Chemical Property of Prilocaine
Chemical Property:
- Appearance/Colour:White crystalline powder
- Melting Point:37-38oC
- Refractive Index:nD20 1.5298
- Boiling Point:361.6 °C at 760 mmHg
- PKA:pKa 7.32 or 7.89 (Uncertain)
- Flash Point:134.3 °C
- PSA：41.13000
- Density:1.029 g/cm3
- LogP:2.78550
- Storage Temp.:2-8°C
- Solubility.:Slightly soluble in water, very soluble in acetone and in ethanol (96 per cent).
- Water Solubility.:易溶于水和乙醇，略溶于氯仿
- XLogP3:2.1
- Hydrogen Bond Donor Count:2
- Hydrogen Bond Acceptor Count:2
- Rotatable Bond Count:5
- Exact Mass:220.157563266
- Heavy Atom Count:16
- Complexity:218
- Purity/Quality:
-
99%+ *data from raw suppliers
Prilocaine *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:CCCNC(C)C(=O)NC1=CC=CC=C1C
- Recent ClinicalTrials:Effect of Intrathecal Morphine on Urinary Bladder Function and Recovery in Patients Having a Cesarean Delivery
- Recent EU Clinical Trials:Comparative study of cloroprocaine versus prilocaine intrathecal anestesia in major ambulatory surgery
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Uses
It is a kind of local anesthetic drug. The product has better efficacy than procaine and the local anesthesia intensity and speed being similar as lidocaine but with longer duration time and less toxicity as well as smaller accumulation effect. It is suitable for epidural anesthesia, conduction anesthesia and infiltration anesthesia. Prilocaine is a local anesthetic of the amino amide type. Prilocaine is often used in dentistry. Prilocaine is also often combined with lidocaine as a preparation for dermal anesthesia (lidocaine/prilocaine or EMLA), for treatment of conditions like paresthesia. In terms of pharmacological parameters, prilocaine is comparable to lidocaine; however,
because of a number of toxic manifestations, it is rarely used in medical practice. Citanest
and xylonest are well-known synonyms for prilocaine.
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Production method
O-toluidine and α-bromo-propionyl bromide are condensed and further have reaction with propylamine obtain prilocaine.
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Clinical Use
Prilocaine metabolism has beenstudied extensively in animal models, less is known aboutthe human metabolites or the human CYP enzymes involvedin their formation . The metabolism of prilocainein the liver yields o-toluidine, which is a possiblecarcinogen. Many aromatic amines, including o-toluidinehave been shown to be mutagenic, and metabolites of otoluidinehave been shown to form DNA adducts.Metabolites of o-toluidine are also believed to be responsiblefor the methemoglobinemia observed with prilocaineuse. To decrease the potential for methemoglobinemia, strictadherence to the maximum recommended dose should befollowed. Metabolism of prilocaine is extensive with lessthan 5% of a dose excreted unchanged in the urine.
