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Key Documents

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:
Molecular Weight:
288.86
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

form

powder

Quality Level

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

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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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
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.
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
Andrew Chow et al.
The Journal of experimental medicine, 208(2), 261-271 (2011-02-02)
Hematopoietic stem cells (HSCs) reside in specialized bone marrow (BM) niches regulated by the sympathetic nervous system (SNS). Here, we have examined whether mononuclear phagocytes modulate the HSC niche. We defined three populations of BM mononuclear phagocytes that include Gr-1(hi)

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