IE32238B1 - Production of water-soluble salts of alpha-aminobenzylpenicillin - Google Patents
Production of water-soluble salts of alpha-aminobenzylpenicillinInfo
- Publication number
- IE32238B1 IE32238B1 IE93968A IE93968A IE32238B1 IE 32238 B1 IE32238 B1 IE 32238B1 IE 93968 A IE93968 A IE 93968A IE 93968 A IE93968 A IE 93968A IE 32238 B1 IE32238 B1 IE 32238B1
- Authority
- IE
- Ireland
- Prior art keywords
- alpha
- water
- soluble salts
- mols
- dried
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title abstract 2
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical class C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 title 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 229930182555 Penicillin Natural products 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- -1 amine salt Chemical class 0.000 abstract 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 abstract 1
- 239000007832 Na2SO4 Substances 0.000 abstract 1
- 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 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001447 alkali salts Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 239000001110 calcium chloride Substances 0.000 abstract 1
- 229910001628 calcium chloride Inorganic materials 0.000 abstract 1
- 235000011148 calcium chloride Nutrition 0.000 abstract 1
- 150000007942 carboxylates Chemical class 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 229940049954 penicillin Drugs 0.000 abstract 1
- 150000002960 penicillins Chemical class 0.000 abstract 1
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract 1
- 235000011152 sodium sulphate Nutrition 0.000 abstract 1
- VGTPCRGMBIAPIM-UHFFFAOYSA-M sodium thiocyanate Chemical compound [Na+].[S-]C#N VGTPCRGMBIAPIM-UHFFFAOYSA-M 0.000 abstract 1
- 239000002904 solvent Substances 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cephalosporin Compounds (AREA)
Abstract
Method for water-soluble salts (I) of D(-)-alpha-aminobenzyl penicillins (II), wherein II (as hydrate or anhydrous form) are suspended in a suitable solvent (e.g. EtOH, DMF, or pref. CH2Cl2), and a primary (III), sec. (IV), or cyclic (V) amine is added until the penicillin goes into solution. This requires 3-4 mols III, 1.16 mol IV or 2.47-5.0 mols. V/mol hydrated II. The solution is dried e.G. with CaCl2 or Na2SO4, and filtered at 8-12 deg., and may be freeze-dried or evapd. in vac. to give the amine salt of II, or treated with an alkali salt, e.g. NaOMe, KI, NaSCN, or a carboxylate in order to precipitate the alkali metal salt. Exact conditions depend on the cpd. being prepared. Broad spectrum antibiotics.
[CH535787A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US66155367A | 1967-08-18 | 1967-08-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE32238L IE32238L (en) | 1969-02-18 |
| IE32238B1 true IE32238B1 (en) | 1973-05-30 |
Family
ID=24654095
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE93968A IE32238B1 (en) | 1967-08-18 | 1968-08-02 | Production of water-soluble salts of alpha-aminobenzylpenicillin |
Country Status (11)
| Country | Link |
|---|---|
| AT (1) | AT289295B (en) |
| BE (1) | BE719598A (en) |
| CH (1) | CH535787A (en) |
| DE (1) | DE1795129C3 (en) |
| DK (1) | DK132027C (en) |
| ES (1) | ES357308A1 (en) |
| FI (1) | FI51195B (en) |
| FR (1) | FR1590145A (en) |
| IE (1) | IE32238B1 (en) |
| NL (1) | NL6811323A (en) |
| SE (1) | SE375534B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1286199A (en) * | 1970-03-16 | 1972-08-23 | Beecham Group Ltd | Penicillins |
| GB1464026A (en) * | 1974-09-25 | 1977-02-09 | Beecham Group Ltd | Preparation of beta-lactam antibiotics |
| DE9106950U1 (en) * | 1991-06-06 | 1992-06-04 | Hand, Martin, 8900 Augsburg | Door handle security |
| DE4403622C2 (en) * | 1994-02-05 | 1997-09-18 | Michael Fleischmann | Door lock |
-
1968
- 1968-08-02 IE IE93968A patent/IE32238B1/en unknown
- 1968-08-08 NL NL6811323A patent/NL6811323A/xx unknown
- 1968-08-13 FR FR1590145D patent/FR1590145A/fr not_active Expired
- 1968-08-14 SE SE1097368A patent/SE375534B/xx unknown
- 1968-08-14 DE DE19681795129 patent/DE1795129C3/en not_active Expired
- 1968-08-15 CH CH1227468A patent/CH535787A/en not_active IP Right Cessation
- 1968-08-15 DK DK395168A patent/DK132027C/en active
- 1968-08-16 ES ES357308A patent/ES357308A1/en not_active Expired
- 1968-08-16 AT AT801268A patent/AT289295B/en not_active IP Right Cessation
- 1968-08-16 FI FI232068A patent/FI51195B/fi active
- 1968-08-16 BE BE719598D patent/BE719598A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NL6811323A (en) | 1969-02-20 |
| ES357308A1 (en) | 1970-11-01 |
| SE375534B (en) | 1975-04-21 |
| CH535787A (en) | 1973-04-15 |
| BE719598A (en) | 1969-02-17 |
| IE32238L (en) | 1969-02-18 |
| DK132027B (en) | 1975-10-13 |
| AT289295B (en) | 1971-04-13 |
| DE1795129C3 (en) | 1979-01-11 |
| DE1795129A1 (en) | 1972-01-05 |
| DK132027C (en) | 1976-03-01 |
| FI51195B (en) | 1976-08-02 |
| FR1590145A (en) | 1970-04-13 |
| DE1795129B2 (en) | 1978-05-11 |
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