Untitled

Abstract

Plan: To synthesize some Schiff bases of 2-Methyl-3-N-amino-5, 6-disubtituted thieno [2, 3-d] -pyrimidin (3H)-4-ones for antibacterial and antifungal activities. Preface exhibited better antibacterial and antifungal activity compared to the compounds possessing 'electron donating groups

Synthesis and Anticancer Activity Evaluation of Some Thienopyrimidine Derivatives

“…The IR and 1 H NMR of compounds(VIa, b) displayed the absence of the signal attributed to (NH) proton. 1 H NMR of compounds (VIa, b) displayed the lack of the imine -N=CH detected in the 1 H NMR spectra of their precursors (Va, b). MS spectra of (VIa) showed a molecular ion peaks at m/z = 370 (M + , 30%) agreed with the calculated molecular mass C 18 H 15 ClN 4 OS.…”

“…The signals characteristic for (NH 2 ) protons vanish in their IR and 1 H NMR spectrum . 1 H NMR of compounds (Va, b) showed signals of the aryl part in the area of δ 7.83 to 8.24 ppm and signals due to N=CH at δ 8.51 and 8.58 ppm, respectively. MS of (Va) demonstrated a molecular ion peaks at m/z = 372 (M + , 100%), which was compatible with the calculated molecular mass C 18 H 17 ClN 4 OS.…”

“…The IR of compounds (IXa, b) showed signals for ester carbonyls groups at 1747 and 1743 cm -1 , respectively and absorption bands due to (NH) group at 3434 and 3436 cm -1 with the disappearance of signals for hydroxyl groups. 1 H NMR spectrum of compounds (IXa, b) demonstrated singlet signals for (OAc) groups in the area of δ 2.03 to 2.20 ppm, in addition to the high chemical shift for the H-1' proton as a douplet at δ 7.28 and 7.20 ppm, respectively with coupling constant of 7.6 Hz and signals due to (NH) group at δ 8.51 and 8.53 ppm, respectively. 13 C NMR spectrum of compound (IXa) displayed chemical shift for N=CH-(C-1') at δ 152.06 ppm which confirmed the acyclic form of sugar moiety attached to the amino group which agreed with the assigned structures.…”

“…The IR spectra of compounds (Xa, b) indicated signals in the carbonyl frequency area due to ester carbonyl groups at 1748 and 1745 cm -1 , respectively and at 1643 and 1648, respectively corresponding to carbonyl amide, beside the absence of absorption band in NH area. 1 H NMR of compounds (Xa, b) indicated the presence of O-acetyl-methyl protons groups as singlet in the range of δ 1.93 to 2.20 ppm in addition to one N-acetyl-methyl protons at δ 2.29 and 2.27 ppm, respectively. Furthermore the lack of a characteristic peak assignable to the C-1'methine proton existed in the starting material (VIIIa, b) at δ 7.08 and 7.10 ppm, respectively and the occurrence of the lower chemical shift for H-1' at δ 5.72 and 5.70 ppm, respectively provide a strong evidence that the cyclization has occurred.…”

“…The risks of cancer are increasing day by day, which makes us resort to intensifying scientific research efforts in the field of medicinal chemistry to confront this malignant disease. Heterocyclic compounds containing thiophenes and pyrimidines nucleus demonstrate a broad range of pharmacological activities, for example; antifungal, CNS depressant, analgesic, antiinflammatory, antibacterial and antitumor [1][2][3][4][5][6][7][8][9][10][11]. Among the heterocyclic derivatives, class of compounds having thienopyrimidine core exhibit a vast variety of pharmacological effects such as antitumor and anticancer activities [12][13][14][15].…”