Ecothiopate

CAS No:
6736-03-04 Category:
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Product Details:

  • CAS No: 3/4/36
  • AHFC code:
  • Synonyms: echothiopate; 2 diethoxyphosphinylthioethyltrimethyl ammonium; diethoxyphosphinylthiocholine; echothiopate; echothiophosphate; ecostigmine; ecothiophate; phospholin; s (2 trimethylammoniumethyl)phosphorothioate
  • ATC Code: S01EB03
  • Chemical Formula: C9H23INO3PS
  • Molecular Weight: 383.23
  • Assay/Purity: Typically NLT 98%
  • DrugBank:
  • SMILES: CCOP (=O)(OCC)SCC[N+](C)(C)C.[I-]
  • InChl: 1S/C9H23NO3PS/c1-6-12-14(11,13-7-2)15-9-8-10(3,4)5/h6-9H2,1-5H3/q+1
  • PubChem:
  • IUPAC: diethyl {[2-(trimethylazaniumyl)ethyl]sulfanyl}phosphonate

Additional Details

Indication:
Ecothiopate is indicated to treat subacute or chronic angle-closure glaucoma post iridectomy, or when surgical treatment is contraindicated.
Pharmacodynamics:
As a parasympathomimetic and organophosphate Ecothiopate binds irreversibly to cholinesterase. The slow rate that Echothiopate is hydrolyzed by cholinesterase may cause effects which can last one week or longer in the body.
Mode of Action:
The long-acting and irreversible ability of Ecothiopate to act as a topical cholinesterase inhibitor enhances the effects of endogenously liberated acetylcholine in parasympathetically innervated parts of the eye. Ecothiopate also increase the outflow of aqueous humor, thus causing a substantial decrease in intraocular pressure.
Metabolism:
When administered as eye drops to patients diagnosed with glaucoma Ecothiopate forms an irreversible covalent bond with the ACh binding site on cholinesterase.
Toxicity:
Toxic events have not been documented from Ecothiopate use, however, adverse effects may occur in a small number of patients. These adverse effects include cysts in the iris of the eye developing, stinging of the eye and burning of the eye.
General Reference:
2010-08, Curr Eye Res., 35(8):698-702.Toxicology and Applied Pharmacology. Volume 258, Issue 3, 1 February 2012.
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