13145-41-0

Usage

Uses

Used in Analytical Chemistry and Organic Synthesis:
Dipotassium cyanodithiocarbamate is utilized as a reagent in analytical chemistry and organic synthesis for its ability to form stable complexes with metals, facilitating various chemical reactions and processes.
Used in Mining Industry:
In the mining industry, dipotassium cyanodithiocarbamate is employed as a depressant in the flotation process of certain minerals. Its metal-complexing ability aids in the separation of valuable minerals from unwanted materials, enhancing the efficiency of the mineral extraction process.
Used in Industrial Wastewater Treatment:
Dipotassium cyanodithiocarbamate is also used in the treatment of industrial wastewater. It effectively removes heavy metals through precipitation and complexation reactions, contributing to environmental protection and the purification of water systems.

InChI:InChI=1/C2H2N2S2/c3-1-4-2(5)6/h(H2,4,5,6)

Upstream product

• 420-04-2 CYANAMID 
• 6846-35-1 5-amino-3H-1,2,4-dithiazole-3-thione 
• 603-35-0 triphenylphosphine 
• 75-15-0 carbon disulfide 

Downstream Products

• 63238-11-9 4-Amino-2-methylthio-5-thiazol-(N,N-pentamethylencarboxamid) 
• 26542-78-9 3,3'-dibromo-5,5'-disulfanediyl-bis-[1,2,4]thiadiazole 
• 63237-92-3 4-amino-2-benzylsulfanyl-thiazole-5-carboxylic acid amide 
• 63238-14-2 4-amino-N-methyl-2-(methylthio)-N-phenylthiazole-5-carboxamide 
• 63237-97-8 4-Amino-2-methylthio-5-thiazol-(4-methoxy-carboxanilid) 
• 63238-01-7 4-amino-2-methylsulfanyl-thiazole-5-carboxylic acid 2,6-dimethyl-anilide 
• 63237-99-0 4-amino-2-ethylsulfanyl-thiazole-5-carboxylic acid 3-nitro-anilide 
• 63238-15-3 4-Amino-N-phenyl-2-methylthio-5-thiazolcarboxanilid 
• 63238-02-8 4-amino-2-methylsulfanyl-thiazole-5-carboxylic acid 2,4-dinitro-anilide 
• 56409-58-6 3-(diethoxythiophosphoryloxy)-5-benzylthio-1,2,4-thiadiazole 
• 56409-66-6 3-hydroxy-5-(2,4-dichlorobenzylthio)-1,2,4-thiadiazole 
• 56409-67-7 3-(diethoxythiophosphoryloxy)-5-(2,4-dichlorobenzylthio)-1,2, 4-thiadiazole 
• 26542-77-8 1,2-bis(3-chloro-1,2,4-thiadiazol-5-yl)disulfane 
• 676619-35-5 [Pt(C₂N₂S₂)(bis(diphenylphosphino)methane)] 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of novel thiazole-based derivatives as human Pin1 inhibitors

Pin1 is a peptidyl prolyl cis-trans isomerase (PPIase) and inhibiting Pin1 is a potential way for discovering anti-tumor agents. With an aim to find potent Pin1 inhibitors with a novel scaffold, a series of thiazole derivatives with an alicyclic heterocycles on the 2-position were designed, synthesized and tested against human Pin1. Compound 9p bearing a 2-oxa-6-azaspiro [3,3] heptane moiety on the thiazole scaffold was identified as the most potent Pin1 inhibitor of this series with an IC50 value of 0.95 μM. The structure-activity relationship (SAR) and molecular modeling study indicated that introducing an alicyclic ring with an H-bond acceptor would be a viable way to improve the binding affinity.

Synthesis, characterization, and conducting properties of heterobimetallic salts of cyanoiminomethanedithiolate ligand

Heterobimetallic ion-pair complexes of the type [M(bpy)3] [M′(cdc)3] (M = Fe2+, Co2+, and Ni 2+; M′ = Ni2+ and Cu2+; bpy = 2,2′-bipyridine, cdc2- = cyanoiminomethanedithiolate (C 2N2S22-)) have been synthesized by reacting a solution of K2[M′(cdc)2] with [M(bpy)3]X2 (X = Cl- and SO4 2-) in equimolar ratio. These complexes have been characterized by elemental analysis, solution conductance, and magnetic susceptibility measurements, IR, 1H and 13CNMR, ESR, and UV-visible spectroscopies and pressed pellet conductivity technique. Three of these salts show behavior of semiconductors in the 295-443 K temperature range while the remaining are insulators. The lowering of the V(C=N) frequency in I 2-doped products of these complexes as compared to the parent complexes clearly reveals interaction of the C=N group of the ligand cdc 2- resulting in decrease in V(C=N) bond order and in turn partial reduction of I2. The Ii-doped products of the majority of the complexes show enhanced room-temperature conductivity and exhibit semiconducting behavior.

Synthesis and Pin1 inhibitory activity of thiazole derivatives

Pin1 (Protein interacting with NIMA1) is a peptidyl prolyl cis–trans isomerase (PPIase) which specifically catalyze the conformational conversion of the amide bond of pSer/Thr-Pro motifs in its substrate proteins and is a novel promising anticancer target. A series of new thiazole derivatives were designed and synthesized, and their inhibitory activities were measured against human Pin1 using a protease-coupled enzyme assay. Of all the tested compounds, a number of thiazole derivatives bearing an oxalic acid group at 4-position were found to be potent Pin1 inhibitors with IC50values at low micromolar level. The detailed structure–activity relationships were analyzed and the binding features of compound 10b (IC505.38 μM) was predicted using CDOCKER program. The results of this research would provide informative guidance for further optimizing thiazole derivatives as potent Pin1 inhibitors.

