Hydroxyphenolhydrazones anti-bacterial

(A) Cmpds. (I) R' & R2 = H, Hal, lower alkyl, lower O-alkyl, CO2H, CONH2, lower carbalkoxy, carbobenzoxy, SO2 or SO2NH2 R3 = H or (1-3C) alkyl R4 = Ph, m- or p- hydroxyphenyl opt. subst. by one or more OH, lower alkyl, lower O alkyl, CF3, Hal., lower carbalkoxy, CONH2 and/or CO2H. (B) Salts...

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Hauptverfasser: SCHRINNER,ELMAR,DR, SCHORR,MANFRED,DR, HORST,TEICHMENN,KARL
Format: Patent
Sprache:eng ; ger
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Zusammenfassung:(A) Cmpds. (I) R' & R2 = H, Hal, lower alkyl, lower O-alkyl, CO2H, CONH2, lower carbalkoxy, carbobenzoxy, SO2 or SO2NH2 R3 = H or (1-3C) alkyl R4 = Ph, m- or p- hydroxyphenyl opt. subst. by one or more OH, lower alkyl, lower O alkyl, CF3, Hal., lower carbalkoxy, CONH2 and/or CO2H. (B) Salts of I. Anti-bacterials esp. vs. gm -ve bacteria. Dose 50-100 mg. Acute toxicity 500-1000 mg/kg (p.o., rat.) p-hydroxybenzaldehyde (8.2g) in MeOH (100 ml.) was added dropwise to 3-chloro-4-hydroxy-5-methyl-phenylhydrazine, HCl (67.5 m. mol.) in H2O (150 ml) & MeOH (200 ml.) at 15 deg. The mixture was stirred 15 mins., filtered, washed, & recryst. from MeOH. Aq., giving I, m.p. 157 deg. (d.).