Available from stock

(+)-Sparteine

SKU: S0048

Category: Phytochemicals

Synonyms: Pachycarpine; 492-08-0
CAS-Number: C₁₅H₂₆N₂
Molecular Formula: 234.38
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (NMR)
Appearance: Colourless to light yellow liquid
Identity: 1H-NMR

Properties

Solvents: ethanol, water (3 mg/ml)
Melting Point: 201 °C
Boiling Point: 174 °C (8mmHg, lit.)
UV / Vis: λmax 202nm (CH3CN) (lit.)
Optical Activity: [α]/D +17.0±1.5°, c = 1 in ethanol
Density: 1.020 g/cm3

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: +4°C
Handling Advice: Protect from light and air.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Hazard statements: H302 + H312 + H332
Precautionary statements: P261, P264, P270, P280, P301 + P312 + P330, P302 + P352 + P312, P304 + P340 + P312, P363, P501
GHS Symbol: GHS07
Signal word: Warning
Transportation: Not dangerous goods

Description: (+)-Sparteine is a class 1a antiarrhythmic agent 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 cations calcium and magnesium. As a building block and intermediate it is used as an amine chiral ligand in organic chemistry, especially in syntheses involving organolithium reagents.
Smiles: [H][C@]12N(CCCC2)C[C@@H]3[C@@]4([H])N(CCCC4)C[C@H]1C3
InChi Key: SLRCCWJSBJZJBV-TUVASFSCSA-N
References: (1) S. Voitenko, et al., Mol. Pharmacol. 40, 180 (1991) , (2) H. Helmke & D. Hoppe, Synlett 9, 978 (1995) , (3) A.R. Germain, et al., J. Org. Chem. 76, 2577 (2011) , (4) G. Vulugundam, et al., Chem. Commun. 52, 7513 (2016)
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+/m1/s1

(+)-Sparteine is a class 1a antiarrhythmic agent 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 cations calcium and magnesium. As a building block and intermediate it is used as an amine chiral ligand in organic chemistry, especially in syntheses involving organolithium reagents.

Artikelnummer: S0048 Kategorie: Phytochemicals

Zusätzliche Informationen

Zusätzliche Informationen

Synonyms	Pachycarpine
Purity	≥98% (NMR)
Appearance	Colourless to light yellow liquid
CAS-Number	492-08-0
Molecular Formula	C15H26N2
Molecular Weight	234.38
Identity	1H-NMR
Solvents	ethanol, water (3 mg/ml)
Melting Point	201 °C
Boiling Point	174 °C (8mmHg, lit.)
UV / Vis	λmax 202nm (CH3CN) (lit.)
Optical Activity	[α]/D +17.0±1.5°, c = 1 in ethanol
Density	1.020 g/cm3
Smiles	[H][C@]12N(CCCC2)C[C@@H]3[C@@]4([H])N(CCCC4)C[C@H]1C3
InChi Key	SLRCCWJSBJZJBV-TUVASFSCSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light and air.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Hazard statements	H302 + H312 + H332
Precautionary statements	P261, P264, P270, P280, P301 + P312 + P330, P302 + P352 + P312, P304 + P340 + P312, P363, P501
GHS Symbol	GHS07
Signal word	Warning
Transportation	Not dangerous goods
References	(1) S. Voitenko, et al., Mol. Pharmacol. 40, 180 (1991), (2) H. Helmke & D. Hoppe, Synlett 9, 978 (1995), (3) A.R. Germain, et al., J. Org. Chem. 76, 2577 (2011), (4) G. Vulugundam, et al., Chem. Commun. 52, 7513 (2016)
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+/m1/s1
Quantity	1 g, Bulk