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27262-43-7 molecular structure
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(2R)-N-(2,6-dimethylphenyl)piperidine-2-carboxamide

ChemBase ID: 166675
Molecular Formular: C14H20N2O
Molecular Mass: 232.3214
Monoisotopic Mass: 232.15756327
SMILES and InChIs

SMILES:
c1cc(c(c(c1)C)NC(=O)[C@@H]1NCCCC1)C
Canonical SMILES:
O=C([C@H]1CCCCN1)Nc1c(C)cccc1C
InChI:
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)/t12-/m1/s1
InChIKey:
SILRCGDPZGQJOQ-GFCCVEGCSA-N

Cite this record

CBID:166675 http://www.chembase.cn/molecule-166675.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R)-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
IUPAC Traditional name
(2R)-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
Synonyms
(2R)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide
(R)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide
(R)-2',6'-Pipecoloxylidide
(-)-2',6'-Pipecoloxylidide
(-)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide
N-Desbutyl (R)-Bupivacaine
N-Desmethyl (R)-Mepivacaine
N-Despropyl (R)-Ropivacaine
CAS Number
27262-43-7
PubChem SID
162260808
PubChem CID
10353898

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC D297390 external link Add to cart
PubChem 10353898 external link
Data Source Data ID Price
TRC
D297390 external link Add to cart Please log in.
Data Source Data ID
PubChem 10353898 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 13.6328125  H Acceptors
H Donor LogD (pH = 5.5) -0.038040735 
LogD (pH = 7.4) 1.6142436  Log P 2.8085718 
Molar Refractivity 71.025 cm3 Polarizability 26.906809 Å3
Polar Surface Area 41.13 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - D297390 external link
A major metabolite of (R)-enantiomers of Bupivacaine (B689545) and the anesthetic Ropivacaine (R675005).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Fawcett, J.P. et al.: Chirality, 11, 50 (1999)
  • • Arvidsson, T. et al.: Chirality, 7, 272 (1999)
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PATENTS

PATENTS

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INTERNET

INTERNET

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