Synthesis method of ethyl 4-amino-2-(methylthio)thiazole-5-carboxylate

The invention belongs to the technical field of pharmaceutical intermediates, and relates to a synthesis method of ethyl 4-amino-2-(methylthio)thiazole-5-carboxylate. The method includes the followingsteps that an aqueous solution of cyanamide is mixed with ethanol, carbon disulfide and a potassium hydroxide solution are added for reaction, and a precipitated solid is subjected to suction filtration and drying to obtain an intermediate A; the intermediate A is dissolved in a mixed solution of ethanol and water, an iodomethane ethanol solution is dropped for reaction, and an intermediate B isobtained through concentration and drying; the intermediate B, ethyl chloroacetate and triethylamine are subjected to a reflux reaction in ethanol, and the obtained solution is concentrated, washed and re-crystallized to obtain ethyl 4-amino-2-(methylthio)thiazole-5-carboxylate. The cost of raw materials is low, the yield of by-products is low, the product yield is high, and the method is suitablefor scale-up production.

First novel synthesis of triazole thioglycosides as ribavirin analogues

This study reports a novel and efficient method for the synthesis of the first reported novel class of triazole thioglycosides. These series of compounds were designed through the reaction of potassium cyanocarbonimidodithioate 2 with hydrazine derivatives 3a-d in EtOH at room temperature to give the corresponding potassium 5-amino-1H-1,2,4-triazole-3-thiolates 4a-d. The latter compounds were treated with tetra-O-acetyl-α-D-glucopyranosyl bromide 6a and tetra-O-acetyl-α-D-galactopyranosyl bromide 6b in DMF at room temperature to give in high yields the corresponding triazole thioglycosides 7a-h. Treatment of triazole salts 4a–d with hydrochloric acid afforded the corresponding 3-mercaptotriazoles 5a-d. Compounds 5a-d were then reacted with bromoperacetylated sugars 6a,b in sodium hydride-DMF at ambient temperature to afford the thioglycosyl compounds 7a-h. Ammonolysis of the triazole thioglycosides 7a-h afforded the corresponding free thioglycosides 8a-h. The scope and limitation of the method is demonstrated. The structure of the reaction products was confirmed on the basis of their elemental analysis and spectral data (IR, 1H NMR, MS and 13C NMR).

Thiazoles in glycosylation reactions: Novel synthesis of thiazole thioglycosides

This research reports a novel method for synthesizing new thiazole thioglycosides. This series of thiazole thioglycosides were designed by the reaction of potassium cyanocarbonimidodithioate 2 with benzoyl acetonitrile 3a and ethyl bromoacetate 3b in the presence of ethanol-KOH to give the corresponding potassium 4-amino-5-substituted-thiazole-2-thiolates 4a,b. The latter compounds were treated with peracetylated sugar bromides 6a,b in DMF to give high yields of the corresponding thiazole thioglycosides 7a-d. Treatment of thiazole salts 4a,b with hydrochloric acid gave the corresponding 3-mercaptothiazole derivatives 5a,b. The latter compounds were reacted with peracetylated sugars 6 in sodium hydride in DMF to produce the S-glycosyl compounds 7a-d. Ammonolysis of the protected thiazole thioglycosides 6a-h gave the corresponding free thiazole thioglycosides 8a-d. The compounds have been characterized by 13C NMR, 1H NMR, and IR.

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.

HETEROCYCLIC DERIVATIVES FOR THE TREATMENT OF DISEASES

The invention relates to compounds of Formula (1) and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The compounds according to the present invention are useful in numerous diseases in which ALK protein is involved or in which inhibition of ALK activity may induce benefit, especially for the treatment of cancer mediated by a mutated EML4-ALK fusion protein.

Mechanism of the sulfurisation of phosphines and phosphites using 3-amino-1,2,4-dithiazole-5-thione (xanthane hydride)

Contrary to a previous report, the sulfurisation of phosphorus(iii) derivatives by 3-amino-1,2,4-dithiazole-5-thione (xanthane hydride) does not yield carbon disulfide and cyanamide as the additional reaction products. The reaction of xanthane hydride with triphenyl phosphine or trimethyl phosphite yields triphenyl phosphine sulfide or trimethyl thiophosphate, respectively, and thiocarbamoyl isothiocyanate which has been trapped with nucleophiles. The reaction pathway involves initial nucleophilic attack of the phosphorus at sulfur next to the thiocarbonyl group of xanthane hydride followed by decomposition of the phosphonium intermediate formed to products. The Hammett ρ-values for the sulfurisation of substituted triphenyl phosphines and triphenyl phosphites in acetonitrile are ～ -1.0. The entropies of activation are very negative (-114 ± 15 J mol-1 K-1) with little dependence on solvent which is consistent with a bimolecular association step leading to the transition state. The negative values of ΔS ≠ and ρ values indicate that the rate limiting step of the sulfurisation reaction is formation of the phosphonium ion intermediate which has an early transition state with little covalent bond formation. The site of nucleophilic attack has been also confirmed using computational calculations. The Royal Society of Chemistry 2007.

ASPARTIC PROTEASE INHIBITORS

The present invention is directed to aspartic protease inhibitors. Certain aspartic protease inhibitors of the invention can be represented by the following structural formula or a pharmaceutically acceptable salt thereof. The present invention is also directed to pharmaceutical compositions comprising the disclosed aspartic protease inhibitors. The present invention is further directed to methods of antagonizing one or more aspartic proteases in a subject in need thereof, and methods for treating an aspartic protease mediated disorder in a subject using the disclosed aspartic protease inhibitors.