GB1455016A - Dethiacephalosporanic acid derivatives and their preparation and use - Google Patents
Dethiacephalosporanic acid derivatives and their preparation and useInfo
- Publication number
- GB1455016A GB1455016A GB5130173A GB5130173A GB1455016A GB 1455016 A GB1455016 A GB 1455016A GB 5130173 A GB5130173 A GB 5130173A GB 5130173 A GB5130173 A GB 5130173A GB 1455016 A GB1455016 A GB 1455016A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- amino
- group
- imino
- alkyl
- 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
- 239000002253 acid Substances 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- -1 acyl radical Chemical group 0.000 abstract 16
- 150000001875 compounds Chemical class 0.000 abstract 7
- 229910052739 hydrogen Inorganic materials 0.000 abstract 7
- 239000001257 hydrogen Substances 0.000 abstract 7
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 238000010586 diagram Methods 0.000 abstract 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 5
- 125000001841 imino group Chemical class [H]N=* 0.000 abstract 5
- 239000002585 base Substances 0.000 abstract 4
- 150000002148 esters Chemical class 0.000 abstract 4
- 150000003254 radicals Chemical class 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 3
- 239000007800 oxidant agent Substances 0.000 abstract 3
- 239000002243 precursor Substances 0.000 abstract 3
- SUHXTVABLHHRST-UHFFFAOYSA-N 2-azidoacetyl chloride Chemical compound ClC(=O)CN=[N+]=[N-] SUHXTVABLHHRST-UHFFFAOYSA-N 0.000 abstract 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 2
- 239000003377 acid catalyst Substances 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 150000002431 hydrogen Chemical group 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 229910000510 noble metal Inorganic materials 0.000 abstract 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 abstract 1
- XVMMYODWMBGAIC-UHFFFAOYSA-N 4-methylpent-4-enal Chemical compound CC(=C)CCC=O XVMMYODWMBGAIC-UHFFFAOYSA-N 0.000 abstract 1
- 241000894006 Bacteria Species 0.000 abstract 1
- 229930186147 Cephalosporin Natural products 0.000 abstract 1
- 229930182555 Penicillin Natural products 0.000 abstract 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 abstract 1
- 239000012346 acetyl chloride Substances 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 230000003213 activating effect Effects 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910000102 alkali metal hydride Inorganic materials 0.000 abstract 1
- 150000008046 alkali metal hydrides Chemical class 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 150000003934 aromatic aldehydes Chemical class 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 abstract 1
- MNFORVFSTILPAW-UHFFFAOYSA-N azetidin-2-one Chemical compound O=C1CCN1 MNFORVFSTILPAW-UHFFFAOYSA-N 0.000 abstract 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 abstract 1
- 239000003899 bactericide agent Substances 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 229940124587 cephalosporin Drugs 0.000 abstract 1
- 150000001780 cephalosporins Chemical class 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000012320 chlorinating reagent Substances 0.000 abstract 1
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 abstract 1
- 238000007796 conventional method Methods 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 125000000524 functional group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 230000002140 halogenating effect Effects 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 150000007529 inorganic bases Chemical class 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- VBTQNRFWXBXZQR-UHFFFAOYSA-N n-bromoacetamide Chemical compound CC(=O)NBr VBTQNRFWXBXZQR-UHFFFAOYSA-N 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 150000002902 organometallic compounds Chemical class 0.000 abstract 1
- 150000002960 penicillins Chemical class 0.000 abstract 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N pentanal Chemical compound CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 1
- 230000008929 regeneration Effects 0.000 abstract 1
- 238000011069 regeneration method Methods 0.000 abstract 1
- 238000006798 ring closing metathesis reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 1
- 125000004149 thio group Chemical group *S* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/41—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrogenolysis or reduction of carboxylic groups or functional derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
- C07C51/60—Preparation of carboxylic acid halides by conversion of carboxylic acids or their anhydrides or esters, lactones, salts into halides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
- C07D205/085—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams with a nitrogen atom directly attached in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
- C07D317/24—Radicals substituted by singly bound oxygen or sulfur atoms esterified
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/28—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D463/00—Heterocyclic compounds containing 1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbacephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D463/02—Preparation
- C07D463/06—Preparation from compounds already containing the ring or condensed ring systems, e.g. by dehydrogenation of the ring, by introduction, elimination or modification of substituents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D505/00—Heterocyclic compounds containing 5-oxa-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. oxacephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/568—Four-membered rings
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Cephalosporin Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30390572A | 1972-11-06 | 1972-11-06 | |
| US39566273A | 1973-09-18 | 1973-09-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1455016A true GB1455016A (en) | 1976-11-10 |
Family
ID=26973713
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5130173A Expired GB1455016A (en) | 1972-11-06 | 1973-11-05 | Dethiacephalosporanic acid derivatives and their preparation and use |
Country Status (11)
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0004134A1 (en) * | 1978-03-04 | 1979-09-19 | Beecham Group Plc | Beta-lactam antibacterial agents, their pharmaceutical compositions and process for their preparation |
| US4233216A (en) | 1977-02-08 | 1980-11-11 | Shionogi & Co., Ltd. | Azetidinone derivatives and production thereof |
| EP0031509A1 (en) * | 1979-12-20 | 1981-07-08 | Hoechst Uk Limited | Penem derivatives |
| EP0048165A1 (en) * | 1980-09-17 | 1982-03-24 | Eli Lilly And Company | Bis-tetrazolemethyl substituted beta-lactam antibiotics, their preparation and pharmaceutical formulations containing them |
| US4347183A (en) | 1981-02-02 | 1982-08-31 | Schering Corporation | Process for the synthesis of penems and carbapenems |
| EP0111421A1 (en) * | 1982-12-06 | 1984-06-20 | Shionogi & Co., Ltd. | Oxacephalosporin derivatives, their preparation and use |
| US4708956A (en) * | 1985-12-12 | 1987-11-24 | Kyowa Hakko Kogyo Co., Ltd. | 3-position halogenated cephalosporin analogs and pharmaceutical compositions |
| US4717722A (en) * | 1984-05-07 | 1988-01-05 | Merck & Co., Inc. | Substituted 1-oxa-dethiacephalosporins as anti-inflammatory and antidegenerative agents |
| US4734494A (en) * | 1979-11-14 | 1988-03-29 | Kyowa Hakko Kogyo Co., Ltd. | Optically active 3-halo carbacephems |
