Details of Drug

Drug General Information (ID: D0218)
Drug Name	Bupivacaine
Drug Type	Small molecule
Drug Synonymous	Anekain; Bloqueina; Bucaine; Bupivacaina; Bupivacainum; Bupivan; CBupivacaine; Carbostesin; DepoBupivacaine; Marcaina; Marcaine; Sensorcaine; Bupivacaine Carbonate; Bupivacaine HCL; Bupivacaine HCL KIT; Marcaine HCL; Marcaine Spinal; AH 250; Win 11318; Win 11318 HCl; Bucaine (TN); Bupivacaina [INN-Spanish]; Bupivacaine (INN); Bupivacaine Monohydrochloride, Monohydrate; Bupivacaine [INN:BAN]; Bupivacainum [INN-Latin]; DL-Bupivacaine; DUR-843; Marcain (TN); Marcaine (TN); Sensorcaine (TN); Sensorcaine-MPF; Sensorcaine-MPFSpinal; Transdur-Bupivacaine; Vivacaine (TN); Dl-1-Butyl-2',6'-pipecoloxylidide; (1)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide; (inverted exclamation markA)-bupivacaine; 1-Butyl-2',6'-pipecoloxylidide; 1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide; 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide Click to Show/Hide
Disease Class	9A76-9A78: Corneal disease; MG30-MG3Z: Pain
Therapeutic Class	Anesthetics
Structure
Structure	3D Structure		2D Structure
Formula	C18H28N2O
InChI	1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)
InChIKey	LEBVLXFERQHONN-UHFFFAOYSA-N
Canonical SMILES	CCCCN1CCCCC1C(=O)NC2=C(C=CC=C2C)C
External Link
	Pubchem ID	2474
	CAS Number	38396-39-3
	CHEBI ID	77431
	TTD ID	D0A0FL

Drug-Drug Interaction Network
Sunburst Graph		Legend Information AM003 Affected organization distribution AM004 Affected intra/extra-hepatic metabolism AM006 Pharmacodynamic additive effects AM007 Pharmacodynamic antagonistic effects BM013 Competitive binding of plasma proteins BM017 CYP450 enzyme inhibition BM022 CYP450 enzyme induction BM024 Competitive inhibition of metabolic enzyme BM038 Additive CNS depression effects BM049 Increased risk of atrioventricular block BM051 Increased risk of bradycardia BM071 Increased risk of methemoglobinemia BM107 Attenuated pharmacological effects (Unspecific)
Relation Graph

