CHEBI:3636 - chloroprocaine

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ChEBI Name chloroprocaine
ChEBI ID CHEBI:3636
Definition Procaine in which one of the hydrogens ortho- to the carboxylic acid group is substituted by chlorine. It is used as its monohydrochloride salt as a local anaesthetic, particularly for oral surgery. It has the advantage over lidocaine of constricting blood vessels, so reducing bleeding.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C13H19ClN2O2
Net Charge 0
Average Mass 270.75500
Monoisotopic Mass 270.11351
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
InChIKey VDANGULDQQJODZ-UHFFFAOYSA-N
SMILES CCN(CC)CCOC(=O)c1ccc(N)cc1Cl
Roles Classification
Application(s): local anaesthetic
Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
peripheral nervous system drug
A drug that acts principally at one or more sites within the peripheral neuroeffector systems, the autonomic system, and motor nerve-skeletal system.
central nervous system depressant
A loosely defined group of drugs that tend to reduce the activity of the central nervous system.
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ChEBI Ontology
Outgoing chloroprocaine (CHEBI:3636) has functional parent 2-diethylaminoethanol (CHEBI:52153)
chloroprocaine (CHEBI:3636) has functional parent 4-amino-2-chlorobenzoic acid (CHEBI:59472)
chloroprocaine (CHEBI:3636) has role central nervous system depressant (CHEBI:35488)
chloroprocaine (CHEBI:3636) has role local anaesthetic (CHEBI:36333)
chloroprocaine (CHEBI:3636) has role peripheral nervous system drug (CHEBI:49110)
chloroprocaine (CHEBI:3636) is a benzoate ester (CHEBI:36054)
chloroprocaine (CHEBI:3636) is a monochlorobenzenes (CHEBI:83403)
Incoming chloroprocaine hydrochloride (CHEBI:3637) has part chloroprocaine (CHEBI:3636)
IUPAC Name
2-(diethylamino)ethyl 4-amino-2-chlorobenzoate
INNs Sources
chloroprocaine ChemIDplus
chloroprocainum ChemIDplus
cloroprocaina ChemIDplus
Synonyms Sources
2-chloroprocaine ChemIDplus
4-amino-2-chlorobenzoic acid 2-(diethylamino)ethyl ester ChEBI
chloroprocain DrugBank
Chloroprocaine KEGG COMPOUND
Manual Xrefs Databases
605 DrugCentral
C07877 KEGG COMPOUND
Chloroprocaine Wikipedia
D07678 KEGG DRUG
DB01161 DrugBank
View more database links
Registry Numbers Types Sources
133-16-4 CAS Registry Number ChemIDplus
2808071 Beilstein Registry Number Beilstein
Last Modified
22 February 2017