Compound: Sparteine
SMILES: N12[C@H]([C@@H]3CN4CCCC[C@@H]4[C@H](C1)C3)CCCC2
InChIKey: SLRCCWJSBJZJBV-ZQDZILKHSA-N
Synonyms: Sparteine, (-)-Sparteine, 90-39-1, L-SPARTEINE, Esparteina, Lupinidin, Sparteina, Sparteinum, Genisteine Alkaloid, 6beta,7alpha,9alpha,11alpha-Pachycarpine, 6-beta,7-alpha,9-alpha,11-alpha-Pachycarpine, DTXSID4023591, DTXCID403591, 298897D62S, CHEBI:28827, alpha Isosparteine, (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane, 7,14-Methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, dodecahydro-, (7S-(7alpha,7aalpha,14alpha,14abeta))-, 7,14-Methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, dodecahydro-, [7S-(7alpha,7aalpha,14alpha,14abeta)]-, beta Isosparteine, (1S,2R,9S,10S)-7,15-diazatetracyclo(7.7.1.02,7.010,15)heptadecane, Sparteine, (+)-, Sparteine, (-)-, RefChem:50321, 7,15-diazatetracyclo(7.7.1.02,7.010,15)heptadecane, C01BA04, Sparteine, (7S-(7alpha,7aalpha,14alpha,14abeta))-, 201-988-8, lupinidine, Spartein, (-)-Lupinidine, Sparteine [INN], (7S,7aR,14S,14aS)-Tetradecahydro-7,14-methanodipyrido[1,2-a:1',2'-e][1,5]diazocine, [7S-(7alpha,7aalpha,14alpha,14abeta)]-Dodecahydro-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, Sparteine (-), 7,14-Methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, dodecahydro-, (7S,7aS,14S,14aR)-dodecahydro-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, SMR000059203, Sparteina [DCIT], Sparteinum [INN-Latin], Esparteina [INN-Spanish], (-)sparteine, CAS-90-39-1, UNII-298897D62S, (-) sparteine, NCGC00016346-01, sparteine-(-), Prestwick_426, EINECS 201-988-8, SPARTEINE [MI], Prestwick3_000618, Sparteine (6CI,8CI), SPARTEINE [WHO-DD], (-)-Sparteine (Standard), SCHEMBL79043, SCHEMBL79297, BSPBio_000556, 7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, dodecahydro-, (7S,7aR,14S,14aS)-, MLS000028889, MLS002207055, BPBio1_000612, orb1684932, SCHEMBL8987474, CHEMBL1908847, SCHEMBL11196750, HMS2096L18, HY-W012185R, Tox21_110386, MSK168091, s9142, AKOS016012217, Tox21_110386_1, CCG-266824, CS-W012901, DB06727, HY-W012185, (-)-Sparteine, >=98.0% (GC), NCGC00142614-01, NCGC00181124-02, NS00008083, A11625, Q419552, (7S,7aR,14S,14aS)-Dodecahydro-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, 7,14-METHANO-2H,6H-DIPYRIDO(1,2-A:1',2'-E)(1,5)DIAZOCINE, DODECAHYDRO-, (7S,7AR,14S,14AS)
Theoretical properties:
molecular_formula: C15H26N2
molecular_weight: 234.38 g/mol
exact_mass: 234.209598838 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 17
topological_polar_surface_area: 6.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Sparteine is a quinolizidine alkaloid and a quinolizidine alkaloid fundamental parent.
chembl: SPARTEINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Sparteine is a class 1a antiarrhythmic agent and sodium channel blocker. It is an alkaloid and can be extracted from scotch broom. It is the predominant alkaloid in Lupinus mutabilis, and is thought to chelate the bivalent metals calcium and magnesium.  It is not FDA approved for human use as an antiarrhythmic agent, and it is not included in the Vaughan Williams classification of antiarrhythmic drugs.
It is also used as a chiral ligand in organic chemistry, especially in syntheses involving organolithium reagents.