Prodrugs of pyrophosphates and bisphosphonates: disguising phosphorus oxyanions

ES Rudge, AHY Chan, FJ Leeper - RSC Medicinal Chemistry, 2022 - pubs.rsc.org
Pyrophosphates have important functions in living systems and thus pyrophosphate-
containing molecules and their more stable bisphosphonate analogues have the potential to …

N-heterocyclic dronic acids: applications and synthesis

H R. Hudson, N J. Wardle, S WA Bligh… - Mini reviews in …, 2012 - benthamdirect.com
Substituted hydroxymethylenebisphosphonic acid derivatives–either as dronic acids or their
dronate sodium salts, are important pharmaceuticals in the treatment of diseases arising …

[BOOK][B] Modern phosphonate chemistry

P Savignac, B Iorga - 2003 - taylorfrancis.com
A century after their discovery, phosphonates have become important compounds
recognized both for their use as efficient reagents in organic synthesis and for their …

Drug-Eluting Biodegradable Implants for the Sustained Release of Bisphosphonates

C Dharmayanti, TA Gillam, DB Williams, A Blencowe - Polymers, 2020 - mdpi.com
Despite being one of the first-line treatments for osteoporosis, the bis phosphonate drug
class exhibits an extremely low oral bioavailability (< 1%) due to poor absorption from the …

Synthesis and study of alendronate derivatives as potential prodrugs of alendronate sodium for the treatment of low bone density and osteoporosis

P Vachal, JJ Hale, Z Lu, EC Streckfuss… - Journal of medicinal …, 2006 - ACS Publications
Alendronate derivatives were evaluated as potential prodrugs for the osteoporosis drug
alendronate sodium in an attempt to enhance the systemic exposure after oral …

[HTML][HTML] Cytotoxic Activity of Bisphosphonic Derivatives Obtained by the Michaelis–Arbuzov or the Pudovik Reaction

Z Szalai, J Bednárik, BS Tóth, A Takács, S Tekula… - Pharmaceuticals, 2025 - mdpi.com
Background: Methylenebisphosphonic derivatives including hydroxy-
methylenebisphosphonic species may be of potential biological activity, and a part of them is …

Phenyl‐, benzyl‐, and unsymmetrical hydroxy‐methylenebisphosphonates as dronic acid ester analogues from α‐oxophosphonates by microwave‐assisted …

G Keglevich, A Gruen, IG Molnar… - Heteroatom …, 2011 - Wiley Online Library
The microwave (MW)‐assisted addition of dialkyl phosphites to α‐oxophosphonates was
investigated and optimized under solventless conditions to provide the phenyl‐and benzyl …

A Study of the Bisphosphonic Derivatives from the Pudovik Reaction of Dialkyl α-Oxophosphonates and> P (O) H Reagents: X-ray Structure and Bioactivity

Z Szalai, B Tóth, RO Szabó, S Bősze, K Karaghiosoff… - Molecules, 2023 - mdpi.com
New hydroxy-methylenebisphosphonic derivatives were prepared with different P-functions.
The outcome of the reaction of α-oxophosphonates (YC (O) P (O)(OR) 2) and dialkyl …

Asymmetric Hydrogenation of α‐Keto Phosphonates with Chiral Palladium Catalysts

NS Goulioukina, GN Bondarenko, AV Bogdanov… - 2009 - Wiley Online Library
Under atmospheric hydrogen pressure, a catalytic amount of palladium (II) trifluoroacetate
and (R)‐MeO‐BIPHEP in 2, 2, 2‐trifluoroethanol promoted the asymmetric hydrogenation of …

Tetraalkyl Hydroxymethylene-bisphosphonate and Dialkyl 1-Diphenylphosphinoyl-1-hydroxy-ethylphosphonate Derivatives by the Pudovik Reaction and Their …

Z Szalai, G Keglevich - Molecules, 2021 - mdpi.com
The reaction of diethyl α-oxoethylphosphonate and diethyl oxobenzylphosphonate with
diethyl phosphite, dimethyl phosphite, and diphenylphosphine oxide affords, depending on …