1.0 2011-09-21 01:54:46 UTC 2025-11-19 02:57:24 UTC FDB029371 Procaine Procaine is a local anesthetic drug of the amino ester group. It is used primarily to reduce the pain of intramuscular injection of penicillin, and it is also used in dentistry. Owing to the ubiquity of the trade name Novocain, procaine is sometimes referred to generically as novocaine. It acts mainly by being a sodium channel blocker. Procaine was first synthesized in 1898[2] and was the first injectable man-made local anesthetic. It was created by the German chemist Alfred Einhorn (1856?1917) who gave the chemical the trade name Novocaine, 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 (1862?1934). Novocain application before removal of a decayed tooth Procaine is used less frequently today since more effective (and hypoallergenic) alternatives such as lidocaine (Xylocaine) exist. Prior to the discovery of procaine, cocaine was the most commonly used local anesthetic. Like other local anesthetics (with the exception of cocaine), mepivacaine, and prilocaine, procaine is a vasodilator, and is often coadministered with epinephrine for the purpose of vasoconstriction. Vasoconstriction helps to reduce bleeding and prevents the drug from reaching systemic circulation in large amountsand is) also unlike cocaine, procaine does not have the euphoric and addictive qualities that put it at risk for abuse. Procaine, an ester anesthetic, is metabolized in the plasma by the enzyme pseudocholinesterase through hydrolysis into para-amino benzoic acid (PABA), which is then excreted by the kidneys into the urine. Allergic reactions to procaine are usually not in response to procaine itself, but to PABA. About 1 in 3000 people have an atypical form of pseudocholinesterase, which does not hydrolyze ester anesthetics such as procaine, resulting in a prolonged period of high levels of the anesthetic in the blood and increased toxicity. Procaine is the primary ingredient in the controversial preparation Gerovital H3 by Ana Aslan (Romania), which is claimed by its advocates to remedy many effects of aging. The mainstream medical view is that these claims were seriously studied and discredited in the 1960s. Procaine is occasionally added as an additive in illicit street drugs such as cocaine. (from wiki) [HMDB] .beta.-(diethylamino)ethyl p-aminobenzoate .beta.-(diethylamino)ethyl p-aminobenzoic acid .beta.-Diethylaminoethyl 4-aminobenzoate .beta.-Diethylaminoethyl 4-aminobenzoic acid 2-(Diethylamino)ethyl 4-aminobenzoate 2-(diethylamino)ethyl 4-aminobenzoate (ACD/Name 4.0) 2-(Diethylamino)ethyl 4-aminobenzoic acid 2-(Diethylamino)ethyl p-aminobenzoate 2-(Diethylamino)ethyl p-aminobenzoic acid 2-(Diethylamino)ethyl-4-aminobenzoate 2-(Diethylamino)ethyl-4-aminobenzoic acid 2-Diethylaminoethyl 4-aminobenzoate 2-Diethylaminoethyl 4-aminobenzoic acid 2-Diethylaminoethyl p-aminobenzoate 2-Diethylaminoethyl p-aminobenzoic acid 2-Diethylaminoethylester kyseliny p-aminobenzoove 2-Diethylaminoethylester kyseliny p-aminobenzoove [Czech] 4-Aminobenzoesaeure-beta-diethylaminoethylester 4-Aminobenzoic acid 2-(diethylamino) ethyl ester 4-Aminobenzoic acid diethylaminoethyl ester Allocaine Anticort Anuject b-(Diethylamino)ethyl 4-aminobenzoate b-(Diethylamino)ethyl 4-aminobenzoic acid b-(diethylamino)ethyl p-aminobenzoate b-(diethylamino)ethyl p-aminobenzoic acid b-Diethylaminoethyl 4-aminobenzoate b-Diethylaminoethyl 4-aminobenzoic acid Benzoic acid, 4-amino-, 2-(diethylamino)ethyl ester