36903-85-2

Upstream product

• 110-91-8 morpholine 
• 1122-82-3 isothiocyanatocyclohexane 
• 108-91-8 cyclohexylamine 
• 4314-19-6 bis(1H-benzo[d][1,2,3]triazol-1-yl)methanethione 
• 67-66-3 chloroform 
• 23328-69-0 4-chloromorpholine 
• 931-53-3 Cyclohexyl isocyanide 
• 729-46-4 4,4'-(dithiodicarbonothioyl)dimorpholine 

Downstream Products

• 4975-73-9 N,N'-dicyclohexyl-4-morpholine carboxamidine 
• 138761-14-5 C₂₀H₂₉N₃O₃S₃ 
• 94522-95-9 N-cyclohexyl-morpholine-4-carboximidic acid amide 

Relevant academic research and scientific papers

A green, isocyanide-based three-component reaction approach for the synthesis of multisubstituted ureas and thioureas

A one-pot, isocyanide based multicomponent protocol was presented starting from secondary amines towards (thio)urea derivatives and utilized for the construction of a diverse 27-membered chemical library. Following a green compatible microwave assisted condition, the formed N,N′-multisubstituted (thio)ureas were obtained in up to 85% yield.

Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction

An efficient and practical thiocarbonyl surrogate via combination of sulfur and chloroform has been developed. A variety of thiocarbamides and oxazolidinethiones have been established, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity. Meanwhile, pesticides Diafenthiuron (an acaricide), ANTU (a rodenticide), and Chloromethiuron (an insecticide) were practically synthesized through this method in gram scale. Dicholorocarbene, as the key intermediate, was further confirmed via a carbene-trapping control experiment.

1-(Alkyl/Arylthiocarbamoyl)benzotriazoles as Stable Isothiocyanate Equivalents: Synthesis of Di- and Trisubstituted Thioureas

1-(Alkyl/arylthiocarbamoyl)benzotriazoles 4a-i were synthesized in yields of 91-99% from bis(benzotriazolyl)methanethione (3). Reagents 4a-g were then used as isothiocyanate equivalents for the efficient synthesis of 10 secondary and 14 tertiary thioureas

Inactivation of the human papillomavirus-16 E6 oncoprotein by organic disulfides

We are investigating compounds that could be useful in the treatment of neoplastic lesions of the cervix by acting on the oncoprotein E6 of human papillomavirus-16. The E6 protein contains two potential zinc-binding domains that are required for most of its functions. We have published tests that measure (i) the release of zinc ions after chemical alteration of the cysteine groups of these zinc-binding domains (TSQ assay), (ii) the interaction of E6 with the cellular proteins E6AP and E6BP (BIACORE assay), and (iii) the viability of tumor cell lines that require the continuous expression of HPV oncoproteins (WST1 assay). Based on these tests, we identified 4,4'-dithiodimorpholine as a potential lead compound. In this study we examined whether the dithiobisamine moiety of 4,4'-dithiodimorpholine may be an important molecular prerequisite for further drug development in this system. We have evaluated 59 new substances including organic disulfides and those containing the dithiobisamine moiety, as well as structural analogues. The compounds with significant reactivity in all three assays were observed only for dithiobisamine derivatives with saturated cyclic amines and aryl substituted piperazines. The identity of these substances suggests that the N-S-S-N moiety is necessary but not sufficient for reactivity in our assays, and that dithiobisamine based substances are useful as lead compounds that target the cysteine groups of HPV-16 E6 zinc fingers. Copyright (C) 2000 Elsevier Science Ltd.