GB1346748A - Process for the production of alpha-amino-acyl penicillins - Google Patents
Process for the production of alpha-amino-acyl penicillinsInfo
- Publication number
- GB1346748A GB1346748A GB3609072A GB3609072A GB1346748A GB 1346748 A GB1346748 A GB 1346748A GB 3609072 A GB3609072 A GB 3609072A GB 3609072 A GB3609072 A GB 3609072A GB 1346748 A GB1346748 A GB 1346748A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- acid
- amino
- acyl
- salt
- 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
- -1 alpha-amino-acyl penicillins Chemical class 0.000 title abstract 5
- 229930182555 Penicillin Natural products 0.000 title 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 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 2
- 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
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- SDGOHFKMDLYFMZ-UHFFFAOYSA-N 2-[(4-ethoxy-4-oxobut-2-en-2-yl)azaniumyl]-2-phenylacetate Chemical compound CCOC(=O)C=C(C)NC(C(O)=O)C1=CC=CC=C1 SDGOHFKMDLYFMZ-UHFFFAOYSA-N 0.000 abstract 1
- FMONNRDZPPUEOZ-UHFFFAOYSA-N 2-[(4-methoxy-4-oxobut-2-en-2-yl)azaniumyl]-2-phenylacetate Chemical compound COC(=O)C=C(C)NC(C(O)=O)C1=CC=CC=C1 FMONNRDZPPUEOZ-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 abstract 1
- ARAYQMHSDVOJGE-UHFFFAOYSA-N [methoxy(sulfamoyl)amino]oxyethane Chemical compound CON(S(=O)(=O)N)OCC ARAYQMHSDVOJGE-UHFFFAOYSA-N 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 abstract 1
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000001240 enamine group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000012430 organic reaction media Substances 0.000 abstract 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Cephalosporin Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AR23724971 | 1971-08-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1346748A true GB1346748A (en) | 1974-02-13 |
Family
ID=3462090
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3609072A Expired GB1346748A (en) | 1971-08-06 | 1972-08-02 | Process for the production of alpha-amino-acyl penicillins |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS4826792A (enExample) |
| BE (1) | BE778531A (enExample) |
| CH (1) | CH581659A5 (enExample) |
| DE (1) | DE2231973A1 (enExample) |
| ES (1) | ES398825A1 (enExample) |
| FR (1) | FR2148405A1 (enExample) |
| GB (1) | GB1346748A (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN119390710A (zh) * | 2024-10-09 | 2025-02-07 | 安徽益普克医药科技发展有限公司 | 一种高纯度盐酸匹美西林晶型的制备方法 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ189945A (en) * | 1978-04-01 | 1981-04-24 | Beecham Group Ltd | Ampicillin phthalidyl ester naphthalene 2-sulphonate also pharmaceutical compositions |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1215812A (en) * | 1967-09-29 | 1970-12-16 | Leo Pharm Prod Ltd | Esters of penicillanic acids |
-
1972
- 1972-01-13 ES ES398825A patent/ES398825A1/es not_active Expired
- 1972-01-26 BE BE778531A patent/BE778531A/xx unknown
- 1972-01-28 FR FR7202924A patent/FR2148405A1/fr not_active Withdrawn
- 1972-03-08 CH CH338772A patent/CH581659A5/xx not_active IP Right Cessation
- 1972-04-04 JP JP3321072A patent/JPS4826792A/ja active Pending
- 1972-06-29 DE DE19722231973 patent/DE2231973A1/de active Pending
- 1972-08-02 GB GB3609072A patent/GB1346748A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN119390710A (zh) * | 2024-10-09 | 2025-02-07 | 安徽益普克医药科技发展有限公司 | 一种高纯度盐酸匹美西林晶型的制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4826792A (enExample) | 1973-04-09 |
| DE2231973A1 (de) | 1973-02-22 |
| CH581659A5 (enExample) | 1976-11-15 |
| FR2148405A1 (enExample) | 1973-03-23 |
| ES398825A1 (es) | 1975-05-16 |
| BE778531A (fr) | 1972-05-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |