ChemicalBook--->CAS DataBase List--->550-90-3

550-90-3

550-90-3 Structure

550-90-3 Structure
IdentificationBack Directory
[Name]

lupanine
[CAS]

550-90-3
[Synonyms]

Lupanin
lupanine
d-Lupanine
LUPANINE(SH)
2-Oxosparteine
(7aβ,14aα)-Dodecahydro-7α,14α-methano-4H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one
[Molecular Formula]

C15H24N2O
[MDL Number]

MFCD00870094
[MOL File]

550-90-3.mol
[Molecular Weight]

248.368
Chemical PropertiesBack Directory
[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
Hazard InformationBack Directory
[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.
[Uses]

(+)-Lupanine is used in biological studies with quinolizidine alkaloids in seeds of lupin genotypes of different origins.
[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].

Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319
[Precautionary statements ]

P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
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