532-55-8Relevant articles and documents
Structural, spectral, optical and antimicrobial properties of synthesized 1-benzoyl-3-furan-2-ylmethyl-thiourea
Karipcin, Fatma,Atis, Murat,Sariboga, Bahtiyar,Celik, Hasan,Tas, Murat
, p. 69 - 77 (2013)
The 1-benzoyl-3-furan-2-ylmethyl-thiourea (bftu) was synthesized and its structure was determined by elemental analyses, IR spectroscopy, 1H and 13C NMR spectroscopy and single crystal X-ray diffraction analysis. Also its antimicrobi
Synthesis, X-ray crystal structure elucidation and Hirshfeld surface analysis ofN-((4-(1H-benzo[d]imidazole-2-yl)phenyl)carbamothioyl)benzamide: Investigations for elastase inhibition, antioxidant and DNA binding potentials for biological applications
Abbas, Qamar,Ahmed, Ashfaq,Arshad, Nasima,Ashraf, Saba,Channar, Pervaiz Ali,Farooqi, Shahid I.,Hokelek, Tuncer,Jasinski, Jerry P.,Kaur, Manpreet,Perveen, Fouzia,Rafiq, Mamoona,Saeed, Aamer,Ujan, Rabail
, p. 20837 - 20851 (2020)
The interest in the present study pertains to the development of a new compound based upon a benzimidazole thiourea moiety that has unique properties related to elastase inhibition, free radical scavenging activity and its DNA binding ability. The title compound,N-(4-(1H-benzo[d]imidazol-2-yl)phenyl)-3-benzoyl thiourea (C21H18N4O2SH2O:TUBC), was synthesized by reacting an acid chloride of benzoic acid with potassium thiocyanate (KSCN) along with the subsequent addition of 4-(1H-benzo[d]imidazol-2-yl)benzenamineviaa one-pot three-step procedure. The structure of the resulting benzimidazole based thiourea was confirmed by spectroscopic techniques including FTIR,1H-NMR,13C-NMR and single crystal X-ray diffraction and further examined by Hirshfeld surface analysis. TUBC was also investigated by using bothin silicomethodology including molecular docking for elastase inhibition along with quantum chemical studies andin vitroexperimental methodology utilizing elastase inhibition and free radical scavenging assay along with DNA binding experiments. Docking results confirmed that TUBC binding was within the active region of elastase. In comparison to the reference drug oleanolic acid, the low IC50value of TUBC also indicated its high tendency towards elastase inhibition. TUBC scavenged 80% of DPPH˙ radicals which pointed towards its promising antioxidant activity. TUBC-DNA binding by DFT, docking, UV-visible spectroscopy and viscosity measurements revealed TUBC to be a potential drug candidate that binds spontaneously and reversibly with DNAviaa mixed binding mode. All theoretical and experimental findings pointed to TUBC as a potential candidate for a variety of biological applications.
Syntheses based on 3,4-dimethyl-2-thioxothiazoline-5-carboxylic acid hydrazide and azide
Dovlatyan,Eliazyan,Pivazyan,Yengoyan
, p. 383 - 388 (2006)
Treatment of 3,4-dimethyl-2-thioxothiazoline-5-carboxylic acid hydrazide with NH4SCN and PhCONCS gave the corresponding thiosemicarbazides, arylsulfochlorides yielded the arylsulfonylhydrazides, and diazotization conditions gave the correspondi
Synthesis and structural X-ray analysis of 1,1'-(naphthalene-1,8-diyl)-3, 3'-dibenzoyl-bisthiourea and its use as anion-binding receptor
Aydin, Fatma,Tunoglu, Nazan,Aykac, Dogan,Arslan, Nahide Burcu,Kazak, Canan
, p. 764 - 777 (2012)
A novel artificial receptor, 1,1'-(naphthalene-1,8-diyl)-3,3'-dibenzoyl- bisthiourea, based on a 1,8-naphthalene skeleton bearing bisthiourea groups was prepared and characterized by IR and 1H-NMR, 13C-NMR, and MS spectroscopic techn
Synthesis, spectral and single-crystal analyses of new derivatives of 4-amino-N-benzylpiperidine
Hassan, Ibrahim N.,Tarawneh, Mou'ad A.,Yamin, Bohari M.
, p. 4457 - 4460 (2015)
Two new compounds of thiourea derivatives of cinnamoyl and benzoylisothiocyanate with 4-amino-N-benzylpiperidine have been successfully synthesized. The new molecules, 1-(1-benzylpiperidine-4-yl)-3-benzoyl thiourea (I) (yield 83 %) and 1-(1-benzylpiperidi
HETEROADAMANTANES AND THEIR DERIVATIVES. 21. SYNTHESIS OF THIOUREAS OF THE 3,6-DIAZAHOMOADAMANTANE SERIES
Kuznetsov, A. I.,Serova, T. M.,Vladimirova, I. A.,Barri, U.,Ngi, Chan,Moskovkin, A. S.
