U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula CH3O6P2.3Na
Molecular Weight 241.9478
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MEDRONATE TRISODIUM

SMILES

[Na+].[Na+].[Na+].OP([O-])(=O)CP([O-])([O-])=O

InChI

InChIKey=SFDBJFMMXUVCFG-UHFFFAOYSA-K
InChI=1S/CH6O6P2.3Na/c2-8(3,4)1-9(5,6)7;;;/h1H2,(H2,2,3,4)(H2,5,6,7);;;/q;3*+1/p-3

HIDE SMILES / InChI

Description
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
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
Doses

Doses

DosePopulationAdverse events​
10000 uCi single, intravenous
Recommended
Dose: 10000 uCi
Route: intravenous
Route: single
Dose: 10000 uCi
Sources:
unhealthy
Health Status: unhealthy
Sex: F
Food Status: UNKNOWN
Sources:
Disc. AE: Allergic rash...
AEs leading to
discontinuation/dose reduction:
Allergic rash
Sources:
16.5 mg 1 times / day multiple, intravenous
Dose: 16.5 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 16.5 mg, 1 times / day
Sources:
unhealthy
Health Status: unhealthy
Sex: M+F
Food Status: UNKNOWN
Sources:
Other AEs: Leukocytopenia, Anemia...
Other AEs:
Leukocytopenia (1.7%)
Anemia (5.1%)
Nausea (1.7%)
Elevated liver enzymes (3.4%)
Oral ulceration (1.7%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Allergic rash Disc. AE
10000 uCi single, intravenous
Recommended
Dose: 10000 uCi
Route: intravenous
Route: single
Dose: 10000 uCi
Sources:
unhealthy
Health Status: unhealthy
Sex: F
Food Status: UNKNOWN
Sources:
Leukocytopenia 1.7%
16.5 mg 1 times / day multiple, intravenous
Dose: 16.5 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 16.5 mg, 1 times / day
Sources:
unhealthy
Health Status: unhealthy
Sex: M+F
Food Status: UNKNOWN
Sources:
Nausea 1.7%
16.5 mg 1 times / day multiple, intravenous
Dose: 16.5 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 16.5 mg, 1 times / day
Sources:
unhealthy
Health Status: unhealthy
Sex: M+F
Food Status: UNKNOWN
Sources:
Oral ulceration 1.7%
16.5 mg 1 times / day multiple, intravenous
Dose: 16.5 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 16.5 mg, 1 times / day
Sources:
unhealthy
Health Status: unhealthy
Sex: M+F
Food Status: UNKNOWN
Sources:
Elevated liver enzymes 3.4%
16.5 mg 1 times / day multiple, intravenous
Dose: 16.5 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 16.5 mg, 1 times / day
Sources:
unhealthy
Health Status: unhealthy
Sex: M+F
Food Status: UNKNOWN
Sources:
Anemia 5.1%
16.5 mg 1 times / day multiple, intravenous
Dose: 16.5 mg, 1 times / day
Route: intravenous
Route: multiple
Dose: 16.5 mg, 1 times / day
Sources:
unhealthy
Health Status: unhealthy
Sex: M+F
Food Status: UNKNOWN
Sources:
PubMed

