IE32440B1 - Process for preparation of penicillin and penicillin sulfoxide esters - Google Patents
Process for preparation of penicillin and penicillin sulfoxide estersInfo
- Publication number
- IE32440B1 IE32440B1 IE1137/68A IE113768A IE32440B1 IE 32440 B1 IE32440 B1 IE 32440B1 IE 1137/68 A IE1137/68 A IE 1137/68A IE 113768 A IE113768 A IE 113768A IE 32440 B1 IE32440 B1 IE 32440B1
- Authority
- IE
- Ireland
- Prior art keywords
- penicillin
- sulphoxide
- preparation
- preparing
- ester
- Prior art date
Links
- 229930182555 Penicillin Natural products 0.000 title abstract 7
- 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 title abstract 6
- 229940049954 penicillin Drugs 0.000 title abstract 6
- FCZNNHHXCFARDY-WQRUCBPWSA-N (2s,5r,6r)-3,3-dimethyl-4,7-dioxo-6-[(2-phenylacetyl)amino]-4$l^{4}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Chemical class N([C@H]1[C@@H]2N(C1=O)[C@H](C(S2=O)(C)C)C(O)=O)C(=O)CC1=CC=CC=C1 FCZNNHHXCFARDY-WQRUCBPWSA-N 0.000 title 1
- ATTZFSUZZUNHBP-UHFFFAOYSA-N Piperonyl sulfoxide Chemical compound CCCCCCCCS(=O)C(C)CC1=CC=C2OCOC2=C1 ATTZFSUZZUNHBP-UHFFFAOYSA-N 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 229930195708 Penicillin V Natural products 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 229940056367 penicillin v Drugs 0.000 abstract 2
- BPLBGHOLXOTWMN-MBNYWOFBSA-N phenoxymethylpenicillin Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)COC1=CC=CC=C1 BPLBGHOLXOTWMN-MBNYWOFBSA-N 0.000 abstract 2
- SYNPRNNJJLRHTI-UHFFFAOYSA-N 2-(hydroxymethyl)butane-1,4-diol Chemical compound OCCC(CO)CO SYNPRNNJJLRHTI-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal salt Chemical class 0.000 abstract 1
- MOIPGXQKZSZOQX-UHFFFAOYSA-N carbonyl bromide Chemical compound BrC(Br)=O MOIPGXQKZSZOQX-UHFFFAOYSA-N 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000002960 penicillins Chemical class 0.000 abstract 1
- ZWZVWGITAAIFPS-UHFFFAOYSA-N thiophosgene Chemical compound ClC(Cl)=S ZWZVWGITAAIFPS-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69267867A | 1967-12-22 | 1967-12-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE32440L IE32440L (en) | 1969-06-22 |
| IE32440B1 true IE32440B1 (en) | 1973-08-08 |
Family
ID=24781554
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1137/68A IE32440B1 (en) | 1967-12-22 | 1968-09-23 | Process for preparation of penicillin and penicillin sulfoxide esters |
Country Status (17)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3897445A (en) * | 1971-05-28 | 1975-07-29 | Lilly Co Eli | 5-EPI-penicillins |
| US3994912A (en) * | 1971-07-08 | 1976-11-30 | E. R. Squibb & Sons, Inc. | 1-Oxides of Schiff bases of 6-aminopenicillanic acid |
| FR2197570A1 (en) * | 1972-08-29 | 1974-03-29 | Aries Robert | Esters of penicillins with hydroxychalcones - with higher antibacterial activity than the parent penicillins |
| US3904605A (en) * | 1972-09-12 | 1975-09-09 | Lilly Co Eli | Penicillin oxidation process |
| US4230620A (en) * | 1979-03-26 | 1980-10-28 | Eli Lilly And Company | Process for preparing penicillin sulfoxides |
-
1967
- 1967-12-22 US US692678A patent/US3586667A/en not_active Expired - Lifetime
-
1968
- 1968-09-18 IL IL30725A patent/IL30725A/en unknown
- 1968-09-23 FI FI2681/68A patent/FI54804C/fi active
- 1968-09-23 IE IE1137/68A patent/IE32440B1/xx unknown
- 1968-09-24 SE SE12832/68A patent/SE366319B/xx unknown
- 1968-09-24 FR FR1603296D patent/FR1603296A/fr not_active Expired
- 1968-09-25 BR BR202603/68A patent/BR6802603D0/pt unknown
- 1968-09-25 BE BE721348D patent/BE721348A/xx not_active IP Right Cessation
- 1968-09-26 NL NL686813822A patent/NL146169B/xx not_active IP Right Cessation
- 1968-09-26 GB GB4582868A patent/GB1231888A/en not_active Expired
- 1968-09-26 AT AT941868A patent/AT282061B/de not_active IP Right Cessation
- 1968-09-26 DK DK463668A patent/DK133107C/da not_active IP Right Cessation
- 1968-09-27 DE DE1795413A patent/DE1795413C3/de not_active Expired
- 1968-09-27 CH CH1451268A patent/CH531538A/de not_active IP Right Cessation
- 1968-09-27 ES ES358607A patent/ES358607A1/es not_active Expired
-
1973
- 1973-10-01 CY CY70773A patent/CY707A/xx unknown
- 1973-12-30 MY MY491/73A patent/MY7300491A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB1231888A (enrdf_load_stackoverflow) | 1971-05-12 |
| MY7300491A (en) | 1973-12-31 |
| CH531538A (de) | 1972-12-15 |
| FR1603296A (enrdf_load_stackoverflow) | 1971-03-29 |
| CY707A (en) | 1973-10-01 |
| FI54804C (fi) | 1979-03-12 |
| DE1795413C3 (de) | 1978-05-03 |
| NL146169B (nl) | 1975-06-16 |
| IL30725A0 (en) | 1968-11-27 |
| IE32440L (en) | 1969-06-22 |
| BE721348A (enrdf_load_stackoverflow) | 1969-03-25 |
| SE366319B (enrdf_load_stackoverflow) | 1974-04-22 |
| DE1795413B2 (de) | 1977-08-11 |
| DK133107C (da) | 1976-09-27 |
| IL30725A (en) | 1972-08-30 |
| ES358607A1 (es) | 1970-06-16 |
| AT282061B (de) | 1970-06-10 |
| DK133107B (da) | 1976-03-22 |
| DE1795413A1 (de) | 1972-03-09 |
| FI54804B (fi) | 1978-11-30 |
| NL6813822A (enrdf_load_stackoverflow) | 1969-06-24 |
| BR6802603D0 (pt) | 1973-04-19 |
| US3586667A (en) | 1971-06-22 |
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