Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C15H26N2 |
| Molecular Weight | 234.3803 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C1CCN2C[C@@H]3C[C@@H](CN4CCCC[C@H]34)[C@H]2C1
InChI
InChIKey=SLRCCWJSBJZJBV-BYNSBNAKSA-N
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
| Molecular Formula | C15H26N2 |
| Molecular Weight | 234.3803 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
a-Isosparteine was originally isolated from Cytisus scoparius. It was isolated from two other legumes, Lupinus caudatus Kell. and Genista tinctoria L. a-Isosparteine exhibits basically the same action as does (-)-sparteine but possesses a more rapid onset and a shorter duration when compared using rat myocardial tissue. male Sprague-Dawley rats were found to metabolize sparteine and a-isosparteine to lupanine and alpha-isolupanine respectively in vivo. a-Isosparteine elicits intense interest because of its deployment as uniquely effective chiral ligand in a wide variety of metal-mediated enantioselective synthetic methods.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Total synthesis of (+/-)-alpha-isosparteine, (+/-)-beta-isosparteine, and (+/-)-sparteine from a common tetraoxobispidine intermediate. | 2008-10-17 |
|
| New mammalian metabolites of sparteine. | 1990 |
|
| (-)-alpha-Isosparteine from Lupinus argenteus var. stenophyllus. | 1983-05 |
|
| Alkaloids from Lupinus argenteus var. stenophyllus. | 1978-03 |
|
| The papilionaceous alkaloids. XI. Identity of genisteine with 1-alpha-isosparteine. | 1951-04 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2388532
Rat: 50 mg/kg
Route of Administration:
Intraperitoneal
| Substance Class |
Chemical
Created
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admin
on
Edited
Mon Mar 31 20:06:17 GMT 2025
by
admin
on
Mon Mar 31 20:06:17 GMT 2025
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| Record UNII |
94BIS8AH96
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| Record Status |
Validated (UNII)
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PARENT -> CONSTITUENT ALWAYS PRESENT |