PubMed

TitleDatePubMed
Photo-induced lipid peroxidation of erythrocyte membranes by a bis-methanophosphonate fullerene.
2007-12
Effect of age and gender on the number and distribution of sites in Paget's disease of bone.
2007-07
PET-CT in pediatric Langerhans cell histiocytosis.
2007-07
Exposure of veterinary personnel to ionising radiation during bone scanning of horses by nuclear scintigraphy with 99mtechnetium methylene diphosphonate.
2007-06-16
Ewing's sarcoma of the third metatarsal: a case report and review of the literature.
2007-06-15
Bisphosphonate rescue in distraction osteogenesis: a case series.
2007-06
Characterization of focal bone lesions in the axial skeleton: performance of planar bone scintigraphy compared with SPECT and SPECT fused with CT.
2007-05
Alpha-substituted phosphonate analogues of lysophosphatidic acid (LPA) selectively inhibit production and action of LPA.
2007-05
Is there a role of whole body bone scan in early stages of non small cell lung cancer patients.
2007-02-20
Rapid characterization of alkylpolyphosphonates by CZE with indirect photometric and mass spectrometric detection.
2007-02
[Methylenebisphosphonic acid alters the pattern of pericellular glycosaminoglycans and binding properties of CD44 in human endothelial cells].
2007-01-24
Metabolic fingerprints of altered brain growth, osmoregulation and neurotransmission in a Rett syndrome model.
2007-01-17
Abnormalities in bone mineral density distribution and bone scintigraphy in patients with childhood onset hypopituitarism.
2007-01-15
ATP as effector of inorganic pyrophosphatase of Escherichia coli. The role of residue Lys112 in binding effectors.
2007-01
Binding of substrate at the effector site of pyrophosphatase increases the rate of its hydrolysis at the active site.
2007-01
Safety considerations with bisphosphonates for the treatment of osteoporosis.
2007
[Effect of calixarene-phosphonic acid on Na+, K+-ATPase activity in plasma membranes of the smooth-muscle cells].
2006-12-07
Development of a novel 99mTc-chelate-conjugated bisphosphonate with high affinity for bone as a bone scintigraphic agent.
2006-12
Influence of phosphonation and phosphation on surface acid-base and morphological properties of CaO as investigated by in situ FTIR spectroscopy and electron microscopy.
2006-11-01
Acid resistance of erbium-doped yttrium aluminum garnet laser-treated and phosphoric acid-etched enamels.
2006-11
Synthesis of bisphosphonate derivatives of ATP by T4 RNA ligase.
2006-10-16
Novel chikungunya virus variant in travelers returning from Indian Ocean islands.
2006-10
Cytotoxic and genotoxic effects induced by stannous chloride associated to nuclear medicine kits.
2006-10
Growth modification of the mandible with ultrasound in baboons: a preliminary report.
2006-10
Metastatic pulmonary calcification in a dialysis patient: case report and a review.
2006-10
Nuclear medicine methods for evaluation of skeletal infection among other diagnostic modalities.
2006-09
Solitary bone metastasis beneath the shoulder shield: coincidence or cause?
2006-08
Usefulness of 18F-FDG PET-directed skeletal biopsy for metastatic neoplasm.
2006-08
Synthesis of trans-1,2-cyclohexyldinitrilo tetramethylene phosphonic acid and its radiolabelling with 99mTc for the detection of skeletal metastases.
2006-08
Synthesis and characterization of octa- and hexanuclear polyoxomolybdate wheels: role of the inorganic template and of the counterion.
2006-07-24
Monoglycosyl, diglycosyl, and dinucleoside methylenediphosphonates: direct synthesis and antiviral activity.
2006-07-03
The role of SPECT/CT with 99mTc-MDP image fusion to diagnose temporomandibular dysfunction.
2006-02
The internal thoracic artery skeletonization study: a paired, within-patient comparison [NCT00265499].
2006-01-05
Use of scintigraphy for diagnosis of equine paranasal sinus disorders.
2006-01
Characterization of industrial alkylpolyphosphonates by infusion electrospray ionization-ion trap mass spectrometry with identification of the impurities by tandem capillary zone electrophoresis.
2006-01
Synthesis and antiviral evaluation of alkoxyalkyl esters of phosphonopropoxymethyl-guanine and phosphonopropoxymethyl-diaminopurine.
2006
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.
2005-12
Biochemical and imaging alterations of renal bone disease in newly detected predialysis and on maintenance dialysis patients.
2005-10
Three-level bilateral pediculolysis following osteoporotic lumbar compression fracture.
2005-09-08
[A cationic cluster of amino acid residues of inorganic pyrophosphatase from Escherichia coli as a possible site of effector binding].
2005-07-12
Cyclic ADP-ribose analogues containing the methylenebisphosphonate linkage: effect of pyrophosphate modifications on Ca2+ release activity.
2005-06-16
Effects of radiosynovectomy with p-32 colloid therapy in hemophilia and rheumatoid arthritis.
2005-06
Technetium-99m diphosphonate imaging of psammocarcinoma of probable ovarian origin: case report and literature review.
2005-06
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.
2005-04-08
Metal-free PPi activates hydrolysis of MgPPi by an Escherichia coli inorganic pyrophosphatase.
2005-01
31P MRS analysis of the phospholipid composition of normal human peripheral blood mononuclear cells (PBMC).
2005
Calix[4]arene methylenebisphosphonic acids as calf intestine alkaline phosphatase inhibitors.
2004-11-07
Solid-state coordination chemistry of the oxomolybdate-organodiphosphonate/nickel-organoimine system: structural influences of the secondary metal coordination cation and diphosphonate tether lengths.
2004-11-01
[Menopause in 2004: "hormone replacement therapy" is not what it used to be anymore].
2004-11
Synthesis of acyloxymethyl ester prodrugs of the transferable protein farnesyl transferase substrate farnesyl methylenediphosphonate.
2004-10-04
Patents

Sample Use Guides

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
TRISODIUM MEDRONATE
Preferred Name English
MEDRONATE TRISODIUM
Common Name English
TRISODIUM METHYLENEDIPHOSPHONATE
Systematic Name English
TRISODIUM METHANEDIPHOSPHONATE
Systematic Name English
PHOSPHONIC ACID, METHYLENEBIS-, TRISODIUM SALT
Systematic Name English
PHOSPHONIC ACID, P,P'-METHYLENEBIS-, SODIUM SALT (1:3)
Systematic Name English
Code System Code Type Description
CAS
39478-93-8
Created by admin on Mon Mar 31 21:58:44 GMT 2025 , Edited by admin on Mon Mar 31 21:58:44 GMT 2025
PRIMARY
PUBCHEM
3352186
Created by admin on Mon Mar 31 21:58:44 GMT 2025 , Edited by admin on Mon Mar 31 21:58:44 GMT 2025
PRIMARY
FDA UNII
5IE00X21WX
Created by admin on Mon Mar 31 21:58:44 GMT 2025 , Edited by admin on Mon Mar 31 21:58:44 GMT 2025
PRIMARY