10264-39-8Relevant articles and documents
Synthesis of N,N-diethyldithiocarbamate nitrile ethyl and the chelating behaviors with metal ions
Zhang, Zhonghui,Shi, Lijun,Deng, Wen,Jiang, Dengbang,Lan, Yaozhong
, (2015)
The N,N-diethyldithiocarbamate nitrile ethyl (NND) was the nonionic polar collector, and it can synthesize the NND in dimethyl sulfoxide solvent. This method can effectively reduce the reaction intensity and the coefficient of the synthetic risk. The purity of NND which we synthesized is 94.23%, and the yield is 91.06%. UV analysis shows that the characteristic absorption peak wavelength of the NND is 276 nm, and its absorbance is 0.901. Based on the interaction of NND + Mn+ (Mn+ = Fe3+, Cu2+, Zn2+, Pb2+) and the quantum chemical calculation analysis of the NND and ethyl xanthate, we can conclude that the flotation performance of NND should be better than that of ethyl xanthate.
An efficient protocol for the synthesis of β-substituted ethyl dithiocarbamates: A novel class of anti-cancer agents
Chaturvedi, Devdutt,Zaidi, Sadaf,Chaturvedi, Amit K.,Vaid, Shagun,Saxena, Ajit K.
, p. 1019 - 1025 (2017/11/10)
A novel one-pot method for the synthesis of β-substituted alkyl dithiocarbamates has been developed through die Michael addition reaction of dithiocarbamate anion to α,β-unsaturated activated olefins employing catalytic amount of benzyl trimethyl ammonium hydroxide (Triton-B). The reaction conditions are mild with extremely simple work-up procedures than the reported methods, and afford high yields (82-98%) of the desired products. All the synthesized compounds (1-16) have been evaluated for in vitro anti-cancer activity using various kinds of cancer cell lines such as lung, colon, cervical, neuroblastoma, liver and ovary employing different kinds of standard anticancer drugs such as 5-fluorouracil, mitomycin C, paclitaxel, aldriamycin, etc. using stock solution (2 × 10-2 M) prepared in DMSO and further dilution has been carried out with medium. In vitro cytotoxicity against human cancer cell lines is determined using sulphorhodamine-B assay. Out of the series of compounds evaluated, most of these compounds such as compounds 2,3,4,5,9,10,11,12,13,14,15,16 display more than 50% growth inhibition at 1 × 10-5 M concentration.
OH-/silica-mediated one-pot synthesis of dithiocarbamates under solvent-free conditions
Bardajee, Ghasem Rezanejade,Afsari, Hamid Samareh,Sadraei, Seyediraj,Taimoory, Seyedehmaryamdokht
experimental part, p. 871 - 878 (2012/07/31)
An efficient, versatile, and environmentally benign method for the synthesis of dithiocarbamates under solvent-free conditions is reported. The Michael addition of electron-deficient alkenes with alkyl or aryl amines and CS2 in the presence of OH-/silica in a one-pot three-component reaction protocol gave the corresponding dithiocarbamates in good to excellent yields. This method is suitable for a wide range of amines and a variety of Michael acceptors in solvent-free conditions. The results of the present work show the desired products in excellent yields. Copyright Taylor and Francis Group, LLC 2012.
An efficient synthesis of dithiocarbamates under ultrasound irradiation in water
Azizi, Najmadin,Gholibeglo, Elahm,Nayeri, Sanaz Dehghan
experimental part, p. 1171 - 1174 (2012/09/25)
Multicomponent reactions with ultrasonic activation have been used as a simple, rapid, atom economic, and green method for the synthesis of dithiocarbamate derivatives in water. The one-pot, three-component condensation of primary and secondary amines with carbon disulfide and unsaturated carbonyl compounds or alkyl halides under ultrasonic irradiation was developed as a green and fast protocol for the rapid high-yielding preparation of dithio-carbamates in water.
