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Bupivacaine
CAS: 2180-92-9 | C18H28N2O
2D Structure
3D Structure
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Basic Information
CAS Registry Number:
2180-92-9
Molecular Formula:
C18H28N2O
Molecular Mass:
288.43 g/mol
Names and Synonyms:
Bupivacaine
2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-
2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, (±)-
1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide
DL-Bupivacaine
(±)-Bupivacaine
Win 11318
1-Butyl-2′,6′-pipecoloxylidide
Bupivacaine
Carbostesin
Marcaine
Bupivan
Anekain
Bucain
SKY 0402
Exparel
RS-Bupivacaine
Identifiers:
SMILES:
CCCCN1CCCCC1C(O)=Nc1c(C)cccc1C
InChI:
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)
Key Properties
Melting Point
107-108 °C
CAS Common Chemistry
Spectral Data
NMR, IR, and Mass spectral data
1H NMR
13C NMR
Predicting NMR spectra...
10 ppm
9
8
7
6
5
4
3
2
1
0 ppm
| Shift (ppm) | Multiplicity | Integration | Assignment |
|---|
200 ppm
180
160
140
120
100
80
60
40
20
0 ppm
| Shift (ppm) | DEPT | Assignment |
|---|
Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.
All Properties
Comprehensive physical and chemical properties
| Property | Value | Source |
|---|---|---|
| Molecular Mass | 288.43 g/mol | CAS Common Chemistry |
| 288.43500000000006 g/mol | RDKit | |
| 288.22016351599996 g/mol | RDKit | |
| Canonical SMILES | O=C(NC=1C(=CC=CC1C)C)C2N(CCCC)CCCC2 | CAS Common Chemistry |
| InChI | 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) | CAS Common Chemistry |
| InChI Key | InChIKey=LEBVLXFERQHONN-UHFFFAOYSA-N | CAS Common Chemistry |
| Melting Point | 107-108 °C | CAS Common Chemistry |
| Name | Bupivacaine | CAS Common Chemistry |
| Heavy Atom Count | 21 | RDKit |
| Hydrogen Bond Acceptors | 2 | RDKit |
| Hydrogen Bond Donors | 1 | RDKit |
| Rotatable Bonds | 5 | RDKit |
| Aromatic Ring Count | 1 | RDKit |
| Topological Polar Surface Area | 35.83 Ų | RDKit |
| LogP | 4.546040000000004 | RDKit |
| Molar Refractivity | 89.75980000000006 | RDKit |
