PMID- 15794341
OWN - NLM
STAT- MEDLINE
DCOM- 20050509
LR  - 20161124
IS  - 0001-6837 (Print)
IS  - 0001-6837 (Linking)
VI  - 61
IP  - 6
DP  - 2004 Nov-Dec
TI  - Synthesis and tuberculostatic activity of some 
      (4-phenylpiperazin-1-ylmethyl)-1,3,4-oxadiazole and 
      (4-phenylpiperazin-1-ylmethyl)-1,2,4-triazole derivatives.
PG  - 473-6
AB  - The phenylpiperazineacetic hydrazide cyclization product. 
      5-(4-phenylpiperazin-1-ylmethyl)-1,3,4-oxadiazole-2-thiol (1) upon alkylation 
      gave the S-methyl derivative (2). next it was tranmsformed into 
      1-phenyl-4-(5-pyrrolidin-1-yl-1,3,4-oxadiazol-2-ylmethyl)-piperazine (3). Upon 
      the reaction of I with 1.2-dibromoethane. the derivative (4) containing two joint 
      1,3,4-oxadiazole systems was obtained. The reactions of compound 1 with 
      chloroacetonitrile and chloroacetic acid gave the corresponding nitrile and 
      carboxylic acid (5, 6) as well. The 4-amino-1,2,4-triazole-3-thiol derivative (7) 
      was obtained in the reaction of compound I with hydrazine hydrate. The 
      phenylpiperazinacetic acid hydrazide was transformed into 
      1,3,4-oxadiazol-2-ylamine (8), and this, subsequently, into the 
      2-ethoxy-1,2,4-triazole derivative (9). The compounds obtained were tested in 
      vitro for their tuberculostatic activity. The minimum inhibiting concentrations 
      (MIC) were within 25 - 100 mg/ml.
FAU - Foks, Henryk
AU  - Foks H
AD  - Department of Organic Chemistry, Medical University of Gdansk, 80-416 Gdansk, 
      Poland. hfoks@amg.gda.pl
FAU - Pancechowska-Ksepko, Danuta
AU  - Pancechowska-Ksepko D
FAU - Janowiec, Mieczyslaw
AU  - Janowiec M
FAU - Zwolska, Zofia
AU  - Zwolska Z
FAU - Augustynowicz-Kopec, Ewa
AU  - Augustynowicz-Kopec E
LA  - eng
PT  - Journal Article
PL  - Poland
TA  - Acta Pol Pharm
JT  - Acta poloniae pharmaceutica
JID - 2985167R
RN  - 0 ((4-phenylpiperazin-1-ylmethyl)-1,2,4-triazole)
RN  - 0 ((4-phenylpiperazin-1-ylmethyl)-1,3,4-oxadiazole)
RN  - 0 (Antitubercular Agents)
RN  - 0 (Indicators and Reagents)
RN  - 0 (Oxadiazoles)
RN  - 0 (Piperazines)
RN  - 0 (Piperidines)
RN  - 0 (Triazoles)
SB  - IM
MH  - Antitubercular Agents/*chemical synthesis/pharmacology
MH  - Chemical Phenomena
MH  - Chemistry, Physical
MH  - Indicators and Reagents
MH  - Microbial Sensitivity Tests
MH  - Mycobacterium tuberculosis/drug effects
MH  - Oxadiazoles/*chemical synthesis/*pharmacology
MH  - Piperazines/*chemical synthesis/*pharmacology
MH  - Piperidines/*chemical synthesis/*pharmacology
MH  - Triazoles/*chemical synthesis/*pharmacology
EDAT- 2005/03/30 09:00
MHDA- 2005/05/10 09:00
CRDT- 2005/03/30 09:00
PHST- 2005/03/30 09:00 [pubmed]
PHST- 2005/05/10 09:00 [medline]
PHST- 2005/03/30 09:00 [entrez]
PST - ppublish
SO  - Acta Pol Pharm. 2004 Nov-Dec;61(6):473-6.