lupanine
lupanine Basic information
- Product Name:
- lupanine
- Synonyms:
-
- (7aβ,14aα)-Dodecahydro-7α,14α-methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one
- 2-Oxosparteine
- d-Lupanine
- Lupanin
- LUPANINE(SH)
- lupanine
- 7,14-Methano-2H,11H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-11-one,dodecahydro-, (7S,7aR,14S,14aS)-
- CAS:
- 550-90-3
- MF:
- C15H24N2O
- MW:
- 248.36
- Mol File:
- 550-90-3.mol
lupanine Chemical Properties
- Melting point:
- 40-44°
- alpha
- D25 +84° (c = 4.8 in alc)
- Boiling point:
- bp3 190-193°
- Density
- 0.9789 (rough estimate)
- refractive index
- nD24 1.5444
- form
- Liquid
- pka
- 9.47±0.20(Predicted)
- color
- Colorless to light yellow
lupanine Usage And Synthesis
Uses
(+)-Lupanine is used in biological studies with quinolizidine alkaloids in seeds of lupin genotypes of different origins.
Definition
ChEBI: The delta-lactam obtained by formal oxidation at the 2-position of sparteine. The major alkaloid from the seeds of Lupinus exaltatus, L. mexicanus and L. rotundiflorus, it is among the most important of the tetracyc ic quinolizidine alkaloids.
in vivo
Lupanine (100-300 mg/kg for i.p.; 175-700 mg/kg for p.o.) is much less toxic in one single injection in EOPS male Swiss mice (20-22 g) and Hartley guinea-pigs (400-500 g)[1].
Lupanine (1-7.5 mg/kg; i.v.) is more efficient than Sparteine for antagonizing secondary reflex hypertension in carotid occlusion and hypotension resulting from the stimulation of the pneumogastric nerve in both the cat and the dog[1].
Lupanine has an inhibitory action on nicotinic type hypertension produced by injection of Acetylcholine (500 p.g/kg i.v.) in the Atropine-treated dog[1].
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lupanine(550-90-3)Related Product Information
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- hydroxygenkwanin
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- alpha-Cyperone
- Hydroxyecdysone
- beta-Sitosterol
- alpha-Terpineol
- Lupin seeds
- 1-(PIPERIDIN-3-YLMETHYL)PIPERIDINE
- (-)-Sparteine sulfate pentahydrate
- lupanine
- 1,3-BIS(2-PIPERIDYL)PROPANE
- 3-(2-ethylpiperidin-1-yl)propan-1-amine
- 1-(2-PIPERIDIN-2-YL-ETHYL)-PIPERIDINE
- 2-(1-ISOBUTYLPIPERIDIN-2-YL)ETHANAMINE
- N-PIPERIDIN-3-YLMETHYL-PROPIONAMIDE
- L-17-HYDROXYLUPANINE PERCHLORATE