29511-50-0Relevant academic research and scientific papers
SYNTHESIS, STRUCTURAL CHARACTERIZATION, cis–trans ISOMERISM, AND DFT STUDIES ON cis-BIS(N,N-DI-METHYL-N′-BENZOYLTHIOUREATO) PALLADIUM(II)
Nkabyo, H. A.,Olaoye, O.
, p. 1751 - 1759 (2020/12/28)
Abstract: The cis-[Pd(L-κS,O)2] complex is synthesized by the addition of N,N-dimethyl-N′-benzoylthiourea (HL) to PdCl42- in an acetonitrile:water mixture. The complex is characterized by the elemental analysis and NMR spe
Palladium(II)/N,N-disubstituted-N′-acylthioureas complexes as anti-Mycobacterium tuberculosis and anti-Trypanosoma cruzi agents
Plutín, Ana M.,Alvarez, Anislay,Mocelo, Raúl,Ramos, Raúl,Castellano, Eduardo E.,da Silva, Monize M.,Villarreal, Wilmer,Pavan, Fernando R.,Meira, Cássio Santana,Filho, José Sim?o Rodrigues,Moreira, Diogo Rodrigo M.,Soares, Milena Botelho P.,Batista, Alzir A.
, p. 70 - 77 (2017/05/24)
The new complexes of Pd(II) with N,N-disubstituted-N′-acylthioureas:[(1) [Pd(dppf)(N,N-dimethyl-N′-benzoylthioureato-k2O,S)]PF6, (2) [Pd(dppf)(N,N-diethyl-N′-benzoylthioureato-k2O,S)]PF6, (3) [Pd(dppf)(N,N-dibut
Heteroleptic tris-chelate ruthenium(II) complexes of N,N-disubstituted-N′-acylthioureas: Synthesis, structural studies, cytotoxic activity and confocal microscopy studies
Barolli, Jo?o P.,Maia, Pedro I.S.,Colina-Vegas, Legna,Moreira, Jane,Plutin, Ana M.,Mocelo, Raúl,Deflon, Victor M.,Cominetti, Marcia R.,Camargo-Mathias, Maria I.,Batista, Alzir A.
, p. 33 - 41 (2017/02/13)
Ruthenium complexes have been assessed as anti-tumor agents against cancer cells. In this project, new heteroleptic ruthenium(II) complexes with general formulae [Ru(L)(bipy)(dppb)](PF6) (where L?=?N,N-disubstituted-N′-acylthiourea, bipy?=?2,2′-bipyridine and dppb?=?1,4-bis(diphenylphosphino)butane) were synthesized and characterized by elemental analysis, IR and NMR (1H and31P{1H}) spectroscopies, molar conductivity measurements and single crystal X-ray diffractometry. The IR and NMR data suggest the coordination of the ligands to the Ru(II) metal center through the thiocarbonyl and carbonyl groups. The structures of the new complexes were further studied by X-ray crystallography, which confirmed the coordination of the ligands with the metal through the sulfur and oxygen atoms, leading to the formation of distorted octahedral complexes. The N,N-disubstituted-N′-acylthioureas and their complexes were screened with respect to their in vitro cytotoxicity. All compounds exhibited considerable antiproliferative activity against MCF-7 (human breast tumor cells ATCC HTB-26), DU-145 (human prostate tumor cells ATCC HTB-26), and relatively low toxicity against fibroblast L929 cells (health cell line from mouse ATCC CCL-1). A preliminary study regarding the mechanism of action of these compounds by confocal microscopy shows alterations of the actin filaments leading to modifications in cytoskeletal supporting the cell death and that the cell nucleus is not main target of these complexes.
Anti-Mycobacterium tuberculosis activity of platinum(II)/N,N-disubstituted-N′-acyl thiourea complexes
Plutín, Ana M.,Alvarez, Anislay,Mocelo, Raúl,Ramos, Raúl,Castellano, Eduardo E.,Da Silva, Monize M.,Colina-Vegas, Legna,Pavan, Fernando R.,Batista, Alzir A.
, p. 74 - 80 (2015/12/18)
Synthesis, characterization and anti-Mycobacterium tuberculosis assays of new platinum(II)/dppf/N,N-disubstituted-N′-acyl thiourea complexes with general formulae [Pt(dppf)(L)]PF6, [dppf = 1,1′-bis(diphenylphosphino)ferrocene; L = N,N-disubstit
Expanding the donor-acceptor toolbox with a minimal 5-(thiophen-2-yl)-1,3-thiazole core: Transition metal-free synthesis and molecular design for HOMO-LUMO energy modulations
Radhakrishnan, Rakesh,Sreejalekshmi, Kumaran G.
supporting information, p. 3036 - 3039 (2016/05/09)
Synthesis of a minimal 5-(thiophen-2-yl)-1,3-thiazole core through a transition metal-free, versatile [4+1] route is reported. DFT calculations on a prototype library of D-A-D-A tetrads established the exquisite HOMO-LUMO energy modulation by varying peri
On the cytotoxic activity of Pd(II) complexes of N,N-disubstituted- N′-acyl thioureas
Plutín, Ana M.,Mocelo, Raúl,Alvarez, Anislay,Ramos, Raúl,Castellano, Eduardo E.,Cominetti, Marcia R.,Graminha, Angelica E.,Ferreira, Antonio G.,Batista, Alzir A.