Exploring the structural requirements for inhibition of the ubiquitin E3 ligase breast cancer associated protein 2 (BCA2) as a treatment for breast cancer
Brahemi, Ghali,Kona, Fathima R.,Fiasella, Annalisa,Buac, Daniela,Soukupová, Jitka,Brancale, Andrea,Burger, Angelika M.,Westwell, Andrew D.
supporting information; experimental part, p. 2757 - 2765 (2010/08/20)
The zinc-ejecting aldehyde dehydrogenase (ALDH) inhibitory drug disulfiram (DSF) was found to be a breast cancer-associated protein 2 (BCA2) inhibitor with potent antitumor activity. We herein describe our work in the synthesis and evaluation of new series of zinc-affinic molecules to explore the structural requirements for selective BCA2-inhibitory antitumor activity. An N(C - S)S - S motif was found to be required, based on selective activity in BCA2-expressing breast cancer cell lines and against recombinant BCA2 protein. Notably, the DSF analogs (3a and 3c) and dithio(peroxo)thioate compounds (5d and 5f) were found to have potent activity (submicromolar IC50) in BCA2 positive MCF-7 and T47D cells but were inactive (IC50 > 10 μM) in BCA2 negative MDA-MB-231 breast cancer cells and the normal breast epithelial cell line MCF10A. Testing in the isogenic BCA2 +ve MDA-MB-231/ER cell line restored antitumor activity for compounds that were inactive in the BCA2 -ve MDA-MB-231 cell line. In contrast, structurally related dithiocarbamates and benzisothiazolones (lacking the disulfide bond) were all inactive. Compounds 5d and 5f were additionally found to lack ALDH-inhibitory activity, suggestive of selective E3 ligase-inhibitory activity and worthy of further development.
Catalysis by ionic liquids: Significant rate acceleration with the use of [pmIm]Br in the three-component synthesis of dithiocarbamates
Ranu, Brindaban C.,Saha, Amit,Banerjee, Subhash
, p. 519 - 523 (2008/09/18)
An easily accessible neutral ionic liquid, 1-methyl-3-pentylimidazolium bromide, promoted a one-pot three-component condensation of an amine, carbon disulfide, and an activated alkene/dichloromethane/epoxide to produce the corresponding dithiocarbamates in high yields at room temperature. The reactions are very fast in ionic liquids relative to those in other reaction media. These reactions do not require any additional catalyst or solvent. The ionic liquid can be recovered and recycled for subsequent reactions. A plausible mechanism is suggested. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Waste-free and environment-friendly uncatalyzed synthesis of dithiocarbamates under solvent-free conditions
Azizi, Najmedin,Ebrahimi, Forogh,Aakbari, Elham,Aryanasab, Fezzeh,Saidi, Mohammad R.
, p. 2797 - 2800 (2008/02/12)
A mild, convenient, and practical one-pot procedure for the direct synthesis of dithiocarbamates has been developed by condensation of amines, CS2, and a Michael acceptor, under solvent-free conditions at room temperature in good to excellent yields. Georg Thieme Verlag Stuttgart.
One-pot synthesis of dithiocarbamates accelerated in water
Azizi, Najmodin,Aryanasab, Fezzeh,Torkiyan, Lalleh,Ziyaei, Azim,Saidi, Mohammad Reza
, p. 3634 - 3635 (2007/10/03)
Highly efficient one-pot reactions of amines and carbon disulfide with α,β-unsaturated compounds were carried out in water under a mild and green procedure with high yields.
Conjugated addition reaction of amine, carbon disulfide to electrophilic alkenes in the presence of anhydrous potassium phosphate
Guo,Ge,Cheng,Li
, p. 3021 - 3025 (2007/10/03)
Different kinds of β-electron-withdraw group substituted ethyl dithiocarbamates (3) were prepared by the conjugated addition of an amine (1) and carbon disulfide to electrophilic alkenes (2) in the presence of anhydrous potassium phosphate under mild condition in good yields.
