GB1529448A - 6-amidinopenicillanic acid derivatives - Google Patents
6-amidinopenicillanic acid derivativesInfo
- Publication number
- GB1529448A GB1529448A GB44676/75A GB4467675A GB1529448A GB 1529448 A GB1529448 A GB 1529448A GB 44676/75 A GB44676/75 A GB 44676/75A GB 4467675 A GB4467675 A GB 4467675A GB 1529448 A GB1529448 A GB 1529448A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrochloride
- treating
- diastereomeric
- ethoxycarbonyloxyethyl
- base
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000002253 acid Substances 0.000 title 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- 239000002585 base Substances 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 2
- MDKXBBPLEGPIRI-UHFFFAOYSA-N ethoxyethane;methanol Chemical compound OC.CCOCC MDKXBBPLEGPIRI-UHFFFAOYSA-N 0.000 abstract 2
- 238000001704 evaporation Methods 0.000 abstract 2
- 239000012458 free base Substances 0.000 abstract 2
- 239000012452 mother liquor Substances 0.000 abstract 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 abstract 1
- YVRGKFXJZCTTRB-UHFFFAOYSA-N 1-chloroethyl ethyl carbonate Chemical compound CCOC(=O)OC(C)Cl YVRGKFXJZCTTRB-UHFFFAOYSA-N 0.000 abstract 1
- NGHVIOIJCVXTGV-ALEPSDHESA-N 6-aminopenicillanic acid Chemical compound [O-]C(=O)[C@H]1C(C)(C)S[C@@H]2[C@H]([NH3+])C(=O)N21 NGHVIOIJCVXTGV-ALEPSDHESA-N 0.000 abstract 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 239000008346 aqueous phase Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- AIPVTTKYSPOWFO-UHFFFAOYSA-N azepane-1-carbaldehyde Chemical compound O=CN1CCCCCC1 AIPVTTKYSPOWFO-UHFFFAOYSA-N 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 abstract 1
- 238000004108 freeze drying Methods 0.000 abstract 1
- -1 hexahydro- 1H - azepin - 1 - yl - methyleneamino Chemical group 0.000 abstract 1
- 239000003456 ion exchange resin Substances 0.000 abstract 1
- 229920003303 ion-exchange polymer Polymers 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 229940127557 pharmaceutical product Drugs 0.000 abstract 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/429—Thiazoles condensed with heterocyclic ring systems
- A61K31/43—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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/542—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
- A61K31/545—Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB44676/75A GB1529448A (en) | 1975-10-29 | 1975-10-29 | 6-amidinopenicillanic acid derivatives |
| IE2191/76A IE43950B1 (en) | 1975-10-29 | 1976-10-05 | New 6-amidinopenicillanic acid derivatives |
| NZ182323A NZ182323A (en) | 1975-10-29 | 1976-10-13 | Crystalline diastereomeric forms of 1-ethoxycarbonyloxyethyl-6-(hexahydro-1h-azepinyl)-methyleneamino-penicillanate |
| AU18673/76A AU501771B2 (en) | 1975-10-29 | 1976-10-14 | Diastereomeric forms of 6-amidinopenicillanic acid. derivatives |
| ZA766165A ZA766165B (en) | 1975-10-29 | 1976-10-15 | New 6-amidinopenicillanic acid derivatives |
| FR7632412A FR2329287A1 (fr) | 1975-10-29 | 1976-10-27 | Nouveaux derives d'acide 6-amidinopenicillanique, et leur utilisation therapeutique |
| JP51128415A JPS5257190A (en) | 1975-10-29 | 1976-10-27 | Novel 66amizinopenicillanic acid derivative |
| BE171883A BE847749A (fr) | 1975-10-29 | 1976-10-28 | Derives d'acide 6-amidinopenicillanique et leur utilisation, |
| DE19762649183 DE2649183A1 (de) | 1975-10-29 | 1976-10-28 | 6-amidinopenicillansaeurederivate, verfahren zu ihrer herstellung und diese enthaltende arzneimittel |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB44676/75A GB1529448A (en) | 1975-10-29 | 1975-10-29 | 6-amidinopenicillanic acid derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1529448A true GB1529448A (en) | 1978-10-18 |
Family
ID=10434309
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB44676/75A Expired GB1529448A (en) | 1975-10-29 | 1975-10-29 | 6-amidinopenicillanic acid derivatives |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS5257190A (enExample) |
| AU (1) | AU501771B2 (enExample) |
| BE (1) | BE847749A (enExample) |
| DE (1) | DE2649183A1 (enExample) |
| FR (1) | FR2329287A1 (enExample) |
| GB (1) | GB1529448A (enExample) |
| IE (1) | IE43950B1 (enExample) |
| NZ (1) | NZ182323A (enExample) |
| ZA (1) | ZA766165B (enExample) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1427139A (en) * | 1972-03-13 | 1976-03-10 | Astra Laekemedel Ab | Penicillins |
-
1975
- 1975-10-29 GB GB44676/75A patent/GB1529448A/en not_active Expired
-
1976
- 1976-10-05 IE IE2191/76A patent/IE43950B1/en unknown
- 1976-10-13 NZ NZ182323A patent/NZ182323A/en unknown
- 1976-10-14 AU AU18673/76A patent/AU501771B2/en not_active Expired
- 1976-10-15 ZA ZA766165A patent/ZA766165B/xx unknown
- 1976-10-27 FR FR7632412A patent/FR2329287A1/fr active Granted
- 1976-10-27 JP JP51128415A patent/JPS5257190A/ja active Pending
- 1976-10-28 BE BE171883A patent/BE847749A/xx unknown
- 1976-10-28 DE DE19762649183 patent/DE2649183A1/de not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| IE43950B1 (en) | 1981-07-01 |
| FR2329287B1 (enExample) | 1979-03-02 |
| AU1867376A (en) | 1978-04-20 |
| FR2329287A1 (fr) | 1977-05-27 |
| AU501771B2 (en) | 1979-06-28 |
| IE43950L (en) | 1977-04-29 |
| ZA766165B (en) | 1977-09-28 |
| DE2649183A1 (de) | 1977-05-12 |
| JPS5257190A (en) | 1977-05-11 |
| NZ182323A (en) | 1984-07-31 |
| BE847749A (fr) | 1977-04-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19921008 |