5351-17-7Relevant articles and documents
Crystal and molecular structure of 4-aminobenzohydrazide
Haider, Ali,Akhter, Zareen,Siddiqi, Humaira Masood,Tiekink, Edward R. T.
, p. 397 - 401 (2010)
The molecule of 4-aminobenzohydrazide is essentially planar and geometric parameters conform to literature precedents. Supramolecular N- H???O and N-H???N interactions combine to link molecules of 4-aminobenzohydrazide into a three-dimensional network. Weaker N-H???N and N-H???π interactions consolidate the structure. The compound crystallizes in the monoclinic space group P2 1/n with a = 5.411(2) A, b = 14.000(6) A, c = 9.894(4) A, β = 103.917(7)°, and Z = 4.
Design, synthesis, in vitro and in vivo evaluation against MRSA and molecular docking studies of novel pleuromutilin derivatives bearing 1, 3, 4-oxadiazole linker
Liu, Jie,Zhang, Guang-Yu,Zhang, Zhe,Li, Bo,Chai, Fei,Wang, Qi,Zhou, Zi-Dan,Xu, Ling-Ling,Wang, Shou-Kai,Jin, Zhen,Tang, You-Zhi
, (2021/05/17)
A class of pleuromutilin derivatives containing 1, 3, 4-oxadiazole were designed and synthesized as potential antibacterial agents against Methicillin-resistant staphylococcus aureus (MRSA). The ultrasound-assisted reaction was proposed as a green chemistry method to synthesize 1, 3, 4-oxadiazole derivatives (intermediates 85–110). Among these pleuromutilin derivatives, compound 133 was found to be the strongest antibacterial derivative against MRSA (MIC = 0.125 μg/mL). Furthermore, the result of the time-kill curves displayed that compound 133 could inhibit the growth of MRSA in vitro quickly (- 4.36 log10 CFU/mL reduction). Then, compound 133 (- 1.82 log10 CFU/mL) displayed superior in vivo antibacterial efficacy than tiamulin (- 0.82 log10 CFU/mL) in reducing MRSA load in mice thigh model. Besides, compound 133 exhibited low cytotoxicity to RAW 264.7 cells. Molecular docking studies revealed that compound 133 was successfully localized in the binding pocket of 50S ribosomal subunit (ΔGb = -10.50 kcal/mol). The results indicated that these pleuromutilin derivatives containing 1, 3, 4-oxadiazole might be further developed into novel antibiotics against MRSA.
Synthesis, characterization and computational study of N-acylhydrazone derivatives
Alrubaie, Leaqaa A. Raheem
, p. 5067 - 5075 (2021/08/31)
The N-Acylhydrazone of benzoic acid and their derivatives are important intermediates in organic synthesis and have widespread applications in the medicinal industry. The N-Acylhydrazone was prepared through the condensing the phenyl hydrazide derivatives which prepared from phenylmethyl ester, with benzaldehyde and then identified by physicochemical properties and spectral analysis; FT-IR and 1HNMR. Computation calculations studies by using Semi-empirical-PM3 method through a molecular structure with optimized geometry showed that there is a high correlation between dipole moment, Electron affinity (EA), ionization potential (IP), electronegativity, ClogP and hardness. To Proof, the stability of N-Acylhydrazone derivatives by using Molecular orbital calculations supported a full description of the orbitals and the contributions of individual atoms. Highest occupied molecular orbital/lowest unoccupied molecular orbital energies and structures are demonstrated, calculation atomic charge and molecular electrostatic potential. Through the data obtained from the computational chemistry program, Hyper Chem 8, we were able to demonstrate that the N-acylhydrazone derivatives have a close values and within the limits of stability.