104407-82-1

Upstream product

• 19734-17-9 tetraethyl diazomethylenebisphosphonate 
• 100-51-6 benzyl alcohol 
• 89268-01-9 (phenylmethoxy)methylphosphonic acid diethyl ester 
• 814-49-3 diethyl chlorophosphate 

Downstream Products

• 1042066-13-6 tetraethyl 1-benzyloxybut-3-enylidene-1,1-bisphosphonate 
• 104407-88-7 C₈H₁₂O₇P₂ 

Relevant academic research and scientific papers

Methylene bisphosphonates as the inhibitors of HIV RT phosphorolytic activity

The structure-function analysis of 36 methylenebisphosphonates (BPs) as inhibitors of the phosphorolytic activity of native and drug-resistant forms of HIV-1 reverse transcriptase (RT) was performed. It was shown that with the increase of the inhibitory potential of BPs towards the phosphorolytic activity raises their ability to inhibit the RT-catalyzed DNA elongation. Herein, we report the impact of the thymidine analog mutations (TAM) on the activity of bisphosphonates, as well as some structural features of the BPs, allowing them to maintain the inhibitory activity on the enzyme resistant to nucleoside analog therapy. We estimated the Mg2+-coordinating group structure, the linker and the aromatic pharmacophore influence on the inhibitory potential of the BPs. Based on the 31 BPs SAR, several BPs with improved inhibitory properties were designed and synthesized.

Synthesis of functionalized alkoxyalkylidene gem-bisphosphonates

We report the synthesis of a series of new functionalized bisphosphonates and bisphosphonic acids with an alkoxy group fixed at the geminal carbon, which is proposed to increase their lipophilicity and so their bioavailability. Subsequently, the alkylation of these alkoxy bisphosphonates with allyl bromide is reported. The reactivity of the allyl group has been studied to give access to alkoxy bisphosphonates functionalized by diverse groups including alcohol, aldehyde, carboxylic acid, epoxide and amine.

A facile anchoring of the bisphosphonate moiety into alcohols and phenols through copper carbenoid mediated O-H insertion reaction

A straightforward procedure ensuring the anchoring of bisphosphonate moiety into alcohols or phenols is described. The method uses a bisphosphonate-metal- carbenoid O-H insertion reaction for which copper(II) triflate was found to be an efficient catalyst

Bisphosphonic acids and esters

The present invention relates to hitherto unknown compounds of the formula I STR1 in which R1 is a straight or branched, saturated or unsaturated aliphatic or alicyclic C1 -C10 hydrocarbon radical, an aryl or an aryl-C1 -C4 -alkyl radical, R1 if desired being unsubstituted or substituted with straight or branched C1 -C4 -alkyl, amino, C1 -C4 -alkamino, di-(C1 -C4 -alkyl)-amino, carboxy, C1 -C4 -alkoxycarbonyl, hydroxy, C1 -C4 -alkoxy, phenoxy, mercapto, C1 -C4 -alkylthio, phenylthio, halogen, trifluoromethyl; R2 stands for hydrogen, C1 -C8 -alkyl, aryl-C1 -C4 -alkyl or halogen; X is O or S, and n is an integer from 0 to 2; with the proviso that R2 cannot be hydrogen or methyl if n=O and R1 is methyl. The compounds of the invention are valuable in the human and veterinary practice.