U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C18H28N2O.ClH.H2O
Molecular Weight 342.904
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUPIVACAINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=HUCIWBPMHXGLFM-UHFFFAOYSA-N
InChI=1S/C18H28N2O.ClH.H2O/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);1H;1H2

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 ( + / - )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 18:29:17 UTC 2023
Edited
by admin
on Fri Dec 15 18:29:17 UTC 2023
Record UNII
7TQO7W3VT8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BUPIVACAINE HYDROCHLORIDE
EP   MART.   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-IP  
USAN  
Official Name English
BUPIVACAINE HYDROCHLORIDE [VANDF]
Common Name English
BUPIVACAINE HYDROCHLORIDE [ORANGE BOOK]
Common Name English
WIN-11318
Code English
BUPIVACAINE HYDROCHLORIDE [EP MONOGRAPH]
Common Name English
2-PIPERIDINECARBOXAMIDE, 1-BUTYL-N-(2,6-DIMETHYLPHENYL)-, MONOHYDROCHLORIDE, MONOHYDRATE
Common Name English
BUPIVACAINE HYDROCHLORIDE MONOHYDRATE
MI   WHO-DD  
Common Name English
BUPIVACAINE HYDROCHLORIDE COMPONENT OF DUOCAINE
Common Name English
SENSORCAINE
Brand Name English
BUPIVACAINE HCL
Common Name English
BUPIVACAINE HYDROCHLORIDE [WHO-IP]
Common Name English
BUPIVACAINE HYDROCHLORIDE HYDRATE
JAN  
Common Name English
BUPIVACAINE HYDROCHLORIDE COMPONENT OF TKAINE
Common Name English
Bupivacaine hydrochloride monohydrate [WHO-DD]
Common Name English
(±)-1-BUTYL-2',6'-PIPECOLOXYLIDIDE MONOHYDROCHLORIDE, MONOHYDRATE
Common Name English
BUPIVACAINE HYDROCHLORIDE MONOHYDRATE [MI]
Common Name English
1-BUTYL-2',6'-PIPECOLOXYLIDIDE MONOHYDROCHLORIDE MONOHYDRATE
Systematic Name English
DUOCAINE COMPONENT BUPIVACAINE HYDROCHLORIDE
Common Name English
BUPIVACAINE HYDROCHLORIDE HYDRATE [JAN]
Common Name English
1-BUTYL-N-(2,6-DIMETHYLPHENYL)-2-PIPERIDINECARBOXAMIDE MONOHYDROCHLORIDE MONOHYDRATE
Systematic Name English
BUPIVACAINE HYDROCHLORIDE [USP-RS]
Common Name English
BUPIVACAINE HYDROCHLORIDE [USAN]
Common Name English
2-PIPERIDINECARBOXAMIDE, 1-BUTYL-N-(2,6-DIMETHYLPHENYL)-, HYDROCHLORIDE, HYDRATE (1:1:1)
Systematic Name English
BUPIVACAINE HYDROCHLORIDE [USP MONOGRAPH]
Common Name English
BUPIVACAINI HYDROCHLORIDUM [WHO-IP LATIN]
Common Name English
BUPIVACAINE HYDROCHLORIDE [MART.]
Common Name English
XARACOLL
Brand Name English
WIN 11,318
Code English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
FDA ORPHAN DRUG 510515
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
Code System Code Type Description
DRUG BANK
DBSALT001512
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
EPA CompTox
DTXSID501323779
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
PUBCHEM
5282419
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
SMS_ID
100000088212
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
FDA UNII
7TQO7W3VT8
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
NCI_THESAURUS
C28876
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
ChEMBL
CHEMBL1098
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
BUPIVACAINE HYDROCHLORIDE
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY Description: A white, crystalline powder; odourless. Solubility: Soluble in 25 parts of water and in 8 parts of ethanol (~750 g/l) TS; slightly soluble in ether R. Category: Local anaesthetic. Storage: Bupivacaine hydrochloride should be kept in a well-closed container. Definition: Bupivacaine hydrochloride contains not less than 98.5% and not more than 101.0% of C18H28N2O,HCl, calculated with reference to the dried substance.
RS_ITEM_NUM
1078507
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
CHEBI
31322
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
RXCUI
267396
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY RxNorm
EVMPD
SUB21381
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
EVMPD
SUB00902MIG
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
CHEBI
60789
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
MERCK INDEX
m2769
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
DAILYMED
7TQO7W3VT8
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
CAS
73360-54-0
Created by admin on Fri Dec 15 18:29:17 UTC 2023 , Edited by admin on Fri Dec 15 18:29:17 UTC 2023
PRIMARY
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ACTIVE MOIETY
http://apps.who.int/phint/en/p/docf/