) | 1977-01-20 |
| DE2166462C3 true DE2166462C3 (ro) | 1977-09-15 |
Family
ID=27486855
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712166462 Granted DE2166462B2 (de) | 1970-03-13 | 1971-03-02 | 7 beta -(d-5-amino-5-carboxyvaleramido)-3-(alpha-methoxy-cinnamoyloxymethyl)-7-methoxy-3-cephem-4-carbonsaeure-verbindungen, verfahren zu ihrer herstellung und solche verbindungen enthaltende arzneimittel |
| DE2109854A Expired DE2109854C3 (de) | 1970-03-13 | 1971-03-02 | 7beta-(D-5- Amino- 5-carboxyvaleramido) -3- (carbamoyloxymethyl) -7-methoxy-3-cephem-4-carbonsäure und deren Salze, Verfahren zu Ihrer Herstellung und solche Verbindungen enthaltende Arzneimittel |
| DE19712166463 Pending DE2166463A1 (de) | 1970-03-13 | 1971-03-02 | Derivate der 7-beta-(d-5-amino-5carboxyvaleramido)-7-methoxy-3-cephem-4carbonsaeure |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2109854A Expired DE2109854C3 (de) | 1970-03-13 | 1971-03-02 | 7beta-(D-5- Amino- 5-carboxyvaleramido) -3- (carbamoyloxymethyl) -7-methoxy-3-cephem-4-carbonsäure und deren Salze, Verfahren zu Ihrer Herstellung und solche Verbindungen enthaltende Arzneimittel |
| DE19712166463 Pending DE2166463A1 (de) | 1970-03-13 | 1971-03-02 | Derivate der 7-beta-(d-5-amino-5carboxyvaleramido)-7-methoxy-3-cephem-4carbonsaeure |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS581919B1 (ro) |
| AR (3) | AR200370A1 (ro) |
| BE (1) | BE764160A (ro) |
| CA (1) | CA960169A (ro) |
| CH (5) | CH587856A5 (ro) |
| DD (3) | DD96254A5 (ro) |
| DE (3) | DE2166462B2 (ro) |
| DK (1) | DK131639C (ro) |
| FI (1) | FI51484C (ro) |
| FR (1) | FR2085702B1 (ro) |
| GB (1) | GB1321412A (ro) |
| IE (1) | IE35110B1 (ro) |
| IL (1) | IL36281A (ro) |
| IT (1) | IT1045524B (ro) |
| NL (1) | NL171285C (ro) |
| NO (1) | NO134219C (ro) |
| PH (1) | PH12292A (ro) |
| SE (1) | SE385713B (ro) |
| YU (1) | YU35164B (ro) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1040620A (en) * | 1972-11-14 | 1978-10-17 | Frank J. Urban | 6-alkoxy-6-acylamidopenicillins 7-alkoxy-7-acylamido acetoxycephalosporins and process |
| US4065356A (en) | 1976-02-12 | 1977-12-27 | Merck & Co., Inc. | Production of antibiotic FR-02A (efrotomycin) by streptomyces lactamdurans |
| US4327093A (en) | 1978-10-24 | 1982-04-27 | Fujisawa Pharmaceutical Co., Ltd. | 3,7-Disubstituted-2 or 3-cephem-4-carboxylic acid compounds |
| JPS5931517B2 (ja) * | 1978-12-12 | 1984-08-02 | 山之内製薬株式会社 | 新規７↓−メトキシセファロスポリン誘導体 |
| US4379920A (en) * | 1979-10-31 | 1983-04-12 | Glaxo Group Limited | Cephalosporins |
| EP0137365A3 (en) * | 1983-09-06 | 1986-01-15 | Takeda Chemical Industries, Ltd. | Cephalosporins and their production |
| EP0160745A3 (en) * | 1984-05-07 | 1986-11-05 | Takeda Chemical Industries, Ltd. | Cephem compounds and their production |
| EP1658296B1 (en) | 2003-05-28 | 2012-12-19 | DSM Sinochem Pharmaceuticals Netherlands B.V. | Cephem compound |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4945594A (ro) * | 1972-09-08 | 1974-05-01 |
-
1971
- 1971-02-24 IL IL36281A patent/IL36281A/en unknown
- 1971-03-02 DE DE19712166462 patent/DE2166462B2/de active Granted
- 1971-03-02 DE DE2109854A patent/DE2109854C3/de not_active Expired
- 1971-03-02 DE DE19712166463 patent/DE2166463A1/de active Pending
- 1971-03-08 CH CH1294175A patent/CH587856A5/de not_active IP Right Cessation
- 1971-03-08 PH PH12269A patent/PH12292A/en unknown
- 1971-03-08 AR AR234333A patent/AR200370A1/es active
- 1971-03-08 CH CH1273075A patent/CH587911A5/xx not_active IP Right Cessation
- 1971-03-08 CH CH333371A patent/CH579576A5/xx not_active IP Right Cessation
- 1971-03-08 CH CH1273175A patent/CH586226A5/xx not_active IP Right Cessation
- 1971-03-08 CH CH1294275A patent/CH589655A5/xx not_active IP Right Cessation
- 1971-03-10 IE IE303/71A patent/IE35110B1/xx unknown
- 1971-03-11 FI FI710711A patent/FI51484C/fi active
- 1971-03-11 SE SE7103119A patent/SE385713B/xx unknown
- 1971-03-12 FR FR7108668A patent/FR2085702B1/fr not_active Expired
- 1971-03-12 DD DD153734A patent/DD96254A5/xx unknown
- 1971-03-12 DK DK118171A patent/DK131639C/da not_active IP Right Cessation
- 1971-03-12 YU YU626/71A patent/YU35164B/xx unknown
- 1971-03-12 NL NLAANVRAGE7103360,A patent/NL171285C/xx not_active IP Right Cessation
- 1971-03-12 NO NO932/71A patent/NO134219C/no unknown
- 1971-03-12 IT IT49017/71A patent/IT1045524B/it active
- 1971-03-12 BE BE764160A patent/BE764160A/xx not_active IP Right Cessation
- 1971-03-12 DD DD164639A patent/DD99166A5/xx unknown
- 1971-03-12 DD DD164638A patent/DD100002A5/xx unknown
- 1971-03-12 CA CA107,642A patent/CA960169A/en not_active Expired
- 1971-03-13 JP JP46013630A patent/JPS581919B1/ja active Pending
- 1971-04-19 GB GB2340771*A patent/GB1321412A/en not_active Expired
-
1972
- 1972-05-31 AR AR242279A patent/AR212149A1/es active
-
1974
- 1974-04-29 AR AR253505A patent/AR201142A1/es active
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