IE35879L - Penicillins - Google Patents
PenicillinsInfo
- Publication number
- IE35879L IE35879L IE711291A IE129171A IE35879L IE 35879 L IE35879 L IE 35879L IE 711291 A IE711291 A IE 711291A IE 129171 A IE129171 A IE 129171A IE 35879 L IE35879 L IE 35879L
- Authority
- IE
- Ireland
- Prior art keywords
- radical
- formula
- compounds
- general formula
- substituted
- Prior art date
Links
- 229930182555 Penicillin Natural products 0.000 title 1
- 150000002960 penicillins Chemical class 0.000 title 1
- -1 aliphatic hydrocarbon radical Chemical class 0.000 abstract 18
- 150000001875 compounds Chemical class 0.000 abstract 4
- NGHVIOIJCVXTGV-ALEPSDHESA-N 6-aminopenicillanic acid Chemical class [O-]C(=O)[C@H]1C(C)(C)S[C@@H]2[C@H]([NH3+])C(=O)N21 NGHVIOIJCVXTGV-ALEPSDHESA-N 0.000 abstract 3
- NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 238000003776 cleavage reaction Methods 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- AEOCXXJPGCBFJA-UHFFFAOYSA-N ethionamide Chemical compound CCC1=CC(C(N)=S)=CC=N1 AEOCXXJPGCBFJA-UHFFFAOYSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000007017 scission Effects 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 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)
- 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 true IE35879L (en) | 1972-05-06 |
| IE35879B1 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 |
| GB1585165A (en) * | 1976-06-29 | 1981-02-25 | Leo Pharm Prod Ltd | Derivatives of 6-amidino penicillanic acid |
| US4345071A (en) | 1976-06-29 | 1982-08-17 | Leo Pharmaceutical Products, Ltd. A/S | Derivatives of 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 BE BE774978A patent/BE774978A/en unknown
- 1971-11-05 AT AT954171A patent/AT308969B/en not_active IP Right Cessation
- 1971-11-05 CA CA127,007A patent/CA983021A/en not_active Expired
- 1971-11-05 AT AT809572A patent/AT317429B/en not_active IP Right Cessation
- 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 |
|---|---|
| FR2112484A1 (en) | 1972-06-16 |
| DE2123111A1 (en) | 1972-05-10 |
| AT308969B (en) | 1973-07-25 |
| DK132434C (en) | 1976-05-10 |
| AU463362B2 (en) | 1975-07-24 |
| DK132434B (en) | 1975-12-08 |
| FR2112484B1 (en) | 1974-09-06 |
| AU3480671A (en) | 1973-05-03 |
| BE774978A (en) | 1972-03-01 |
| FI54602B (en) | 1978-09-29 |
| GB1315566A (en) | 1973-05-02 |
| ES396761A1 (en) | 1974-06-01 |
| NL7115197A (en) | 1972-05-09 |
| YU172479A (en) | 1982-10-31 |
| CA983021A (en) | 1976-02-03 |
| FI54602C (en) | 1979-01-10 |
| IE35879B1 (en) | 1976-06-23 |
| AT317429B (en) | 1974-08-26 |
| SE392723B (en) | 1977-04-18 |
| JPS5344475B1 (en) | 1978-11-29 |
| ZA716894B (en) | 1972-08-30 |
| ES417890A1 (en) | 1976-03-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GEP19960467B (en) | Method of producing derivatives of quinoline or their pharmaceutically acceptable esters or acid-additive salts | |
| GB1489609A (en) | 1-substituted 1h-tetrazole-5-thiols and the preparation thereof | |
| GB1446484A (en) | Penicillins their preparation and use | |
| IE35879L (en) | Penicillins | |
| GB1531963A (en) | Pyrido(1,2alpha)pyrimidine derivatives | |
| GB1427139A (en) | Penicillins | |
| ES385437A1 (en) | Method for the preparation of new derivatives of penicilanico acid. (Machine-translation by Google Translate, not legally binding) | |
| GB1358413A (en) | Sydnone imine derivatives and processes for preparing them | |
| NL172659C (en) | METHOD FOR PREPARING AN ANTIBIOTICALLY ACTIVE PHARMACEUTICAL PREPARATION AND METHOD FOR PREPARING A 6-ALFA-(3-ACYLUREIDO)ACETYLAMINO PENICILLAN ACID DERIVATIVE. | |
| GB1417099A (en) | Method for the production of derivatives of 6-aminopenicillanic acid | |
| IE32859L (en) | Penicilloic acid derivatives. | |
| GB1457911A (en) | Guanyl-hydrazones | |
| GB1428493A (en) | Heterocyclic amides processes for their preparation and pharma ceutical compositions containing them | |
| GB1426200A (en) | Nahpthyridine derivatives | |
| GB1436502A (en) | Amide derivatives of 3-benzoylphenyl-alkanoic acids | |
| GB1333510A (en) | Malonyl urea derivatives process for their preparation and compositions incorporating them | |
| GB1324687A (en) | 3-amino-delta2-pyrazoline derivatives and process for the preparation thereof | |
| EG18288A (en) | Process for preparing of 6(1-acyl-1-hydroxymethyl)penicillanic acid derivatives | |
| GB1316689A (en) | Trifamycin derivatives | |
| GB1333524A (en) | Penicilloic acid derivatives | |
| HUP0100407A2 (en) | Process for producing quinoline carbamoyl and thio carbamoyl derivatives and intermediates | |
| IE42625L (en) | Thiazole 5-methanol derivatives | |
| GB1472937A (en) | Benzyl alcohol derivatives | |
| GB1433222A (en) | ||
| GB1323170A (en) | N,n-diacylhydrazine derivatives and preparation |