Full list of drugs interacting with Bupivacaine
Affected organization distribution
	Competitive binding of plasma proteins					Drug Num: 4
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0446		Desipramine	C18H22N2	2995	Minor		Inter Info	[41]
D1001		Meperidine	C15H21NO2	4058	Minor		Inter Info	[41]
D1371		Quinidine	C20H24N2O2	441074	Minor		Inter Info	[41]
D1283		Phenytoin	C15H12N2O2	1775	Minor		Inter Info	[2], [15], [42], [3], [5]
Affected intra/extra-hepatic metabolism
	CYP450 enzyme inhibition					Drug Num: 12
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0002		Abametapir (topical)	C12H12N2	15664	Moderate		Inter Info	[9]
D0100		Aprepitant	C23H21F7N4O3	135413536	Moderate		Inter Info	[13], [14]
D0534		Dronedarone	C31H44N2O5S	208898	Moderate		Inter Info	[17]
D0693		Fosaprepitant	C23H22F7N4O6P	135413538	Moderate		Inter Info	[13], [14]
D0699		Fostamatinib	C23H26FN6O9P	11671467	Moderate		Inter Info	[18]
D0899		Lefamulin	C28H45NO5S	25185057	Moderate		Inter Info	[19], [20], [21]
D1459		Selpercatinib	C29H31N7O3	134436906	Moderate		Inter Info	[23], [21]
D1505		Stiripentol	C14H18O3	5311454	Moderate		Inter Info	[26]
D1544		Telithromycin	C43H65N5O10	3002190	Moderate		Inter Info	[28], [29]
D1660		Tucatinib	C26H24N8O2	51039094	Moderate		Inter Info	[31]
D0035		Alfentanil	C21H32N6O3	51263	Minor		Inter Info	[32], [33], [34]
D0439		Delavirdine	C22H28N6O3S	5625	Minor		Inter Info	[35], [36], [37], [38], [39], [40]
	CYP450 enzyme induction					Drug Num: 2
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0953		Lorlatinib	C21H19FN6O2	71731823	Moderate		Inter Info	[22]
D1538		Tazemetostat	C34H44N4O4	66558664	Moderate		Inter Info	[27]
	Competitive inhibition of metabolic enzyme					Drug Num: 3
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1476		Sirolimus	C51H79NO13	5284616	Moderate		Inter Info	[24], [25]
D1526		Tacrolimus	C44H69NO12	445643	Moderate		Inter Info	[24], [25]
D1549		Temsirolimus	C56H87NO16	6918289	Moderate		Inter Info	[24], [25]
Pharmacodynamic additive effects
	Additive CNS depression effects					Drug Num: 16
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0045		Alprazolam	C17H13ClN4	2118	Moderate		Inter Info	[1], [2], [10]
D0317		Chlordiazepoxide	C16H14ClN3O	2712	Moderate		Inter Info	[1], [2], [10]
D0356		Clobazam	C16H13ClN2O2	2789	Moderate		Inter Info	[1], [2], [10]
D0362		Clonazepam	C15H10ClN3O3	2802	Moderate		Inter Info	[1], [2], [10]
D0365		Clorazepic acid	C16H11ClN2O3	2809	Moderate		Inter Info	[1], [2], [10]
D0473		Diazepam	C16H13ClN2O	3016	Moderate		Inter Info	[1], [2], [10]
D0604		Estazolam	C16H11ClN4	3261	Moderate		Inter Info	[1], [2], [10]
D0679		Flurazepam	C21H23ClFN3O	3393	Moderate		Inter Info	[1], [2], [10]
D0748		Halazepam	C17H12ClF3N2O	31640	Moderate		Inter Info	[1], [2], [10]
D1060		Midazolam	C18H13ClFN3	4192	Moderate		Inter Info	[1], [2], [10]
D1197		Oxazepam	C15H11ClN2O2	4616	Moderate		Inter Info	[1], [2], [10]
D1367		Quazepam	C17H11ClF4N2S	4999	Moderate		Inter Info	[1], [2], [10]
D1391		Remimazolam	C21H19BrN4O2	9867812	Moderate		Inter Info	[1], [2], [10]
D1632		Triazolam	C17H12Cl2N4	5556	Moderate		Inter Info	[1], [2], [10]
D0951		Lorazepam	C15H10Cl2N2O2	3958	Moderate		Inter Info	[1], [2], [10]
D1547		Temazepam	C16H13ClN2O2	5391	Moderate		Inter Info	[1], [2], [10]
	Increased risk of bradycardia					Drug Num: 25
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0173		Betaxolol	C18H29NO3	2369	Moderate		Inter Info	[6], [7], [8]
D0174		Betaxolol (ophthalmic)	C18H29NO3	2369	Moderate		Inter Info	[6], [7], [8]
D0010		Acebutolol	C18H28N2O4	1978	Moderate		Inter Info	[6], [7], [8]
D0066		Amiodarone	C25H29I2NO3	2157	Moderate		Inter Info	[11], [12]
D0117		Atenolol	C14H22N2O3	2249	Moderate		Inter Info	[6], [7], [8]
D0188		Bisoprolol	C18H31NO4	2405	Moderate		Inter Info	[6], [7], [8]
D0200		Bretylium	C11H17BrN+	2431	Moderate		Inter Info	[11], [12]
D0265		Carteolol	C16H24N2O3	2583	Moderate		Inter Info	[6], [7], [8]
D0787		Ibutilide	C20H36N2O3S	60753	Moderate		Inter Info	[11], [12]
D0884		Labetalol	C19H24N2O3	3869	Moderate		Inter Info	[6], [7], [8]
D0914		Levobetaxolol (ophthalmic)	C18H29NO3	60657	Moderate		Inter Info	[6], [7], [8]
D0915		Levobunolol (ophthalmic)	C17H25NO3	39468	Moderate		Inter Info	[6], [7], [8]
D1045		Metipranolol (ophthalmic)	C17H27NO4	31477	Moderate		Inter Info	[6], [7], [8]
D1098		Nadolol	C17H27NO4	39147	Moderate		Inter Info	[6], [7], [8]
D1114		Nebivolol	C22H25F2NO4	71301	Moderate		Inter Info	[6], [7], [8]
D1244		Penbutolol	C18H29NO2	37464	Moderate		Inter Info	[6], [7], [8]
D1293		Pindolol	C14H20N2O2	4828	Moderate		Inter Info	[6], [7], [8]
D1357		Propranolol	C16H21NO2	4946	Moderate		Inter Info	[6], [7], [8]
D1498		Sotalol	C12H20N2O3S	5253	Moderate		Inter Info	[6], [7], [8]
D1585		Timolol	C13H24N4O3S	33624	Moderate		Inter Info	[6], [7], [8]
D1586		Timolol (ophthalmic)	C13H24N4O3S	33624	Moderate		Inter Info	[6], [7], [8]
D0513		Dofetilide	C19H27N3O5S2	71329	Moderate		Inter Info	[11], [12]
D0602		Esmolol	C16H25NO4	59768	Moderate		Inter Info	[6], [7], [8]
D1049		Metoprolol	C15H25NO3	4171	Moderate		Inter Info	[6], [7], [8]
D1428		Ropivacaine	C17H26N2O	175805	Moderate		Inter Info	[12]
	Increased risk of methemoglobinemia					Drug Num: 12
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1337		Prilocaine	C13H20N2O	4906	Major		Inter Info	[1], [2], [3]
D1338		Prilocaine (topical)	C13H20N2O	4906	Major		Inter Info	[4], [1], [5]
D0163		Benzocaine (topical)	C9H11NO2	2337	Moderate		Inter Info	[2], [15], [16]
D0339		Cinchocaine (topical)	C20H29N3O2	3025	Moderate		Inter Info	[2], [15], [16]
D0377		Cocaine (nasal)	C17H21NO4	446220	Moderate		Inter Info	[2], [15], [16]
D0378		Cocaine (topical)	C17H21NO4	446220	Moderate		Inter Info	[2], [15], [16]
D1852		Oxybuprocaine (ophthalmic)	C17H28N2O3	4633	Moderate		Inter Info	[2], [15], [16]
D1870		Proparacaine (ophthalmic)	C16H26N2O3	4935	Moderate		Inter Info	[2], [15], [16]
D1904		Tetracaine (ophthalmic)	C15H24N2O2	5411	Moderate		Inter Info	[2], [15], [16]
D1562		Tetracaine (topical)	C15H24N2O2	5411	Moderate		Inter Info	[2], [15], [16]
D1835		Lidocaine (ophthalmic)	C14H22N2O	3676	Moderate		Inter Info	[2], [15], [16]
D0928		Lidocaine (topical)	C14H22N2O	3676	Moderate		Inter Info	[2], [15], [16]
Pharmacodynamic antagonistic effects
	Attenuated pharmacological effects (Unspecific)					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1909		Tilmanocept	NA	NA	Moderate		Inter Info	[30]

References
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