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(-)-SPARTEINE

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(-)-SPARTEINE Basic information

Product Name:
(-)-SPARTEINE
Synonyms:
  • Spartine
  • MINUS-SPARTEINE FREE BASE
  • 6h-dipyrido(1,2-a:1’,2’-e)(1,5)diazocine,dodecahydro-14-methano-2h
  • 7,14-Methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, dodecahydro-
  • 7,14-Methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, dodecahydro-, [7S-(7alpha,7aalpha,14alpha,14abeta)]-
  • Dodecahydro [7S-(7alpha,7aalpha,14alpha,14abeta)]-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine
  • Lupinidin
  • Spartein
CAS:
90-39-1
MF:
C15H26N2
MW:
234.38
EINECS:
201-988-8
Product Categories:
  • Alkaloids
  • Alkaloids (Others)
  • Biochemistry
Mol File:
90-39-1.mol
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(-)-SPARTEINE Chemical Properties

Melting point:
30.5°C
Boiling point:
137-138 °C1 mm Hg(lit.)
alpha 
D21 -16.4° (c = 10 in abs alc)
Density 
1.02 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.528(lit.)
Flash point:
>230 °F
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethanol (Slightly)
form 
liquid
pka
2.24, 9.46(at 20℃)
color 
Light Yellow to Yellow
optical activity
[α]/D -17.5±1.5°, c = 1 in ethanol
Water Solubility 
3.04g/L(25 ºC)
Merck 
14,8737
BRN 
82447
LogP
3.210 (est)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
36
RIDADR 
3140
WGK Germany 
3
RTECS 
WG5950000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2933399990

MSDS

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(-)-SPARTEINE Usage And Synthesis

Description

Sparteine is effective against sinoatrial and atrial tachycardias, atrial extrasystoles, and also against ventricular arrhythmias . Despite prolongation of the myocardial refractory period in vitro, theECGtimes are not prolonged in vivo.

Chemical Properties

Viscous oily liquid; boils around 180°C(356°F); density 1.02 at 20°C (68°F); stronglybasic, a 0.01 M soln. has pH 11.6; slightlysoluble in water (0.3 g/100 mL), dissolvesreadily in alcohol, ether, or chloroform.

Uses

Sparteine occurs in yellow and black lupinbeans (Lupinus luteus L. and L. niger). Italso occurs in other Lupinus species aswell as in Cytisus and Spartium species.Therapeutically, it is used as an oxytocicagent.

Definition

ChEBI: Sparteine is a quinolizidine alkaloid and a quinolizidine alkaloid fundamental parent.

Health Hazard

Toxic actions of sparteine are similar to thoseof coniine but are much less toxic than thoseof coniine. The toxic symptoms in mice weretremor, muscle contraction, and respiratorydistress. An intraperitoneal dose lethal toguinea pigs is 23 mg/kg.
LD50 value, oral (mice): 220 mg/kg.

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