Chloroprocaine hydrochlorideProduct ingredient for Chloroprocaine
- Name
- Chloroprocaine hydrochloride
- Drug Entry
- Chloroprocaine
Chloroprocaine is an ester local anesthetic commonly available in its salt form, chloroprocaine hydrochloride. Similar to other local anesthetics, it increases the threshold for electrical excitation in nerves by slowing the propagation of the nerve impulse and reducing the rate of rise of the action potential.6 The pharmacological profile of chloroprocaine is characterized by a short latency and duration, similar to the one observed with lidocaine.1 Chloroprocaine can be given as an injection, and is available in formulations with and without methylparaben as a preservative. Both can be given as intrathecal injections for peripheral and central nerve block, but only the preservative-free formulation can be used for lumbar and caudal epidural blocks.1,4 Topical chloroprocaine for ophthalmic use was approved by the FDA in September 2022 for ocular surface anesthesia.5
- Accession Number
- DBSALT000823
- Structure
Structure for Chloroprocaine hydrochloride (DBSALT000823)
- Synonyms
- Chloroprocaine HCl
- UNII
- LT7Z1YW11H
- CAS Number
- 3858-89-7
- Weight
- Average: 307.216
Monoisotopic: 306.090183308 - Chemical Formula
- C13H20Cl2N2O2
- InChI Key
- SZKQYDBPUCZLRX-UHFFFAOYSA-N
- InChI
- InChI=1S/C13H19ClN2O2.ClH/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;1H
- IUPAC Name
- 2-(diethylamino)ethyl 4-amino-2-chlorobenzoate hydrochloride
- SMILES
- Cl.CCN(CC)CCOC(=O)C1=C(Cl)C=C(N)C=C1
- External Links
- PubChem Compound
- 19727
- ChemSpider
- 18583
- ChEBI
- 3637
- ChEMBL
- CHEMBL944
- Wikipedia
- Chloroprocaine
- Predicted Properties
Property Value Source Water Solubility 1.3 mg/mL ALOGPS logP 2.72 ALOGPS logP 2.48 Chemaxon logS -2.3 ALOGPS pKa (Strongest Basic) 8.96 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 55.56 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 75.1 m3·mol-1 Chemaxon Polarizability 29.4 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon