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Details

Stereochemistry RACEMIC
Molecular Formula C18H28N2O
Molecular Weight 288.4277
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUPIVACAINE

SMILES

CCCCN1CCCCC1C(=O)NC2=C(C)C=CC=C2C

InChI

InChIKey=LEBVLXFERQHONN-UHFFFAOYSA-N
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)

HIDE SMILES / InChI
Molecular Formula C18H28N2O
Molecular Weight 288.4277
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Unknown
123738
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:01:46 UTC 2023
Edited
by admin
on Fri Dec 15 15:01:46 UTC 2023
Record UNII
Y8335394RO
Record Status Validated (UNII)
Record Version
  • Download
Related Record Type
Name Type Language
BUPIVACAINE
HSDB   INN   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
BUPIVACAINE COMPONENT OF ZYNRELEF
Brand Name English
BUPIVACAINE [GREEN BOOK]
Common Name English
BUPIVACAINE [VANDF]
Common Name English
LIQ-865
Code English
BUPIVACAINE [HSDB]
Common Name English
BUPIVACAINE [ORANGE BOOK]
Common Name English
SKY0402
Code English
BUPIVACAINE [USAN]
Common Name English
BUPIVACAINE [MI]
Common Name English
2-PIPERIDINECARBOXAMIDE, 1-BUTYL-N-(2,6-DIMETHYLPHENYL)-, (±)-
Systematic Name English
ROPIVACAINE HYDROCHLORIDE IMPURITY, BUPIVACAINE- [USP IMPURITY]
Common Name English
POSIMIR
Brand Name English
(1)-1-BUTYL-N-(2,6-DIMETHYLPHENYL)PIPERIDINE-2-CARBOXAMIDE
Common Name English
Bupivacaine [WHO-DD]
Common Name English
LIQ865
Code English
bupivacaine [INN]
Common Name English
BUCAINE
Brand Name English
SKY-0402
Code English
ZYNRELEF COMPONENT BUPIVACAINE
Brand Name English
Classification Tree Code System Code
NDF-RT N0000007681
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
NDF-RT N0000175976
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
FDA ORPHAN DRUG 237207
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
WHO-VATC QN01BB01
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
WHO-VATC QN01BB51
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
NDF-RT N0000175682
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
NCI_THESAURUS C245
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
WHO-ATC N01BB51
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
WHO-ATC N01BB01
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 1.2
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
Code System Code Type Description
ECHA (EC/EINECS)
218-553-3
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
ALTERNATIVE
CAS
2180-92-9
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
SUPERSEDED
PUBCHEM
2474
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
MERCK INDEX
m2769
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY Merck Index
RXCUI
1815
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
LACTMED
Bupivacaine
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
ECHA (EC/EINECS)
253-911-2
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
DAILYMED
Y8335394RO
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
NCI_THESAURUS
C62011
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
CAS
38396-39-3
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
FDA UNII
Y8335394RO
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
MESH
D002045
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
USAN
ZZ-05
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
ChEMBL
CHEMBL1098
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
HSDB
7790
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
DRUG BANK
DB00297
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
IUPHAR
2397
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
CHEBI
77431
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
WIKIPEDIA
BUPIVACAINE
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
SMS_ID
100000088449
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
EPA CompTox
DTXSID2022703
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
CHEBI
3215
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
INN
2279
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
DRUG CENTRAL
432
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
EVMPD
SUB05983MIG
Created by admin on Fri Dec 15 15:01:46 UTC 2023 , Edited by admin on Fri Dec 15 15:01:46 UTC 2023
PRIMARY
Related Record Type Details
CYTOCHROME P450 2C19
METABOLIC ENZYME -> SUBSTRATE
MINOR
Structure of BUPIVACAINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Structure of LEVOBUPIVACAINE
ENANTIOMER -> RACEMATE
Structure of BUPIVACAINE
EXCRETED UNCHANGED
URINE
BUPIVACAINE LIPOSOME
SUB_CONCEPT->SUBSTANCE
Structure of BUPIVACAINE HYDROCHLORIDE ANHYDROUS
SALT/SOLVATE -> PARENT
Structure of BUPIVACAINE, (R)-
ENANTIOMER -> RACEMATE
CYTOCHROME P450 2D6
METABOLIC ENZYME -> SUBSTRATE
MINOR
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
MAJOR
Related Record Type Details
Structure of 2',6'-PIPECOLOXYLIDIDE
METABOLITE -> PARENT
MAJOR
Related Record Type Details
Structure of ROPIVACAINE HYDROCHLORIDE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of BUPIVACAINE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC After injection of Bupivacaine Hydrochloride for caudal, epidural, or peripheral nerve block in man

Biological Half-life PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
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