ES8106733A1 - Un procedimiento para la preparacion de acido 6-(2-(2'- metilfenoxicarbonil)-2-tien-3'-ilacetamido)penicilanico - Google Patents
Un procedimiento para la preparacion de acido 6-(2-(2'- metilfenoxicarbonil)-2-tien-3'-ilacetamido)penicilanicoInfo
- Publication number
- ES8106733A1 ES8106733A1 ES495554A ES495554A ES8106733A1 ES 8106733 A1 ES8106733 A1 ES 8106733A1 ES 495554 A ES495554 A ES 495554A ES 495554 A ES495554 A ES 495554A ES 8106733 A1 ES8106733 A1 ES 8106733A1
- Authority
- ES
- Spain
- Prior art keywords
- penicillin
- preparation
- ortho
- alpha
- pharmaceutical compositions
- 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
- 229930182555 Penicillin Natural products 0.000 title abstract 3
- 229940049954 penicillin Drugs 0.000 title abstract 3
- 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 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- -1 Ortho-tolyl ester Chemical class 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 241000894006 Bacteria Species 0.000 abstract 1
- 208000035143 Bacterial infection Diseases 0.000 abstract 1
- 241001465754 Metazoa Species 0.000 abstract 1
- 208000022362 bacterial infectious disease Diseases 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000001727 in vivo Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- RBKMMJSQKNKNEV-RITPCOANSA-N penicillanic acid Chemical compound OC(=O)[C@H]1C(C)(C)S[C@@H]2CC(=O)N21 RBKMMJSQKNKNEV-RITPCOANSA-N 0.000 abstract 1
- 244000144977 poultry Species 0.000 abstract 1
- 230000000069 prophylactic effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000001225 therapeutic effect Effects 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
- C07D499/21—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 with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D499/44—Compounds with an amino radical acylated by carboxylic acids, attached in position 6
- C07D499/48—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical
- C07D499/58—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical
- C07D499/72—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by carbon atoms having three bonds to hetero atoms
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- 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
-
- 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
- C07D499/21—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 with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D499/44—Compounds with an amino radical acylated by carboxylic acids, attached in position 6
- C07D499/48—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical
- C07D499/58—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical
-
- 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
- C07D499/21—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 with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D499/44—Compounds with an amino radical acylated by carboxylic acids, attached in position 6
- C07D499/76—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with hetero rings directly attached to the carboxamido radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Oncology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cephalosporin Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
PROCEDIMIENTO PARA LA OBTENCION DE ACIDO 6-BETA-[2-(2''-METILFENOXICARBONIL)-2-TIEN-3''-ILACETAMIDO]PENICILANICO DE FORMULA (I), O UNA SAL FISIOLOGICAMENTE COMPATIBLE O UN ESTER DEL MISMO HIDROLIZABLE "IN VIVO". CONSISTE EN LA REACCION DE UN COMPUESTO DE FORMULA (II), EN LA QUE EL GRUPO AMINO PUEDE ESTAR SUSTITUIDO CON UN GRUPO SEPARABLE QUE PERMITA LA ACILACION Y R1 ES HIDROGENO O UN GRUPO BLQUEADOR DEL CARBOXILO, CON UN DERIVADO N-ACILANTE DE UN ACIDO DE FORMULA (III), QUE PUEDE SER UN HALURO DE ACIDO, EN PRESENCIA DE UN AGENTE DE UNION, Y A UNA TEMPERATURA ENTRE -50 GC Y 50 GC. POSTERIORMENTE SE PUEDE TRANSFORMAR EN UNA SAL O UN ESTER HIDROLIZABLE "IN VIVO". ESTOS COMPUESTOS TIENEN APLICACIONES FARMACOLOGICAS POR SU ACTIVIDAD ANTIBACTERIANA. *FORMULA*
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7934062 | 1979-10-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8106733A1 true ES8106733A1 (es) | 1981-09-01 |
| ES495554A0 ES495554A0 (es) | 1981-09-01 |
Family
ID=10508217
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES495554A Granted ES495554A0 (es) | 1979-10-02 | 1980-10-01 | Un procedimiento para la preparacion de acido 6-(2-(2'- metilfenoxicarbonil)-2-tien-3'-ilacetamido)penicilanico |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US4385060A (es) |
| EP (1) | EP0026644B1 (es) |
| JP (1) | JPS5659781A (es) |
