HP(=O)(OH)2 (phosphonic acid) and its P-substituted derivatives.
| Member | Definition | Role |
|---|
| 1-amino-1-phenylmethyl phosphonic acid | A member of the class of phosphonic acids that is phosphonic acid having a amino(phenyl)methyl group attached to the phosphorus. | 1-amino-1-phenylmethyl phosphonic acid |
| 1-aminomethylphosphonic acid | A member of the class of phosphonic acids that is phosphonic acid substituted by an aminomethyl group. It is a metabolite of the herbicide glyphosate. | (aminomethyl)phosphonic acid |
| 2-amino-3-phosphonopropionic acid | A non-proteinogenc alpha-amino acid that is alanine in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-lambda(5)-phosphanyl group. | 2-amino-3-phosphonopropanoic acid |
| 2-amino-4-phosphonobutyric acid | A non-proteinogenc L-alpha-amino acid that is L-alpha-aminobutyric acid in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-lambda(5)-phosphanyl group. It is a potent and selective agonist for the group III metabotropic glutamate receptors (mGluR4/6/7/8). | (2S)-2-amino-4-phosphonobutanoic acid |
| 2-hydroxypropylphosphonic acid | A phosphonic acid consisting of propan-2-ol with the phospho group at the 1-position. | 2-hydroxypropylphosphonic acid |
| 3-aminopropylphosphonic acid | A phosphonic acid in which the hydrogen attached to the phosphorus of phosphonic acid is substituted by a 3-aminopropyl group. It is a partial agonist of GABAB receptors. | (3-aminopropyl)phosphonic acid zwitterion; (3-aminopropyl)phosphonic acid |
| adefovir | A member of the class of phosphonic acids that is methylphosphonic acid in which one of the methyl hydrogens has been replaced by a 2-(6-amino-9H-purin-9-yl)ethoxy group. An inhibitor of HIV-1 reverse transcriptase, the bis(t-butoxycarbonyloxymethyl) ester (dipivoxil ester) prodrug is used to treat chronic hepatitis B viral infection. | adefovir |
| aminoethylphosphonic acid | A phosphonic acid in which the hydrogen attached to the phosphorus of phosphonic acid is substituted by a 2-aminoethyl group. | (2-aminoethyl)phosphonic acid zwitterion; (2-aminoethyl)phosphonic acid |
| cidofovir anhydrous | Cytosine substituted at the 1 position by a 3-hydroxy-2-(phosphonomethoxy)propyl group (S configuration). A nucleoside analogue, it is an injectable antiviral used for the treatment of cytomegalovirus (CMV) retinitis in AIDS patients. | cidofovir anhydrous |
| ethephon | A phosphonic acid compound having a 2-chloroethyl substituent attached to the P-atom. | (2-chloroethyl)phosphonic acid |
| foscarnet | Phosphoric acid in which one of the hydroxy groups is replaced by a carboxylic acid group. It is used as the trisodium salt as an antiviral agent in the treatment of cytomegalovirus retinitis (CMV retinitis, an inflamation of the retina that can lead to blindness) and as an alternative to ganciclovir for AIDS patients who require concurrent antiretroviral therapy but are unable to tolerate ganciclovir due to haematological toxicity. | phosphonoformic acid |
| fosfomycin | A phosphonic acid having an (R,S)-1,2-epoxypropyl group attached to phosphorus. | fosfomycin |
| fosmidomycin | Propylphosphonic acid in which one of the hydrogens at position 3 is substituted by a formyl(hydroxy)amino group. An antibiotic obtained from Streptomyces lavendulae, it specifically inhibits DXP reductoisomerase (EC 1.1.1.267), a key enzyme in the non-mevalonate pathway of isoprenoid biosynthesis. | fosmidomycin |
| glyphosphine | A tertiary amino compound that consists of glycine bearing two N-phosphonomethyl substituents. | glyphosine |
| methylphosphonic acid | A one-carbon compound that is phosphonic acid in which the hydrogen attached to the phosphorus is substituted by a methyl group. | methylphosphonic acid |
| phosphonoacetaldehyde | A phosphonic acid consisting of acetaldehyde with the phospho group at the 2-position. | phosphonoacetaldehyde |
| phosphonoacetic acid | A member of the class of phosphonic acids that is phosphonic acid in which the hydrogen attached to the phosphorous is replaced by a carboxymethyl group. | phosphonoacetic acid |
| sdz eaa 494 | A member of the class of piperazines that is piperazine substituted by a carboxy group at position 2R and a (1E)-1-phosphonoprop-1-en-3-yl group at position 4. It is an antagonist of N-methyl-D-aspartate receptors (NMDARs) and was in clinical development by Novartis for the treatment of cognition disorders and brain injuries (now discontinued). | midafotel |
| tenofovir | A member of the class of phosphonic acids that is methylphosphonic acid in which one of the methyl hydrogens is replaced by a [(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy group. An inhibitor of HIV-1 reverse transcriptase, the bis(isopropyloxycarbonyloxymethyl) ester (disoproxil ester) prodrug is used as the fumaric acid salt in combination therapy for the treatment of HIV infection. | tenofovir (anhydrous) |