Molecular Identity
Chloroprocaine
2-(diethylamino)ethyl 4-amino-2-chlorobenzoate
PubChem CID: 8612
Chloroprocaine is 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. It has a role as a central nervous system depressant, a local anaesthetic and a peripheral nervous system drug. It is a benzoate ester and a member of monochlorobenzenes. It is functionally related to a 2-diethylaminoethanol and a 4-amino-2-chlorobenzoic acid.
2D Structure
Properties
C13H19ClN2O2
Molecular Formula
270.75
Molecular Weight
g/mol
270.1135
Exact Mass
Da
2.9
XLogP
Drug-like (Lipinski: < 5)
55.6
TPSA
Good oral absorption (< 140 A²)
1
H-Bond Donors
4
H-Bond Acceptors
259
Complexity
SMILES
Canonical SMILES
SMILES: CCN(CC)CCOC(=O)C1=C(C=C(C=C1)N)ClIsomeric SMILES
SMILES: CCN(CC)CCOC(=O)C1=C(C=C(C=C1)N)ClSynonyms(20)
CHLOROPROCAINEChloroprocain2-Chloroprocaine133-16-4ChlorprocaineHalestyn2-(Diethylamino)ethyl 4-amino-2-chlorobenzoatePiocaineCloroprocainaChloroprocainumChlor-procaineBenzoic acid, 4-amino-2-chloro-, 2-(diethylamino)ethyl ester5YVB0POT2H4-amino-2-chlorobenzoic acid 2-(diethylamino)ethyl ester2-(Diethylaminoethyl)-4-amino-2-chlorobenzoate
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Chloroprocaine
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