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Diphosphonates

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Definition: Organic compounds which contain P-C-P bonds, where P stands for phosphonates or phosphonic acids. These compounds affect calcium metabolism. They inhibit ectopic calcification and slow down bone resorption and bone turnover. Technetium complexes of diphosphonates have been used successfully as bone scanning agents.     
Pharmacological Action Bone Density Conservation Agents
Examples Alendronate; Clodronic Acid; Etidronic Acid; Technetium Tc 99m Medronate 		Other names Bisphosphonates
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
technetium 99m 1-hydroxy-3-(1H-imidazol-1-yl)propane-1,1-diyldiphosphonic acid  0   *Diphosphonates *Organotechnetium Compounds. Nucl Med Biol 2011 Jul;38(5):619-29
technetium 99m 1-hydroxy-2-(2-isopropyl-1H-imidazole-1-yl)ethylidene-1,1-bisphosphonic acid  0   *Diphosphonates *Organotechnetium Compounds. Appl Radiat Isot 2011 Sep;69(9):1169-75
4,4'-(carbonylbis(imino-3,1-phenylenecarbonylimino-3,1-(4-methylphenylene)carbonylimino))bis(1,3-xylene-alpha,alpha'-diphosphonic acid)  0   *Diphosphonates *Naphthalenesulfonates. J Pharmacol Exp Ther 2010 Jan;332(1):238-47
poly((acetone)tetraaqua(mu(6)-ethyl (dichloromethylene)diphosphonato)(mu(5)-ethyl (dichloromethylene)diphosphonato)tribarium(II))  0   *Diphosphonates *Polymers. Acta Crystallogr C 2009 Apr;65(Pt 4):m165-7
bis(ethylenediamine)(1-hydroxy-1-(pyridinium-4-yl)methane-1,1-bisphosphonate)diplatinum(II)  0   *Diphosphonates *Organoplatinum Compounds. J Inorg Biochem 2008 Dec;102(12):2078-86
CGP 58318  0   *Diphosphonates *Imidazoles. J Pharm Biomed Anal 2002 Nov 7;30(4):897-911
1-((N-(2,3,4,5,6-pentafluorocinnamoyl)-O-(2,6-dichlorobenzyl))tyrosyl)-4-(bis(diethoxyphosphono))methylaminiopiperidine  0   *Diphosphonates Tyrosine/*analogs & derivatives. Clin Cancer Res 2008 Oct 1;14(19):6198-206
2-(1-imidazole)-1-hydroxy-1,1'-ethylidenediphosphonic acid  0   *Diphosphonates *Imidazoles. Dalton Trans. 2008 Oct 7;(37):5008-15
(90)Y-2,3-dicarboxypropane-1,1-diphosphonic acid  0   *Diphosphonates Yttrium Radioisotopes. Bioorg Med Chem 2008 Apr 15;16(8):4457-65
(4-(((bis(phosphonopropyl))carbamoyl)methyl)-7,10-bis(carboxymethyl)-1,4,7,10-tetraazacyclododec-1-yl)acetic acid  0   *Diphosphonates *Heterocyclic Compounds, 1-Ring. J Med Chem 2008 Feb 14;51(3):677-83
1-fluoro-2-(3-pyridinyl)ethylidene-1,1-bisphosphonic acid  0   *Diphosphonates *Pyridines. J Med Chem 2007 Nov 29;50(24):5967-75
P(1)-(7-hydroxy-6-(hydroxyethyl)-5-methoxy-4-methylphthalan-1-one-2-yl)-P(2)-(2-ethyladenosin-5'-yl)methylenebis(phosphonate)  0   *Diphosphonates Adenosine Monophosphate/*analogs & derivatives IMP Dehydrogenase/antagonists & inhibitors. J Med Chem 2007 Nov 15;50(23):5743-51