| KR (1) | KR850000474B1 (es) |
| AR (1) | AR227953A1 (es) |
| AU (1) | AU534572B2 (es) |
| CA (1) | CA1148941A (es) |
| DE (1) | DE3061229D1 (es) |
| DK (1) | DK415780A (es) |
| ES (1) | ES495554A0 (es) |
| FI (1) | FI803015A (es) |
| GR (1) | GR70283B (es) |
| HK (1) | HK786A (es) |
| HU (1) | HU182676B (es) |
| IE (1) | IE50508B1 (es) |
| IL (1) | IL61031A0 (es) |
| MY (1) | MY8600395A (es) |
| NO (1) | NO802910L (es) |
| NZ (1) | NZ194912A (es) |
| PH (1) | PH17119A (es) |
| PL (3) | PL129141B1 (es) |
| PT (1) | PT71856B (es) |
| SG (1) | SG72685G (es) |
| YU (2) | YU249080A (es) |
| ZA (1) | ZA805665B (es) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL67672A0 (en) * | 1982-01-22 | 1983-05-15 | Beecham Group Plc | Penicillin derivatives,their preparation and pharmaceutical compositions containing them |
| CA2402020C (en) | 2000-03-09 | 2006-08-29 | Gw Pharma Limited | Pharmaceutical compositions |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3853849A (en) * | 1969-05-29 | 1974-12-10 | Beecham Group Ltd | Alpha(aryloxycarbonyl)-and alpha(alkoxy-carbonyl)-aralkyl penicillins |
| GB1229670A (es) | 1968-09-03 | 1971-04-28 | ||
| BE759795A (fr) | 1969-12-11 | 1971-06-03 | Pfizer | Synthese de penicillines par l'intermediaire d'anhydrides mixtes de l'acide sulfurique |
| US4171303A (en) * | 1974-07-30 | 1979-10-16 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt. | Process for the preparation of reactive penicillanic acid and cephalosporanic acid derivatives |
| GB1455529A (es) | 1975-02-27 | 1976-11-10 | ||
| JO984B1 (en) | 1977-10-11 | 1979-12-01 | بيتشام غروب ليمتد | A dry pharmaceutical compound with a suitable dosage unit for oral administration |
-
1980
- 1980-09-10 GR GR62854A patent/GR70283B/el unknown
- 1980-09-10 NZ NZ194912A patent/NZ194912A/xx unknown
- 1980-09-12 ZA ZA00805665A patent/ZA805665B/xx unknown
- 1980-09-14 IL IL61031A patent/IL61031A0/xx unknown
- 1980-09-22 US US06/189,622 patent/US4385060A/en not_active Expired - Lifetime
- 1980-09-25 FI FI803015A patent/FI803015A/fi not_active Application Discontinuation
- 1980-09-26 EP EP80303378A patent/EP0026644B1/en not_active Expired
- 1980-09-26 DE DE8080303378T patent/DE3061229D1/de not_active Expired
- 1980-09-30 PT PT71856A patent/PT71856B/pt unknown
- 1980-09-30 KR KR1019800003787A patent/KR850000474B1/ko active IP Right Grant
- 1980-09-30 YU YU02490/80A patent/YU249080A/xx unknown
- 1980-09-30 AU AU62830/80A patent/AU534572B2/en not_active Ceased
- 1980-10-01 HU HU802394A patent/HU182676B/hu unknown
- 1980-10-01 ES ES495554A patent/ES495554A0/es active Granted
- 1980-10-01 NO NO802910A patent/NO802910L/no unknown
- 1980-10-01 CA CA000361314A patent/CA1148941A/en not_active Expired
- 1980-10-01 IE IE2045/80A patent/IE50508B1/en unknown
- 1980-10-01 PL PL1980232295A patent/PL129141B1/pl unknown
- 1980-10-01 DK DK415780A patent/DK415780A/da unknown
- 1980-10-01 PL PL1980227022A patent/PL129153B1/pl unknown
- 1980-10-01 PL PL23229480A patent/PL232294A1/xx unknown
- 1980-10-02 PH PH24658A patent/PH17119A/en unknown
- 1980-10-02 JP JP13823280A patent/JPS5659781A/ja active Pending
-
1981
- 1981-12-21 AR AR287880A patent/AR227953A1/es active
-
1983
- 1983-02-25 YU YU00458/83A patent/YU45883A/xx unknown
-
1985
- 1985-10-05 SG SG726/85A patent/SG72685G/en unknown
-
1986
- 1986-01-02 HK HK7/86A patent/HK786A/xx unknown
- 1986-12-30 MY MY395/86A patent/MY8600395A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU534572B2 (en) | 1984-02-09 |
| PT71856A (en) | 1980-10-01 |
| YU45883A (en) | 1983-12-31 |
| PT71856B (en) | 1981-07-09 |
| HK786A (en) | 1986-01-10 |
| ZA805665B (en) | 1981-09-30 |
| PL227022A1 (es) | 1981-12-11 |
| FI803015A (fi) | 1981-04-03 |
| MY8600395A (en) | 1986-12-31 |
| PH17119A (en) | 1984-06-01 |
| NO802910L (no) | 1981-04-03 |
| PL129141B1 (en) | 1984-04-30 |
| PL232295A1 (es) | 1982-03-29 |
| DE3061229D1 (en) | 1983-01-05 |
| DK415780A (da) | 1981-04-03 |
| GR70283B (es) | 1982-09-03 |
| CA1148941A (en) | 1983-06-28 |
| IE802045L (en) | 1981-04-02 |
| KR850000474B1 (ko) | 1985-04-08 |
| HU182676B (en) | 1984-02-28 |
| PL232294A1 (es) | 1982-03-29 |
| AR227953A1 (es) | 1982-12-30 |
| PL129153B1 (en) | 1984-04-30 |
| EP0026644B1 (en) | 1982-12-01 |
| EP0026644A1 (en) | 1981-04-08 |
| JPS5659781A (en) | 1981-05-23 |
| IE50508B1 (en) | 1986-04-30 |
| YU249080A (en) | 1983-06-30 |
| US4385060A (en) | 1983-05-24 |
| SG72685G (en) | 1986-05-02 |
| KR830003498A (ko) | 1983-06-21 |
| IL61031A0 (en) | 1980-11-30 |
| NZ194912A (en) | 1983-05-31 |
| AU6283080A (en) | 1981-04-09 |
| ES495554A0 (es) | 1981-09-01 |
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