| US5019571A (en) * | 1988-01-25 | 1991-05-28 | Eli Lilly And Company | 1-carbacephalosporin antibiotics |
| US9334289B2 (en) | 2011-04-28 | 2016-05-10 | Shionogi & Co., Ltd. | Cephem compound having catechol or pseudo-catechol structure |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4226866A (en) * | 1972-11-06 | 1980-10-07 | Merck & Co., Inc. | Novel antibiotic analogues of cephalosporins |
| US4172199A (en) * | 1975-01-02 | 1979-10-23 | Bristol-Myers Company | O-2-isocephem-4-carboxylic acid derivatives as antibacterial agents |
| US4012383A (en) * | 1975-01-02 | 1977-03-15 | Bristol-Myers Company | Δ2,3 -1,4-morpholine-2-carboxylic acids and derivatives thereof useful in preparation of antibacteria agents |
| US4166905A (en) * | 1975-04-11 | 1979-09-04 | Bristol-Myers Company | O-2-Isocephem-4-carboxylic acid derivatives as antibacterial agents |
| US4011216A (en) * | 1975-04-11 | 1977-03-08 | Bristol-Myers Company | Δ2,3-0-2-Isocephem-4-carboxylic acid and derivatives thereof as antibacterial agents |
| US4171439A (en) * | 1975-04-11 | 1979-10-16 | Bristol-Myers Company | Antibacterial analogs of isocephalosporins |
| US4166906A (en) * | 1975-04-11 | 1979-09-04 | Bristol-Myers Company | 0-2-Isocephem-4-carboxylic acid derivatives as antibacterial agents |
| US4108992A (en) | 1975-05-10 | 1978-08-22 | Beecham Group Limited | Cephalosporin analogues and compositions |
| US4013648A (en) * | 1975-07-23 | 1977-03-22 | Bristol-Myers Company | Δ2,3 -0-2-Isocephem-4-carboxylic acid and derivatives as antibacterial agents |
| US4171438A (en) * | 1975-07-23 | 1979-10-16 | Bristol-Myers Company | 0-2-Isocephem-4-carboxylic acid derivatives as antibacterial agents |
| CA1085392A (en) | 1976-03-25 | 1980-09-09 | Masayuki Narisada | Arylmalonamido-1-oxadethiacephalosporins |
| CY1158A (en) * | 1976-03-25 | 1983-01-28 | Shionogi & Co | Arylmalonamido-1-oxadethiacephalosporins |
| US4180571A (en) * | 1976-03-25 | 1979-12-25 | Shionogi & Co., Ltd. | Arylmalonamido-1-oxadethiacephalosporins |
| JPS607635B2 (ja) * | 1976-04-27 | 1985-02-26 | 塩野義製薬株式会社 | オキサゾリジン化合物 |
| JPS604811B2 (ja) * | 1976-07-28 | 1985-02-06 | 塩野義製薬株式会社 | メチルケトンのハロゲン化 |
| JPS609515B2 (ja) * | 1976-08-09 | 1985-03-11 | 塩野義製薬株式会社 | ３′−ノルオキサセファロスポリン類 |
| IE45650B1 (en) * | 1976-08-09 | 1982-10-20 | Shionogi & Co | Intermediates for cephalosporin analogues |
| JPS5331690A (en) * | 1976-09-01 | 1978-03-25 | Shionogi & Co Ltd | Oxadithiacephalosporins |
| US4089956A (en) * | 1976-09-08 | 1978-05-16 | Smithkline Corporation | 7-Acylamino-8-oxo-3-oxa-1-azabicyclo[4.2.0]octane-2-carboxylic acid derivatives and bactericidal compositions and use thereof |
| AU514377B2 (en) * | 1977-02-15 | 1981-02-05 | Shionogi & Co., Ltd. | l-OXADETHIACEPHAM COMPOUNDS |
| JPS53105491A (en) | 1977-02-25 | 1978-09-13 | Shionogi & Co Ltd | Oxazolinoazethidinylbutyrylic acid derivatives |
| CA1100962A (en) * | 1977-04-28 | 1981-05-12 | Yoshio Hamashima | Haloarylmalonamidooxacephalosporins |
| JPS53149991A (en) * | 1977-06-01 | 1978-12-27 | Shionogi & Co Ltd | Preparation of 3-heterothiomethyl-1-oxadethia-3-cephem-4-carboxylic acid |
| JPS5419990A (en) * | 1977-07-14 | 1979-02-15 | Shionogi & Co Ltd | Dihydrotriazinylthioxacephalosporin |
| JPS609718B2 (ja) * | 1977-08-25 | 1985-03-12 | 塩野義製薬株式会社 | チアジアゾリルチオセフアロスポリン類縁抗生物質 |
| IT1102408B (it) * | 1977-12-23 | 1985-10-07 | Fujisawa Pharmaceutical Co | Composti analoghi della cefalosforina e procedimenti per la loro preparazione |
| JPS5936914B2 (ja) * | 1978-06-24 | 1984-09-06 | 協和醗酵工業株式会社 | セフアロスポリン類縁体 |
| US4327093A (en) * | 1978-10-24 | 1982-04-27 | Fujisawa Pharmaceutical Co., Ltd. | 3,7-Disubstituted-2 or 3-cephem-4-carboxylic acid compounds |
