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• 504-29-0 2-aminopyridine 

Relevant academic research and scientific papers

Reactions of vinylidenediphosphonic acid with nucleophiles. 5. Addition of heterocyclic amines and trimethylamine to vinylidenediphosphonic acid

It has been shown that heterocyclic amines can be added to the activated double bond of vinylidenediphosphonic acid to form adducts with betaine structures.Of aliphatic amines only trimethylamine reacts with vinylidenediphosphonic acid. - Keywords: vinylidenediphosphonic acid, nucleophilic addition, heterocyclic amines, tertiary aliphatic amines

Low toxicity and unprecedented anti-osteoclast activity of a simple sulfur-containing gem-bisphosphonate: A comparative study

Bisphosphonates (BPs) are key drugs for the treatment of bone resorption diseases like osteoporosis, Paget's disease and some forms of tumors. Recent findings underlined the importance of lipophilic N-containing BPs to ensure high biological activity. Her

Tetrakis(trimethylsilyl) ethenylidene-1,1-bisphosphonate: A mild and convenient Michael acceptor for the synthesis of 2-aminoethylidene-1,1- bisphosphonic acids and their potassium salts

A straightforward synthesis of highly functionalized 2-aminoethylidene-1,1- bisphosphonic acids via the Michael addition of amines to easily available tetrakis(trimethylsilyl) ethenylidene-1,1-bisphosphonate, H2C=C[P(O) (OTMS)2]

Tetrakis(Trimethylsilyl) ethenylidenebisphosphonate: A mild and useful reagent for the synthesis of substituted 2-aminoethylidene-1,1-bisphosphonic acids

Tetrakis(trimethylsilyl) ethenylidenebisphosphonate is proposed as a substrate in the preparations of N-substituted 2-aminoethylidene-1,1- bisphosphonic acids. The method provides an extremely mild protocol for the synthesis of these compounds and is compatible with a wide range of functional groups. Copyright Taylor & Francis Group, LLC.

Effects of Bisphosphonates on the Growth of Entamoeba histolytica and Plasmodium Species in Vitro and in Vivo

The effects of a series of 102 bisphosphonates on the inhibition of growth of Entamoeba histolytica and Plasmodium falciparum in vitro have been determined, and selected compounds were further investigated for their in vivo activity. Forty-seven compounds tested were active (IC50 50 ～ 4-9 μM) were nitrogen-containing bisphosphonates with relatively large aromatic side chains. Simple n-alkyl-1-hydroxy-1,1-bisphosphonates, known inhibitors of the enzyme farnesylpyrophosphate (FPP) synthase, were also active, with optimal activity being found with C9-C10 side chains. However, numerous other nitrogen-containing bisphosphonates known to be potent FPP synthase inhibitors, such as risedronate or pamidronate, had little or no activity. Several pyridine-derived bisphosphonates were quite active (IC50 ～ 10-20 μM), and this activity was shown to correlate with the basicity of the aromatic group, with activity decreasing with increasing pKa values. The activities of all compounds were tested versus a human nasopharyngeal carcinoma (KB) cell line to enable an estimate of the therapeutic index (TI). Five bisphosphonates were selected and then screened for their ability to delay the development of amebic liver abscess formation in an E. histolytica infected hamster model. Two compounds were found to decrease liver abscess formation at 10 mg/kg ip with little or no effect on normal liver mass. With P. falciparum, 35 compounds had IC50 values 50 values around 1 μM. Five compounds were again selected for in vivo investigation in a Plasmodium berghei ANKA BALB/c mouse suppressive test. The most active compound, a C9 n-alkyl side chain containing bisphosphonate, caused an 80% reduction in parasitemia with no overt toxicity. Taken together, these results show that bisphosphonates appear to be useful lead compounds for the development of novel antiamebic and antimalarial drugs.