6145-33-1

Usage

InChI:InChI=1/C2H8O6P2/c1-2(9(3,4)5)10(6,7)8/h2H,1H3,(H2,3,4,5)(H2,6,7,8)

Upstream product

• 10596-16-4 Ethan-1,1-diphosphonsaeure-tetra-isopropylester 
• 1779-28-8 tetraethyl ethane-1,1-diylbis(phosphonate) 

Relevant academic research and scientific papers

Modification of Amorphous Mesoporous Zirconia Nanoparticles with Bisphosphonic Acids: A Straightforward Approach for Tailoring the Surface Properties of the Nanoparticles

The use of readily prepared bisphosphonic acids obtained in few steps through a thio-Michael addition of commercially available thiols on tetraethyl vinylidenebisphosphonate enables the straightforward surface modification of amorphous mesoporous zirconia nanoparticles. Simple stirring of the zirconia nanoparticles in a buffered aqueous solution of the proper bisphosphonic acid leads to the surface functionalization of the nanoparticles with different kinds of functional groups, charge and hydrophobic properties. Formation of both chemisorbed and physisorbed layers of the bisphosphonic acid take place, observing after extensive washing a grafting density of 1.1 molecules/nm2 with negligible release in neutral or acidic pH conditions, demonstrating stronger loading compared to monophosphonate derivatives. The modified nanoparticles were characterized by IR, XPS, ζ-potential analysis to investigate the loading of the bisphosphonic acid, FE-SEM to investigate the size and morphologies of the nanoparticles and 31P and 1H MAS NMR to investigate the coordination motif of the phosphonate units on the surface. All these analytical techniques demonstrated the strong affinity of the bisphosphonic moiety for the Zr(IV) metal centers. The functionalization with bisphosphonic acids represents a straightforward covalent approach for tailoring the superficial properties of zirconia nanoparticles, much straightforward compared the classic use of trisalkoxysilane or trichlorosilane reagents typically employed for the functionalization of silica and metal oxide nanoparticles. Extension of the use of bisphosphonates to other metal oxide nanoparticles is advisable.

Bisphosphonates derived from fatty acids are potent inhibitors of Trypanosoma cruzi farnesyl pyrophosphate synthase

Studies on the mode of action of a series of bisphosphonates derived from fatty acids, which had previously proved to be potent inhibitors against Trypanosoma cruzi proliferation in in vitro assays, have been performed. Some of these drugs proved to be potent inhibitors against the intracellular form of the parasite, exhibiting IC50 values at the low micromolar level. As bisphosphonates are FDA clinically approved for treatment of bone resorption disorders, their potential innocuousness makes them good candidates to control tropical diseases.

Process for preparing 1-hydroxy, ethylidene-1,1-diphosphonic acid

A process for preparing 1-hydroxy, ethylidene-1,1-diphosphonic acid, which comprises contacting a phosphorus trihalide such as phosphorus trichloride with glacial acetic acid in a reaction zone maintained at a temperature of from about 50°C. to about 80°C. while continuously removing by-product acetyl halide as formed from the said reaction zone to form a single-phase liquid reaction product, heating said reaction product to a temperature of from 90°C. to 140°C. and reacting therewith acetic anhydride to form a normally solid anhydrous reaction product, and hydrolyzing said product by steam treatment to recover the desired 1-hydroxy, ethylidene-1,1-diphosphonic acid and remove by-product acetic acid. The acetyl halide by-product is recovered by absorbing same in the aqueous by-product acetic acid recovered from the hydrolysis step and thereby recovering glacial acetic acid for storage and recycle to the process. The process is adapted for continuous operation.

On the acidity of substituted methylenediphosphonates and their interaction with alkali metal ions

The acidity of and Li+, Na+, K+, and Cs+ complexing with a series of substituted methylenediphosphonates have been determined at 25° in 0.5 M tetramethylammonium chloride. The acid properties of the alkyl-substituted methylenediphosphonates have been shown to be correlated with the electron-donor ability of the substituents attached to the bridging carbon atom. Also, logβMHiL (i = 0, 1) is predicted by an equation involving the reciprocal of the radius of the bare cation and the sum of the Taft σ* values. For 1-hydroxyethylidene-1,1-diphosphonic acid evidence is presented for intramolecular binding of the protons and the metal ions by the hydroxyl group.