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D4434

Sigma-Aldrich

Dichloromethylenediphosphonic acid disodium salt

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
EC Number:
245-078-9
MDL number:
MFCD01632786
UNSPSC Code:
12352106
PubChem Substance ID:
24278371
NACRES:
NA.77

form

powder

Quality Level

300

solubility

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

storage temp.

room temp

SMILES string

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

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

InChI key

HJKBJIYDJLVSAO-UHFFFAOYSA-L

Gene Information

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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.
Michiko Itoh et al.
PloS one, 8(12), e82163-e82163 (2013-12-19)
Although macrophages are thought to be crucial for the pathogenesis of chronic inflammatory diseases, how they are involved in disease progression from simple steatosis to non-alcoholic steatohepatitis (NASH) is poorly understood. Here we report the unique histological structure termed "hepatic
N Van Rooijen
Journal of immunological methods, 124(1), 1-6 (1989-11-13)
Macrophages form an important cell population involved in numerous immunological processes. Techniques which eliminate these cells, in order to permit 'in vivo' studies of their function are generally imperfect and for that reason we have developed a method using the
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
Maren Richter et al.
Brain pathology (Zurich, Switzerland), 30(3), 589-602 (2019-11-27)
During Alzheimer's disease (AD) progression, microglial cells play complex roles and have potentially detrimental as well as beneficial effects. The use of appropriate model systems is essential for characterizing and understanding the roles of microglia in AD pathology. Here, we
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