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Merck
CN

64255

Methylenediphosphonic acid

for molecular studies & mass spectrometry

Synonym(s):

MDP, Medronic acid

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About This Item

Linear Formula:
CH2[P(O)(OH)2]2
CAS Number:
1984-15-2
Molecular Weight:
176.00
UNSPSC Code:
12352106
NACRES:
NA.52
PubChem Substance ID:
57651976
MDL number:
MFCD00002139
Beilstein/REAXYS Number:
1708494

Key Documents

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Product Name

Methylenediphosphonic acid, for molecular studies & mass spectrometry

InChI key

MBKDYNNUVRNNRF-UHFFFAOYSA-N

SMILES string

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

InChI

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

form

powder

mp

197-199 °C (lit.)
201-205 °C

storage temp.

2-8°C

Quality Level

200

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Related Categories

Application

Suitable for
  • preparation of analogs of natural di- and tri-phosphates
  • mass spectrometry studies as analytical standard
  • molecular studies related to inflammation

General description

MDP (Methylenediphosphonic acid) is a phosphonic analog of ATP.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2698
BCCL7729
BCCK8115
BCCG7828
BCCD8919

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J.A. Stock
The Journal of Organic Chemistry, 44, 3997-3997 (1979)
Phosphonic acid analogs of nucleoside phosphates. I. The synthesis of 5'-adenylyl methylenediphosphonate, a phosphonic acid analog of ATP
Myers TC et al
Journal of the American Chemical Society, 85, 3292-3295 (1963)
T G Rudd et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 18(9), 872-876 (1977-09-01)
The biologic and imaging characteristics of Tc-99m MDP and Tc-99m PPi were compared in animals and patients using freeze-dried bone-imaging kits. Biodistribution data in rabbits showed Tc-99m MDP had slightly higher bone uptake, significantly lower blood levels, and faster urinary
R. Engel
Chemical Reviews, 77, 349-349 (1977)
H F Kung et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 19(9), 1027-1031 (1978-09-01)
Bidentate monophosphates--phosphonoacetate (PAA), 2-phosphonoproprionate (PPA), 2-methyl-2-phosphonoproprionate (MPPA), and carbamyl phosphate (CAP)--which are pyrophosphate analogs, were successfully labeled with Sn(II)-reduced [99mTc] pertechnetate in high yield (greater than 95%). Biodistribution studies show that these Tc-99m-labeled monophosphates do localize in bone. At 2
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