For phosphonic acid and the anion in the singular, see phosphorous acid and phosphite anion.
General ester of phosphonic acid; in fact, the phosphorus has a formal charge of +1, the oxygen above it has a formal charge of −1, and the bond between them is single.
In organic chemistry, phosphonates or phosphonic acids are organophosphorus compounds containing C−PO(OR)2 groups (where R = alkyl, aryl, or just hydrogen). Phosphonic acids, typically handled as salts, are generally nonvolatile solids that are poorly soluble in organic solvents, but soluble in water and common alcohols.
Many commercially important compounds are phosphonates, including glyphosate (the active molecule of the herbicide Roundup), and ethephon, a widely used plant growth regulator. Bisphosphonates are popular drugs for treatment of osteoporosis.[1]
Clodronic acid is a bisphosphonate used as a drug to treat osteoporosis.
In biochemistry and medicinal chemistry, phosphonate groups are used as stable bioisosteres for phosphate, such as in the antiviral nucleotide analog, Tenofovir, one of the cornerstones of anti-HIV therapy. And there is an indication that phosphonate derivatives are "promising ligands for nuclear medicine."[2]
^Svara, J.; Weferling, N.; Hofmann, T. "Phosphorus Compounds, Organic," in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2008. doi:10.1002/14356007.a19_545.pub2.
^Pazderová, Lucia; David, Tomáš; Hlinová, Veronika; Plutnar, Jan; Kotek, Jan; Lubal, Přemysl; Kubíček, Vojtěch; Hermann, Petr (2020-06-15). "Cross-Bridged Cyclam with Phosphonate and Phosphinate Pendant Arms: Chelators for Copper Radioisotopes with Fast Complexation". Inorganic Chemistry. 59 (12): 8432–8443. doi:10.1021/acs.inorgchem.0c00856. ISSN 0020-1669. PMID 32437603. S2CID 218834212.
In organic chemistry, phosphonates or phosphonic acids are organophosphorus compounds containing C−PO(OR)2 groups (where R = alkyl, aryl, or just hydrogen)...
In enzymology, a phosphonate dehydrogenase (EC 1.20.1.1) is an enzyme that catalyzes the chemical reaction phosphonate + NAD+ + H2O ⇌ {\displaystyle \rightleftharpoons...
from which they are derived. Phosphonates are esters of phosphonic acid and have the general formula RP(=O)(OR')2. Phosphonates have many technical applications...
pioneered H-phosphonate and phosphate triester methods of oligonucleotide synthesis. The reaction of compounds 1 and 2 to form H-phosphonate diester 3 is...
bisphosphonates because they have two phosphonate (PO(OH) 2) groups. They are thus also called diphosphonates (bis- or di- + phosphonate). Evidence shows that they...
is analogous to a triphosphate, as tenofovir itself already has one phosphonate residue), the active compound that inhibits reverse transcriptase via...
phosphite ion. (Note that the IUPAC recommendations are hydrogen phosphonate and phosphonate respectively). The hydrogen atom bonded directly to the phosphorus...
Cidofovir, brand name Vistide, is a topical or injectable antiviral medication primarily used as a treatment for cytomegalovirus (CMV) retinitis (an infection...
Angiotensin-converting-enzyme inhibitors (ACE inhibitors) are a class of medication used primarily for the treatment of high blood pressure and heart failure...
Correspondingly, the IUPAC-recommended name for the HPO2− 3 ion is phosphonate. In the US the IUPAC naming conventions for inorganic compounds are taught...
phosphonic acid. It has chelating and anti corrosion properties. EDTMP is the phosphonate analog of EDTA. It is classified as a nitrogenous organic polyphosphonic...
esters, e.g. triethyl phosphite (P(−O−CH2CH3)3), and phosphonate esters, e.g. diethyl phosphonate (H−P(=O)(−O−CH2CH3)2) Some inorganic acids that are unstable...
P=Se), which is most commonly depicted as being a phosphoramidate or phosphonate, usually fluorinated (cf. monofluorophosphate). The organic groups are...
lipase-colipase complex 1lpb: The 2.46 Ångströms resolution structure of the pancreatic lipase colipase complex inhibited by a c11 alkyl phosphonate....
Streptomyces. Streptomyces regensis produces actinomycin and cyanohydrin phosphonate. List of Streptomyces species LPSN bacterio.net UniProt Deutsche Sammlung...
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