IE36558B1 - Process for producing penicillin derivatives - Google Patents
Process for producing penicillin derivativesInfo
- Publication number
- IE36558B1 IE36558B1 IE964/72A IE96472A IE36558B1 IE 36558 B1 IE36558 B1 IE 36558B1 IE 964/72 A IE964/72 A IE 964/72A IE 96472 A IE96472 A IE 96472A IE 36558 B1 IE36558 B1 IE 36558B1
- Authority
- IE
- Ireland
- Prior art keywords
- group
- sulphoxides
- acid
- reacting
- formula
- Prior art date
Links
- 150000002960 penicillins Chemical class 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 abstract 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 abstract 3
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical class 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 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 229930182555 Penicillin Natural products 0.000 abstract 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical class O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 abstract 2
- RBKMMJSQKNKNEV-RITPCOANSA-N penicillanic acid Chemical compound OC(=O)[C@H]1C(C)(C)S[C@@H]2CC(=O)N21 RBKMMJSQKNKNEV-RITPCOANSA-N 0.000 abstract 2
- -1 succinimidomethyl group Chemical group 0.000 abstract 2
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical class CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 abstract 1
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 abstract 1
- HTLZVHNRZJPSMI-UHFFFAOYSA-N N-ethylpiperidine Chemical compound CCN1CCCCC1 HTLZVHNRZJPSMI-UHFFFAOYSA-N 0.000 abstract 1
- 229930195708 Penicillin V Chemical class 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 238000006114 decarboxylation reaction Methods 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 229940049954 penicillin Drugs 0.000 abstract 1
- 229940056360 penicillin g Drugs 0.000 abstract 1
- 229940056367 penicillin v Drugs 0.000 abstract 1
- BPLBGHOLXOTWMN-MBNYWOFBSA-N phenoxymethylpenicillin Chemical class 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 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 abstract 1
- CPYIZQLXMGRKSW-UHFFFAOYSA-N zinc;iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+3].[Fe+3].[Zn+2] CPYIZQLXMGRKSW-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)
- Cephalosporin Compounds (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP46050446A JPS5248992B1 (en, 2012) | 1971-07-08 | 1971-07-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE36558L IE36558L (en) | 1973-01-08 |
| IE36558B1 true IE36558B1 (en) | 1976-12-08 |
Family
ID=12859071
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE964/72A IE36558B1 (en) | 1971-07-08 | 1972-07-07 | Process for producing penicillin derivatives |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3825531A (en, 2012) |
| JP (1) | JPS5248992B1 (en, 2012) |
| AU (1) | AU463177B2 (en, 2012) |
| CA (1) | CA969933A (en, 2012) |
| CH (1) | CH551448A (en, 2012) |
| DD (1) | DD99801A5 (en, 2012) |
| DE (1) | DE2233520A1 (en, 2012) |
| ES (1) | ES404601A1 (en, 2012) |
| FR (1) | FR2150697B1 (en, 2012) |
| GB (1) | GB1362437A (en, 2012) |
| HU (1) | HU165156B (en, 2012) |
| IE (1) | IE36558B1 (en, 2012) |
| NL (1) | NL7209482A (en, 2012) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4381263A (en) * | 1981-03-23 | 1983-04-26 | Pfizer Inc. | Process for the preparation of penicillanic acid esters |
| DE3808875A1 (de) * | 1988-03-17 | 1989-09-28 | Standard Elektrik Lorenz Ag | Halbleiteranordnung zur erzeugung einer periodischen brechungsindexverteilung und/oder periodischen verstaerkungsverteilung |
| CN104059089B (zh) * | 2014-07-04 | 2016-02-10 | 江苏悦新药业有限公司 | 一种7-adca的制备方法 |
-
1971
- 1971-07-08 JP JP46050446A patent/JPS5248992B1/ja active Pending
-
1972
- 1972-06-23 GB GB2953772A patent/GB1362437A/en not_active Expired
- 1972-06-27 AU AU43936/72A patent/AU463177B2/en not_active Expired
- 1972-06-28 US US00267081A patent/US3825531A/en not_active Expired - Lifetime
- 1972-06-30 CA CA146,173A patent/CA969933A/en not_active Expired
- 1972-07-06 HU HUTO878A patent/HU165156B/hu unknown
- 1972-07-06 DD DD164240A patent/DD99801A5/xx unknown
- 1972-07-06 ES ES404601A patent/ES404601A1/es not_active Expired
- 1972-07-06 FR FR7224543A patent/FR2150697B1/fr not_active Expired
- 1972-07-07 CH CH1022872A patent/CH551448A/fr not_active IP Right Cessation
- 1972-07-07 NL NL7209482A patent/NL7209482A/xx unknown
- 1972-07-07 DE DE2233520A patent/DE2233520A1/de active Pending
- 1972-07-07 IE IE964/72A patent/IE36558B1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB1362437A (en) | 1974-08-07 |
| IE36558L (en) | 1973-01-08 |
| NL7209482A (en, 2012) | 1973-01-10 |
| US3825531A (en) | 1974-07-23 |
| FR2150697A1 (en, 2012) | 1973-04-13 |
| AU4393672A (en) | 1974-01-03 |
| HU165156B (en, 2012) | 1974-06-28 |
| FR2150697B1 (en, 2012) | 1976-04-16 |
| ES404601A1 (es) | 1975-06-16 |
| CH551448A (fr) | 1974-07-15 |
| DE2233520A1 (de) | 1973-01-25 |
| AU463177B2 (en) | 1975-07-17 |
| CA969933A (en) | 1975-06-24 |
| JPS5248992B1 (en, 2012) | 1977-12-14 |
| DD99801A5 (en, 2012) | 1973-08-20 |
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