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Basic information
- CAS
18688-40-9- Standard SMILES
O=C1CCCC(=O)N1C[C@H]1CCCN2CCCC[C@H]12- InChIKey
IFGFYNRAHYENJQ-CHWSQXEVSA-N- Molecular formula
- C15H24N2O2
- Average molar mass
- 264.369 g/mol
- Monoisotopic mass
- 264.18377801
Names & identifiers
- Preferred name
- Lamprolobine
- IUPAC
- 1-{[(1R,9aR)-Octahydro-2H-quinolizin-1-yl]methyl}piperidine-2,6-dione
- English name
- 1-[[(1R,8aR)-2,3,4,5,6,7,8,8a-octahydro-1H-quinolizin-1-yl]methyl]pipe ridine-2,6-dione
- Molecular formula
- C15H24N2O2
- Molecular weight
- 264.36
Names & synonyms
Lamprolobine(+)-Lamprolobine2,6-Piperidinedione, 1-[[(1R,9aR)-octahydro-2H-quinolizin-1-yl]methyl]-1-[[(1R,9aβ)-Octahydro-2H-quinolizine-1β-yl]methyl]piperidine-2,6-dione(+)-1-[[(1R,9aβ)-Octahydro-2H-quinolizine-1-yl]methyl]-2,6-piperidinedione1-[[(1R,8aR)-2,3,4,5,6,7,8,8a-octahydro-1H-quinolizin-1-yl]methyl]pipe ridine-2,6-dione
Database identifiers
- CAS
18688-40-9- PubChem CID
- 87752
- DTXSID
DTXSID00171946- ChEBI
CHEBI:6369- Nikkaji
- J1.076.775J
Properties
Physicochemical properties
- Boiling point
- 418.1 · 418.1±18.0 °C(Predicted)
- Density
- 1.15 · 1.15±0.1 g/cm3(Predicted)
- pka
- 10.15 · 10.15±0.40(Predicted)
Chemistry & industry
Applications
DescriptionThe leaves of Lamprolobium fruticosum yields this alkaloid as a colourless oil, [α]20Do + 29° (EtOH) and furnishing a crystalline picrate, m.p. 153-4°C. Acid hydrolysis of the alkaloid yields glutaric acid and (+ )-l-aminoethylquinolizidine. The stereochemistry of the latter has been established by demonstrating the identity of the N-acetyl derivative, m.p. l44-5°C; [α]20Do + 46° (EtOH) with that prepared from epilupinine. The structure has been confirmed from the infrared, NMR and mass spectra. The total synthesis of the optically inactive alkaloid and its epimer has been carried out.
Suppliers1 total
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
Additional notes
DefinitionChEBI: Lamprolobine is a member of quinolizines.
Related reactions
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Compound notes
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