Methylenediphosphonate

In a similar manner, diphosphinomethane, CH2(PH2)2, can be converted with nitric acid to methylenediphosphonic acid, a builder for detergence. In the same way, 2,2-diphosphinopropane was converted to 2,2-propylidenediphosphonic acid [103],... 

C 9H33C10(iP2S 89987-31-5) see Tiludronate disodium tetraisopropyi methylenediphosphonate... 

Fig. 26. 9Be NMR spectra (H20, 293 K) and calculated distribution diagram for the system BeS04-methylenediphosphonate (Cb = 0.1 M, metal to ligand molar ratio 1/3) (260).

Figure 7.11 Technetium-99m(methylenediphosphonate), "mTc-MDP. (Adapted from Figure 13 of reference 89.)...

The full dehydration of methylenediphosphonic acid by DCC yields the cage compound (55).46... 

Hachemi, M., Puciova-Sebova, M., Toma, S. and Villemin, D. Dry reaction of diethyl cyanomethylphosphonate and tetraethyl methylenediphosphonate with benzaldehyde on solid bases, Phosphorus, Sulfur Silicon Relat. Elem, 1996, 113, 131-136. 

Structural Consequences of Diphosphonate Tether Length 3.2.1 Methylenediphosphonate structures... 

Each methylenediphosphonate chelates not only to the Cu(II) site but also to one molybdenum center to produce a MoCu(03PCH2P03) subunit. The remaining two oxygen atoms link the diphosphonate to two molybdenum sites. Consequently, each diphosphonate ligand bonds to three binuclear Mo sites. In contrast to the structure of 9, all of the oxygen atoms of the methylenediphosphonate ligand of 12 are involved in bonding. 

The most apparent structural trend is observed for the methylenediphosphonate derivatives 9,10,12 and 13. The methylene spacer does not allow extension of the diphosphonate ligand to link two discrete substructural motifs, but rather constrains the ligand to act as a chelate forming six-membered M-O-P-C-P-O- rings. However, within this limitation, there is considerable flexibility as the methylenediphosphonate may chelate either the Mo or the Cu sites and may establish a variety of connectivity patterns with the remaining oxygen donors, and observation manifest in the distinct structures of 9,10,12 and 13. 

From methylenediphosphonic acid 534 and DCC an anhydride, having a bird-cage structure 535, is obtained. ... 

Troutman, J.M., Chehade, K.A.H., Kiegiel, K., Andres, D.A., and Spielmann, H.P. (2004). Synthesis of acyloxymethyl ester prodrugs of the transferable protein farnesyl transferase substrate farnesyl methylenediphosphonate. Bioorg Med Chem Lett 14 4979 982. 

Vaghefi MM, Bernacki RJ, Hennen WJ, Robins RK. Synthesis of certain nucleoside methylenediphosphonate sugars as potential inhibitors of glycosyltransferases. J. Med. Chem. 1987 30 1391-1399. 

The phosphorylation was sensitive to uncouplers and inhibitors of phosphorylation, such as ohgomycin, efrapeptin and DCCD (iV, Af -dicyclohexylcarbodiimide). The phosphorylation reaction was also sensitive to fluoride, imidodiphosphate and methylenediphosphonate. 

Arsenic-76 labelled AMPA, 80, an analogue of methylenediphosphonate (MDP), and arsonoacetate (AAA), 81, an analogue of phosphonoacetate, have been synthesized by reacting [ As]arsenic trioxide (dissolved in sodium hydroxide) with chloromethyl phos-phinic acid ° or with monochloroacetic acid ° , respectively. 

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