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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
Structure of SPARTEINE

SMILES

[H][C@]12CN3CCCC[C@@]3([H])[C@]([H])(CN4CCCC[C@]14[H])C2

InChI

InChIKey=SLRCCWJSBJZJBV-ZQDZILKHSA-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

HIDE SMILES / InChI

Description

Sparteine is a class 1a antiarrhythmic agent; a sodium channel blocker. It is the predominant alkaloid in Lupinus mutabilis, and is thought to chelate the bivalents calcium and magnesium. It is not FDA approved for human use as an antiarrhythmic agent. It is also used as a chiral base in organic chemistry, and as a ligand in organic chemical synthesis. Marketed under the brand name Spal in Taiwan and Sparteine in Brazil.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
168.8 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Spal

T1/2

ValueDoseCo-administeredAnalytePopulation
117.8 min
200 mg single, intravenous
SPARTEINE plasma
Homo sapiens
117.45 min
200 mg single, oral
SPARTEINE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
50%
single, unknown
SPARTEINE plasma
Homo sapiens

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as victim

Tox targets

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
A single 100 mg oral dose of sparteine and a single 40 mg oral dose of dextromethorphan were administered on two occasions to 12 patients
Route of Administration: Oral
In Vitro Use Guide
Sparteine (20 uM) produced also remarkable inhibitions in the uptake of [3H]-histamine by astrocytes from rat brain.