IE35879B1 - Penicillanic acid derivatives - Google Patents
Penicillanic acid derivativesInfo
- Publication number
- IE35879B1 IE35879B1 IE1291/71A IE129171A IE35879B1 IE 35879 B1 IE35879 B1 IE 35879B1 IE 1291/71 A IE1291/71 A IE 1291/71A IE 129171 A IE129171 A IE 129171A IE 35879 B1 IE35879 B1 IE 35879B1
- Authority
- IE
- Ireland
- Prior art keywords
- radical
- formula
- compounds
- general formula
- substituted
- Prior art date
Links
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1315566 Amidino-penicillanic acid derivatives LOVENS KEMISKE FABRIK PRODUKTIONSAKTIES-ELSKAB 5 Nov 1971 [6 Nov 1970 7 May 1971] 53026/70 and 51629/71 Heading C2A The invention comprises amidino-penicillanic acid derivative of the general Formula (I) in which R 1 R 2 and R 3 each represent an aliphatic hydrocarbon radical, a mono- or bicyclic aryl radical, an aralkyl radical, a cycloalkyl radical, a cycloalkyl-alkyl radical, a heterocyclic radical or a heterocyclically substituted alkyl radical; R 1 and R 2 when taken together with the nitrogen atom may represent a ring system; R 1 , R 2 and R 3 are optionally substituted; R 4 represents a hydrogen atom or an unsubstituted or substituted alkyl or aralkyl radical; and pharmaceutically acceptable salts thereof. R 1 , R 2 and R 3 may be substituted with one or more halogen atoms or alkyl, hydroxy, alkoxy, alkylthio, acyl, carboxy, carbalkoxy, carbamyl, carbamido, cyano, sulphonyl, amino or substituted amino radicals, carbocyclic aryloxy, carbocyclic arylthio, or azido radicals. A process for the preparation of the compounds of general Formula I comprises reacting a reactive derivative of an amide or thioamide of general Formula (II) where R 5 is oxygen or sulphur with a 6-aminopenicillanic acid derivative of general Formula (III) in which COOR 4 is an ester group or with a silyl ester of 6-aminopenicillanic acid, whereafter, if desired, the reaction is followed by a cleavage of the ester to form the free acid. In a further process for the preparation of compounds of Formula I, a silyl ester of 6-aminopenicillanic acid is reacted with an amide acetal of Formula (IIa) wherein R 6 is an alkyl radical, whereafter the silyl ester of the reaction product is hydrolysed or alcoholysed to form the compounds of Formula (I) where R 4 is a hydrogen atom. Pharmaceutical compositions containing at least one of the compounds of Formula (I) as active ingredient may be prepared and may be adapted for oral or parenteral administration.
[GB1315566A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5302670 | 1970-11-06 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE35879L IE35879L (en) | 1972-05-06 |
| IE35879B1 true IE35879B1 (en) | 1976-06-23 |
Family
ID=10466326
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1291/71A IE35879B1 (en) | 1970-11-06 | 1971-10-14 | Penicillanic acid derivatives |
Country Status (16)
| Country | Link |
|---|---|
| JP (1) | JPS5344475B1 (en) |
| AT (2) | AT308969B (en) |
| AU (1) | AU463362B2 (en) |
| BE (1) | BE774978A (en) |
| CA (1) | CA983021A (en) |
| DE (1) | DE2123111A1 (en) |
| DK (1) | DK132434C (en) |
| ES (2) | ES396761A1 (en) |
| FI (1) | FI54602C (en) |
| FR (1) | FR2112484B1 (en) |
| GB (1) | GB1315566A (en) |
| IE (1) | IE35879B1 (en) |
| NL (1) | NL7115197A (en) |
