24954-65-2Relevant articles and documents
Novel synthetic aromatic thiourea derivatives and investigations on their cytotoxic potential efficacy
Ray, Ujjayinee,John, Franklin,Pooppadi, Sayeesh,George, Jinu,Sharma, Shivangi,Raghavan, Sathees C
, p. 40 - 47 (2020/09/21)
Aromatic thiourea derivatives were synthesized by standard reactions from isothiocyanates in high yield. An efficient one-pot synthesis of primary amine with carbon disulfide involving the intermediate dithiocarbamate conversion using T3P (propane phosphonic anhydride) to isothiocyanate is reported. Newly synthesized compounds showed excellent luminescence property. Cytotoxic investigation with different human cancer cell lines showed IC50 values varying from of 17 to 40 μM for N-phenethyl-3,4-dihydroisoquinoline-2(1H)-carbothioamide (SCR172) among other molecules. Increase in Sub G1 population and increased depolarisation of mitochondria were evident in cells treated with SCR172, suggesting its role as a cancer therapeutic agent. This provides a lead structure for further synthetic modifications.
T3P - A Benign Desulfurating Reagent in the Synthesis of Isothiocyanates
Janczewski, ?ukasz,Gajda, Anna,Frankowski, Sebastian,Goszczyński, Tomasz M.,Gajda, Tadeusz
supporting information, p. 1141 - 1151 (2017/12/06)
A number of alkyl, aryl and bifunctional isothiocyanates are obtained in moderate to high yields (41-94%) in a two-step, one-pot reaction of the parent primary amines or their salts with carbon disulfide, followed by reaction of the thus formed dithiocarbamates with T3P (propane phosphonic acid anhydride) as a new and efficient desulfurating agent.
Synthesis of potential plant protecting compounds on the basis of 2,3-dihydrothiazol-2-thione. I. Change in structure at the N3 and C4
Hanefeld, Wolfgang,Wurtz, Stephan
, p. 355 - 370 (2007/10/03)
A considerable number of potential plant protecting compounds with the core structure of 2,3-dihydrothiazol-2-thione has been prepared by the reaction of dithiocarbamates with halomethylcarbonyl compounds forming N-substituted 4-substituted 4-hydroxythiazolidin-2-thiones 2-4, which can split off water to yield 5. The structural variability at N3 is given either by the amine used for dithiocarbamate synthesis or by acylation of N-unsubstituted 2,3-dihydrothiazol-2-thiones like 4i. The variability at C4 is either achieved by the kind of the halomethylcarbonyl compound or by reactions of 4:chloromethyl derivatives 5, which can be transformed by a number of nucleophilic reagents to derivatives like thioethers 8, ethers 9, amines 10, nitriles 11, azides 12a, thiocyanates 12b, the primary amine 14 and derived from that the amides 15 or the ureas 16. Wiley-VCH Verlag GmbH, 2000.
