Echothiophate iodide

Base Information

• Chemical Name: Echothiophate iodide
• CAS No.: 513-10-0
• Molecular Formula: C9H23 N O3 P S . I
• Molecular Weight: 383.231
• Hs Code.: 2931900090
• European Community (EC) Number: 208-152-1
• UNII: BA9QH3P00T
• DSSTox Substance ID: DTXSID1022976
• NCI Thesaurus Code: C47505
• RXCUI: 3740
• ChEMBL ID: CHEMBL1200367
• Mol file: 513-10-0.mol

Synonyms:2-((Diethoxyphosphinyl)thio)-N,N,N,-trimethylethanaminium iodide;Echothiophate Iodide;Ecothiopate Iodide;Ecothiophate Iodide;Iodide, Echothiophate;Iodide, Ecothiopate;Iodide, Ecothiophate;Iodide, Phospholine;Phospholine Iodide

Chemical Property of Echothiophate iodide

Chemical Property:

• Melting Point: 138° (Tammelin); mp 124-124.5° (Fitch)
• PSA: 70.64000
• LogP: -0.38910
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 383.01810
• Heavy Atom Count: 16
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

Echothiophate (iodide) ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(OCC)SCC[N+](C)(C)C.[I-]
• Uses: Cholinergic (ophthalmic).
• Clinical Use: Echothiophate iodide has found therapeutic application for the treatment of glaucoma and strabismus. Echothiophate is applied topically as a solution and is the only irreversible AChEI for the treatment of glaucoma. The decrease in intraocular pressure observed can last up to 4 weeks. Phosphoester AChEIs exhibit cataractogenic properties; thus, their use should be reserved for patients who are refractory to other forms of treatment (i.e., short-acting miotics, β-blockers, epinephrine, and possibly, carbonic anhydrase inhibitors). Because of its toxicity, echothiophate is not used for its systemic action. Selectivity of echothiophate for the AChE catalytic site was enhanced by incorporation in the molecule of a quaternary ammonium salt functional group two carbons removed from the phosphoryl group.

Technology Process of Echothiophate iodide

There total 2 articles about Echothiophate iodide 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:

(S)-(2-(dimethylamino)ethyl) O,O-diethylphosphorothioate (3147-20-4) + methyl iodide (74-88-4) → echothiophate iodide (513-10-0)

Guidance literature:

With diethyl ether;

Reference yield:

→ echothiophate iodide (513-10-0)

Guidance literature:

Reference yield:

echothiophate iodide (513-10-0) + acetylcholinesterase → β-mercaptoethyltrimethylammonium iodide (7161-73-1) + diethylphosphoryl-acetylcholinesterase conjugate

Guidance literature:

In phosphate buffer; at 25 ℃; pH=7.8;

DOI:10.1016/S0006-2952(97)00430-9

upstream raw materials:

(S)-(2-(dimethylamino)ethyl) O,O-diethylphosphorothioate

methyl iodide

Downstream raw materials:

β-mercaptoethyltrimethylammonium iodide

Refernces