1-hydroxy-2-(3-indolyl)ethane-1,1-diphosphonic acid  0   *Diphosphonates. J Biomed Mater Res B Appl Biomater 2007;83(2):596-608
1-hydroxy-2-(4-aminophenyl)ethane-1,1-diphosphonic acid  0   *Diphosphonates. J Biomed Mater Res B Appl Biomater 2007;83(2):596-608
acrylolpamidronate  0   *Acrylates *Diphosphonates. J Biomed Mater Res B Appl Biomater 2007;83(2):464-71
dithioimidodiphosphinate  0   *Diphosphonates *Sulfhydryl Compounds. Inorg Chem 2007 Jul 9;46(14):5754-62
dimethylammonium hydrogen diphenyldiphosphonate  0   *Diphosphonates. Acta Crystallogr C 2006 May;62(Pt 5):o268-70
digeranyl bisphosphonate  0   *Diphosphonates *Terpenes. Biochem Biophys Res Commun 2007 Feb 23;353(4):921-5
technetium 99m mercaptoacetylglycylglycylglycine-hydroxybisphosphonate  0   *Diphosphonates *Organotechnetium Compounds. J Nucl Med 2006 Dec;47(12):2042-7
technetium 99m 6-hydrazinopyridine-3-carboxylic acid-hydroxybisphosphonate  0   *Diphosphonates *Organotechnetium Compounds. J Nucl Med 2006 Dec;47(12):2042-7
(((((4-hydroxy-4,4-diphosphonobutyl)carbamoylmethyl)carbamoylmethyl)carbamoylmethyl)carbamoylmethanethiolate)oxorhenium(V)  0   *Diphosphonates *Organometallic Compounds Rhenium. J Nucl Med 2007 Jan;48(1):122-7
N-(methyl(4-phenylbutyl))-3-aminopropyl-1-hydroxy-1,1-bisphosphonate  0   *Diphosphonates. J Med Chem 2006 Dec 14;49(25):7331-41
2-mercaptoethylidene-1,1-bisphosphonic acid  0   *Diphosphonates. Biomaterials 2007 Feb;28(4):690-9
Me-BP7033  0   *Benzyl Alcohols *Diphosphonates. Anticancer Drugs 2006 Apr;17(4):479-85
4-amino-1-hydroxybutylidene-1,1-diphosphonate  0   *Diphosphonates. Br J Cancer 2006 Jul 17;95(2):172-80
(N-(2-((4-((4-hydroxy-4,4-diphosphonobutyl)amino)-4-oxobutyl)-2-thioethylamino)acetyl)-2-aminoethanethiolate)oxorhenium(V)  0   *Diphosphonates *Organometallic Compounds Rhenium. Nucl Med Biol 2006 May;33(4):513-20
(N-(2-((3-(3,3-diphosphonopropylcarbamoyl)propyl)-2-thioethylamino)acetyl)-2-aminoethanethiolate)oxorhenium(V)  0   *Diphosphonates *Organometallic Compounds Rhenium. Nucl Med Biol 2006 May;33(4):513-20
BPAMD ligand  0   *Amides *Diphosphonates. J Am Chem Soc. 2005 Nov 30;127(47):16477-85
N,N-dimethylenephosphonate-1-hydroxy-3-aminopropylidenediphosphonate  0   *Alkenes *Diphosphonates. J Inorg Biochem. 2004 Sep;98(9):1521-30
aminomethylene-bisphosphonic acid  0   *Diphosphonates. J Agric Food Chem. 2004 Jun 2;52(11):3337-44
BP 7033  0   *Benzyl Alcohols *Diphosphonates. Biochem Biophys Res Commun 2003 Oct 24;310(3):816-23
phenylacetate-bisphosphonate  0   *Diphosphonates. Anticancer Res 2002 Nov-Dec;22(6C):3925-31
4,4-bisphosphono-2-(polyhydroxyl-1,2-dihydro-1,2-methanofullerene(6)-61-carboxamido)butyric acid  0   *Diphosphonates *Fullerenes. Bioorg Med Chem 2002 Jun;10(6):1991-7
99mTc-incadronate  0   *Diphosphonates *Organotechnetium Compounds. Ann Nucl Med 2002 Feb;16(1):55-9
