IE34055B1 - 3-halomethyl-delta3-cephalosporin esters and sulfoxides thereof useful in the production of antibiotics,and process for preparing the intermediates and antibiotics - Google Patents
3-halomethyl-delta3-cephalosporin esters and sulfoxides thereof useful in the production of antibiotics,and process for preparing the intermediates and antibioticsInfo
- Publication number
- IE34055B1 IE34055B1 IE337/70A IE33770A IE34055B1 IE 34055 B1 IE34055 B1 IE 34055B1 IE 337/70 A IE337/70 A IE 337/70A IE 33770 A IE33770 A IE 33770A IE 34055 B1 IE34055 B1 IE 34055B1
- Authority
- IE
- Ireland
- Prior art keywords
- formula
- cephalosporin
- esters
- antibiotics
- tribromide
- Prior art date
Links
- 229940124587 cephalosporin Drugs 0.000 title abstract 5
- 239000003242 anti bacterial agent Substances 0.000 title 2
- 229940088710 antibiotic agent Drugs 0.000 title 2
- 238000004519 manufacturing process Methods 0.000 title 2
- 239000000543 intermediate Substances 0.000 title 1
- 150000003462 sulfoxides Chemical class 0.000 title 1
- -1 Cephalosporin esters Chemical class 0.000 abstract 4
- 229930186147 Cephalosporin Natural products 0.000 abstract 3
- GPWHDDKQSYOYBF-UHFFFAOYSA-N ac1l2u0q Chemical compound Br[Br-]Br GPWHDDKQSYOYBF-UHFFFAOYSA-N 0.000 abstract 3
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 abstract 3
- OGFAWKRXZLGJSK-UHFFFAOYSA-N 1-(2,4-dihydroxyphenyl)-2-(4-nitrophenyl)ethanone Chemical compound OC1=CC(O)=CC=C1C(=O)CC1=CC=C([N+]([O-])=O)C=C1 OGFAWKRXZLGJSK-UHFFFAOYSA-N 0.000 abstract 2
- 125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 abstract 1
- ATTZFSUZZUNHBP-UHFFFAOYSA-N Piperonyl sulfoxide Chemical compound CCCCCCCCS(=O)C(C)CC1=CC=C2OCOC2=C1 ATTZFSUZZUNHBP-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Chemical group 0.000 abstract 1
- XAKBSHICSHRJCL-UHFFFAOYSA-N [CH2]C(=O)C1=CC=CC=C1 Chemical group [CH2]C(=O)C1=CC=CC=C1 XAKBSHICSHRJCL-UHFFFAOYSA-N 0.000 abstract 1
- 229910001516 alkali metal iodide Inorganic materials 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 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
- 150000001875 compounds Chemical class 0.000 abstract 1
- RCJVRSBWZCNNQT-UHFFFAOYSA-N dichloridooxygen Chemical compound ClOCl RCJVRSBWZCNNQT-UHFFFAOYSA-N 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- OHZZTXYKLXZFSZ-UHFFFAOYSA-I manganese(3+) 5,10,15-tris(1-methylpyridin-1-ium-4-yl)-20-(1-methylpyridin-4-ylidene)porphyrin-22-ide pentachloride Chemical compound [Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Mn+3].C1=CN(C)C=CC1=C1C(C=C2)=NC2=C(C=2C=C[N+](C)=CC=2)C([N-]2)=CC=C2C(C=2C=C[N+](C)=CC=2)=C(C=C2)N=C2C(C=2C=C[N+](C)=CC=2)=C2N=C1C=C2 OHZZTXYKLXZFSZ-UHFFFAOYSA-I 0.000 abstract 1
- 125000006502 nitrobenzyl group Chemical group 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- UXCDUFKZSUBXGM-UHFFFAOYSA-N phosphoric tribromide Chemical compound BrP(Br)(Br)=O UXCDUFKZSUBXGM-UHFFFAOYSA-N 0.000 abstract 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000000126 substance Chemical group 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81164069A | 1969-03-28 | 1969-03-28 | |
