Synthesis and characterization of new 3,5-disubstituted-4,5-dihydro-1H-pyrazole and their carbothioamide derivatives

Abstract

A new series of substituted pyrazolines (6-10) were synthesized in moderate to excellent yield by treatment of chalcones (1-5) with hydrazine monohydrate. The carbothioamide compounds (11)(12)(13)(14) were obtained in 65% to quantitative yield by treatment of chalcones (2, 4, and 5) either with thiosemicarbazide or with phenylisothiocyanate. All new compounds were characterized by various spectroscopic methods such as 1 H NMR, 13 C NMR, DEPT, COSY, HSQC spectroscopy, elemental analysis, and high resolution mass spectroscopy. The obtained compounds are currently under biological investigations, and the results will be reported elsewhere. KEYWORDS

Cytotoxicity effect, network pharmacology, molecular docking, and molecular dynamics simulation of new mono-chalcone compounds for breast cancer

“…Prior to this, we have synthesized compounds 5 and 8 according to the method by Alidmat et al [10]. These compounds were previously synthesized using the procedure described in Scheme 1-3 [11][12][13]. A solution of ketone (0.01 mol), such as 2-acetyl-5-chlorothiophene or 3-acetyl-2,5-dichlorothiophene, was slowly added to a solution containing a chosen aldehyde (0.01 mol) and sodium hydroxide (0.02 mol, 2 equivalents) in 5 mL ethanol.…”

Synthesis, Characterization and DFT Calculations of a Novel Pyrazole Derivative 4-(1-Phenyl-5-(p-Tolyl)-2,5-Dihydro-1H-Pyrazol-3-Yl)Benzo[c][1,2,5]Oxadiazole

“…Many methods has been improvement for the preparation of substituted pyrazole is one of the most min methods is the reaction between α, β-unsaturated chalcone with hydrazine derivatives. Many catalyst has been grow for this preparation of described Heterocycles, incorporate sodium acetate/acetic acid aqueous solution undergoing ultrasound irradiation [17] boiling acetic acid [18][19], potassium hydroxide/ethanol under reflux [20], sodium acetate/ethanol undergoing reflux [21], mathanoic acid/ethanol undergoing reflux [22] glacial acetic acid undergoing ultrasonic irradiation [23] phosphotungstic acid (PTA) catalyst/ethanol [24] and microwave irradiation [25]. Phenomenon of novel and attainable procedure for the modification of a manageable of heterocycles is a rewarding benefaction in organic syntheses.…”

A Smart and Efficient One‐Pot Green Synthesis of Novel 1, 2, 3‐Triazolyl Pyrazoline‐/Indazolyl‐Carbothioamide Hybrids under Solvent‐Free Grinding Strategy at Room Temperature

“…Though the literature provides various synthetic protocols for the synthesis of pyrazoline carbothioamides,,,, most of them show one or more shortcomings such as prolonged reaction time (more than 15 hrs), multi steps, harsh reaction conditions (reflux condition) and use of organic solvents. Hence, the development of new greener protocol for the synthesis of novel 1,2,3‐triazolyl pyrazoline‐/indazolyl‐carbothioamide hybrids becomes a noteworthy attempt.…”