MEDRONIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	CH6O6P2
Molecular Weight	176.0023
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OP(O)(=O)CP(O)(O)=O

InChI

InChIKey=MBKDYNNUVRNNRF-UHFFFAOYSA-N

InChI=1S/CH6O6P2/c2-8(3,4)1-9(5,6)7/h1H2,(H2,2,3,4)(H2,5,6,7)

HIDE SMILES / InChI

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2005/018124s013lbl.pdf
Curator's Comment: Description was created based on several sources, including: https://dailymed.nlm.nih.gov/dailymed/archives/fdaDrugInfo.cfm?archiveid=9635

Medronic acid (conjugate base, medronate) is a diagnostic agent that is used in complex with technetium Tc-99m for imaging delineate areas of altered osteogenesis. Upon administration the complex binds to hydroxyapatite crystals in bone.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Hydroxyapatite crystals in bone 5 Target ID: Hydroxyapatite crystals in bone Sources: https://dailymed.nlm.nih.gov/dailymed/archives/fdaDrugInfo.cfm?archiveid=9635	Binding Agent 1064

Conditions

Condition	Modality	Targets	Highest Phase	Product
Altered osteogenesis 7 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2005/018124s013lbl.pdf	Diagnostic		Approved 8429	CIS-MDP Approved Use Technetium Tc 99m Medronate Injection may be used as a bone imaging agent to delineate areas of altered osteogenesis. Launch Date 1979

