75160-54-2

Upstream product

• 3731-51-9 2-(Aminomethyl)pyridine 
• 103-72-0 phenyl isothiocyanate 

Downstream Products

• 76259-00-2 dihydro-2,3 imidazo<1,5-a>pyridinethione-3 
• 75160-64-4 3-phenylaminoimidazo<1,5-a>pyridine 
• 945734-44-1 [(phenyl-3-(2-methylpyridyl)-2-thioureate)diphenylphosphinesilver(I)] nitrate 
• 76259-03-5 (nitro-4 benzyl)thio-3 imidazo<1,5-a>pyridine 
• 76259-02-4 (chloro-4 benzyl)thio-3 imidazo<1,5-a>pyridine 

Relevant academic research and scientific papers

Study of the sulfur atom as hydrogen bond acceptor in N(2)-pyridylmethyl- N′-arylthioureas

The hydrogen acceptor capability of the sulfur atom in the biologically relevant N-2-pyridylmethyl-N′-arilthioureas was explored. N-2-Pyridylmethyl thioreas were selected to avoid the formation of intramolecular six-membered hydrogen-bonded ring. The comp

Hydroamination of isocyanates and isothiocyanates by alkaline earth metal initiators supported by a bulky iminopyrrolyl ligand

A series of new heteroleptic alkaline earth (Ae) metal complexes of general formula [{(Ph2CHN-CH)2C4H2N}AeI(THF)3] {Ae = Ca (2), Sr (3), and Ba (4)} were synthesizedviasalt metathesis by reacting potassium salt of ligand1-K[{(Ph2CHN-CH)2C4H2N}K(THF)2] with anhydrous alkaline earth metal diiodides (AeI2). The homoleptic calcium and barium complexes [{(Ph2CHN-CH)2C4H2N}2Ae] [Ae = Ca (5), Ba (6)] were prepared by treating metal bis-hexamethyldisilazide [Ae{N(SiMe3)2}2(THF)2] with the protic ligand1-H[(Ph2CH-N-CH)2C4H2NH] in a 1:2 molar ratio. Calcium complex5was used as an active pre-catalyst for the addition of N-H bond of arylamines across the heterocumulenes such as phenylisocyanate (PhNCO) and phenylisothiocyanate (PhNCS) under neat conditions, and up to 99% yields of the corresponding urea and thiourea derivatives were obtained.

(Thio)urea-catalyzed friedel-crafts reaction: Synthesis of bis(indolyl)-methanes

Bis(indolyl)methane derivatives (BIMs) were synthesized in moderate to good yields by (thio)urea catalyzed electrophilic substitution of indole (2) with various aldehydes 1. Reactions were performed under conventional and microwave (MW) heating, either using 1,2-dichloroetane as solvent or without solvent. The procedure using microwave heating was also applied to the synthesis of the natural products vibrindole A (3n), arsindoline A (3i), arundine (3o) and tris(1H-indol-3-yl)methane (3j). Additionally, the synthesis of streptindole was carried out via intermediate 3g. This methodology is well suited for the synthesis of bis(indolyl)methanes: it offers good yields of products, low sensitivity to moisture and oxygen, high tolerance to different functional groups on the aldehydes such as al-kynes and trimethylsilane, and simplicity in operation

Reaction of 2-pyridylmethylthiourea derivatives with [(en) 2Co(OSO2CF3)2]+ induces hypodentate coordination of an ethylenediamine ligand

Pyridylmethylthiourea derivatives coordinate with [(en)2Co(OSO 2CF3)2]+ in a tridentate manner resulting in the formation of a hypodentate ethylenediamine ligand. Four ligands were studied: N-(R)phenyl-N′-2-pyridylmethylthiourea (R≤H (1a), CH 3 (1b), OCH3 (1c)) and N-benzyl-N′-2- pyridylmethylthiourea (2). These bind through the sulfur, a deprotonated exo nitrogen, and the pyridyl nitrogen atoms forming four and five-membered rings, respectively. The ligand also coordinates in a bidentate manner through the sulfur and deprotonated endo or exo nitrogen atoms, forming two additional coordination isomers. The solid state structure (X-ray) of one of the bidentate isomers of Co-1b2+ (endo isomer) shows that the coordinated thiourea sulfur induces a structural trans effect of 0.035A on the trans Co-N bond while that of the tridentate isomer of Co-1a3+ confirms the coordination mode of the ligand and the presence of a protonated hypodentate ethylenediamine ligand as suggested by 1H and 13C NMR spectroscopy. CSIRO 2014.

Synthesis and crystal structure of N-phenyl-N′-(pyridin-2-ylmethyl)-S-methyl-thiouronium iodide

Methylation of N-phenyl-N′-(pyridin-2-ylmethyl)thiourea led to a new low melting thiouronium iodide salt, whereas a further methylation of the nitrogen of the pyridine ring was not successful. This could be explained by the inactivity of the nitrogen atom

Novel 1-(2-aminopyrazin-3-yl)methyl-2-thioureas as potent inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2)

Novel 1-(2-aminopyrazin-3-yl)methyl-2-thioureas are described as inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2). These compounds demonstrate potent in vitro activity against the enzyme with IC50 values as low as 15 nM, and suppress expression of TNFα in THP-1 cells and in vivo in an acute inflammation model in mice. The synthesis, structure-activity relationship (SAR), and biological evaluation of these compounds are discussed.

Design, synthesis, cytoselective toxicity, structure-activity relationships, and pharmacophore of thiazolidinone derivatives targeting drug-resistant lung cancer cells

Ten cytoselective compounds have been identified from 372 thiazolidinone analogues by applying iterative library approaches. These compounds selectively killed both non-small cell lung cancer cell line H460 and its paclitaxel-resistant variant H460taxR at an IC50 between 0.21 and 2.93 μM while showing much less toxicity to normal human fibroblasts at concentrations up to 195 μM. Structure-activity relationship studies revealed that (1) the nitrogen atom on the 4-thiazolidinone ring (ring B in Figure 1) cannot be substituted, (2) several substitutions on ring A are tolerated at various positions, and (3) the substitution on ring C is restricted to the -NMe2 group at the 4-position. A pharmacophore derived from active molecules suggested that two hydrogen bond acceptors and three hydrophobic regions were common features. Activities against P-gp-overexpressing and paclitaxel-resistant cell line H460taxR and modeling using a previously validated P-gp substrate pharmacophore suggested that active compounds were not likely P-gp substrates.

A new scavenger resin for amines

Isatoic anhydride (1) can be attached to Merrifield resin by alkylation on its nitrogen. A maximum loading of 3.2 mmol of anhydride/g of 5 was achieved. This resin, due to the highly reactive anhydride moiety, completely removes primary and secondary aliphatic amines from reactions where they are used in excess.

Antiviral imidazo- and triazolo-pyridines

Thioacetonitrile of imidazo- and triazolo pyridines and their use as antiviral agents are disclosed.

Polycyclic Azines. III (1). Synthesis of 3-Aminoimidazopyridine Derivatives by Cyclodesulfurization of N'-Substituted-N-(2-pyridylmethyl)thioureas with Dicyclohexylcarbodiimide (2,3)

A series of 3-substituted aminoimidazopyridine derivatives have been synthesized by cyclodesulfurization of a variety of N'-substituted-N-(2-pyridylmethyl)thioureas with dicyclohexylcarbodiimide (DCCD). 1H Nmr spectral analysis of all synthesized c