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Molecule
RS-Bupivacaine
CAS: 2180-92-9 · C18H28N2O
2D Structure
3D Structure
Loading 3D structure...
Basic Information
- CAS Registry Number
- 2180-92-9
- Molecular Formula
- C18H28N2O
- Molecular Mass
- 288.43 g/mol
Identifiers
CAS Registry Number
2180-92-9
SMILES
CCCCN1CCCCC1C(O)=Nc1c(C)cccc1C
InChI Key
LEBVLXFERQHONN-UHFFFAOYSA-N
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)
Names and Synonyms
- RS-Bupivacaine Synonym
- Bupivacaine Synonym
- 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)- Synonym
- 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, (±)- Synonym
- 1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide Synonym
- DL-Bupivacaine Synonym
- (±)-Bupivacaine Synonym
- Win 11318 Synonym
- 1-Butyl-2′,6′-pipecoloxylidide Synonym
- Bupivacaine Synonym
- Carbostesin Synonym
- Marcaine Synonym
- Bupivan Synonym
- Anekain Synonym
- Bucain Synonym
- SKY 0402 Synonym
- Exparel Synonym
All Properties
Comprehensive physical and chemical properties
| Property | Value | Source |
|---|---|---|
| Molecular Mass | 288.43 g/mol | CAS Common Chemistry |
| 288.43500000000006 g/mol | RDKit | |
| 288.435 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 |
| 35.6 Ų | chempirical lib | |
| LogP | 4.546040000000004 | RDKit |
| 4.546 | RDKit | |
| 4.4 | chempirical lib | |
| Molar Refractivity | 89.75980000000006 cm³/mol | RDKit |
| Ring Count | 2 | RDKit |
| Formal Charge | 0 | RDKit |
| Fraction Csp3 | 0.6111 | RDKit |
| 0.61 | chempirical lib | |
| Exact Mass | 288.22016351599996 g/mol | RDKit |
Spectral Data
NMR, IR, and Mass spectral data
Predicting NMR spectra...
10 ppm
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| Shift (ppm) | Multiplicity | Integration | Assignment |
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200 ppm
180
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20
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| Shift (ppm) | DEPT | Assignment |
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Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.
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MW = 288.43 g/mol. Edit any field — others recompute live.
