The properties of synthesis of substituted cinnoline thiophene derivatives are displayed in table 1. The melting point of all compounds ranged from 178 to 267 °C. The percentage yields of compounds were ranged from 57.71% to 74.78%, and the compound 12DSDa produces maximum yield compared to other synthesized compound.
Yield: 74%, m.p.: 278-80oC (DMF). IR (KBr, cm-1): 3434, 3316, 3152 (NH2, NH), 1666 (C=O), 1632, 1579 (C=N), 1509, 1337 (NO2), 1267, 1025 (C-S-C). 1H-NMR (DMSO-d6, ppm): 2.61 (s, 3H, CH3), 7.78 (s, 2H, thiophene-C5-NH2, D2O exchangeable), 7.95 (d, J = 8.9 Hz, 2H, phenyl-C2,6-H), 8.15 (s, 2H, CONH2, D2O exchangeable), 8.20 (s, 1H, NH, D2O exchangeable), 8.26 (d, J = 8.9 Hz, 2H, phenyl-C3,5-H), 11.12 (s, 1H, NH, D2O exchangeable). 13C-NMR (DMSO-d6, ppm): 14.75 (CH3), 106.05 (thienotriazepine C3e), 110.16 (thienotriazepine C7), 124.46 (4-nitrophenyl C3,5), 128.31 (4-nitrophenyl C2,6), 132.14 (4-nitrophenyl C1), 141.29 (thienotriazepine C6), 147.50 (thienotriazepine C2), 147.92 (4-nitrophenyl C4), 165.06, 165.34 (2 C=O), 170.65 (thienotriazepine C2e). Anal. Calcd. (%) for C14H11N5O4S (345.33): C, 48.69; H, 3.21; N, 20.28. Found: C, 48.82; H, 3.18; N, 20.45.
CONDENSATION OF o-AMINOTHIOPHENOL WITH ALDEHYDES
Encouraged by these findings, A new series of thiophene derivatives comprising the bioactive pyrazoles, thiazoles and 1,3,4-oxadiazoles at position 4 were synthesized and biologically evaluated.
Process for the preparation of thiophene derivatives
Highly substituted thiophene derivatives first synthesized by Gewald synthesis in 1965, are important heterocyclic compounds present in numerous biologically active compounds. The synthesis of title compounds was carried out by preparing derivatives of Gewald product. In the present study, a series of 2-aminothiophene derivatives were first prepared by Gewald reaction and further converted into 2-...
Thiophene is a heterocyclic compound with the formula C 4 H 4 S
All the synthesized Cinnoline thiophene derivatives were evaluated with physical and Biological methods. All the compounds were subjected to anti-inflammatory activity. The compounds12DSDc, 12DSDd, 12DSDg, 12DSDh and 12DSDi exhibited significant anti-inflammatory activity. Further, it would be interesting to obtain the possible mechanism of action and their in vivo trial in experimental animals.
2-pentyl thiophene, 4861-58-9 - The Good Scents …
Yield: 70%, m.p.: 210-12oC. IR (KBr, cm-1): 3386, 3239 (NH2, NH), 1658, 1675(C=O), 1607 (C=N), 1249, 1025 (C-S-C). 1H-NMR (DMSO-d6, ppm): 1.86 (s, 2H, pyrazolidinyl-C4-H), 2.48 (s, 3H, CH3), 7.70 (s, 2H, thiophene-C5-NH2, D2O exchangeable), 9.41(s, 2H, CONH2, D2O exchangeable), 9.71 (s, 1H, pyrazolidinyl-C2-NH, D2O exchangeable). 13C-NMR (DMSO-d6, ppm): 14.74 (CH3), 59.72 (pyrazole C4), 105.88 (thiophene C4), 110.24 (thiophene C2), 141.87 (thiophene C3), 163.50, 165.32, 165.55, 165.58 (4 C=O), 168.83 (thiophene C5). EI-MS : 282 (M+ /1.03%), 57 (100%). Anal. Calcd. (%) for C10H10N4O4S (282.28): C, 42.55; H, 3.57; N, 19.85. Found: C, 42.63; H, 3.55; N, 20.08.
"Synthesis & Evaluation Of Thiophene Derivatives As …
Inflammation is a normal response to infection and injury and involves the recruitment of immune systems to neutralize invading pathogens, repair injured tissues and promote wound healing. Chronic or excessive activation of the immune system is associated with an increase reactive oxygen species (ROS), prolonged activation of inducible NO synthase (iNOS) and of the release of proinflammatory cytokines. This may increase susceptibility to infections and cause inflammation. Drugs that block the action of the cytokine, tumor necrosis factor-α (TNF-α) have proved to be very effective in the treatment of inflammation17. The findings of study revealed that the Cinnoline thiophene derivatives inhibit the action of cytokine and TNF-α.