| SE (1) | SE392723B (en) |
| YU (1) | YU172479A (en) |
| ZA (1) | ZA716894B (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1417099A (en) * | 1973-02-02 | 1975-12-10 | Leo Pharm Prod Ltd | Method for the production of derivatives of 6-aminopenicillanic acid |
| GB1406732A (en) * | 1973-02-27 | 1975-09-17 | Leo Pharm Prod Ltd | 6-aminopenicillanic acid derivatives methods for producing and compositions coatining same |
| US4345071A (en) | 1976-06-29 | 1982-08-17 | Leo Pharmaceutical Products, Ltd. A/S | Derivatives of penicillanic acid |
| GB1585165A (en) * | 1976-06-29 | 1981-02-25 | Leo Pharm Prod Ltd | Derivatives of 6-amidino penicillanic acid |
| LU77362A1 (en) * | 1977-05-17 | 1979-01-19 | ||
| IL54859A (en) * | 1977-06-21 | 1982-01-31 | Rech Applications Therap | Derivatives of amidinopenicillanic acid,their production and pharmaceutical compositions containing them |
| FR2496665A1 (en) * | 1980-12-23 | 1982-06-25 | Ici Pharma | NOVEL PENICILLIN DERIVATIVES AND PHARMACEUTICAL COMPOSITION CONTAINING SAME |
| JPS5877311U (en) * | 1981-11-18 | 1983-05-25 | 日本電気株式会社 | Semiconductor light emitting device using a focusing rod lens |
| PA8579701A1 (en) | 2002-08-23 | 2005-05-24 | Pfizer Prod Inc | BETA-LACTAMASA INHIBITOR PROFARMACO |
-
1970
- 1970-11-06 GB GB5302670A patent/GB1315566A/en not_active Expired
-
1971
- 1971-05-04 DK DK214271A patent/DK132434C/en not_active IP Right Cessation
- 1971-05-06 SE SE7105901A patent/SE392723B/en unknown
- 1971-05-10 DE DE19712123111 patent/DE2123111A1/en not_active Withdrawn
- 1971-05-10 FR FR7116838A patent/FR2112484B1/fr not_active Expired
- 1971-05-11 JP JP3088671A patent/JPS5344475B1/ja active Pending
- 1971-10-14 IE IE1291/71A patent/IE35879B1/en unknown
- 1971-10-14 ZA ZA716894A patent/ZA716894B/en unknown
- 1971-10-20 AU AU34806/71A patent/AU463362B2/en not_active Expired
- 1971-11-03 FI FI3131/71A patent/FI54602C/en active
- 1971-11-04 NL NL7115197A patent/NL7115197A/xx not_active Application Discontinuation
- 1971-11-05 AT AT954171A patent/AT308969B/en not_active IP Right Cessation
- 1971-11-05 BE BE774978A patent/BE774978A/en unknown
- 1971-11-05 AT AT809572A patent/AT317429B/en not_active IP Right Cessation
- 1971-11-05 CA CA127,007A patent/CA983021A/en not_active Expired
- 1971-11-06 ES ES396761A patent/ES396761A1/en not_active Expired
-
1973
- 1973-08-14 ES ES417890A patent/ES417890A1/en not_active Expired
-
1979
- 1979-07-16 YU YU01724/79A patent/YU172479A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FI54602B (en) | 1978-09-29 |
| SE392723B (en) | 1977-04-18 |
| FI54602C (en) | 1979-01-10 |
| YU172479A (en) | 1982-10-31 |
| DK132434B (en) | 1975-12-08 |
| AU463362B2 (en) | 1975-07-24 |
| AT317429B (en) | 1974-08-26 |
| DE2123111A1 (en) | 1972-05-10 |
| GB1315566A (en) | 1973-05-02 |
| JPS5344475B1 (en) | 1978-11-29 |
| AT308969B (en) | 1973-07-25 |
| ES396761A1 (en) | 1974-06-01 |
| ES417890A1 (en) | 1976-03-16 |
| IE35879L (en) | 1972-05-06 |
| NL7115197A (en) | 1972-05-09 |
| AU3480671A (en) | 1973-05-03 |
| DK132434C (en) | 1976-05-10 |
| ZA716894B (en) | 1972-08-30 |
| FR2112484A1 (en) | 1972-06-16 |
| FR2112484B1 (en) | 1974-09-06 |
| BE774978A (en) | 1972-03-01 |
| CA983021A (en) | 1976-02-03 |
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