ES8503003A1 - Procedimiento para preparar el ester 1-etoxicarboniloxietilico del acido 6-(d-(-)- -amino- -fenilacetamido)penicilanico. - Google Patents
Procedimiento para preparar el ester 1-etoxicarboniloxietilico del acido 6-(d-(-)- -amino- -fenilacetamido)penicilanico.Info
- Publication number
- ES8503003A1 ES8503003A1 ES523642A ES523642A ES8503003A1 ES 8503003 A1 ES8503003 A1 ES 8503003A1 ES 523642 A ES523642 A ES 523642A ES 523642 A ES523642 A ES 523642A ES 8503003 A1 ES8503003 A1 ES 8503003A1
- Authority
- ES
- Spain
- Prior art keywords
- ampicillin
- substd
- opt
- aralkyl
- aryl
- 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
- 150000002081 enamines Chemical class 0.000 title abstract 4
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound 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 abstract 3
- 229960000723 ampicillin Drugs 0.000 title abstract 3
- 229960002699 bacampicillin Drugs 0.000 title 1
- PFOLLRNADZZWEX-FFGRCDKISA-N bacampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)[C@H](C(S3)(C)C)C(=O)OC(C)OC(=O)OCC)=CC=CC=C1 PFOLLRNADZZWEX-FFGRCDKISA-N 0.000 title 1
- -1 1-ethoxycarbonyloxyethyl Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 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
- WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 abstract 1
- 229930186147 Cephalosporin Natural products 0.000 abstract 1
- 229930182555 Penicillin Natural products 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical group 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 230000036765 blood level Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229940124587 cephalosporin Drugs 0.000 abstract 1
- 150000001780 cephalosporins Chemical class 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- WOWBFOBYOAGEEA-UHFFFAOYSA-N diafenthiuron Chemical compound CC(C)C1=C(NC(=S)NC(C)(C)C)C(C(C)C)=CC(OC=2C=CC=CC=2)=C1 WOWBFOBYOAGEEA-UHFFFAOYSA-N 0.000 abstract 1
- 159000000011 group IA salts Chemical class 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 150000002960 penicillins Chemical class 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 abstract 1
Landscapes
- Cephalosporin Compounds (AREA)
Abstract
PROCEDIMIENTO PARA PREPARAR EL ESTER 1-ETOXICARBONILOXIETILICO DEL ACIDO 6-(D-(-)-BAB-FENILACETAMIDO) PENICILANICO.CONSISTE EN: A) HACER REACCIONAR AMPICILINA EN FORMA DE SAL ALCALINA CON UN DERIVADO REACTIVO DEL ACIDO ACETOACETICO EN UN DILUYENTE APROTICO POLAR Y A UNA TEMPERATURA ENTRE 0 Y 60JC Y DURANTE 2 A 8 HORAS PARA FORMAR ENAMINA DE FORMULA (II); B) HACER REACCIONAR EL INTERMEDIO RESULTANTE CON CARBONATO DE BAB-BROMODIETILO DE FORMULA (III) A TEMPERATURA ENTRE 15 Y 80JC Y DURANTE 1 A 24 HORAS PARA FORMAR EL CORRESPONDIENTE ESTER DE FORMULA (IV); Y C) REALIZAR UNA HIDROLISIS SUAVE EN MEDIO ACIDO PARA OBTENER EL COMPUESTO DE FORMULA (I).TIENE PROPIEDADES TERAPEUTICAS YA QUE ES ABSORBIDO BIEN, CUANDO SE SUMINISTRA POR VIA ORAL, Y DA UNOS NIVELES DE AMPICILINA EN LA SANGRE MUCHOS MAYORES QUE LA PROPIA AMPICILINA.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT22141/82A IT1190897B (it) | 1982-06-29 | 1982-06-29 | Procedimento per la preparazione dell'estere 1-etossicarbonilossietilico dell'acido 6-(d(-)-alfa aminoalfa fenilacetamido)-penicillanico |
| GB8226751 | 1982-09-20 | ||
| GB8228622 | 1982-10-06 | ||
| GB8232629 | 1982-11-16 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES523642A0 ES523642A0 (es) | 1985-02-01 |
| ES8503003A1 true ES8503003A1 (es) | 1985-02-01 |
Family
ID=27449384
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES523642A Expired ES8503003A1 (es) | 1982-06-29 | 1983-06-28 | Procedimiento para preparar el ester 1-etoxicarboniloxietilico del acido 6-(d-(-)- -amino- -fenilacetamido)penicilanico. |
| ES530187A Expired ES8506723A1 (es) | 1982-06-29 | 1984-03-01 | Procedimiento para preparar el esteretoxicarboniloxietilico de penicilina g. |
| ES537273A Expired ES8507148A1 (es) | 1982-06-29 | 1984-10-31 | Procedimiento para preparar el ester 1-etoxicarboniloxietilico del acido 6-(d-(-)-alfa-fenilacetamido)-penicilanico. |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES530187A Expired ES8506723A1 (es) | 1982-06-29 | 1984-03-01 | Procedimiento para preparar el esteretoxicarboniloxietilico de penicilina g. |
| ES537273A Expired ES8507148A1 (es) | 1982-06-29 | 1984-10-31 | Procedimiento para preparar el ester 1-etoxicarboniloxietilico del acido 6-(d-(-)-alfa-fenilacetamido)-penicilanico. |
Country Status (1)
| Country | Link |
|---|---|
| ES (3) | ES8503003A1 (es) |
-
1983
- 1983-06-28 ES ES523642A patent/ES8503003A1/es not_active Expired
-
1984
- 1984-03-01 ES ES530187A patent/ES8506723A1/es not_active Expired
- 1984-10-31 ES ES537273A patent/ES8507148A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES537273A0 (es) | 1985-08-16 |
| ES530187A0 (es) | 1985-08-01 |
| ES8507148A1 (es) | 1985-08-16 |
| ES523642A0 (es) | 1985-02-01 |
| ES8506723A1 (es) | 1985-08-01 |
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