72463-09-3Relevant articles and documents
Syntheses and crystal structures of guanidine hydrochlorides with two Schiff base functions as efficient colorimetric and selective sensors for fluoride
Wang, Bei,Zhang, Pei-Zhi,Chen, Xin,Jia, Ai-Quan,Zhang, Qian-Feng
, p. 601 - 609 (2018)
A series of guanidinium chloride derivatives have been synthesized by condensation of 1,3-diaminoguanidine monohydrochloride with heteroaromatic formaldehydes in good yields. All compounds were characterized by nuclear magnetic resonances and infrared spectroscopies, and the molecular structures of four compounds were determined by single crystal X-ray diffraction. The optical properties of these guanidinium chloride derivatives with fluoride anions were investigated, showing selective color changes from colorless to yellow or orange, red-shifted in the ultraviolet/visible absorption spectra.
Robenidine Analogues as Gram-Positive Antibacterial Agents
Abraham, Rebecca J.,Stevens, Andrew J.,Young, Kelly A.,Russell, Cecilia,Qvist, Anastasia,Khazandi, Manouchehr,Wong, Hui San,Abraham, Sam,Ogunniyi, Abiodun D.,Page, Stephen W.,O'Handley, Ryan,McCluskey, Adam,Trott, Darren J.
, p. 2126 - 2138 (2016/03/25)
Robenidine, 1 (2,2′-bis[(4-chlorophenyl)methylene]carbonimidic dihydrazide), was active against MRSA and VRE with MIC's of 8.1 and 4.7 μM, respectively. SAR revealed tolerance for 4-Cl isosteres with 4-F (8), 3-F (9), 3-CH3 (22), and 4-C(CH3)3 (27) (23.7-71 μM) and with 3-Cl (3), 4-CH3 (21), and 4-CH(CH3)2 (26) (8.1-13.0 μM). Imine carbon alkylation identified a methyl/ethyl binding pocket that also accommodated a CH2OH moiety (75; 2,2′-bis[1-(4-chlorophenyl)-2-hydroxyethylidene]carbonimidic dihydrazide). Analogues 1, 27 (2,2′-bis{[4-(1,1-dimethylethyl)phenyl]methylene}carbonimidic dihydrazide), and 69 (2,2′-bis[1-(4-chlorophenyl)ethylidene]carbonimidic dihydrazide hydrochloride) were active against 24 clinical MRSA and MSSA isolates. No dose-limiting cytotoxicity at ≥2× MIC or hemolysis at ≥8× MIC was observed. Polymyxin B addition engendered Escherichia coli and Pseudomonas aeruginosa Gram-negative activity MIC's of 4.2-21.6 μM. 1 and 75 displayed excellent microsomal stability, intrinsic clearance, and hepatic extraction ratios with T1/2 > 247 min, CLint H 0.22 in both human and mouse liposomes for 1 and in human liposomes for 75.
