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Merck
CN

234664

(−)-Sparteine sulfate pentahydrate

99%

Synonym(s):

(−)-Sparteine sulfate salt, Lupinidine sulfate pentahydrate

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About This Item

Empirical Formula (Hill Notation):
C15H26N2 · H2SO4 · 5H2O
CAS Number:
6160-12-9
Molecular Weight:
422.54
UNSPSC Code:
12352005
PubChem Substance ID:
24854051
MDL number:
MFCD00149333

Key Documents

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InChI

1S/C15H26N2.H2O4S.5H2O/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17;1-5(2,3)4;;;;;/h12-15H,1-11H2;(H2,1,2,3,4);5*1H2/t12-,13-,14-,15+;;;;;;/m0....../s1

SMILES string

O.O.O.O.O.OS(O)(=O)=O.C1CCN2C[C@@H]3C[C@@H](CN4CCCC[C@H]34)[C@@H]2C1

InChI key

WNSDDGBLIALDPB-LIELMIIZSA-N

assay

99%

optical activity

[α]25/D −12.4°, c = 1 in ethanol

mp

133-140 °C (lit.)

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
1404032V
1404032
1404240
06819CJ
U14662

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Jonathan J Gammon et al.
Journal of the American Chemical Society, 132(39), 13922-13927 (2010-09-17)
A systematic study of the asymmetric deprotonation of a dimethyl-substituted phosphine sulfide using organolithium bases in the presence of (-)-sparteine has been carried out. Use of nBuLi and (-)-sparteine in Et(2)O at -78 °C gave trapped adducts in ∼88:12 er
Antonio G De Crisci et al.
Dalton transactions (Cambridge, England : 2003), 39(11), 2888-2902 (2010-03-05)
A cationic rhodium-sparteine complex, [((-)-sparteine)Rh(eta(4)-COD)](+) (1(+); COD = 1,5-cyclooctadiene) was obtained, isolated as its tetrafluoroborate salt (1BF(4)), and characterized using X-ray crystallography and multinuclear ((1)H, (13)C) NMR spectroscopy. This is the first structurally characterized sparteine complex of rhodium. The Rh-N
Yuu Shibano et al.
Chemical & pharmaceutical bulletin, 59(2), 249-253 (2011-02-08)
We studied the detection of drug-metabolizing enzyme inhibitiors using column-switching high performance liquid chromatography with tris(2,2'-bipyridine)ruthenium(II) (Ru(bpy)(3)(2+))-electrogenerated chemiluminescence detection. This can be applied to evaluate the genetic diversity concerning the ability of cytochrome P450 (CYP) 2D6 to metabolize drug in
Michael Tait et al.
Organic letters, 15(1), 34-37 (2012-12-21)
In the presence of (-)-sparteine or a (+)-sparteine surrogate, organolithiums add to N-alkenyl-N'-arylureas to give benzylic organolithiums in an enantioselective manner. Under the influence of DMPU, these organolithiums undergo rearrangement with migration of the N'-aryl ring from N to C
Mass spectrometry of metal complexes of bis-quinolizidine alkaloids: EI and ESI mass spectral study of Co(+2), Ni(+2), Cu(+2) and Zn(+2) 2-methylsparteine complexes.
Beata Jasiewicz et al.
Journal of mass spectrometry : JMS, 47(3), 347-351 (2012-03-21)
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