3334-81-4

Upstream product

• 545-06-2 trichloroacetonitrile 
• 100-46-9 benzylamine 

Downstream Products

• 1425935-07-4 N'-benzyl-2,2,2-trichloro-N-[1-(4-methylphenylsulfonylamino)-2-phenylethylidene]acetamidine 
• 1425935-08-5 N'-benzyl-2,2,2-trichloro-N-[2-phenyl-1-(phenylsulfonylamino)ethylidene]acetamidine 
• 1425935-09-6 N′-benzyl-2,2,2-trichloro-N-[1-(methylsulfonylamino)-2-phenylethylidene]acetamidine 
• 1425935-17-6 N'-1-[(benzylimino)-2,2,2-trichloroethyl]-N-tosylhexanimidamide 
• 1425935-18-7 N′-1-[(benzylimino)-2,2,2-trichloroethyl]-N-(methylsulfonyl)hexanimidamide 
• 1425935-15-4 N′-1-((benzylimino)-2,2,2-trichloroethyl)-N-tosylpentanimidamide 
• 1609700-07-3 6'-amino-1'-benzyl-1,3-dioxo-2'-(trichloromethyl)-1,3-dihydro-1'H-spiro[indene-2,4'-pyrimidine]-5'-carbonitrile 
• 76908-64-0 C₂₇H₂₄Cl₂N₂P⁽¹⁺⁾*Cl^(1-) 
• 76908-71-9 C₂₇H₂₃Cl₂N₂P 

Relevant academic research and scientific papers

A new route for the synthesis of functionalized benzo[d]imidazo[5,1-b]thiazol-1-amine derivatives from benzothiazole, trichloroacetamidines and terminal alkynes

A novel class of substituted benzo[d]imidazo[5,1-b]thiazol-1-amine derivatives was synthesized utilizing a one-pot Cu-catalyzed cycloaddition of benzothiazole, trichloroacetonitrile, various amines and terminal alkynes in acetonitrile at room temperature. The speed of this simple four-component reaction along with mild conditions, high yields, readily available starting materials, the ease of work-up without using pollutant precious metals–catalysts, and column chromatography are important features of the presented procedure.

Design, synthesis and anti-diabetic activity of novel 1, 2, 3-triazole-5-carboximidamide derivatives as dipeptidyl peptidase-4 inhibitors

The inhibitors of the enzyme dipeptidyl peptidase type 4 (DPP-4), as a potent stimulator of insulin secretion and an inhibitor of glucagon secretion from the pancreas, have been considered as promising agents for the treatment of type 2 diabetes mellitus. In this study, a novel series of 1, 2, 3-triazole-5-carboximidamide derivatives were designed, synthesized, and inhibitory activity evaluated against the DPP-4 enzyme. All of the compounds represented inhibitory activity, and among them, compounds 6a, 6b, and 6c showed desirable inhibitory activity of DPP-4 with IC50 values of 14.75 nM, 6.75 nM, and 6.57 nM, respectively. Compound 6a with a dose of 10 mg/kg showed glucose tolerance enhancement during OGTT in NMRI mice. Moreover, chronic treatment of Wistar rats for 14 days with compound 6a showed a significant decrease in blood glucose levels of diabetic rats, which was similar to sitagliptin as a standard.

Design, synthesis, and pharmacological evaluation of novel 1,2,4-triazol-3-amine derivatives as potential agonists of GABAA subtype receptors with anticonvulsant and hypnotic effects

In the current study, a series of novel 1,2,4-triazol-3-amine derivatives were designed, synthesized, and biologically evaluated in vivo for their anticonvulsant and hypnotic effects in the pentylenetetrazole (PTZ)-induced seizures, maximal electroshock (MES)-induced seizures, and pentobarbital-induced sleeping tests. Furthermore, the possible side effects of the most potent compounds on the memory, motor coordination, and muscle strength were evaluated in passive avoidance, rotarod, and grip strength tests, respectively. The designed compounds with the main benzodiazepine pharmacophores including aromatic ring and proton accepting group completely mimiced the structure of zolpidem as an α1-selective agonist of GABAA receptor. Compounds 5c (ED50 ≈ 52.5 mg/kg) and 5 g (ED50 ≈ 16.5 mg/kg) in the PTZ test were the most potent compounds among the designed compounds. In the MES test, the observed ED50s for compounds 5c and 5 g were reduced to around 11.8 mg/kg and 10.5 mg/kg, respectively. The considerable hypnotic effect in a dose-dependent manner was observed following the administration of newly synthesized compounds. In all experiments administration of flumazenil as an antagonist of benzodiazepines receptor fully antagonized observed effects which indicated the involvement of GABAA receptors. Since there was no negative effect on memory, motor coordination, and muscle strength following the administration of compounds 5c and 5g as the most potent compounds, it could be concluded that the novel compounds most likely act through α1-containing GABAA receptors and possess no affinity for α5-containing receptors. The newly designed compounds could be considered as leading compounds in synthesizing novel GABAA receptor agonists with minimum side effects.

Synthesis of functionalized benzothiadiazine 1,1-dioxide derivatives via intramolecular C–H activation reactions of trichloroacetamidine and benzenesulfonyl chloride

The synthesis of functionalized benzothiadiazine 1,1-dioxide derivatives was achieved through a novel three-component intramolecular C–H activation reaction of trichloroacetonitrile, benzenesulfonyl chloride, and various primary amines. This reaction was performed in the presence of catalytic copper(I) and L-proline as the ligand in tetrahydrofuran at room temperature.

Tandem synthesis of trichloromethylated [3.3.3]propellanes from trichloroacetamidines and a ninhydrin-malononitrile adduct

The trichloroacetamidine intermediates, generated by addition of benzylamine derivatives to trichloroacetonitrile, react with the Knoevenagel condensation product of ninhydrin and malononitrile to afford trichloromethylated [3.3.3]propellanes, in good yields. When benzylamine was used, a plane-symmetrical spiro-compound was obtained.

Copper-catalyzed tandem synthesis of highly functionalized bisamidines

The synthesis of a novel class of bisamidines via a copper-catalyzed tandem reaction of trichloroacetonitrile, primary amines, sulfonyl azides, and terminal alkynes is described. Georg Thieme Verlag Stuttgart · New York.

Facile and efficient synthesis of new class of imidazole derivatives via one-pot multicomponent reactions in water

A water-accelerated multicomponent synthesis of organic target molecules has been used as a key method for the preparation of novel imidazole derivatives. The three-component condensation reactions of primary amines with trichloroacetonitrile in the presence of ninhydrine in water are developed as efficient and clean green synthetic procedures for the high-yielding preparation of imidazoles.

Platinum-catalysed synthesis of trichloroamidines

A mild platinum-catalysed method for the formation of free amidines from the reaction of amines and trichloroacetonitrile in nonpolar solvents has been developed. This protocol provides access to novel amidines that in some cases (4b-d) cannot be synthesised via the direct reaction of amines and halogenated nitriles.