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Merck
CN

D4434

Dichloromethylenediphosphonic acid disodium salt

osteoclastic activity inhibitor, powder

Synonym(s):

Cl2MDP, Clodronate disodium, Clodronic acid disodium salt, DMDP

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About This Item

Linear Formula:
CH2O6Cl2Na2P2
CAS Number:
22560-50-5
Molecular Weight:
288.86
NACRES:
NA.77
PubChem Substance ID:
24278371
UNSPSC Code:
12352106
EC Number:
245-078-9
MDL number:
MFCD01632786

Key Documents

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Product Name

Dichloromethylenediphosphonic acid disodium salt,

InChI key

HJKBJIYDJLVSAO-UHFFFAOYSA-L

InChI

1S/CH4Cl2O6P2.2Na/c2-1(3,10(4,5)6)11(7,8)9;;/h(H2,4,5,6)(H2,7,8,9);;/q;2*+1/p-2

SMILES string

[Na+].[Na+].OP([O-])(=O)C(Cl)(Cl)P(O)([O-])=O

form

powder

solubility

water: 49.00-51.00 mg/mL, clear, colorless

storage temp.

room temp

Quality Level

300

Gene Information

rat ... Man2a1(25478), Si(497756)

Related Categories

Biochem/physiol Actions

Analog of pyrophosphate ion that inhibits the osteoclastic activity leading to bone resorption and osteoporosis. The compound is used in cancer research, especially in skeletal metastases and breast carcinoma. When entrapped in liposomes, it is used for macrophage-selective depletion (macrophage "suicide" technique), especially in spleen and liver. Found also to inhibit collagenase and matrix metalloproteinase1.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000369112
0000315047
0000369112
0000315047
0000232917

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H A Fleisch
Annals of medicine, 29(1), 55-62 (1997-02-01)
The bisphosphonates are synthetic compounds characterized by a P-C-P bond. They have a strong affinity to calcium phosphates and hence to bone mineral. In vitro they inhibit both formation and dissolution of the latter. Many of the bisphosphonates inhibit bone
Fabricio Montalvao et al.
The Journal of clinical investigation, 123(12), 5098-5103 (2013-11-02)
Anti-CD20 Ab therapy has proven successful for treating B cell malignancies and a number of autoimmune diseases. However, how anti-CD20 Abs operate in vivo to mediate B cell depletion is not fully understood. In particular, the anatomical location, the type
A Lipton
Cancer, 80(8 Suppl), 1668-1673 (1997-11-15)
The skeleton is a common site of breast carcinoma metastasis; 75% of patients with breast carcinoma demonstrate bone metastases at autopsy. The lytic destruction of bone in these patients is due to excessive osteoclastic activity. By reducing osteoclastic activity, bisphosphonates
O Teronen et al.
Calcified tissue international, 61(1), 59-61 (1997-07-01)
Interstitial collagenase present in human jaw cyst extract and purified human fibroblast-type collagenase (MMP-1) were both efficiently inhibited in vitro by clodronate, an osteoactive, antiresorptive bisphosphonate. The IC50 of clodronate to inhibit MMP-1 is 150 microM. These findings suggest an
Valérie Lebrun et al.
Clinical science (London, England : 1979), 125(11), 501-511 (2013-06-14)
Alcohol consumption is a major cause of liver disease. It also associates with increased cardiovascular risk and Type 2 diabetes. ALD (alcoholic liver disease) and NAFLD (non-alcoholic fatty liver disease) share pathological features, pathogenic mechanisms and pattern of disease progression.
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