disodium hydrogen [dichloro(hydrogen phosphonato)methyl]phosphonate

• ChemBase ID: 133214
• Molecular Formular: CH2Cl2Na2O6P2
• Molecular Mass: 288.856042
• Monoisotopic Mass: 287.84990497
• SMILES: C(P(=O)(O)[O-])(P(=O)(O)[O-])(Cl)Cl.[Na+].[Na+]
• Canonical SMILES: ClC(P(=O)(O)[O-])(P(=O)(O)[O-])Cl.[Na+].[Na+]
• InChI: 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
• InChIKey: HJKBJIYDJLVSAO-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium hydrogen [dichloro(hydrogen phosphonato)methyl]phosphonate
• IUPAC Traditional name: disodium clondronate(2-)
• Synonyms: Cl2MDP; Clodronate disodium; Clodronic acid disodium salt; DMDP; Dichloromethylenediphosphonic acid disodium salt; Clodronate Disodium

Database IDs

• CAS Number: 22560-50-5; 22560-50-5,10596-23-3(freebase)
• EC Number: 245-078-9
• MDL Number: MFCD01632786
• PubChem SID: 24278371; 162227491
• PubChem CID: 31195

CALCULATED PROPERTIES

• Acid pKa: 0.6193091
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -4.6775103
• LogD (pH = 7.4): -5.0347495
• Log P: -0.06669456
• Molar Refractivity: 35.9702 cm^3
• Polarizability: 15.417845 Å^3
• Polar Surface Area: 120.72 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: SZ7640700
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Target: Others
• Gene Information: rat ... Man2a1(25478), Si(497756)

Product Information

• Salt Data: Sodium Salt
• Quality Level: PREMIUM

DETAILS

Sigma Aldrich - D4434

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.1,2 When entrapped in liposomes, it is used for macrophage-selective depletion (macrophage "suicide" technique), especially in spleen and liver.3 Found also to inhibit collagenase and matrix metalloproteinase1.4