14901-16-7Relevant articles and documents
Novel Thiazole Derivatives of Medicinal Potential: Synthesis and Modeling
Abdel-Sattar, Nour E. A.,El-Naggar, Abeer M.,Abdel-Mottaleb
, (2017/08/18)
This paper reports on the synthesis of new thiazole derivatives that could be profitably exploited in medical treatment of tumors. Molecular electronic structures have been modeled within density function theory (DFT) framework. Reactivity indices obtained from the frontier orbital energies as well as electrostatic potential energy maps are discussed and correlated with the molecular structure. X-ray crystallographic data of one of the new compounds is measured and used to support and verify the theoretical results.
Antimicrobial and anti-biofilm activity of thiourea derivatives incorporating a 2-aminothiazole scaffold
Stefanska, Joanna,Nowicka, Grazyna,Struga, Marta,Szulczyk, Daniel,Koziol, Anna Eugenia,Augustynowicz-Kopec, Ewa,Napiorkowska, Agnieszka,Bielenica, Anna,Filipowski, Wojciech,Filipowska, Anna,Drzewiecka, Aleksandra,Giliberti, Gabriele,Madeddu, Silvia,Boi, Stefano,Colla, Paolo La,Sanna, Giuseppina
, p. 225 - 236 (2015/03/18)
A series of new thiourea derivatives of 1,3-thiazole have been synthesized. All obtained compounds were tested in vitro against a number of microorganisms, including Gram-positive cocci, Gram-negative rods and Candida albicans . Compounds were also tested for their in vitro tuberculostatic activity against the Mycobacterium tuberculosis H37Rv strain, as well as two 'wild' strains isolated from tuberculosis patients. Compounds 3 and 9 showed significant inhibition against Gram-positive cocci (standard strains and hospital strain). The range of MIC values is 2-32 μg/mL. Products 3 and 9 effectively inhibited the biofilm formation of both methicillin-resistant and standard strains of S. epidermidis. The halogen atom, especially at the 3rd position of the phenyl group, is significantly important for this antimicrobial activity. Moreover, all obtained compounds resulted in cytotoxicity and antiviral activity on a large set of DNA and RNA viruses, including Human Immunodeficiency Virus type 1 (HIV-1) and other several important human pathogens. Compound 4 showed activity against HIV-1 and Coxsackievirus type B5. Seven compounds resulted in cytotoxicity against MT-4 cells (CC5010 μM).
Cis-trans Isomerism at Square-Planar MN2S2 Centers (M = Pd, Pt): Crystal Structures of N-Phenyl-N-(2-thiazoyl)thiourea Complexes trans-Pd(S2N3C10H8)2 and cis-Pt(S2N3C10H8)2 and Density Functional Calculations
Al-Jibori, Subhi A.,Dayaaf, Noor A.,Mohammed, Modher Y.,Merzweiler, Kurt,Wagner, Christoph,Hogarth, Graeme,Richmond, Michael G.
, p. 365 - 372 (2013/08/23)
Simple palladium(II) and platinum(II) complexes, ML2 (1-2), of N-phenyl-(2-thiazoyl)thiourea have been prepared and fully characterized. The structure of Pd(S2N3C10H8) 2 (1) is monoclinic P21 /c, a = 12.510(2), b = 5.6963(6), c = 15.322(2) A, b = 90.07(2)o and Pt(S2N 3C10H8)2 (2) is orthorhombic P2 1 2 1 2 1, a = 7.3021(5), b = 11.8025(9), c = 25.628(2) A. In both complexes the ligands bind in a chelate fashion through the nitrogen atom of the thiazole ring and the sulfur atom of the thiourea to give six-membered chelate rings. In 1 the metal ion sits on an inversion center and the two ligands adopt a relative trans-disposition of like atoms, while in 2 all atoms are unique and the ligands are in a relative cis-disposition. DFT calculations on the cis and trans isomers based on 1 and 2 reveal that each pair of isomers is isoenergetic in the gas phase. Graphical Abstract: Simple palladium(II) and platinum(II) complexes, M(S2N 3C10H8)2, of N-Phenyl-(2-thiazoyl) thiourea have been prepared and fully characterized. In both complexes the ligands bind in a chelate fashion through the nitrogen atom of the thiazole ring and the sulfur atom of the thiourea to give six-membered chelate rings. In the palladium complex the metal ion sits on an inversion center and the two ligands adopt a relative trans-disposition of like atoms, while for platinum all atoms are unique and the ligands are in a relative cis-disposition. DFT calculations on the cis and trans isomers based on 1 and 2 reveal that each pair of isomers is isoenergetic in the gas phase. [Figure not available: see fulltext.]
Microwave-assisted synthesis of N,N′-diaryl cyanoguanidines
Hamilton, Sean K.,Wilkinson, Doug E.,Hamilton, Gregory S.,Wu, Yong-Qian
, p. 2429 - 2431 (2007/10/03)
(Chemical Equation Presented) A mild, efficient, and high-yielding method for the synthesis of N,N′-diaryl cyanoguanidines from their corresponding thioureas under microwave-assisted conditions is described. A series of cyanoguanidines were synthesized containing both electron-donating and electron-withdrawing substituents. The reactions were facilitated by the use of polar solvents along with moderate temperatures.
Spectrophotometric Determination of Nickel(II) and Palladium(II) by Preliminary Adsorption of their 1-Phenyl-3-(2-thiazolyl)thiourea Complex on Polyurethane Foam
Singhal, Sumeet,Chandak, Priti,Mathur
, p. 695 - 696 (2007/10/03)
A new spectrophotometric method for the determination of nickel(II) and palladium(II) after adsorption of their 1-phenyl-3-(2-thiazolyl)thiourea complex on polyurethane foam is discussed. The method has been applied to the determination of nickel(II) in hydrogenated oil and palladium(II) in synthetic samples.
Interactions between substituted thioureas and π-acceptors
Mohamed,Hassan,Ibrahim,Semida,Mourad
, p. 592 - 595 (2007/10/02)
Charge-transfer (CT) interactions between some N-aryl-N'-heterocyclic thioureas and both tetracyanoethylene (TCNE) and 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) were investigated spectroscopically. The formed CT complexes and the solvent effect on CT complexation are discussed. N-Aryl-N'-(2-pyridyl)-thioureas 1 a-d reacted with TCNE to give cyanothiourea derivatives 6, however in case of DDQ, the adducts 7 were obtained.
