2720-77-6

Usage

InChI:InChI=1/C7H12OS2.K/c9-7(10)8-6-4-2-1-3-5-6;/h6H,1-5H2,(H,9,10);/q;+1/p-1

Upstream product

• 75-15-0 carbon disulfide 
• 108-93-0 cyclohexanol 
• 60-29-7 diethyl ether 

Downstream Products

• 10111-88-3 (6R)-3-cyclohexyloxythiocarbonylsulfanylmethyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 139452-51-0 thiodicarbonate O,O-dicyclohexyl ester 
• 75-15-0 carbon disulfide 
• 108-93-0 cyclohexanol 
• 70675-52-4 ((n)Bu)4N[Fe(cyclohexylxanthate)3] 
• 70675-51-3 Et₄N[Fe(cyclohexylxanthate)3] 
• 70710-62-2 trans-Fe(cyclohexylxanthate)2(3,5-dichloropyridine)2 
• 70700-85-5 trans-Fe(cyclohexylxanthate)2(3,5-dimethylpyridine)2 
• 70675-41-1 trans-Fe(cyclohexylxanthate)2(EtOH)2 
• 137881-06-2 (diphenyldithiophosphinato)(cyclohexyldithiocarbonato)nickel(II) 

Relevant academic research and scientific papers

Copper-catalyzed synthesis of thiazol-2-yl ethers from oxime acetates and xanthates under redox-neutral conditions

A novel copper-catalyzed annulation of oxime acetates and xanthates for the synthesis of thiazol-2-yl ethers with remarkable regioselectivity has been developed. Various oxime acetates, whether derived from aryl ketones or alkyl ketones, or natural product cores are suitable for this conversion. Unique dihydrothiazoles were also obtained when both reaction sites were methine. Mechanistic studies indicated that imino copper(iii) intermediates were involved. In addition, this protocol proceeded under redox-neutral conditions and did not require additives or ligands.

Synthesis and antitumor activity of tetrahydrocarbazole hybridized with dithioate derivatives

The present study reported the synthesis of tetrahydrocarbazoles hybridized with dithioate derivatives. Three series were synthesized namely alkyl dithiocarbonates (4a-d), heterocyclic dithiocarbamates (6a-g) and dialkyl dithiocarbamate (7). The synthesized compounds were tested in vitro on human breast adenocarcinoma cell line (MCF7) and the human colon tumor cell line (HCT116). Most of the synthesized compounds exploited potent antitumor activity, especially compound 6f [4-chlorophenylpiperazine derivative], which showed cytotoxic activity against MCF7 superior to doxorubicin with IC50 value of 7.24 nM/mL.

Unexpected ritter reaction during acid-promoted 1,3-dithiol-2-one formation

A series of aryl-substituted 1,3-dithiol-2-ones was prepared by the Bhattacharya-Hortmann cyclization method. Unexpectedly, a Ritter reaction occurred during the acid-catalyzed cyclization at the cyano group of the aryl substituents and 1,3-dithiol-2-ones bearing a carboxy or a carboxamide group could be selectively obtained (see 1 and 2a in Scheme 1). The formation of the acid or the amide functionality was temperature-dependent so that the one or the other group could be introduced selectively by modifying the reaction temperature. Copyright

Xanthates and trithiocarbonates strongly inhibit carbonic anhydrases and show antiglaucoma effects in vivo

Dithiocarbamates (DTCs) were recently discovered as carbonic anhydrase (CA, EC 4.2.1.1) inhibitors. A series of xanthates and a trithiocarbonate, structurally related to the DTCs, were prepared by reaction of alcohols/thiols with carbon disulfide in the presence of bases. These compounds were tested for the inhibition of four human (h) isoforms, hCA I, II, IX, and XII, involved in pathologies such as glaucoma (CA II and XII) or cancer (CA IX). Several low nanomolar xanthate/trithiocarbonate inhibitors targeting these CAs were detected. A docking study of some xanthates within the CA II active site showed that these compounds bind in a similar manner with the dithiocarbamates, coordinating monodentately to the Zn(II) ion from the enzyme active site. Several xanthates showed potent intraocular pressure lowering activity in two animal models of glaucoma via the topical administration. Xanthates and thioxanthates represent two novel, promising classes of CA inhibitors.

Process for the preparation of thiocarbamic acid O-esters

Process for the preparation of thiocarbamic acid-O-esters of the general formula EQU1 in which R1 means an alkyl or cycloalkyl radical, R2 and R3 each stands for an alkyl radical which may be substituted by one of the groups --(O--C2 H4)n --OH, --(OC2 H4)n --OCH3 or --O--(CH2)m --CH3, n being 0, 1 or 2 and m being 1 or 2, or stand for a cycloalkyl radical, and one of the radicals R2 and R3 may be hydrogen which process comprises reacting at a temperature ranging between 20° and 120°C in an aqueous or water-containing medium a xanthogenate of the formula EQU2 in which R1 is defined as above and Me is an alkali metal with a primary or secondary aliphatic amine of the formula EQU3 in which R2 and R3 are defined as above, and elementary sulfur.