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(-)-Sparteine

Catalog Number
ACM90391
Product Name
(-)-Sparteine
CAS
90-39-1
  • Product Overview
  • Usage
Synonyms
(-)-Sparteine, >=98.0% (GC); C10783; BPBio1_000612; EINECS 201-988-8; Sparteina [DCIT]; 7,14-Methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, dodecahydro-, (7S-(7alpha,7aalpha,14alpha,14abeta))-; Prestwick3_000618; Esparteina [INN-Spanish]; L-SPARTEINE; (6''R'',8''S'',10''R'',12''S'')-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane;
IUPAC Name
(1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane;
Molecular Weight
234.387g/mol
Molecular Formula
C15H26N2;
Canonical SMILES
C1CCN2CC3CC(C2C1)CN4C3CCCC4;
InChI
InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15+/m0/s1;
InChI Key
SLRCCWJSBJZJBV-ZQDZILKHSA-N;
Storage
2-8°C
Complexity
263
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
4
EC Number
201-988-8
Exact Mass
234.21g/mol
H-Bond Acceptor
2
Heavy Atom Count
17
Monoisotopic Mass
234.21g/mol
Topological Polar Surface Area
6.5A^2
UNII
298897D62S
Application
(-)-Sparteine is designed for managing certain cardiac arrhythmias, effectively targeting sinoatrial and atrial tachycardias, atrial extrasystoles, and ventricular arrhythmias. It has a notable action of not extending ECG times in vivo, despite its ability to prolong the myocardial refractory period in vitro. As a strongly basic, viscous liquid, it is characterized by a boiling point around 180°C and a density of 1.02 at 20°C. (-)-Sparteine is slightly soluble in water but dissolves readily in alcohol, ether, or chloroform. Derived from various species of Lupinus, Cytisus, and Spartium, it also has applications as an oxytocic agent.
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