Clodronic Acid

Base Information

• Chemical Name: Clodronic Acid
• CAS No.: 10596-23-3
• Molecular Formula: CH4 Cl2 O6 P2
• Molecular Weight: 244.893
• Hs Code.: 2931900090
• European Community (EC) Number: 234-212-1
• UNII: 0813BZ6866
• DSSTox Substance ID: DTXSID8046959
• Nikkaji Number: J10.448E
• Wikipedia: Clodronic_acid
• Wikidata: Q2341200
• NCI Thesaurus Code: C61685
• Pharos Ligand ID: 25HNUDAS8UUC
• Metabolomics Workbench ID: 43027
• ChEMBL ID: CHEMBL12318
• Mol file: 10596-23-3.mol

Synonyms:Acid, Clodronic;Acid, Dichloromethanediphosphonic;Biphosphonate, Dichloromethylene;Bonefos;Cl2MDP;Clodronate;Clodronate Disodium;Clodronate Sodium;Clodronic Acid;Dichloromethane Diphosphonate;Dichloromethanediphosphonate;Dichloromethanediphosphonic Acid;Dichloromethylene Biphosphonate;Dichloromethylene Diphosphonate;Dichloromethylenebisphosphonate;Diphosphonate, Dichloromethane;Diphosphonate, Dichloromethylene;Disodium, Clodronate;Sodium, Clodronate

Chemical Property of Clodronic Acid

Chemical Property:

• Vapor Pressure: 2.55E-10mmHg at 25°C
• Melting Point: 249-251°
• Boiling Point: 474.7°Cat760mmHg
• PKA: 0.75±0.10(Predicted)
• Flash Point: 240.9°C
• PSA: 134.68000
• Density: 2.306g/cm³
• LogP: 0.43070
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 243.8860172
• Heavy Atom Count: 11
• Complexity: 211

Purity/Quality:

98%,99%, ^*data from raw suppliers

(Dichloromethylene)diphosphonicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(P(=O)(O)O)(P(=O)(O)O)(Cl)Cl
• Recent ClinicalTrials: Combined Drug Therapy in Lateral Fragility Fractures of the Femur
• Recent EU Clinical Trials: Treatment of Osteogenesis Imperfecta with Parathyroid hormone and Zoledronic acid
• Uses: Regulator (calcium). Clodronic Acid is a bisphosphonate that can be used in the treatment of osteoporosis. Its ATP-analogs can inhibit cell signaling pathways.

Technology Process of Clodronic Acid

There total 4 articles about Clodronic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

tetraisopropyl dichloromethylenebisphosphonate (10596-22-2) → clodronate (10596-23-3)

Guidance literature:

With hydrogenchloride; In water; Reflux;

DOI:10.1021/bi500101z

Reference yield:

O,O''-diacetyl (dichloromethylene)bisphosphonate disodium salt → clodronate (10596-23-3)

Guidance literature:

With water; In various solvent(s); at 37 ℃; rate of hydrolisis in phosphate buffer pH 2.0 and pH 7.4 also in 80 percent human serum pH 7.4;

DOI:10.1021/jm9810809

Reference yield:

C12H14Cl2N5O12P3S(4-)*4Na(1+) → clodronate (10596-23-3) + 2-(methylthio)adenosine (4105-39-9) + 2-MeS-AMP

Guidance literature:

With hydrogenchloride; potassium chloride; water; at 37 ℃; for 216h; pH=1.4;

DOI:10.1021/jm100030u

upstream raw materials:

tetraisopropyl dichloromethylenebisphosphonate

Downstream raw materials:

uridine-5'-β,γ-dichloromethylene triphosphate ammonium

adenosine 5'-(β,γ-dichloromethylene)triphosphate

Refernces

• 1、 Malwal, Satish R.,O'Dowd, Bing,Feng, Xinxin,Turhanen, Petri,Shin, Christopher,Yao, Jiaqi,Kim, Boo Kyung,Baig, Noman,Zhou, Tianhui,Bansal, Sandhya,Khade, Rahul L.,Zhang, Yong,Oldfield, Eric. "Bisphosphonate-Generated ATP-Analogs Inhibit Cell Signaling Pathways". supporting information. p. 7568 - 7578. Retrieved 2018/05/31.
• 2、 Eliahu, Shay,Martín-Gil, Alba,Perez De Lara, María Jesús,Pintor, Jesús,Camden, Jean,Weisman, Gary A.,Lecka, Joanna,Sévigny, Jean,Fischer, Bilha. "2-MeS-β,γ-CCl2-ATP is a potent agent for reducing intraocular pressure". experimental part. p. 3305 - 3319. Retrieved 2010/09/06.