Procaine
Procaine is a local anesthetic of the ester type that has a slow onset and a short duration of action. It is mainly used for infiltration anesthesia, peripheral nerve block, and spinal block.Procaine binds to and inhibits voltage-gated sodium channels, thereby inhibiting the ionic flux required for the initiation and conduction of impulses. In addition, this agent increases electrical excitation threshold, reduces rate of rise of action potential and slows nerve impulse propagation thereby causing loss of sensation.
General
Type : Local anesthetic,Drug,Not A\/B H target
Chemical_Nomenclature : 4-Aminobenzoic acid 2-(diethylamino) ethyl ester hydrochloride
Canonical SMILES : CCN(CC)CCOC(=O)C1=CC=C(C=C1)N
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
InChIKey : MFDFERRIHVXMIY-UHFFFAOYSA-N
Other name(s) :
MW : 236.31
Formula : C13H20N2O2.HCl
CAS_number : 59-46-1
PubChem : 4914
UniChem : MFDFERRIHVXMIY-UHFFFAOYSA-N
IUPHAR : 4291
Wikipedia : Procaine
Target
References (24)
| Title : Randomised controlled trial of spinal anaesthesia with bupivacaine or 2-chloroprocaine during caesarean section - Maes_2016_Acta.Anaesthesiologica.Scandinavica_60_642 |
| Author(s) : Maes S , Laubach M , Poelaert J |
| Ref : Acta Anaesthesiologica Scandinavica , 60 :642 , 2016 |
| Abstract : Maes_2016_Acta.Anaesthesiologica.Scandinavica_60_642 |
| ESTHER : Maes_2016_Acta.Anaesthesiologica.Scandinavica_60_642 |
| PubMedSearch : Maes_2016_Acta.Anaesthesiologica.Scandinavica_60_642 |
| PubMedID: 26608876 |
| Title : Characterization of procaine metabolism as probe for the butyrylcholinesterase enzyme investigation by simultaneous determination of procaine and its metabolite using capillary electrophoresis with electrochemiluminescence detection - Yuan_2007_J.Chromatogr.A_1154_368 |
| Author(s) : Yuan J , Yin J , Wang E |
| Ref : Journal of Chromatography A , 1154 :368 , 2007 |
| Abstract : Yuan_2007_J.Chromatogr.A_1154_368 |
| ESTHER : Yuan_2007_J.Chromatogr.A_1154_368 |
| PubMedSearch : Yuan_2007_J.Chromatogr.A_1154_368 |
| PubMedID: 17507024 |
| Title : Specificity of procaine and ester hydrolysis by human, minipig, and rat skin and liver - Jewell_2007_Drug.Metab.Dispos_35_2015 |
| Author(s) : Jewell C , Ackermann C , Payne NA , Fate G , Voorman R , Williams FM |
| Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 35 :2015 , 2007 |
| Abstract : Jewell_2007_Drug.Metab.Dispos_35_2015 |
| ESTHER : Jewell_2007_Drug.Metab.Dispos_35_2015 |
| PubMedSearch : Jewell_2007_Drug.Metab.Dispos_35_2015 |
| PubMedID: 17664252 |
| Title : Effects of glutamate agonist versus procaine microinjections into the basal forebrain cholinergic cell area upon gamma and theta EEG activity and sleep-wake state - Cape_2000_Eur.J.Neurosci_12_2166 |
| Author(s) : Cape EG , Jones BE |
| Ref : European Journal of Neuroscience , 12 :2166 , 2000 |
| Abstract : Cape_2000_Eur.J.Neurosci_12_2166 |
| ESTHER : Cape_2000_Eur.J.Neurosci_12_2166 |
| PubMedSearch : Cape_2000_Eur.J.Neurosci_12_2166 |
| PubMedID: 10886356 |
| Title : Genetic variants of human serum cholinesterase influence metabolism of the muscle relaxant succinylcholine. - Lockridge_1990_Pharmacol.Ther_47_35 |
| Author(s) : Lockridge O |
| Ref : Pharmacol Ther , 47 :35 , 1990 |
| Abstract : Lockridge_1990_Pharmacol.Ther_47_35 |
| ESTHER : Lockridge_1990_Pharmacol.Ther_47_35 |
| PubMedSearch : Lockridge_1990_Pharmacol.Ther_47_35 |
| PubMedID: 2195556 |
| Gene_locus related to this paper: human-BCHE |
| Title : The effect of procainamide on plasma cholinesterase activity - Kambam_1987_Can.J.Anaesth_34_579 |
| Author(s) : Kambam JR , Naukam RJ , Sastry BV |
| Ref : Canadian Journal of Anaesthesia , 34 :579 , 1987 |
| Abstract : Kambam_1987_Can.J.Anaesth_34_579 |
| ESTHER : Kambam_1987_Can.J.Anaesth_34_579 |
| PubMedSearch : Kambam_1987_Can.J.Anaesth_34_579 |
| PubMedID: 3677282 |