PubMed

Title	Date	PubMed
[Menopause in 2004: "hormone replacement therapy" is not what it used to be anymore].	2004 Nov	15501350
Solid-state coordination chemistry of the oxomolybdate-organodiphosphonate/nickel-organoimine system: structural influences of the secondary metal coordination cation and diphosphonate tether lengths.	2004 Nov 1	15500339
Calix[4]arene methylenebisphosphonic acids as calf intestine alkaline phosphatase inhibitors.	2004 Nov 7	15505723
Synthesis of acyloxymethyl ester prodrugs of the transferable protein farnesyl transferase substrate farnesyl methylenediphosphonate.	2004 Oct 4	15341963
31P MRS analysis of the phospholipid composition of normal human peripheral blood mononuclear cells (PBMC).	2005	16217549
Solid-state molecular organization and solution behavior of methane-1,1-diphosphonic acid derivatives of heterocyclic amines: the role of the topochemical ring modification and the intramolecular hydrogen bonds in monosubstituted piperid-1-ylmethane-1,1-diphosphonic acids.	2005 Apr 8	15669076
Voltammetry as a virtual potentiometric sensor in modelling of a metal-ligand system and refinement of stability constants. Part 4. An electrochemical study of NiII complexes with methylene diphosphonic acid.	2005 Dec	16213588
Metal-free PPi activates hydrolysis of MgPPi by an Escherichia coli inorganic pyrophosphatase.	2005 Jan	15701051
Effects of radiosynovectomy with p-32 colloid therapy in hemophilia and rheumatoid arthritis.	2005 Jun	15989482
Technetium-99m diphosphonate imaging of psammocarcinoma of probable ovarian origin: case report and literature review.	2005 Jun	15891291
Cyclic ADP-ribose analogues containing the methylenebisphosphonate linkage: effect of pyrophosphate modifications on Ca2+ release activity.	2005 Jun 16	15943490
[A cationic cluster of amino acid residues of inorganic pyrophosphatase from Escherichia coli as a possible site of effector binding].	2005 May-Jun	16004383
Biochemical and imaging alterations of renal bone disease in newly detected predialysis and on maintenance dialysis patients.	2005 Oct	16223439
Synthesis and antiviral evaluation of alkoxyalkyl esters of phosphonopropoxymethyl-guanine and phosphonopropoxymethyl-diaminopurine.	2006	17042330
Solitary bone metastasis beneath the shoulder shield: coincidence or cause?	2006 Aug	17576452
Usefulness of 18F-FDG PET-directed skeletal biopsy for metastatic neoplasm.	2006 Aug	16843854
Synthesis of trans-1,2-cyclohexyldinitrilo tetramethylene phosphonic acid and its radiolabelling with 99mTc for the detection of skeletal metastases.	2006 Aug	16829762
Development of a novel 99mTc-chelate-conjugated bisphosphonate with high affinity for bone as a bone scintigraphic agent.	2006 Dec	17138748
The role of SPECT/CT with 99mTc-MDP image fusion to diagnose temporomandibular dysfunction.	2006 Feb	16448926
Use of scintigraphy for diagnosis of equine paranasal sinus disorders.	2006 Jan	16409416
Characterization of industrial alkylpolyphosphonates by infusion electrospray ionization-ion trap mass spectrometry with identification of the impurities by tandem capillary zone electrophoresis.	2006 Jan	16287032
The internal thoracic artery skeletonization study: a paired, within-patient comparison [NCT00265499].	2006 Jan 5	16542027
[Effect of calixarene-phosphonic acid on Na+, K+-ATPase activity in plasma membranes of the smooth-muscle cells].	2006 Jan-Feb	17147269
Synthesis and characterization of octa- and hexanuclear polyoxomolybdate wheels: role of the inorganic template and of the counterion.	2006 Jul 24	16841995
Monoglycosyl, diglycosyl, and dinucleoside methylenediphosphonates: direct synthesis and antiviral activity.	2006 Jul 3	16618481
[Methylenebisphosphonic acid alters the pattern of pericellular glycosaminoglycans and binding properties of CD44 in human endothelial cells].	2006 Jul-Aug	17236626
Acid resistance of erbium-doped yttrium aluminum garnet laser-treated and phosphoric acid-etched enamels.	2006 Nov	17090176
Influence of phosphonation and phosphation on surface acid-base and morphological properties of CaO as investigated by in situ FTIR spectroscopy and electron microscopy.	2006 Nov 1	16934283
Novel chikungunya virus variant in travelers returning from Indian Ocean islands.	2006 Oct	17176562
Cytotoxic and genotoxic effects induced by stannous chloride associated to nuclear medicine kits.	2006 Oct	17045172
Growth modification of the mandible with ultrasound in baboons: a preliminary report.	2006 Oct	17045140
Metastatic pulmonary calcification in a dialysis patient: case report and a review.	2006 Oct	17022753
Synthesis of bisphosphonate derivatives of ATP by T4 RNA ligase.	2006 Oct 16	17010342
Is there a role of whole body bone scan in early stages of non small cell lung cancer patients.	2006 Oct-Dec	17309183
Nuclear medicine methods for evaluation of skeletal infection among other diagnostic modalities.	2006 Sep	16868532
Three-level bilateral pediculolysis following osteoporotic lumbar compression fracture.	2006 Sep-Oct	16934724
Safety considerations with bisphosphonates for the treatment of osteoporosis.	2007	17722968
Photo-induced lipid peroxidation of erythrocyte membranes by a bis-methanophosphonate fullerene.	2007 Dec	17686607
Rapid characterization of alkylpolyphosphonates by CZE with indirect photometric and mass spectrometric detection.	2007 Feb	17191280
ATP as effector of inorganic pyrophosphatase of Escherichia coli. The role of residue Lys112 in binding effectors.	2007 Jan	17309443
Binding of substrate at the effector site of pyrophosphatase increases the rate of its hydrolysis at the active site.	2007 Jan	17309439
Metabolic fingerprints of altered brain growth, osmoregulation and neurotransmission in a Rett syndrome model.	2007 Jan 17	17237885
Effect of age and gender on the number and distribution of sites in Paget's disease of bone.	2007 Jul	17646188
PET-CT in pediatric Langerhans cell histiocytosis.	2007 Jul	17564738
Abnormalities in bone mineral density distribution and bone scintigraphy in patients with childhood onset hypopituitarism.	2007 Jul-Sep	17470407
Bisphosphonate rescue in distraction osteogenesis: a case series.	2007 Jun	17513972
Exposure of veterinary personnel to ionising radiation during bone scanning of horses by nuclear scintigraphy with 99mtechnetium methylene diphosphonate.	2007 Jun 16	17575246
Ewing's sarcoma of the third metatarsal: a case report and review of the literature.	2007 Mar-Apr	17557573
Characterization of focal bone lesions in the axial skeleton: performance of planar bone scintigraphy compared with SPECT and SPECT fused with CT.	2007 May	17449746
Alpha-substituted phosphonate analogues of lysophosphatidic acid (LPA) selectively inhibit production and action of LPA.	2007 May	17443831

Patents

Sample Use Guides

In Vivo Use Guide

The suggested dose range of Technetium Tc 99m Medronate Injection in the average adult patient (70 kg) is 370-740 megabecquerels: (10-20 millicuries) given intravenously.

Route of Administration: Intravenous

In Vitro Use Guide

Unknown

Name

Type

Language

MEDRONIC ACID

Official Name

English

METHYLENE DIPHOSPHONIC ACID

Systematic Name

English

MEDRONATE

Common Name

English

Methylenediphosphonic acid

Systematic Name

English

MEDRONIC ACID [MART.]

Common Name

English

METHANEBISPHOSPHONIC ACID

Systematic Name

English

MEDRONIC ACID [II]

Common Name

English

PHOSPHONIC ACID, METHYLENEDI-

Common Name

English

MEDRONIC ACID [USAN]

Common Name

English

MEDRONIC ACID [MI]

Common Name

English

Medronic acid [WHO-DD]

Common Name

English

medronic acid [INN]

Common Name

English

METHYLENE DIPHOSPHONIC ACID [VANDF]

Common Name

English

METHANEDIPHOSPHONIC ACID

Systematic Name

English

PHOSPHONIC ACID, METHYLENEBIS-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C443