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Details

Stereochemistry RACEMIC
Molecular Formula C14H20N2O
Molecular Weight 232.3214
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2',6'-PIPECOLOXYLIDIDE

SMILES

CC1=CC=CC(C)=C1NC(=O)C2CCCCN2

InChI

InChIKey=SILRCGDPZGQJOQ-UHFFFAOYSA-N
InChI=1S/C14H20N2O/c1-10-6-5-7-11(2)13(10)16-14(17)12-8-3-4-9-15-12/h5-7,12,15H,3-4,8-9H2,1-2H3,(H,16,17)

HIDE SMILES / InChI
Molecular Formula C14H20N2O
Molecular Weight 232.3214
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Synthesis and structure-activity relationships of potential anticonvulsants based on 2-piperidinecarboxylic acid and related pharmacophores.
2001-03
Acute cardiovascular and central nervous system toxicity of bupivacaine and desbutylbupivacaine in the rat.
1992-02
Patents

Patents

06337423
1
06462034
2
06495681
1
06576791
1
9125814
1
WO1996011181A1
1
WO2009089842A1
1
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:33:01 GMT 2025
Edited
by admin
on Mon Mar 31 22:33:01 GMT 2025
Record UNII
NF8RN1V7VM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BUPIVACAINE HYDROCHLORIDE IMPURITY B [EP IMPURITY]
Preferred Name English
2',6'-PIPECOLOXYLIDIDE
Common Name English
DEBUTYLBUPIVACAINE
Common Name English
DESBUTYLBUPIVACAINE
Common Name English
BUPIVACAINE RELATED COMPOUND B
USP-RS  
Common Name English
(2RS)-N-(2,6-DIMETHYLPHENYL)PIPERIDINE-2-CARBOXAMIDE
Systematic Name English
MEPIVACAINE HYDROCHLORIDE IMPURITY B [EP IMPURITY]
Common Name English
N-DESBUTYLBUPIVACAINE
Common Name English
2',6'-PIPECOLOXYLIDIDE, (±)-
Common Name English
BUPIVACAINE METABOLITE PPX
Common Name English
2-PIPERIDINECARBOXAMIDE, N-(2,6-DIMETHYLPHENYL)-
Systematic Name English
2',6'-PIPECOLYLXYLIDINE
Common Name English
BUPIVACAINE RELATED COMPOUND B [USP-RS]
Common Name English
DEMETHYLMEPIVACAINE
Common Name English
(RS)-N-(2,6-DIMETHYLPHENYL)PIPERIDINE-2-CARBOXAMIDE
Systematic Name English
BUPIVACAINE HYDROCHLORIDE RELATED COMPOUND B
Common Name English
N-(2,6-DIMETHYLPHENYL)-2-PIPERIDINECARBOXAMIDE
Systematic Name English
Code System Code Type Description
RS_ITEM_NUM
1078529
Created by admin on Mon Mar 31 22:33:01 GMT 2025 , Edited by admin on Mon Mar 31 22:33:01 GMT 2025
PRIMARY
EPA CompTox
DTXSID90870436
Created by admin on Mon Mar 31 22:33:01 GMT 2025 , Edited by admin on Mon Mar 31 22:33:01 GMT 2025
PRIMARY
CAS
15883-20-2
Created by admin on Mon Mar 31 22:33:01 GMT 2025 , Edited by admin on Mon Mar 31 22:33:01 GMT 2025
PRIMARY
FDA UNII
NF8RN1V7VM
Created by admin on Mon Mar 31 22:33:01 GMT 2025 , Edited by admin on Mon Mar 31 22:33:01 GMT 2025
PRIMARY
PUBCHEM
115282
Created by admin on Mon Mar 31 22:33:01 GMT 2025 , Edited by admin on Mon Mar 31 22:33:01 GMT 2025
PRIMARY
Related Record Type Details
Structure of BUPIVACAINE
PARENT -> METABOLITE
MAJOR
Related Record Type Details
Structure of MEPIVACAINE HYDROCHLORIDE
PARENT -> IMPURITY
Structure of BUPIVACAINE HYDROCHLORIDE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
NIH
NCATS
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