IE32440L - Penicillin esters - Google Patents
Penicillin estersInfo
- Publication number
- IE32440L IE32440L IE681137A IE113768A IE32440L IE 32440 L IE32440 L IE 32440L IE 681137 A IE681137 A IE 681137A IE 113768 A IE113768 A IE 113768A IE 32440 L IE32440 L IE 32440L
- Authority
- IE
- Ireland
- Prior art keywords
- penicillin
- sulphoxide
- preparing
- ester
- carbonyl
- Prior art date
Links
- 150000002960 penicillins Chemical class 0.000 title abstract 2
- 229930182555 Penicillin Natural products 0.000 abstract 6
- 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 abstract 5
- 229940049954 penicillin Drugs 0.000 abstract 5
- 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
- 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)
Abstract
1,231,888. Preparing esters of penicillins and penicillin sulphoxides. ELI LILLY & CO. 26 Sept., 1968 [22 Dec., 1967], No. 45828/68. Heading C2A. A process for preparing an ester of a penicillin or penicillin sulphoxide comprises commingling phosgene, carbonyl bromide, carbonyl fluoride or thiophosgene with a liquid mixture of (a) the penicillin or penicillin sulphoxide in the acid form or an alkali metal salt thereof, (b) an alcohol or phenol corresponding to the desired ester, and (c) a hydrogen halide acceptor in (d) an inert organic liquid diluent at a temperature not above 40‹ C. Penicillin V sulphoxide is prepared by treating penicillin V with hydrogen peroxide.
[GB1231888A]
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 true IE32440L (en) | 1969-06-22 |
| IE32440B1 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)
| Country | Link |
|---|---|
| US (1) | US3586667A (en) |
| AT (1) | AT282061B (en) |
| BE (1) | BE721348A (en) |
| BR (1) | BR6802603D0 (en) |
| CH (1) | CH531538A (en) |
| CY (1) | CY707A (en) |
| DE (1) | DE1795413C3 (en) |
| DK (1) | DK133107C (en) |
| ES (1) | ES358607A1 (en) |
| FI (1) | FI54804C (en) |
| FR (1) | FR1603296A (en) |
| GB (1) | GB1231888A (en) |
| IE (1) | IE32440B1 (en) |
| IL (1) | IL30725A (en) |
| MY (1) | MY7300491A (en) |
| NL (1) | NL146169B (en) |
| SE (1) | SE366319B (en) |
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/en active
- 1968-09-23 IE IE1137/68A patent/IE32440B1/en 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/en unknown
- 1968-09-25 BE BE721348D patent/BE721348A/xx not_active IP Right Cessation
- 1968-09-26 AT AT941868A patent/AT282061B/en not_active IP Right Cessation
- 1968-09-26 NL NL686813822A patent/NL146169B/en not_active IP Right Cessation
- 1968-09-26 DK DK463668A patent/DK133107C/en not_active IP Right Cessation
- 1968-09-26 GB GB4582868A patent/GB1231888A/en not_active Expired
- 1968-09-27 CH CH1451268A patent/CH531538A/en not_active IP Right Cessation
- 1968-09-27 ES ES358607A patent/ES358607A1/en not_active Expired
- 1968-09-27 DE DE1795413A patent/DE1795413C3/en not_active Expired
-
1973
- 1973-10-01 CY CY70773A patent/CY707A/en unknown
- 1973-12-30 MY MY491/73A patent/MY7300491A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FI54804C (en) | 1979-03-12 |
| US3586667A (en) | 1971-06-22 |
| DK133107C (en) | 1976-09-27 |
| GB1231888A (en) | 1971-05-12 |
| IE32440B1 (en) | 1973-08-08 |
| AT282061B (en) | 1970-06-10 |
| DE1795413A1 (en) | 1972-03-09 |
| IL30725A0 (en) | 1968-11-27 |
| FR1603296A (en) | 1971-03-29 |
| NL146169B (en) | 1975-06-16 |
| DE1795413C3 (en) | 1978-05-03 |
| DK133107B (en) | 1976-03-22 |
| CH531538A (en) | 1972-12-15 |
| IL30725A (en) | 1972-08-30 |
| ES358607A1 (en) | 1970-06-16 |
| NL6813822A (en) | 1969-06-24 |
| DE1795413B2 (en) | 1977-08-11 |
| SE366319B (en) | 1974-04-22 |
| MY7300491A (en) | 1973-12-31 |
| FI54804B (en) | 1978-11-30 |
| BR6802603D0 (en) | 1973-04-19 |
| BE721348A (en) | 1969-03-25 |
| CY707A (en) | 1973-10-01 |
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