| JPS5616491A (en) * | 1979-07-19 | 1981-02-17 | Kyowa Hakko Kogyo Co Ltd | Cephalosporin analog |
| JPS56103185A (en) * | 1980-01-22 | 1981-08-18 | Shionogi & Co Ltd | Malonamidoxa-dethia-cephem compound |
| DE3225269A1 (de) * | 1982-07-06 | 1984-01-12 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von 7-amino-1-dethia-1-oxa-3-hydroxymethyl-cephem-4-carbonsaeuren |
| JP2004168775A (ja) * | 2002-11-08 | 2004-06-17 | Orchid Chemicals & Pharmaceuticals Ltd | オキサセファロスポリンの改良合成法 |
| CN103254215B (zh) * | 2013-05-24 | 2015-06-03 | 浙江东邦药业有限公司 | 一种烯丙基氯代氧头孢化合物的制备方法 |
-
1973
- 1973-10-25 NL NLAANVRAGE7314711,A patent/NL178005C/xx not_active IP Right Cessation
- 1973-10-26 SE SE7314569A patent/SE417205B/xx unknown
- 1973-11-02 CH CH1549273A patent/CH602723A5/xx not_active IP Right Cessation
- 1973-11-05 GB GB5130173A patent/GB1455016A/en not_active Expired
- 1973-11-05 ES ES420271A patent/ES420271A1/es not_active Expired
- 1973-11-05 DE DE19732355209 patent/DE2355209A1/de not_active Ceased
- 1973-11-05 BE BE137412A patent/BE806921A/xx not_active IP Right Cessation
- 1973-11-06 JP JP12486473A patent/JPS5632993B2/ja not_active Expired
- 1973-11-06 FR FR7339380A patent/FR2205313B1/fr not_active Expired
-
1975
- 1975-06-26 AT AT491775A patent/AT340590B/de not_active IP Right Cessation
-
1979
- 1979-12-20 HK HK866/79A patent/HK86679A/xx unknown
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4233216A (en) | 1977-02-08 | 1980-11-11 | Shionogi & Co., Ltd. | Azetidinone derivatives and production thereof |
| EP0004134A1 (en) * | 1978-03-04 | 1979-09-19 | Beecham Group Plc | Beta-lactam antibacterial agents, their pharmaceutical compositions and process for their preparation |
| US4734494A (en) * | 1979-11-14 | 1988-03-29 | Kyowa Hakko Kogyo Co., Ltd. | Optically active 3-halo carbacephems |
| EP0031509A1 (en) * | 1979-12-20 | 1981-07-08 | Hoechst Uk Limited | Penem derivatives |
| US4576939A (en) * | 1979-12-20 | 1986-03-18 | Hoechst Ag | Penem derivatives |
| EP0048165A1 (en) * | 1980-09-17 | 1982-03-24 | Eli Lilly And Company | Bis-tetrazolemethyl substituted beta-lactam antibiotics, their preparation and pharmaceutical formulations containing them |
| US4347183A (en) | 1981-02-02 | 1982-08-31 | Schering Corporation | Process for the synthesis of penems and carbapenems |
| EP0111421A1 (en) * | 1982-12-06 | 1984-06-20 | Shionogi & Co., Ltd. | Oxacephalosporin derivatives, their preparation and use |
| US4717722A (en) * | 1984-05-07 | 1988-01-05 | Merck & Co., Inc. | Substituted 1-oxa-dethiacephalosporins as anti-inflammatory and antidegenerative agents |
| US4708956A (en) * | 1985-12-12 | 1987-11-24 | Kyowa Hakko Kogyo Co., Ltd. | 3-position halogenated cephalosporin analogs and pharmaceutical compositions |
| US5019571A (en) * | 1988-01-25 | 1991-05-28 | Eli Lilly And Company | 1-carbacephalosporin antibiotics |
| US9334289B2 (en) | 2011-04-28 | 2016-05-10 | Shionogi & Co., Ltd. | Cephem compound having catechol or pseudo-catechol structure |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2205313A1 (enrdf_load_stackoverflow) | 1974-05-31 |
| NL178005B (nl) | 1985-08-01 |
| HK86679A (en) | 1979-12-28 |
| AT340590B (de) | 1977-12-27 |
| CH602723A5 (enrdf_load_stackoverflow) | 1978-07-31 |
| ES420271A1 (es) | 1976-07-01 |
| JPS5632993B2 (enrdf_load_stackoverflow) | 1981-07-31 |
| JPS49133594A (enrdf_load_stackoverflow) | 1974-12-21 |
| NL178005C (nl) | 1986-01-02 |
| BE806921A (fr) | 1974-05-06 |
| NL7314711A (enrdf_load_stackoverflow) | 1974-05-08 |
| FR2205313B1 (enrdf_load_stackoverflow) | 1976-07-02 |
| ATA491775A (de) | 1977-04-15 |
| DE2355209A1 (de) | 1974-05-16 |
| SE417205B (sv) | 1981-03-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PE20 | Patent expired after termination of 20 years |
Effective date: 19931104 |