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procaine

File:Procaine.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ423741· pop 39· linked from 508 articles

Also 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

OverviewAI-generated

Procaine is a chemical compound with the formula C₁₃H₂₀N₂O₂. Its IUPAC name is 2-(diethylamino)ethyl 4-aminobenzoate. The substance has a mass of 236.152 and a weight of 236.31. It possesses a charge of 0, an xlogp of 1.9, and a topological polar surface area of 55.6. The molecule contains one hydrogen bond donor and four hydrogen bond acceptors.

In scientific literature, procaine is the subject of 13,764 PubMed entries. The compound is also referenced by 508 other encyclopedia articles.

Synthesized by Vinony from 17 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

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

via PubMed

~5 min read

Encyclopedic overview

6 sections
Contents
  • 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.

Excerpted from Wikipedia’s “procaine” article, available under the CC BY-SA 4.0 licence.

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