Pamidronic acid

Base Information

• Chemical Name: Pamidronic acid
• CAS No.: 40391-99-9
• Molecular Formula: C3H11NO7P2
• Molecular Weight: 279.034
• Hs Code.: SYNONYMS
• European Community (EC) Number: 260-647-1,254-905-2
• UNII: OYY3447OMC
• DSSTox Substance ID: DTXSID4023414
• Nikkaji Number: J221.669H
• Wikipedia: Pamidronic_acid
• Wikidata: Q627499
• NCI Thesaurus Code: C61875
• RXCUI: 1546406
• Pharos Ligand ID: D1HWYVKBHCUV
• Metabolomics Workbench ID: 42674
• ChEMBL ID: CHEMBL834
• Mol file: 40391-99-9.mol

Synonyms:(3-amino-1-hydroxypropylidene)-1,1-biphosphonate;1 Hydroxy 3 aminopropane 1,1 diphosphonic acid;1-hydroxy-3-aminopropane-1,1-diphosphonic acid;AHPrBP;amidronate;Amino 1 hydroxypropane 1,1 diphosphonate;amino-1-hydroxypropane-1,1-diphosphonate;aminohydroxypropylidene diphosphonate;aminopropanehydroxydiphosphonate;Aredia;pamidronate;pamidronate calcium;pamidronate disodium;pamidronate monosodium;Pamidronic Acid

Chemical Property of Pamidronic acid

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 3.79E-20mmHg at 25°C
• Melting Point: 226-228 °C
• Refractive Index: 1.611
• Boiling Point: 658.7 °C at 760 mmHg
• Flash Point: 352.2 °C
• PSA: 180.93000
• Density: 1.998 g/cm³
• LogP: -0.96300
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Methanol (Very Slightly, Heated, Sonicated), Water (Slightly, Heated, Sonicated)
• XLogP3: -6.9
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 235.00107569
• Heavy Atom Count: 13
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

Pamidronic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CN)C(O)(P(=O)(O)O)P(=O)(O)O
• Recent ClinicalTrials: Pamidronate Administration in Breast Cancer Patients With Bone Metastases
• Recent EU Clinical Trials: PAmidronate for Pain in Sternocostoclavicular Hyperostosis: the PAPS-study, a double-blind randomized placebo-controlled trial
• Recent NIPH Clinical Trials: Efficacy of pamidronate for adult osteogenesis imperfecta: uncontrolled study.
• Uses: anticancer

Technology Process of Pamidronic acid

There total 6 articles about Pamidronic 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: 99.0%

3-amino propanoic acid (107-95-9) → pamidronate (40391-99-9)

Guidance literature:

With methanesulfonic acid; phosphorous acid; phosphorus trichloride; at 65 - 70 ℃; Inert atmosphere;

Reference yield: 90.0%

[3-(benzyloxycarbonylamino)-1-hydroxy-1-phosphonopropyl]phosphonic acid (948317-73-5) → pamidronate (40391-99-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h;

DOI:10.1002/ejoc.200601067

Reference yield: 76.4%

pamidronate (40391-99-9) → pamidronate disodium (40391-99-9)

Guidance literature:

With sodium hydroxide; In water; at 2 - 25 ℃; for 5h; pH=8.0;

upstream raw materials:

3-amino propanoic acid

[3-(benzyloxycarbonylamino)-1-hydroxy-1-phosphonopropyl]phosphonic acid

[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-1-hydroxy-1-phosphonopropyl]phosphonic acid

octanol

Downstream raw materials:

olpadronate

[3-(benzyloxycarbonylamino)-1-hydroxy-1-phosphonopropyl]phosphonic acid

C₁₀H₁₅NO₈P₂

C₁₀H₁₄ClNO₈P₂

Refernces

• 1、 Kovacs, Rita,Gruen, Alajos,Nemeth, Orsolya,Garadnay, Sandor,Greiner, Istvan,Keglevich, Gyoergy. "The synthesis of pamidronic derivatives in different solvents: An optimization and a mechanistic study". . p. 186 - 193. Retrieved 2014.
• 2、 Danilko, Ksenia V.,Dyakonov, Grigory S.,Farrakhov, Ruzil G.,Galimshina, Zulfia R.,Gil'fanova, Guzel U.,Lukina, Elena S.,Mukaeva, Veta R.,Parfenov, Evgeny V.,Parfenova, Lyudmila V.. "Biocompatible organic coatings based on bisphosphonic acid RGD‐derivatives for PEO‐modified titanium implants". . . Retrieved 2020.
• 3、 -. "Copolymers having gem-bisphosphonate groupings". Page/Page column 9. . Retrieved 2018/10/15.