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Echothiopate (chloride)

CAT: 0804-HY-16183ASize: 1 EachDry Ice: NoHazardous: No
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Description
Echothiophate (Echothiophate) chloride is a highly effective, long-lasting cholinesterase inhibitor employed as a miotic for managing glaucoma. Echothiopate chloride forms a covalent bond with the serine residue at the active site of cholinesterase through its phosphate group, rendering the enzyme permanently inactive and necessitating the synthesis of new enzymes by the cell. Given its irreversible binding to cholinesterase and the extremely slow rate of hydrolysis, the effects of echothiophate can persist for a week or longer. Echothiopate chloride is utilized as an ocular antihypertensive agent in the treatment of chronic glaucoma and, in certain cases, accommodative esotropia.
CAS Number
120087-68-5
Product Name Alternative
Echothiophate (chloride)
UNSPSC
12352128
Target
Cholinesterase (ChE)
Type
Reference compound
Related Pathways
Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/echothiopate-chloride.html
Smiles
O=P(OCC)(SCC[N+](C)(C)C)OCC.[Cl-]
Molecular Formula
C9H23ClNO3PS
Molecular Weight
291.78
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Echothiophate chloride
CAS Number120087-68-5
PubChem CID141143016
IUPAC Name2-diethoxyphosphorylsulfanylethyl(trimethyl)azanium chloride
Molecular FormulaC9H23ClNO3PS
Molecular Weight291.78
Topological Polar Surface Area60.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count8
Heavy Atom Count16
Formal Charge0
Complexity208
SMILES
CCOP(=O)(OCC)SCC[N+](C)(C)C.[Cl-]
InChI
InChI=1S/C9H23NO3PS.ClH/c1-6-12-14(11,13-7-2)15-9-8-10(3,4)5;/h6-9H2,1-5H3;1H/q+1;/p-1
InChIKey
TWPQIWGWYLZCPK-UHFFFAOYSA-M
Chemical Structure
2D Structure
2D structure of Echothiophate chloride
CAS: 120087-68-5
CID: 141143016
Formula: C9H23ClNO3PS
MW: 291.78
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight291.78
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count8
Exact Mass291.0824795
Monoisotopic Mass291.0824795
Topological Polar Surface Area60.8 Ų
Heavy Atom Count16
Formal Charge0
Complexity208
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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