Dibucaine
Dibucaine is a local anesthetic of the amide type now generally used for surface anesthesia. Dibucaine reversibly binds to and inactivates sodium channels in the neuronal cell membrane. Inhibition of sodium channels prevents the depolarization of nerve cell membranes and inhibits subsequent propagation of impulses along the course of the nerve, thereby limiting the excitation of nerve endings. This results in loss of sensation. Dibucaine inhibits normal butyrylcholinesterase activity. The percentage of butyrylcholine that remains unchanged in the blood of individuals administered a standard dose of dibucaine was the dibucaine number. This number was used to differentiate the genetic variants. A dibucaine number of 80 and above for wild type homozygotes (normal), 40-60 for heterozygotes (atypical), and 20 or less for atypical homozygotes (D70G)
General
Type : Local anesthetic, Quinoline, Drug, Not AlphaBeta Hydrolase target, Carboxamide
Chemical_Nomenclature : 2-Butoxy-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamide
Canonical SMILES : CCCCOC1=NC2=CC=CC=C2C(=C1)C(=O)NCCN(CC)CC
InChI : InChI=1S\/C20H29N3O2\/c1-4-7-14-25-19-15-17(16-10-8-9-11-18(16)22-19)20(24)21-12-13-23(5-2)6-3\/h8-11,15H,4-7,12-14H2,1-3H3,(H,21,24)
InChIKey : PUFQVTATUTYEAL-UHFFFAOYSA-N
Other name(s) : Nupercainal || Benzolin || Nupercaine || Percaine || Cincaine || Sovcaine || Cinchocaine || Dermacaine || Dibucain || Dibucaine Base || Dibucainum || Cincainum
MW : 343.5
Formula : C20H29N3O2
CAS_number : 85-79-0
PubChem : 3025
UniChem : PUFQVTATUTYEAL-UHFFFAOYSA-N
IUPHAR : 7159
Wikipedia : Cinchocaine
Target
Families : Dibucaine ligand of proteins in family
BCHE
References (10)
| Title : Butyrylcholinesterase genes in individuals with abnormal inhibition numbers and with trace activity: one common mutation and two novel silent genes - Dey_1998_Ann.Clin.Biochem_35_302 |
| Author(s) : Dey DC , Maekawa M , Sudo K , Kanno T |
| Ref : Annals of Clinical Biochemistry , 35 :302 , 1998 |
| Abstract : |
| PubMedSearch : Dey_1998_Ann.Clin.Biochem_35_302 |
| PubMedID: 9547905 |
| Gene_locus related to this paper: human-BCHE |
| Title : Overlapping drug interaction sites of human butyrylcholinesterase dissected by site-directed mutagenesis - Loewenstein-Lichtenstein_1996_Mol.Pharmacol_50_1423 |
| Author(s) : Loewenstein-Lichtenstein Y , Glick D , Gluzman N , Sternfeld M , Zakut H , Soreq H |
| Ref : Molecular Pharmacology , 50 :1423 , 1996 |
| Abstract : |
| PubMedSearch : Loewenstein-Lichtenstein_1996_Mol.Pharmacol_50_1423 |
| PubMedID: 8967962 |
| Gene_locus related to this paper: human-BCHE |
| Title : Identification of human plasma cholinesterase variants in 6,688 individuals using biochemical analysis - Jensen_1995_Acta.Anaesthesiol.Scand_39_157 |
| Author(s) : Jensen FS , Skovgaard LT , Viby-Mogensen J |
| Ref : Acta Anaesthesiologica Scandinavica , 39 :157 , 1995 |
| Abstract : |
| PubMedSearch : Jensen_1995_Acta.Anaesthesiol.Scand_39_157 |
| PubMedID: 7793180 |
| Title : [Prolonged neuromuscular block caused by succinylcholine in a patient with normal cholinesterase activity]. [Italian] - Tritapepe_1995_Minerva.Anestesiol_61_47 |
| Author(s) : Tritapepe L , Giardini M |
| Ref : Minerva Anestesiol , 61 :47 , 1995 |
| Abstract : |
| PubMedSearch : Tritapepe_1995_Minerva.Anestesiol_61_47 |
| PubMedID: 7617240 |
| Title : Plasma cholinesterase: gene and variations - Pantuck_1993_Anesth.Analg_77_380 |
| Author(s) : Pantuck EJ |
| Ref : Anesthesia & Analgesia , 77 :380 , 1993 |
| Abstract : |
| PubMedSearch : Pantuck_1993_Anesth.Analg_77_380 |
| PubMedID: 8346840 |
| 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 : |
| PubMedSearch : Lockridge_1990_Pharmacol.Ther_47_35 |
| PubMedID: 2195556 |
| Gene_locus related to this paper: human-BCHE |
| Title : Comparison of a commercially available assay system with two reference methods for the determination of plasma cholinesterase variants - Whittaker_1983_Clin.Chem_29_1746 |
| Author(s) : Whittaker M , Britten JJ , Dawson PJ |
| Ref : Clinical Chemistry , 29 :1746 , 1983 |
| Abstract : |
| PubMedSearch : Whittaker_1983_Clin.Chem_29_1746 |
| PubMedID: 6616819 |
| 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 : |
| PubMedSearch : Whittaker_1981_Hum.Hered_31_242 |
| PubMedID: 7287015 |