beta-(diethylamino)ethyl 4-aminobenzoate beta-(diethylamino)ethyl 4-aminobenzoic acid Beta-(diethylamino)ethyl p-aminobenzoate Beta-(diethylamino)ethyl p-aminobenzoic acid beta-Diethylaminoethyl 4-aminobenzoate beta-Diethylaminoethyl 4-aminobenzoic acid Diethylaminoethyl p-aminobenzoate Diethylaminoethyl p-aminobenzoic acid Duracaine Factor H3 Geriocaine Gerokit Gerovital Gerovital H-3 Jenacain Jenacaine Neocaine Nissocaine Norocaine Novocain Novocaine p-Aminobenzoic acid 2-diethylaminoethyl ester p-Aminobenzoic acid, 2-(diethylamino)ethyl ester P-aminobenzoyldiethylaminoethanol P-aminobenzyoyldiethylaminoethanol Procain Procaina Procaina [inn-spanish] Procaine (van) Procaine [inn:ban] Procaine hydrochloride Procaine, base Procainum Procainum [inn-latin] Scurocaine Spinocaine Stoff H3 Vitamin H3 C13H20N2O2 236.3101 236.152477894 2-(diethylamino)ethyl 4-aminobenzoate procaine 59-46-1 CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 InChI=1S/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3 MFDFERRIHVXMIY-UHFFFAOYSA-N belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Benzoic acid esters Organic compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Aromatic homomonocyclic compounds Amino acids and derivatives Aminobenzoic acids and derivatives Aniline and substituted anilines Benzoyl derivatives Carboxylic acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organooxygen compounds Organopnictogen compounds Primary amines Trialkylamines Amine Amino acid or derivatives Aminobenzoic acid or derivatives Aniline or substituted anilines Aromatic homomonocyclic compound Benzoate ester Benzoyl Carboxylic acid derivative Carboxylic acid ester Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary amine Tertiary aliphatic amine Tertiary amine benzoate ester substituted aniline tertiary amino compound logp 2.10 ALOGPS logs -1.54 ALOGPS solubility 6.81e+00 g/l ALOGPS logp 1.88 ChemAxon pka_strongest_basic 8.96 ChemAxon iupac 2-(diethylamino)ethyl 4-aminobenzoate ChemAxon average_mass 236.3101 ChemAxon mono_mass 236.152477894 ChemAxon smiles CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 ChemAxon formula C13H20N2O2 ChemAxon inchi InChI=1S/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3 ChemAxon inchikey MFDFERRIHVXMIY-UHFFFAOYSA-N ChemAxon polar_surface_area 55.56 ChemAxon refractivity 70.3 ChemAxon polarizability 26.81 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 290 Specdb::CMs 10662 Specdb::CMs 138017 Specdb::CMs 145751 Specdb::MsMs 57453 Specdb::MsMs 57454 Specdb::MsMs 57455 Specdb::MsMs 113115 Specdb::MsMs 113116 Specdb::MsMs 113117 Specdb::MsMs 446881 Specdb::MsMs 446882 Specdb::MsMs 446883 Specdb::MsMs 446884 Specdb::MsMs 446885 Specdb::MsMs 447266 Specdb::MsMs 450468 Specdb::MsMs 2231852 Specdb::MsMs 2232324 Specdb::MsMs 2235913 Specdb::MsMs 2237480 Specdb::MsMs 2241517 Specdb::MsMs 2243622 Specdb::MsMs 2244282 Specdb::MsMs 2245727 Specdb::MsMs 2245802 Specdb::MsMs 2253045 Specdb::MsMs 2253448 Specdb::MsMs 2255056 Specdb::NmrOneD 3212 Specdb::NmrOneD 153190 Specdb::NmrOneD 153191 Specdb::NmrOneD 153192 Specdb::NmrOneD 153193 Specdb::NmrOneD 153194 Specdb::NmrOneD 153195 Specdb::NmrOneD 153196 Specdb::NmrOneD 153197 Specdb::NmrOneD 153198 Specdb::NmrOneD 153199 Specdb::NmrOneD 153200 Specdb::NmrOneD 153201 Specdb::NmrOneD 153202 Specdb::NmrOneD 153203 Specdb::NmrOneD 153204 Specdb::NmrOneD 153205 Specdb::NmrOneD 153206 Specdb::NmrOneD 153207 Specdb::NmrOneD 153208 Specdb::NmrOneD 153209 HMDB13304 8430