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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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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
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
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
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
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
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