4751-99-9Relevant academic research and scientific papers
Synthesis, structural elucidation, characterization and theoretical DFT study of 1-(o-tolyl)biguanidium chloride
Jelsch, Christian,Kaabi, Kamel,Klai, Kacem,Lefebvre, Frederic,Nasr, Cherif Ben,Wenger, Emmanuel
, p. 572 - 578 (2020)
The structure of the new salt 1-(o-tolyl)biguanidium chloride, C9H14N5 +·Cl-, has been determined by single-crystal X-ray diffraction. The salt crystallizes in the monoclinic space group C2/c. In this structure, the chloride and biguanidium hydrophilic ions are mostly connected to each other via N-H?N and N-H?Cl hydrogen bonds to form layers parallel to the ab plane around y = and y = . The 2-methylbenzyl groups form layers between these layers around y = 0 and y = , with the methyl group forming C-H?π interactions with the aromatic ring. Intermolecular interactions on the Hirshfeld surface were investigated in terms of contact enrichment and electrostatic energy, and confirm the role of strong hydrogen bonds along with hydrophobic interactions. A correlation between electrostatic energy and contact enrichment is found only for the strongly attractive (N-H?Cl-) and repulsive contacts. Electrostatic energies between ions reveal that the interacting biguanidium cation pairs are repulsive and that the crystal is maintained by attractive cation?Cl- dimers. The vibrational absorption bands were identified by IR spectroscopy.
Synthesis, physico-chemical characterization and bioevaluation of Ni(II), Pd(II), and Pt(II) complexes with 1-(o-tolyl)biguanide: Antimicrobial and antitumor studies
Nu??, Ileana,Badea, Mihaela,Chifiriuc, Mariana Carmen,Bleotu, Coralia,Popa, Marcela,Daniliuc, Constantin-Gabriel,Olar, Rodica
, (2020)
New complexes of type [M(tbg)2]Cl2 [tbg = 1-(o-tolyl)biguanide; M = Ni(II), Pd(II), and Pt(II)] were synthesized and characterized to develop new biologically active compounds. The features of the complexes were assigned from microanalytical and thermal data. The NMR, FT-IR, and UV-Vis spectra were established by comparison with HtbgCl. All complexes exhibit a square-planar geometry resulting from the chelating behavior of tbg. The HtbgCl and [Ni(tbg)2]Cl2 complexes were fully characterized by single-crystal X-ray diffraction. The HtbgCl species crystallize in the monoclinic C2/c spatial group, while the Ni(II) complex adopts an orthorhombic Pna21 spatial group. The structure is stabilized by a complex hydrogen bonds network. The in vitro antimicrobial assays revealed improved antimicrobial activity for complexes in comparison with the ligand against both planktonic and biofilm embedded microbial cells. The most efficient compound, showing the largest spectrum of antimicrobial activity, including Gram-positive and Gram-negative bacteria, as well as fungal strains, in both planktonic and biofilm growth states was the Pd(II) complex, followed by the Pt(II) complex. The Pt(II) compound exhibited the most significant antiproliferative activity on the human cervical cancer SiHa cell line, inducing a cell cycle arrest in the G2/M phase.
Synthesis and antiviral activity of benzimidazolyl-and triazolyl-1,3,5- triazines
Maarouf, Azza R.,Farahat, Abdelbasset A.,Selim, Khalid B.,Eisa, Hassan M.
scheme or table, p. 703 - 710 (2012/09/22)
A novel series of 1,3,5-triazine analogs was successfully synthesized through conjugation with benzimidazole or 1,2,4-triazole derivatives via a methylenethio linker. The new analogs were in vitro evaluated against HSV-1 in Vero cells; among these analogs, two compounds exhibited good effect in inhibiting HSV-1 replication (for compound 5p: EC50 = 3.5 μg/ml, SI = 358; for compound 5r: EC50 = 5.0 μg/ml, SI = 300) in comparison to acyclovir. Springer Science+Business Media, LLC 2011.
