CHEBI:8430 - procaine

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ChEBI Name procaine
ChEBI ID CHEBI:8430
Definition A benzoate ester, formally the result of esterification of 4-aminobenzoic acid with 2-diethylaminoethanol but formed experimentally by reaction of ethyl 4-aminobenzoate with 2-diethylaminoethanol.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C13H20N2O2
Net Charge 0
Average Mass 236.31010
Monoisotopic Mass 236.152
InChI InChI=1S/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3
InChIKey MFDFERRIHVXMIY-UHFFFAOYSA-N
SMILES CCN(CC)CCOC(=O)c1ccc(N)cc1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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.
central nervous system depressant
A loosely defined group of drugs that tend to reduce the activity of the central nervous system.
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.
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ChEBI Ontology
Outgoing procaine (CHEBI:8430) has functional parent 2-diethylaminoethanol (CHEBI:52153)
procaine (CHEBI:8430) has functional parent 4-aminobenzoic acid (CHEBI:30753)
procaine (CHEBI:8430) has role central nervous system depressant (CHEBI:35488)
procaine (CHEBI:8430) has role local anaesthetic (CHEBI:36333)
procaine (CHEBI:8430) has role peripheral nervous system drug (CHEBI:49110)
procaine (CHEBI:8430) is a benzoate ester (CHEBI:36054)
procaine (CHEBI:8430) is a substituted aniline (CHEBI:48975)
procaine (CHEBI:8430) is a tertiary amino compound (CHEBI:50996)
procaine (CHEBI:8430) is conjugate base of procaine(1+) (CHEBI:52160)
Incoming procaine(1+) (CHEBI:52160) is conjugate acid of procaine (CHEBI:8430)
IUPAC Name
2-(diethylamino)ethyl 4-aminobenzoate
INNs Sources
procaina ChemIDplus
procaine ChemIDplus
procainum ChemIDplus
Synonyms Sources
2-Diethylaminoethyl p-aminobenzoate ChemIDplus
4-aminobenzoic acid 2-diethylaminoethyl ester ChEBI
β-(diethylamino)ethyl 4-aminobenzoate NIST Chemistry WebBook
β-(diethylamino)ethyl p-aminobenzoate NIST Chemistry WebBook
novocaine ChEBI
p-Aminobenzoic acid 2-diethylaminoethyl ester ChemIDplus
Procaine KEGG COMPOUND
Vitamin H3 ChemIDplus
Manual Xrefs Databases
2271 DrugCentral
C07375 KEGG COMPOUND
D08422 KEGG DRUG
DB00721 DrugBank
HMDB0014859 HMDB
LSM-5396 LINCS
Procaine Wikipedia
View more database links
Registry Numbers Types Sources
59-46-1 CAS Registry Number KEGG COMPOUND
59-46-1 CAS Registry Number ChemIDplus
59-46-1 CAS Registry Number NIST Chemistry WebBook
913480 Beilstein Registry Number Beilstein
913480 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12941824 PubMed citation Europe PMC
15687733 PubMed citation Europe PMC
19669330 PubMed citation Europe PMC
19885602 PubMed citation Europe PMC
23254173 PubMed citation Europe PMC
23600203 PubMed citation Europe PMC
23718080 PubMed citation Europe PMC
23962059 PubMed citation Europe PMC
24005047 PubMed citation Europe PMC
6784593 PubMed citation Europe PMC
Last Modified
22 February 2017