136-04-9

Basic information

• Product Name: potassium piperidine-1-dithiocarboxylate
• Synonyms: potassium piperidine-1-dithiocarboxylate
• CAS NO: 136-04-9
• Molecular Formula: C₆H₁₀NS₂*K
• Molecular Weight: 199.3786
• EINECS: 205-229-1
• Mol File: 136-04-9.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 221.6°Cat760mmHg
• Flash Point: 87.8°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.106mmHg at 25°C
• CAS DataBase Reference: potassium piperidine-1-dithiocarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: potassium piperidine-1-dithiocarboxylate(136-04-9)
• EPA Substance Registry System: potassium piperidine-1-dithiocarboxylate(136-04-9)

Safety Data

• Hazardous Substances Data: 136-04-9(Hazardous Substances Data)

Usage

General Description

Potassium piperidine-1-dithiocarboxylate is a chemical compound with the molecular formula C8H14KNS2. It is a salt of piperidine-1-dithiocarboxylic acid and is commonly used as a reagent in organic synthesis and in the preparation of metal sulfides. The compound is known for its ability to form complexes with various metal ions, making it useful in analytical chemistry and metal extraction processes. Additionally, potassium piperidine-1-dithiocarboxylate has been studied for its potential applications in anti-cancer and anti-inflammatory treatments, due to its ability to inhibit certain enzymes and pathways involved in these conditions. Overall, this compound has diverse uses in chemical research and industrial processes, as well as potential applications in medicinal chemistry.

InChI:InChI=1/C6H11NS2.K/c8-6(9)7-4-2-1-3-5-7;/h1-5H2,(H,8,9);/q;+1/p-1

Upstream product

• 110-89-4 piperidine 
• 75-15-0 carbon disulfide 

Downstream Products

• 313053-79-1 Ni(C₆F₅)[P(C₆H₅)(CH₃)2][S₂C(NC₅H₁₀)] 
• 94-37-1 bis(piperidinothiocarbonyl)disulfide 
• 776-75-0 N-benzoylpiperidine 
• 618-42-8 1-piperidin-1-yl-ethanone 
• 15225-85-1 copper(II) bis(pentamethylenedithiocarbamate) 
• 313053-80-4 Ni(C₆F₅)[P(C₂H₅)3][S₂C(NC₅H₁₀)] 
• 313053-78-0 Ni(C₆F₅)[P(C₆H₅)2CH₃][S₂C(NC₅H₁₀)] 
• 123435-59-6 C₂₄H₂₀B^(1-)*C₁₀H₁₈NOS₂⁽¹⁺⁾ 
• 123435-57-4 C₂₄H₂₀B^(1-)*C₉H₁₆NOS₂⁽¹⁺⁾ 
• 123435-55-2 2-piperidino-1,3-dithiolium tetraphenylboron 

Relevant articles and documents

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.

Gold(Iii) to ruthenium(iii) metal exchange in dithiocarbamato complexes tunes their biological mode of action for cytotoxicity in cancer cells

Malignant tumors have affected the human being since the pharaoh period, but in the last century the incidence of this disease has increased due to a large number of risk factors, including deleterious lifestyle habits (i.e., smoking) and the higher longevity. Many efforts have been spent in the last decades on achieving an early stage diagnosis of cancer, and more effective cures, leading to a decline in age-standardized cancer mortality rates. In the last years, our research groups have developed new metal-based complexes, with the aim to obtain a better selectivity for cancer cells and less side effects than the clinically established reference drug cisplatin. This work is focused on four novel Au(III) and Ru(III) complexes that share the piperidine dithiocarbamato (pipe-DTC) as the ligand, in a different molar ratio. The compounds [AuCl2(pipeDTC)], [Au(pipeDTC)2]Cl, [Ru(pipeDTC)3] and β-[Ru2(pipeDTC)5] have been synthesized and fully characterized by several chemical analyses. We have then investigated their biological properties in two different cell lines, namely, AGS (gastric adenocarcinoma) and HCT116 (colon carcinomas), showing significant differences among the four compounds. First, the two gold-based compounds and β-[Ru2(pipeDTC)5] display IC50 in the μM range, significantly lower than cisplatin. Second, we showed that [AuCl2(pipeDTC)] and β-[Ru2(pipeDTC)5]Cl drive different molecular mechanisms. The first was able to induce the protein level of the DNA damage response factor p53 and the autophagy protein p62, in contrast to the second that induced the ATF4 protein level, but repressed p62 expression. This study highlights that the biological activity of different complexes bringing the same organic ligand depends on the electronic and structural properties of the metal, which are able to fine tune the biological properties, giving us precious information that can help to design more selective anticancer drugs.

Multicomponent reaction of amine, carbon disulfide, and fluoronitrobenzene via nucleophilic attack on the fluorinated carbon for the synthesis of nitrophenyl methylcarbamodithioates

In this paper, multicomponent reaction of amine, carbon disulfide and fluoronitrobenzene is reported for the synthesis of nitrophenyl methylcarbamodithioate derivatives. The method is based on the nucleophilic attack of the activated methylcarbamodithioate salt to fluoronitrobenzene. Several starting materials are tested and successfully produced the corresponding nitrophenyl methylcarbamodithioate. A possible mechanism for the reaction is suggested.

Disulfiram as a potent metallo-β-lactamase inhibitor with dual functional mechanisms

We report a promising NDM-1 inhibitor, disulfiram, which can covalently bind to NDM-1 by forming an S-S bond with the Cys208 residue. Its copper-containing metabolite in vivo, Cu(DTC)2, also inactivated NDM-1 through oxidizing the Zn(ii) thiolate site of the enzyme, therefore exhibiting dual functional inhibitory potential against B1 and B2 subclass MβLs.