chloroprocaine   Click here for help

GtoPdb Ligand ID: 7145

Synonyms: chloroprocaine hydrochloride | Nesacaine®
Approved drug
chloroprocaine is an approved drug (FDA (1955))
Compound class: Synthetic organic
Comment: Chloroprocaine is a short-acting ester anaesthetic. It has a significantly shorter duration of action than lidocaine and is significantly less toxic.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 55.56
Molecular weight 270.11
XLogP 2.46
No. Lipinski's rules broken 0
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Canonical SMILES CCN(CCOC(=O)c1ccc(cc1Cl)N)CC
Isomeric SMILES CCN(CCOC(=O)c1ccc(cc1Cl)N)CC
InChI InChI=1S/C13H19ClN2O2/c1-3-16(4-2)7-8-18-13(17)11-6-5-10(15)9-12(11)14/h5-6,9H,3-4,7-8,15H2,1-2H3
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Summary of Clinical Use Click here for help
Chloroprocaine is a fast acting, short duration local anaesthetic. It also reduces bleeding in treated tissues, by acting as a vasoconstrictor.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
This drug inhibits sodium influx through voltage gated sodium channels in peripheral neurones. This blocks initiation and propagation of nerve impulses.