(NH-A-CO)N-NH-CH(-AR)-CO-NH-)-PENAM COMPOUNDS OF THE FOROULA WHEREIN AR IS PHENYL, 4-HYDROXYPHENYL, 2-THIENYL OR 3THIENYL, A IS ALKENE OF 1 TO 4 CARBON ATOMS OR ALKYLIDENE OF 2 TO 4 CARBON ATOMS, N IS AN INTEGER OF 1 TO 3, R1, R2, R3 AND R4 CONSIDERED SEPARATELY ARE EACH HYDROGEN OR ALKYK OF 1 TO 4 CARBON ATOMS, R1 AND R4 CONSIDERED TOGETHER ARE ALKYLENE OF 2 TO 4 CARBON ATOMS, R2 AND R4 CONSIDERED TOGETHER ARE ALKYLENE OF 2 TO 4 CARBON ATOMS; AND R2 AND R3 CONSIDERED TOGETHER ARE ALKYLENE OF 4 TO 5 CARBON ATOMS AS BROAD SPECTRUM ANTIBIOTICS.
AND THE NON-TOXIC CATIONIC SALTS THEREOF WHEREIN R1 IS HYDROGEN, LOWER ALKYL, PHENYL AND SUBSTITUTED PHENYL WHEREIN THE SUBSTITUENT IS LOWER ALKYL, LOWER ALKOXY, CHLORO, BROMO, FLUORO AND TRIFLUOROMETHYL; R2 IS HYDROGEN; R1 AND R2 TOGETHER WITH THE CARBON ATOM TO WHICH THEY ARE ATTACHED ARE ALICYCLIC OF FROM 3 TO 7 CARBON ATOMS; R3 IS HYDROGEN AND ACYLOXY LOWER ALKYL WHEREIN THE ACYLOXY MOIETY IS LOWER ALKANOYLOXY, BENZOYLOXY AND SUBSTITUTED BENZOYLOXY WHEREIN THE SUBSTITUENT IS CHLORO, BROMO, FLUORO, LOWER ALKYL, LOWER ALKOXY AND TRIFLUOROMETHYL; N IS 0 OR AN INTEGER FROM 1 TO 8; EACH OF R4 AND R5 IS HYDROGEN, LOWER ALKYL, SUBSTITUTED LOWER ALKYL WHEREIN THE SUBSTITUENT IS LOWER ALKOXY AND FLUORO; PHENYL AND SUBSTITUTED PHENYL WHEREIN THE SUBSTITUENT IS CHLORO, BROMO, FLUORO, LOWER ALKYL, LOWER ALKOXY AND TRIFLUOROMETHYL.
摘要:
WHEREIN Z is hydrogen, lower alkyl on a salt forming ion and X is aryl, substituted aryl, lower alkyl, cyclohexadienyl, cycloalkyl or saturated or unsaturated N-, O- or S-containing heterocyclic rings. These compounds are useful as antibacterial agents. New penicillin and cephalosporin derivatives and methods for preparing the same are provided, said derivatives having the structures
摘要:
WHEREIN R IS HYDROGEN OR 1-ALKANOYLOXYAKYL WHEREIN SAID ALAKNOYL CONTAINS FROM 2 TO 5 CARBON ATOMS AND SAID ALKYL CONTAINS FROM 1 TO 4 CARBON ATOMS AND THE PHARMACEUTICALLY ACDEPTABLE BASE SALTS THEREOF AS BROAD SPECTRUM ANTIBIOTICS.
WHEREIN R1 IS ALKYL OR SUBSTITUTED ALKYL WHEREIN SAID ALKYL CNTAINS FROM 1 TO 4 CARBONATOMS AND SAID SUBSTITUENTS IS CARBOXY, CARBAMYL, CYANO, CHLORO, BROMO OR ALKOXY OR ALKYLTHIO CONTAINING 1 TO 3 CARBON ATOMS; Z IS -0-
-CO-,
OR SO2 2 2; R2 IS HYDROGEN OR 1-ALKANOYLOXYALKYL WHEREIN SAID ALKANOYL CONTAINS 2 TO 5 CARBONATOMS AND SAID ALKY CONTAINS FROM 1 TO 4 CARBON ATOMS; AND THE PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, WHEREIN SAID PENCILLIN IS AN ACID AS BROAD SPECTRUM ANTIBIOTICS.