, p. 76 - 82 (2014/03/21)
The rational design of anticancer drugs is one of the most promising strategies for increasing their cytotoxicity and for minimizing their toxicity. Manipulation of the structure of ligands or of complexes represents a strategy for which is possible to mo
Synthesis and cytotoxicity studies of thiazole analogs of the anticancer marine alkaloid dendrodoine
Reji, T. F. Abbs Fen,Devi,Thomas,Sreejalekshmi,Manju,Francis,Philip,Bharathan,Rajasekharan
, p. 1145 - 1150 (2008/12/23)
The synthesis and cytotoxicity evaluation of 2-N,N-dimethylamino-5-indol-3- oylthiazole as the first member of a new portfolio of the thiazole analogs of the cytotoxic marine alkaloid dendrodoine (3-N,N-dimethylamino-5-indol-3-oyl-1, 2,4-thiadiazole) is described. Exploiting the opportunity arising from the replacement of the thiadiazole ring of dendrodoine by a thiazole ring which allowed further substitution on the five-membered ring, 2-N,N-dimethylamino-5- indoI-3-oyl-4-phenylthiazole has also been synthesized. Structural diversity is further extended by synthesizing 5-fur-2-oyl- and 5-coumarin-3-oyl-2-N,N- dimethylaminothiazoles, as well as 5-fur-2-oyl, 5-thiophen-2-oyl, 5-(1-methylbenzimidazol-2-oyl) and 5-benzothiazol-2-oyl derivatives of 2-N,N-dimethylamino-4-phenylthiazoles. Among these new N,N- dimethylaminothiazoles, 2-N,N-dimethylamino-5-indol-3-oyl-4-phenylthiazole shows significant in vitro cytotoxicity against a panel of human cancer cell lines.
Synthesis of a few novel bioactive 2-substituted amino-5-indol-3-oyl-4- phenylthiazoles
Thomas,Reshmy,Ushadevi
, p. 1016 - 1019 (2008/09/19)
The 2-amino-4-arylthiazole motif is an important structural element in a variety of bioactive molecules. The (4+1) thiazole construction strategy adopted involves the synthesis of the [C-N-C-S] precursors, namely 1-aryl-3-(N- phenylbenzimidoyl) thiourea or 1-alkyl-3-(N-phenylbenzimidoyl) thiourea and the preparation of the C5 synthone, the halo acetylhetaroyl derivative. The optimized reaction conditions developed have thus lead to the preparation of five 2-(N-arylamino)-5-(indol-3-oyl)-4-phenylthiazoles and three 2-(N,N-dialkylamino)-5-(indol-3-oyl)-4-phenylthiazoles. The structure of these new compounds were assigned on the basis of elemental analysis, FTIR, 1H NMR and 13C NMR and screened for their antimicrobial activity.
Simultaneous formation of both novel bis(μ-sulfur)- and bis(μ-oxo)-bridged copper(II) dimers by reaction of N-benzoyl-N′,N′-dimethylthiourea (HL) with CuCl2. Syntheses, crystal structures and magnetic properties of [{CuL(HL)Cl}2] and
Che, De-Ji,Li, Gang,Yao, Xiao-Lan,Yu-Zhu,Zhou, Da-Peng
, p. 2683 - 2687 (2007/10/03)
Reaction of N-benzoyl-N′,N′-dimethylthiourea (HL) with copper(II) chloride yielded simultaneously two novel dimers: a pale green bis(μ-sulfur) bridged copper(II) dimer 1, [{CuL(HL)Cl}2], and a dark green bis(μ-oxo) bridged copper(II) dimer 2, [
N'-Substituted N-Acyl- and N-Imidoyl-thioureas: Preparation and Conversion of N',N'-Disubstituted Compounds into 2-(N,N-Disubstituted Amino)thiazol-5-yl Ketones
Brindley, Jocelyn C.,Caldwell, Jennifer M.,Meakins, G. Denis,Plackett, Simon J.,Price, Susan J.
, p. 1153 - 1158 (2007/10/02)
Known methods were developed to give convenient general procedures for preparing N-acyl-N'-mono- and -N',N'-disubstituted thioureas from acid chlorides, and related N-imidoyl thioureas from imidoyl chlorides.In the products from three acid chlorides and ammonium thiocyanate the acyl isothiocyanates did not appear to be accompained by the isomeric thiocyanates.Treatment of N-(anilino)benzylidene-N',N'-disubstituted thioures with chloroacetone in the presence of triethylamine leads to 5-acetyl-4-phenyl-2-(N,N-disubstituted amino)thiazoles.In contrast, the corresponding N-benzoyl thioureas form only small amounts of these compounds; the main products are the 5-benzoyl-4-methyl isomers, and this unexpected outcome requires a revision of the literature.It is thought that formation of the 5-benzoyl-4-methylthiazoles involves N-C(4) fission of a cyclic intermediate to give an open-chain intermediate in which nucleophilic attack can occur at either the acetyl or the benzoyl group.One of the latter intermediates was generated directly from 2-acetyl-2-bromoacetophenone and N-methyl-N-phenylthiourea, and found to give the 5-benzoyl-4-methyl- and 5-acetyl-4-phenyl-thiazoles as the major and minor products, respectively.
