Tiludronic Acid

Base Information

• Chemical Name: Tiludronic Acid
• CAS No.: 89987-06-4
• Deprecated CAS: 96538-83-9
• Molecular Formula: C₇H₉ClO₆P₂S
• Molecular Weight: 318.611
• European Community (EC) Number: 618-322-0
• UNII: 6PNS59HP4Y
• DSSTox Substance ID: DTXSID10237966
• Nikkaji Number: J476.064F
• Wikipedia: Tiludronic_acid
• Wikidata: Q2823312
• NCI Thesaurus Code: C72091
• Pharos Ligand ID: RN7ZX2ZZG32K
• Metabolomics Workbench ID: 43357
• ChEMBL ID: CHEMBL1350
• Mol file: 89987-06-4.mol

Synonyms:(4-chlorophenyl)thiomethylene bisphosphonic acid;(chloro-4-phenyl)thiomethylene biphosphonate;(chloro-4-phenyl)thiomethylene bisphosphonate;Cl2SMBP;Skelid;tiludronate;tiludronate disodium;tiludronic acid

Chemical Property of Tiludronic Acid

Chemical Property:

• Vapor Pressure: 2.79E-15mmHg at 25°C
• Boiling Point: 600.7°C at 760 mmHg
• PKA: pK1 10.85; pK2 6.90; pK3 2.95; pK4 1.30(at 25℃)
• Flash Point: 317.1°C
• PSA: 159.98000
• Density: 1.82g/cm³
• LogP: 2.07110
• Storage Temp.: room temp
• Solubility.: H2O: >10mg/mL, clear
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 317.9283609
• Heavy Atom Count: 17
• Complexity: 324

Purity/Quality:

99% ^*data from raw suppliers

Tiludronate disodium salt hydrate ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1SC(P(=O)(O)O)P(=O)(O)O)Cl
• Recent ClinicalTrials: Therapeutic Efficacy of Tiludronic Acid on Inner Ear Involvement in Advanced Otosclerosis

Technology Process of Tiludronic Acid

There total 3 articles about Tiludronic 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:

C15H25ClO6P2S → tiludronic Acid (89987-06-4)

Guidance literature:

With trimethylsilyl bromide; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jacs.8b02363

Reference yield:

4,4'-dichlorodiphenyl disulfide (1142-19-4) → tiludronic Acid (89987-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere

2: trimethylsilyl bromide / dichloromethane / 12 h / 20 °C / Inert atmosphere

With trimethylsilyl bromide; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jacs.8b02363

Reference yield:

→ tiludronic Acid (89987-06-4)

Guidance literature:

upstream raw materials:

4,4'-dichlorodiphenyl disulfide

Refernces

• 1、 -. "Formulation for treatment of osteoporosis". . . Retrieved 2008/06/13.