| Title : Cocaine, phencyclidine, and procaine inhibition of the acetylcholine receptor: characterization of the binding site by stopped-flow measurements of receptor-controlled ion flux in membrane vesicles - Karpen_1986_Biochemistry_25_1777 |
| Author(s) : Karpen JW , Hess GP |
| Ref : Biochemistry , 25 :1777 , 1986 |
| Abstract : Karpen_1986_Biochemistry_25_1777 |
| ESTHER : Karpen_1986_Biochemistry_25_1777 |
| PubMedSearch : Karpen_1986_Biochemistry_25_1777 |
| PubMedID: 2423116 |
| Title : Regulatory properties of acetylcholine receptor: evidence for two different inhibitory sites, one for acetylcholine and the other for a noncompetitive inhibitor of receptor function (procaine) - Shiono_1984_Biochemistry_23_6889 |
| Author(s) : Shiono S , Takeyasu K , Udgaonkar JB , Delcour AH , Fujita N , Hess GP |
| Ref : Biochemistry , 23 :6889 , 1984 |
| Abstract : Shiono_1984_Biochemistry_23_6889 |
| ESTHER : Shiono_1984_Biochemistry_23_6889 |
| PubMedSearch : Shiono_1984_Biochemistry_23_6889 |
| PubMedID: 6529587 |
| Title : Antinociceptive Action of Cholinomimetics Evaluated with the Method of the Return of Corneal Anesthesia Induced with Procaine - |
| Author(s) : Aloisi F , Scotti de Carolis A , Longo VG |
| Ref : Advances in Behavioral Biology , 25 :833 , 1981 |
| PubMedID: |
| Title : Differential inhibition of plasma cholinesterase variants using the dibutyrate analogue of pancuronium bromide - Whittaker_1981_Hum.Hered_31_242 |
| Author(s) : Whittaker M , Britten JJ |
| Ref : Hum Hered , 31 :242 , 1981 |
| Abstract : Whittaker_1981_Hum.Hered_31_242 |
| ESTHER : Whittaker_1981_Hum.Hered_31_242 |
| PubMedSearch : Whittaker_1981_Hum.Hered_31_242 |
| PubMedID: 7287015 |
| Title : The effect of procaine on the action of acetylcholine at the neuromuscular junction - Katz_1975_J.Physiol_249_269 |
| Author(s) : Katz B , Miledi R |
| Ref : The Journal of Physiology , 249 :269 , 1975 |
| Abstract : Katz_1975_J.Physiol_249_269 |
| ESTHER : Katz_1975_J.Physiol_249_269 |
| PubMedSearch : Katz_1975_J.Physiol_249_269 |
| PubMedID: 1177094 |
| Title : The effects of pH on penetration and action of procaine 14C, atropine 3H, n-butanol 14C and halothane 14C in single giant axons of the squid - |
| Author(s) : Dettbarn WD , Heilbronn E , Hoskin FC , Kitz RJ |
| Ref : Neuropharmacology , 11 :727 , 1972 |
| PubMedID: 4670599 |
| Title : [Action of some quaternary ammonium derivatives of procaine on resistance to hypoxia and on the temperature of the white rat] - |
| Author(s) : Cheymol J , Freyss-Beguin M , Bourdais J |
| Ref : Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales , 161 :54 , 1967 |
| PubMedID: 4234329 |
| Title : [Action of procaine amide and of some related tertiary amines on the temperature of the white rat and its resistance to hypoxia] - |
| Author(s) : Cheymol J , Freyss-Beguin M , Laget C |
| Ref : Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales , 161 :58 , 1967 |
| PubMedID: 4236126 |
| Title : La cholinesterase serique (d'origine humaine ou equine) exerce a l'egard de la procaine le meme effet hydrolysant que le serum - |
| Author(s) : Hazard R , Rodallec A , Larno S |
| Ref : The Journal of Physiology , 59 :9 , 1967 |
| PubMedID: 6051811 |
| Title : [DETERMINATION OF PROCAINE ESTERASE LEVELS IN PURE STRAIN MICE] - |
| Author(s) : Hazard R , Cheymol J , Sabourdy M , Larno S , Gouillet G , Rodallec A , Tuffrau H |
| Ref : Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales , 158 :1327 , 1964 |
| PubMedID: 14216112 |
| Title : Properties of the procaine endplate potential - |
| Author(s) : Furukawa T |
| Ref : Japanese Journal of Physiology , 7 :199 , 1957 |
| PubMedID: 13491243 |
| Title : Protection of cholinesterases by procaine against inactivation by tabun in vitro - |
| Author(s) : Augustinsson KB , Grahn M |
| Ref : Acta Physiologica Scandinavica , 27 :10 , 1952 |
| PubMedID: 13007495 |
| Title : Contributions a la pharmacologie de la procaine - |
| Author(s) : Atanackovic D , Dalgaard-Mikkeisen S |
| Ref : Archives Internationales de Pharmacodynamie et de Therapie , 85 :1 , 1951 |
| PubMedID: |