Etidronic Acid

Base Information

• Chemical Name: Etidronic Acid
• CAS No.: 2809-21-4
• Deprecated CAS: 100511-44-2,106908-76-3,129130-42-3,51888-66-5,66216-98-6,85985-26-8,86159-18-4,103736-66-9,138360-84-6,192526-55-9,303177-33-5,853028-38-3,83047-25-0,85188-80-3,103736-66-9,106908-76-3,129130-42-3,192526-55-9,303177-33-5,51888-66-5,66216-98-6,83047-25-0,853028-38-3,85985-26-8,86159-18-4
• Molecular Formula: C2H8O7P2
• Molecular Weight: 206.029
• Hs Code.: 29319090
• European Community (EC) Number: 220-552-8,629-385-9
• NSC Number: 227995
• UNII: M2F465ROXU
• DSSTox Substance ID: DTXSID6023028
• Nikkaji Number: J7.915D
• Wikipedia: Etidronic_acid
• Wikidata: Q2758338
• NCI Thesaurus Code: C1332
• RXCUI: 1356715
• Metabolomics Workbench ID: 43311
• ChEMBL ID: CHEMBL871
• Mol file: 2809-21-4.mol

Synonyms:(1-hydroxyethylene)diphosphonic acid;(1-hydroxyethylene)diphosphonic acid, Tetrapotassium Salt;1 Hydroxyethane 1,1 Diphosphonate;1 Hydroxyethylidene 1,1 Bisphosphonate;1,1 hydroxyethylenediphosphonate;1,1-hydroxyethylenediphosphonate;1-Hydroxyethane-1,1-Diphosphonate;1-Hydroxyethylene Diphosphonate, Disodium;1-Hydroxyethylidene-1,1-Bisphosphonate;Dicalcium EHDP;Dicalcium Etidronate;Didronel;Diphosphonate, Disodium 1-Hydroxyethylene;Diphosphonic Acid, Hydroxyethylidene;Disodium 1 Hydroxyethylene Diphosphonate;Disodium 1-Hydroxyethylene Diphosphonate;Disodium Etidronate;EHDP;EHDP, Dicalcium;Ethanehydroxydiphosphonate;Ethanehydroxyphosphate;Etidronate;Etidronate Disodium;Etidronate, Dicalcium;Etidronate, Disodium;Etidronate, Sodium;Etidronate, Tetrapotassium Salt;Etidronic Acid;HEDP;HEDSPA;Hydroxyethanediphosphonate;Hydroxyethylidene Diphosphonic Acid;Phosphonic acid, (1-hydroxyethylidene)bis-, disodium salt;Salt Etidronate, Tetrapotassium;Sodium Etidronate;Tetrapotassium Salt Etidronate;Xidifon;Xidiphon;Xydiphone

Chemical Property of Etidronic Acid

Chemical Property:

• Appearance/Colour: light beige powder
• Vapor Pressure: 8.34E-16mmHg at 25°C
• Melting Point: 198~199 °C
• Boiling Point: 578.8 °C at 760 mmHg
• PKA: 1.35, 2.87, 7.03, 11.3(at 25℃)
• Flash Point: 303.8 °C
• PSA: 154.91000
• Density: 2.114 g/cm³
• LogP: -0.99220
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water.
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 205.97452659
• Heavy Atom Count: 11
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

Etidronate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 37/38-41-22
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC(O)(P(=O)(O)O)P(=O)(O)O
• Recent ClinicalTrials: The Prevention of Systemic Ectopic Mineralization in Pseudoxanthoma Elasticum
• Recent EU Clinical Trials: A placebo-controlled, double-blind randomized trial evaluating the effect of etidronate in young patients with pseudoxanthoma elasticum on ectopic mineralization.
• Description: Hydroxyethylidene diphosphonic acid (HEDP) is a new type of chlorine-free electroplating complexing agent. It is used as the main agent for stable water quality in the circulating cooling water system, and plays the role of corrosion and scale inhibition. This product is one of the organic polyphosphonic acid-free water tablet conditioners. There are also some other varieties of such products produced in China, such as aminotrimethylenephosphonic acid (ATMP): [CH2PO(OH)2]3N and ethyl acetate Diaminetetramethylenephosphoric acid (EDTMP) and so on. Organic polyphosphonic acid is a type of water treatment agent developed in the late 1960s and confirmed around the 1970s.
• Uses: 1-Hydroxyethylidenebis(phosphonic acid) acts as human protein tyrosine phosphatase inhibitor. It is also useful for photographic applications. It finds application to strengthen bone, osteoporosis treatment and to treat Paget's disease of bone. In addition, it is used in corrosion inhibition in circulating cool water systems, oil fields and low-pressure boilers with electric power, the chemical industry, metallurgy and fertilizers. It is also utilized for formulating reverse osmosis and thermal desalination anti-scaling agents. Furthermore, it is used in detergents, water treatment, cosmetics and pharmaceuticals. Etidronate (Didronel) is a human protein tyrosine phosphatase inhibitor with IC50 of 0.2 μM.

Technology Process of Etidronic Acid

There total 18 articles about Etidronic 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: 100.0%

(1-hydroxyethylidene)bisphosphonic acid tetramethyl ester (15207-88-2) → 1-hydroxyethylene-(1,1-diphosphonic acid) (2809-21-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1055/s-2004-822345

Reference yield: 98.0%

acetyl chloride (75-36-5) → 1-hydroxyethylene-(1,1-diphosphonic acid) (2809-21-4)

Guidance literature:

acetyl chloride; With tris(trimethylsilyl) phosphite; at 25 ℃;

In methanol; at 25 ℃; for 1h;

DOI:10.1016/S0040-4039(01)01844-5

Reference yield: 98.0%

→ 1-hydroxyethylene-(1,1-diphosphonic acid) (2809-21-4)

Guidance literature:

upstream raw materials:

acetic acid

acetyl chloride

1-pentyl acetate

1-acetoxy-4-methylbenzene

Downstream raw materials:

etidronate disodium

Refernces

• 1、 Turhanen, Petri A.,Veps?l?inen, Jouko J.. "Strategies for the preparation of (1-acetyloxyethylidene)-1,1-bisphosphonic acid derivatives". . p. 992 - 994. Retrieved 2004.
• 2、 -. "Method for preparing hydroxyalkylene diphosphonic acid from yellow phosphorus". Paragraph 0016-0023. . Retrieved 2020/05/30.
• 3、 -. "Copolymers having gem-bisphosphonate groupings". Page/Page column 8. . Retrieved 2018/10/15.