Synthesis of New Fluorine Substituted Heterocyclic Nitrogen Systems Derived from p-Aminosalicylic Acid as Antimycobacterial Agents
Joint Authors
Faidallah, Hassan M.
Khan, Khalid Ali
Makki, Mohammed Saleh I. T.
Abdel-Rahman, Reda M.
Source
Issue
Vol. 2013, Issue 2013 (31 Dec. 2013), pp.1-8, 8 p.
Publisher
Hindawi Publishing Corporation
Publication Date
2013-06-18
Country of Publication
Egypt
No. of Pages
8
Main Subjects
Abstract EN
Some new fluorine substituted heterocyclic nitrogen systems 2–17 have been synthesized from ring closure reactions of substituted p-amino salicylic acids (PAS).
The Schiffs base of PAS was cyclized with chloroacetyl chloride and mercaptoacetic acid to give azetidinone 2, thiazolidinone 3, and spiro-fluoroindolothiazoline-dione 10.
However, PAS when reacted directly with 4-fluorobenzoyl chloride and 5-oxazolinone yielded derivatives 4, 5, and 7.
Aminomethylation of PAS using formaldehyde and piperidine or piperazine formed N-alkyl and N,N′-dialkyl derivatives (11 and 12 respectively) upon fluorinated benzoylation gave compounds 13 and 14.
Similarly, treatment of PAS with thiosemicarbazide 15 and subsequent cyclization with diethyl oxalate yielded the fluorinated heterocycle 17.
The structures of the fluorinated heterocyclic systems have been established on the basis of elemental analysis, 1H NMR, 13C NMR, and MS spectral data.
Some of the targets exhibited a high inhibition towards Mycobacterium strain with favorable log P values.
American Psychological Association (APA)
Makki, Mohammed Saleh I. T.& Abdel-Rahman, Reda M.& Faidallah, Hassan M.& Khan, Khalid Ali. 2013. Synthesis of New Fluorine Substituted Heterocyclic Nitrogen Systems Derived from p-Aminosalicylic Acid as Antimycobacterial Agents. Journal of Chemistry،Vol. 2013, no. 2013, pp.1-8.
https://search.emarefa.net/detail/BIM-500667
Modern Language Association (MLA)
Makki, Mohammed Saleh I. T.…[et al.]. Synthesis of New Fluorine Substituted Heterocyclic Nitrogen Systems Derived from p-Aminosalicylic Acid as Antimycobacterial Agents. Journal of Chemistry No. 2013 (2013), pp.1-8.
https://search.emarefa.net/detail/BIM-500667
American Medical Association (AMA)
Makki, Mohammed Saleh I. T.& Abdel-Rahman, Reda M.& Faidallah, Hassan M.& Khan, Khalid Ali. Synthesis of New Fluorine Substituted Heterocyclic Nitrogen Systems Derived from p-Aminosalicylic Acid as Antimycobacterial Agents. Journal of Chemistry. 2013. Vol. 2013, no. 2013, pp.1-8.
https://search.emarefa.net/detail/BIM-500667
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references
Record ID
BIM-500667