World Journal of Organic Chemistry, 2017, Vol. 5, No. 1, 1-5 Available online at http://pubs.sciepub.com/wjoc/5/1/1 ©Science and Education Publishing DOI:10.12691/wjoc-5-1-1 Synthesis and Chemical Reactivity of some new Fluorine Substituted Pyrazolopyrimidine Derivatives and Their Effect on Cellobiase Activity Produced by Fungi Reda Abdul-Rahman, Dina Abed Bakhotmah, Montaha Fakhorji * Department of Chemistry, Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia *Corresponding author: mfahkurji@stu.kau.edu.sa Abstract Various fluorine substituted fused heteropolycyclic nitrogen systems containing a pyrazolopyrimidine moieties have been synthesized from the interaction between 6-mercaptopyrazolo[3,4-d]pyrimidines with bifunctional nitrogen and halogen compounds. The effect of these fluorinated systems on the activity of the cellobiase produced by Aspergillus Nidulans was evaluated. The outcome of the study discloses that, some of the compounds have shown promising activity in low concentration. Keywords: fused heteropolycyclic, Aspergillus Nidulans, pyrazolopyrimidine, cellobiase fungi, 6- mercaptopyrazolo, fluoro heteropolycyclic Cite This Article: Reda Abdul-Rahman, Dina Abed Bakhotmah, and Montaha Fakhorji, “Synthesis and Chemical Reactivity of some new Fluorine Substituted Pyrazolopyrimidine Derivatives and Their Effect on Cellobiase Activity Produced by Fungi.” World Journal of Organic Chemistry, vol. 5, no. 1 (2017): 1-5. doi: 10.12691/wjoc-5-1-1. 1. Introduction The chemistry of fluorine substituted pyrimidines has received more interest recently and regarded further development as a novel class of Antimycobacterium tuberculosis agents [1], stronger antibacterial and antifungal activities [2,3] and inhibition of the human epidermal growth factor receptors [4]. In addition, the combination of pyrazoles with pyrimidines had a potential therapeutic application. [5,6,7] Therefore, this work reports an attempts to combine of both edaravone and pyrimidine with substituted fluorine infused heteropolycyclic nitrogen systems in hope to achieve a purine analogue with a view of their biological properties towards some fungi as an enzymatic effect. 2. Material and Method 2.1. Chemistry Fluoroacylation and fluorobenzylation of compound 1 afforded 4-trifluoroacetyl-4,5-dihydro-3-methyl-1-phenyl pyrazol-5-one (2) and 4-(4`-fluorobenzyl)-4,5-dihydro-3- methyl-1-phenylpyrazol-5-one (3) respectively. Ring closure reactions of both 2 and 3 with thiourea furnished 6-mercaptopyrazolo[3,4-d]pyrimidines derivatives 4 and 5 via cycloaddition reaction (Scheme 1). [8] Both compounds 4 and 5 are used as starting materials for the synthesis of new fluorine substituted fused heteropolycyclic nitrogen systems. N N Me O Ph 1 F 3 C O OEt toluene, reflux 6 h N N Me O Ph CO-CF 3 H 2 N S NH 2 MeOH /NaOH (5%) reflux 4 h 2 COCl F DMF, reflux 5 h N N Me O Ph CO-C 6 H 4 -F 3 N N N N Me CF 3 SH Ph N N N N Me SH Ph F 4 5 Scheme 1. The synthetic route to 6-mercaptopyrazolo[3,4-d]pyrimidines derivatives 4 and 5