2-(3-picolyl)aminomethylene-1,1-bisphosphonic acid  0   *Diphosphonates. J Med Chem 2002 Jul 4;45(14):2894-903
NE 21650  0   *Aniline Compounds *Diphosphonates. Biochem Biophys Res Commun 2002 Jan 18;290(2):869-73
AP22188  0   *Diphosphonates src-Family Kinases/antagonists & inhibitors. Bone 2001 Jan;28(1):54-64
AP21946  0   *Diphosphonates src-Family Kinases/antagonists & inhibitors. Bone 2001 Jan;28(1):54-64
AP22409  0   *Diphosphonates src-Family Kinases/antagonists & inhibitors. Bone 2001 Jan;28(1):54-64
N,N-dimethylenephosphonate-1-hydroxy-4-aminopropilydenediphosphonate  0   *Diphosphonates. J Inorg Biochem. 2001 Jan 1;83(1):57-65
1-aminoethylene diphosphonic acid  0   *Diphosphonates Rhenium. Appl Radiat Isot 2000 Dec;53(6):993-7
propylenediaminetetramethylene phosphonate  0   *Diphosphonates Samarium. Appl Radiat Isot 2000 Dec;53(6):987-91
prolyl-phenylalanyl-pamidronate  0   *Dipeptides *Diphosphonates. J Med Chem 2000 Oct 5;43(20):3641-52
ER 27856  0   *Diphosphonates Farnesyl-Diphosphate Farnesyltransferase/antagonists & inhibitors. J Lipid Res 2000 Jul;41(7):1136-44
ER 28448  0   *Diphosphonates Farnesyl-Diphosphate Farnesyltransferase. J Lipid Res 2000 Jul;41(7):1136-44
AP22408  0   *Diphosphonates. Proc Natl Acad Sci U S A. 2000 Aug 15;97(17):9373-8
aminomethane diphosphonate  0   *Diphosphonates. Biotechnol Prog 2000 Mar-Apr;16(2):258-67
2-(3-pyridinyl)-1-hydroxyethylidene-1,1-phosphonocarboxylic acid  0   *Diphosphonates *Pyridines. Cancer Res 2000 Jun 1;60(11):2949-54
ethane-1-hydroxy-1,1-bisphosphonate  0   *Diphosphonates. Health Phys 2000 Jun;78(6):668-71
apomine  0   *Diphosphonates. Biochem Biophys Res Commun 2000 Apr 2;270(1):240-6
SM 16896  0   *Diphosphonates. J Pharm Pharmacol 2000 Jan;52(1):27-37
3-astatobenzamido-N-3-hydroxypropylidene-3,3-bisphosphonate  0   *Diphosphonates. Nucl Med Biol 1999 Oct;26(7):791-4
3-iodobenzamido-N-3-hydroxypropylidene-3,3-bisphosphonate  0   *Diphosphonates Iodine Radioisotopes. Nucl Med Biol 1999 Oct;26(7):791-4
tetra(pivaloyloxymethyl) (dichloromethylene)bisphosphonate  0   *Diphosphonates. J Med Chem 1999 Dec 2;42(24):5053-8
difluoromethylidene bisphosphonate  0   *Diphosphonates. In Vitro Cell Dev Biol Anim 1999 Jul-Aug;35(7):383-8
ISA 13-1  0   *Diphosphonates Betaine/*analogs & derivatives. Pharm Res 1999 Sep;16(9):1399-406
Oxonia Active  0   *Acetic Acids *Diphosphonates *Hydrogen Peroxide. J Food Prot 1999 Mar;62(3):262-7
SK&F 99085  0   *Diphosphonates Acetyl-CoA C-Acetyltransferase/antagonists & inhibitors. Toxicol Sci 1998 Nov;46(1):151-4
acetylamino propylidene diphosphonic acid  0   *Diphosphonates. Health Phys 1999 May;76(5):489-94
LE-Cl2MDP  0   *Diphosphonates *Methane Kupffer Cells/antagonists & inhibitors. Transplant Proc 1999 Feb-Mar;31(1-2):545-7
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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