IE33334B1 - Process for making crystalline alkali metal salts of alpha -carboxybenzyl-penicillin - Google Patents
Process for making crystalline alkali metal salts of alpha -carboxybenzyl-penicillinInfo
- Publication number
- IE33334B1 IE33334B1 IE1383/69A IE138369A IE33334B1 IE 33334 B1 IE33334 B1 IE 33334B1 IE 1383/69 A IE1383/69 A IE 1383/69A IE 138369 A IE138369 A IE 138369A IE 33334 B1 IE33334 B1 IE 33334B1
- Authority
- IE
- Ireland
- Prior art keywords
- alkali metal
- prepared
- acid
- water
- metal salt
- Prior art date
Links
- 229910052783 alkali metal Inorganic materials 0.000 title abstract 12
- -1 alkali metal salts Chemical class 0.000 title abstract 10
- 229960003669 carbenicillin Drugs 0.000 title abstract 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 9
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 abstract 6
- 239000003960 organic solvent Substances 0.000 abstract 4
- 239000000243 solution Substances 0.000 abstract 4
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 abstract 3
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 abstract 3
- 229940093499 ethyl acetate Drugs 0.000 abstract 3
- 235000019439 ethyl acetate Nutrition 0.000 abstract 3
- 239000000284 extract Substances 0.000 abstract 3
- 229940043265 methyl isobutyl ketone Drugs 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- ITAMCOCNZJPJDF-UHFFFAOYSA-N 1-(6-aminopurin-9-yl)propan-2-yloxymethyl-phenoxyphosphinic acid Chemical compound C1=NC2=C(N)N=CN=C2N1CC(C)OCP(O)(=O)OC1=CC=CC=C1 ITAMCOCNZJPJDF-UHFFFAOYSA-N 0.000 abstract 2
- DLTWEQZAWUHBDH-UHFFFAOYSA-N 2-phenylpropanedioyl dichloride Chemical compound ClC(=O)C(C(Cl)=O)C1=CC=CC=C1 DLTWEQZAWUHBDH-UHFFFAOYSA-N 0.000 abstract 2
- IDJNJFYWPMDFNB-UHFFFAOYSA-N 3-oxo-3-phenoxy-2-phenylpropanoic acid Chemical compound C=1C=CC=CC=1C(C(=O)O)C(=O)OC1=CC=CC=C1 IDJNJFYWPMDFNB-UHFFFAOYSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 2
- WWYDYZMNFQIYPT-UHFFFAOYSA-N ru78191 Chemical class OC(=O)C(C(O)=O)C1=CC=CC=C1 WWYDYZMNFQIYPT-UHFFFAOYSA-N 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 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
- 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 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- HTLZVHNRZJPSMI-UHFFFAOYSA-N N-ethylpiperidine Chemical compound CCN1CCCCC1 HTLZVHNRZJPSMI-UHFFFAOYSA-N 0.000 abstract 1
- 150000008522 N-ethylpiperidines Chemical class 0.000 abstract 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical class O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 1
- 229930182555 Penicillin Natural products 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001339 alkali metal compounds Chemical class 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 239000012670 alkaline solution Substances 0.000 abstract 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 abstract 1
- 239000011260 aqueous acid Substances 0.000 abstract 1
- 239000006286 aqueous extract Substances 0.000 abstract 1
- SHZIWNPUGXLXDT-UHFFFAOYSA-N caproic acid ethyl ester Natural products CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 150000002960 penicillins Chemical class 0.000 abstract 1
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium 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)
- Cephalosporin Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US76849768A | 1968-10-17 | 1968-10-17 | |
| US80427569A | 1969-03-04 | 1969-03-04 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE33334L IE33334L (en) | 1970-04-17 |
| IE33334B1 true IE33334B1 (en) | 1974-05-29 |
Family
ID=27118061
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1383/69A IE33334B1 (en) | 1968-10-17 | 1969-10-07 | Process for making crystalline alkali metal salts of alpha -carboxybenzyl-penicillin |
Country Status (15)
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE758350A (fr) * | 1969-12-30 | 1971-05-03 | Pfizer | Procede de fabrication des sels mono- et bi-metalliques alcalins de l'alpha-carboxybenzylpenicilline |
| DE19901675A1 (de) * | 1999-01-18 | 2000-07-20 | Abb Patent Gmbh | Abdeckhaube für ein thermisches Überstromrelais |
-
1969
- 1969-04-10 GB GB08574/69A patent/GB1261648A/en not_active Expired
- 1969-09-25 IL IL33061A patent/IL33061A/xx unknown
- 1969-10-01 NL NL6914872A patent/NL6914872A/xx unknown
- 1969-10-06 NO NO3982/69A patent/NO138144C/no unknown
- 1969-10-06 CH CH1499269A patent/CH515929A/fr not_active IP Right Cessation
- 1969-10-06 SE SE6913724A patent/SE372770B/xx unknown
- 1969-10-07 DE DE1950438A patent/DE1950438C3/de not_active Expired
- 1969-10-07 FI FI692891A patent/FI51814C/fi active
- 1969-10-07 BE BE739920D patent/BE739920A/xx not_active IP Right Cessation
- 1969-10-07 ES ES372265A patent/ES372265A1/es not_active Expired
- 1969-10-07 IE IE1383/69A patent/IE33334B1/xx unknown
- 1969-10-08 DK DK535269AA patent/DK134347B/da not_active IP Right Cessation
- 1969-10-08 AT AT947069A patent/AT303958B/de not_active IP Right Cessation
- 1969-10-08 FR FR6934356A patent/FR2020883A1/fr active Pending
- 1969-10-08 JP JP44080238A patent/JPS5013328B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CH515929A (fr) | 1971-11-30 |
| DE1950438A1 (de) | 1970-04-23 |
| FI51814C (fi) | 1977-04-12 |
| DE1950438C3 (de) | 1975-06-19 |
| SE372770B (enrdf_load_stackoverflow) | 1975-01-13 |
| DE1950438B2 (de) | 1974-10-31 |
| NO138144B (no) | 1978-04-03 |
| IE33334L (en) | 1970-04-17 |
| NL6914872A (enrdf_load_stackoverflow) | 1970-04-21 |
| NO138144C (no) | 1978-07-12 |
| AT303958B (de) | 1972-12-27 |
| JPS5013328B1 (enrdf_load_stackoverflow) | 1975-05-19 |
| IL33061A (en) | 1973-04-30 |
| ES372265A1 (es) | 1972-02-16 |
| IL33061A0 (en) | 1969-11-30 |
| BE739920A (enrdf_load_stackoverflow) | 1970-04-07 |
| DK134347B (da) | 1976-10-25 |
| DK134347C (enrdf_load_stackoverflow) | 1977-03-21 |
| FI51814B (enrdf_load_stackoverflow) | 1976-12-31 |
| FR2020883A1 (enrdf_load_stackoverflow) | 1970-07-17 |
| GB1261648A (en) | 1972-01-26 |
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