| US88323169A | 1969-12-08 | 1969-12-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE34055L IE34055L (en) | 1970-09-28 |
| IE34055B1 true IE34055B1 (en) | 1975-01-22 |
Family
ID=27123508
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE337/70A IE34055B1 (en) | 1969-03-28 | 1970-03-16 | 3-halomethyl-delta3-cephalosporin esters and sulfoxides thereof useful in the production of antibiotics,and process for preparing the intermediates and antibiotics |
Country Status (14)
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE755256A (enrdf_load_stackoverflow) * | 1969-08-26 | 1971-02-25 | Glaxo Lab Ltd | |
| IL59395A (en) | 1979-03-06 | 1983-07-31 | Gist Brocades Nv | Bromo-substituted deacetoxycephalosporin derivatives and their preparation |
| JPS5832884A (ja) * | 1981-08-20 | 1983-02-25 | Otsuka Chem Co Ltd | ３−エキソメチレンセフアム誘導体の製造方法 |
-
1970
- 1970-03-16 CA CA077,518A patent/CA986094A/en not_active Expired
- 1970-03-16 IE IE337/70A patent/IE34055B1/xx unknown
- 1970-03-18 IL IL34093A patent/IL34093A/xx unknown
- 1970-03-26 GB GB1295908D patent/GB1295908A/en not_active Expired
- 1970-03-26 CH CH466570A patent/CH562828A5/xx not_active IP Right Cessation
- 1970-03-26 NL NL7004479A patent/NL7004479A/xx unknown
- 1970-03-26 SE SE7004235A patent/SE412237B/sv unknown
- 1970-03-27 RO RO62914A patent/RO56339A/ro unknown
- 1970-03-27 FR FR7011274A patent/FR2035977A1/fr active Pending
- 1970-03-27 BE BE748055D patent/BE748055A/xx not_active IP Right Cessation
- 1970-03-27 PL PL1970176080A patent/PL92638B1/pl unknown
- 1970-03-27 PL PL1970139661A patent/PL83186B1/pl unknown
- 1970-03-28 JP JP45026434A patent/JPS5112635B1/ja active Pending
- 1970-03-31 DE DE2065708A patent/DE2065708C3/de not_active Expired
-
1971
- 1971-03-25 ES ES377938A patent/ES377938A1/es not_active Expired
-
1975
- 1975-01-20 CH CH466570D patent/CH564023A5/xx not_active IP Right Cessation
- 1975-08-27 JP JP50103874A patent/JPS5136277B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE2015317A1 (de) | 1971-02-18 |
| JPS5112635B1 (enrdf_load_stackoverflow) | 1976-04-21 |
| BE748055A (fr) | 1970-09-28 |
| NL7004479A (enrdf_load_stackoverflow) | 1970-09-30 |
| JPS5136277B1 (enrdf_load_stackoverflow) | 1976-10-07 |
| IL34093A0 (en) | 1970-05-21 |
| DE2065708C3 (de) | 1978-06-08 |
| PL92638B1 (en) | 1977-04-30 |
| IL34093A (en) | 1975-10-15 |
| DE2065708B2 (de) | 1977-10-20 |
| DE2065708A1 (de) | 1975-04-10 |
| ES377938A1 (es) | 1973-01-01 |
| GB1295908A (enrdf_load_stackoverflow) | 1972-11-08 |
| DE2015317B2 (de) | 1975-08-28 |
| PL83186B1 (en) | 1975-12-31 |
| SE412237B (sv) | 1980-02-25 |
| CH564023A5 (enrdf_load_stackoverflow) | 1975-07-15 |
| RO56339A (enrdf_load_stackoverflow) | 1975-03-15 |
| IE34055L (en) | 1970-09-28 |
| CH562828A5 (enrdf_load_stackoverflow) | 1975-06-13 |
| FR2035977A1 (enrdf_load_stackoverflow) | 1970-12-24 |
| CA986094A (en) | 1976-03-23 |
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