File:Procaine.svg · Wikimedia Commons · See Wikimedia Commons
procaine
Sign in to saveAlso known as Novocain®, beta-(diethylamino)ethyl 4-aminobenzoate, beta-(diethylamino)ethyl p-aminobenzoate, Vitamin H3, 2-Diethylaminoethyl p-aminobenzoate, p-Aminobenzoic acid 2-diethylaminoethyl ester, novocaine, 4-aminobenzoic acid 2-diethylaminoethyl ester
Procaine is a local anesthetic drug of the amino ester group. It is most commonly used in dental procedures to numb the area around a tooth and is also used to reduce the pain of intramuscular injection of penicillin. Owing to the ubiquity of the trade name Novocain (without the "e" in the original German patent) or Novocaine (with the "e" in the US patent), in some regions, procaine is referred to generically as novocaine. It acts mainly as a sodium channel blocker. Today, it is used therapeutically in some countries due to its sympatholytic, anti-inflammatory, perfusion-enhancing, and mood-e
Chemical data
- Formula
- C13H20N2O2
- Molecular weight
- 236.31 g/mol
- IUPAC name
- 2-(diethylamino)ethyl 4-aminobenzoate
- SMILES
- CCN(CC)CCOC(=O)C1=CC=C(C=C1)N
- InChIKey
- MFDFERRIHVXMIY-UHFFFAOYSA-N
- XLogP
- 1.9
- Polar surface area
- 55.6 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
13,764 papers- Procaine treatments for cognition and dementia.The Cochrane database of systematic reviews · 2008
- Intravenous procaine (novocain).British medical journal · 1947
- [Procaine-penicillin].Bollettino chimico farmaceutico · 1949
- Procaine.Modern hospital · 1950
- PROCAINE amide.Lancet (London, England) · 1951
via PubMed
Wikidata facts
- Mass
- 236.152
Show 4 more facts
- chemical formula
- C₁₃H₂₀N₂O₂
- Commons category
- Procaine
- canonical SMILES
- CCN(CC)CCOC(=O)C1=CC=C(C=C1)N
- World Health Organisation international non-proprietary name
- procaine
via Wikidata · CC0
~5 min read
Article
6 sectionsContents
- Pharmacology
- Adverse effects
- Synthesis
- See also
- References
- Further reading
Procaine is a local anesthetic drug of the amino ester group. It is most commonly used in dental procedures to numb the area around a tooth and is also used to reduce the pain of intramuscular injection of penicillin. Owing to the ubiquity of the trade name Novocain (without the "e" in the original German patent) or Novocaine (with the "e" in the US patent), in some regions, procaine is referred to generically as novocaine. It acts mainly as a sodium channel blocker. Today, it is used therapeutically in some countries due to its sympatholytic, anti-inflammatory, perfusion-enhancing, and mood-enhancing effects.
Procaine was first synthesized in 1905, shortly after amylocaine. It was created by the chemist Alfred Einhorn who gave the chemical the trade name Novocain, from the Latin nov- (meaning "new") and -caine, a common ending for alkaloids used as anesthetics. It was introduced into medical use by surgeon Heinrich Braun.