摘要:
6-AMINOPENCILLANIC ACID IS PREPARED, WITH ADVANTAGE IN INDUSTRIAL VIEWPOINT, BY (A) REACTING 6-ACYLAMINOPENICILLANIC ACID OR A SALT THEREOF WITH A HALOGENATED COMPOUND SUCH AS TRIHALIDE OF PHOSPHORUS, TETRAHALIDE OF SILICON, PHOSPHOROUS PENTAHALIDE, PHOSGENE OR THIOPHOSGENE, IN THE PRESENCE OF AN ACID-BINDING REAGENT FOR THE PURPOSE OF TO PROTECT THE CARBOXYL GROUP OF THE 6-ACYLAMIDOPENICILLANIC ACID BY FORMING A MIXED ACID ANHYDRIDE, (B) CONVERTING THE RESULTANT MIXED ACID ANHYDRIDE INTO THE CORRESPONDING IMINO HALIDE BY REACTING IT WITH AN AMINO HALIDEFORMING REAGENT SUCH AS PHOSPHOROUS OXYCHLORIDE, PHOSPHORUS PENTACHLORIDE, PHOSPHORUS TRIBROMIDE, PHOSGENE, OXALYL CHLORIDE OR PROTOCATECHYL PHOSPHOROUS TRICHLORIDE TO FORM THE CORRESPONDING IMINO HALIDE, (C) CONVERTING THE RESULTANT IMINO HALIDE INTO THE CORRESPONDING IMINOETHER BY REACTING IT WITH AN ALCOHOL AND FINALLY (D) HYDROLYZING THE IMINO ETHER AND REMOVING THE PROTECTED GROUP OF THE CARBOXYL GROUP TO FORM 6-AMINOPENCILLANIC ACID.
摘要:
NOVEL DIOXO-THIAZOLIDINYL DERIVATIVES OF 6-AMINOPENCELLANIC ACID WHICH EXHIBIT ACTIVITY AGAINST A VARIETY OF GRAM NEGATIVE ORGANISMS ARE DISCLOSED. A TYPICAL EMBODIMENT OF 6-(2,4-DIOXO-5-THIAZOLIDINYL) ACETAMIDO) PENICILLANIC ACID.
摘要:
A PROCESS FOR PREPARING 7-ACYLAMINO-7-METHOXY CEPHALOSPORINS IS PROVIDED WHICH COMPRISES OXIDIZING A 7SUBSTITUTED ETHYLIDENEAMINO-7 - METHOXY CEPHALOSPORIN. THE FINAL COMPOUNDS HAVE ANTIBACTERIAL ACTIVITY.
摘要:
A PROCESS FOR PREPARING 7-ACYLAMINO - 7 - METHOXY CEPHALOSPORIN IS PROVIDED WHICH COMPRISES METHOXYLATING A SUBSTITUTED 7 - (1 - LOWERALKOXYETHYLIDENEAMINO)CEPHALOSPORIN, THEN HYDROLYZING TO REMOVE THE IMINO LINKAGE. THE FINAL PRODUCTS HAVE ANTIBACTERIAL ACTIVITY.
WHEREIN R IS HYDROGEN, LOWER ALKYL, ARALKYL, TRI(LOWER ALKYL) SILYL, A SALT FORMING ION OR THE GROUP
-CH2-OOC-R3
R1 IS HYDROGEN, LOWER ALKYL, CYCLOALKYL, ARALKYL, ARYL OR CERTAIN HETEROCYCLIC GROUPS; R2 IS LOWER ALKYL, CYCLOALKYL, ARYL OF CERTAIN HETEROCYCLIC GROUPS; AND R3 IS LOWER ALKYL, ARYL OR ARALKYL, ARE USEFUL AS ANTIBACTERIAL AGENTS.