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90-39-1-(-)-Sparteine (-)-Sparteine

(-)-Sparteine

For research use only. Not for therapeutic Use.

  • CAT Number: M012540
  • CAS Number: 90-39-1
  • Molecular Formula: C15H26N2
  • Molecular Weight: 234.38
  • Purity: ≥95%
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Related Small Molecules: Nemoralisin     D,L-Azetidine-2-carboxylic Acid     （6-）ε-​Aminocaproic acid    

Catalog Number M012540
CAS Number 90-39-1
Synonyms

L-(-)-SPARTEINE;(-)-LUPINIDINE;LUPINIDINE;(-)-SPARTEINE;SPARTEINE;(-)-spartein;6-beta,7-alpha,9-alpha,11-alpha-pachycarpine;6beta,7alpha,9alpha,11alpha-Pachycarpine

Molecular Formula C15H26N2
Purity ≥95%
Target Disease Research Fields
Storage -20°C
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
InChIKey SLRCCWJSBJZJBV-ZQDZILKHSA-N
SMILES C1CCN2CC3CC(C2C1)CN4C3CCCC4
Reference

1: Firth JD, O/’Brien P, Ferris L. Revisiting the sparteine surrogate: development
of a resolution route to the (-)-sparteine surrogate. Org Biomol Chem. 2014 Dec
14;12(46):9357-65. doi: 10.1039/c4ob01694g. Epub 2014 Oct 9. PubMed PMID:
25297971.
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2: Doulcet J, Stephenson GR. The Use of (-)-Sparteine/Organolithium Reagents for
the Enantioselective Lithiation of 7,8-Dipropyltetrathia[7]helicene: Single and
Double Kinetic Resolution Procedures. Chemistry. 2015 Dec 14;21(51):18677-89.
doi: 10.1002/chem.201502958. Epub 2015 Nov 12. PubMed PMID: 26560342.

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3: Villalpando-Vargas F, Medina-Ceja L. Sparteine as an anticonvulsant drug:
Evidence and possible mechanism of action. Seizure. 2016 Jul;39:49-55. doi:
10.1016/j.seizure.2016.05.010. Epub 2016 May 24. Review. PubMed PMID: 27262285.
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4: Silva MR, Alvarez CM, García PM, Ruiz MA. Assessing the genotoxicities of
sparteine and compounds isolated from Lupinus mexicanus and L. montanus seeds by
using comet assay. Genet Mol Res. 2014 Dec 12;13(4):10510-7. doi:
10.4238/2014.December.12.12. PubMed PMID: 25511034.

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5: McSweeney CM, Foley VM, McGlacken GP. The asymmetric alkylation of
dimethylhydrazones; intermolecular chirality transfer using sparteine as chiral
ligand. Chem Commun (Camb). 2014 Dec 7;50(94):14817-9. doi: 10.1039/c4cc06895e.
PubMed PMID: 25318599.

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6: Paar WD, Schuhler H, Fimmers R, Dengler HJ. Sparteine oxidation polymorphism:
phenotyping by measurement of sparteine and its dehydrometabolites in plasma. Eur
J Clin Pharmacol. 1989;36(6):555-60. PubMed PMID: 2590312.

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7: Eichelbaum M, Spannbrucker N, Steincke B, Dengler HJ. Defective N-oxidation of
sparteine in man: a new pharmacogenetic defect. Eur J Clin Pharmacol. 1979
Sep;16(3):183-7. PubMed PMID: 499318.

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