, p. 701 - 703 (1993)
Unsubstituted and phenyl-substituted thioureas were obtained by the action of benzoyl isothiocyanate and phenyl isothiocyanate on amino-substituted diazahomoadamantanes.
Design, synthesis, and anticancer activity of novel 4-thiazolidinone-phenylaminopyrimidine hybrids
Türe, Asl?,Ergül, Mustafa,Ergül, Merve,Altun, Ahmet,Kü?ükgüzel, ?lkay
, p. 1025 - 1050 (2021)
Abstract: 4-Thiazolidinones and phenylaminopyrimidines are known as anticancer agents. Imatinib is the pioneer phenylaminopyrimidine derivative kinase inhibitor, which is used for the treatment of chronic myeloid leukemia. With a hybrid approach, a novel series of 5-benzylidene-2-arylimino-4-thiazolidinone derivatives containing phenylaminopyrimidine core were designed, synthesized, and tested for their anticancer activity on K562 (chronic myeloid leukemia), PC3 (prostat cancer), and SHSY-5Y (neuroblastoma) cells. Since superior anticancer activity was observed on K562 cells, further biological studies of selected compounds (8, 15, and 34) were performed on K562 cells. For the synthesis of designed compounds, thiourea compounds were converted to 2-imino-1,3-thiazolidin-4-ones with α-chloroacetic acid in the presence of sodium acetate. 5-Benzylidene-2-imino-1,3-thiazolidin-4-one derivatives were obtained by Knoevenagel condensation of 2-imino-1,3-thiazolidin-4-ones with related aldehydes. Compounds 8, 15, and 34 were evaluated for cell viability, apoptosis studies, cell cycle experiments, and DNA damage assays. IC50 values of compounds 8, 15, and 34 were found as 5.26 ± 1.03, 3.52 ± 0.91, and 8.16 ± 1.27?μM, respectively, in K562 cells. Preferably, these compounds showed less toxicity towards L929 cells compared to imatinib. Furthermore, compounds 8 and 15 significantly induced early and late apoptosis in a time-dependent manner. Compounds 15 and 34 induced cell cycle arrest at G0/G1 phase and compound 8 caused cell cycle arrest at G2/M phase. Based on DNA damage assay, compounds 8 and 15 were found to be more genotoxic than imatinib towards K562 cells. To put more molecular insight, possible Abl inhibition mechanisms of most active compounds were predicted by molecular docking studies. In conclusion, a novel series of 5-benzylidene-2-arylimino-4-thiazolidinone derivatives and their promising anticancer activities were reported herein. Graphic abstract: [Figure not available: see fulltext.]
Hepatitis C virus serine protease: Synthesis of radioactive and stable isotope-labeled potent inhibitors
Latli, Bachir,Hrapchak, Matt,Gorys, Vida,Llinas-Brunet, Montse,Campbell, Scot S.,Song, Jinhua,Senanayake, Chris H.
, p. 350 - 357 (2014)
Drug candidates labeled with radioactive and stable isotopes are required for absorption, distribution, metabolism, and excretion (ADME) studies, pharmacokinetics, autoradiography, bioanalytical, and other research activities. The findings from these stud
Antihyperglycemic activity of chalcone based novel 1-{3-[3-(substituted phenyl) prop-2-enoyl] phenyl} thioureas
Acharjee, Satarupa,Maity, Tapan Kumar,Samanta, Subir,Mana, Supriya,Chakraborty, Tania,Singha, Tanushree,Mondal, Arijit
, p. 3015 - 3024 (2018)
The present study describes the synthesis of novel chalcone based 1-{3-[3-(substituted phenyl) prop-2-enoyl] phenyl} thioureas (4a-c) using Claisen Schmidt condensation and investigates their protective role in diabetic conditions and associated oxidative
Characterization and Computational Studies of 2-(Benzamido)Thiazol-5-yl Benzoate
Odame,Hosten,Betz,Lobb,Tshentu
, p. 136 - 142 (2019)
2-(Benzamido)thiazolylbenzoate is synthesized via a novel method. It is characterized by spectroscopy, micranalysis, and GC-MS. It crystallizes in the monoclinic space group P21/n with a = 19.8990(5), b = 7.3680(2), c = 22.3845(6) ?, β = 113.799(1)°, V = 3002.85(14) ?3Z = 8. The HOMO-LUMO of the reactants and products are considered.
