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Substance Name: Sparteine sulfate anhydrous
RN: 299-39-8
UNII: 3D76XVF9R0
InChIKey: FCEHFCFHANDXMB-UMEYXWOPSA-N

Note

  • A quinolizidine alkaloid isolated from several FABACEAE including LUPINUS; SPARTIUM; and CYTISUS. It has been used as an oxytocic and an anti-arrhythmia agent. It has also been of interest as an indicator of CYP2D6 genotype.

Molecular Formula

  • C15-H26-N2.H2-O4-S

Molecular Weight

  • 332.4622
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Sparteine sulfate anhydrous

Synonyms

  • Actospar
  • Depasan
  • EINECS 206-078-4
  • L-Spartein sulfat
  • NSC 143087
  • Siarczan sparteiny
  • Siarczan sparteiny [Polish]
  • Spal
  • Spareng
  • Sparm
  • Sparteal
  • Sparteine sulfate
  • Sparteine sulfate (VAN)
  • SPARTEINE, (D)
  • Spartepur
  • Spartin
  • Spartocin
  • Spatym
  • Tocosamine sulfate
  • Tocosimplex
  • UNII-3D76XVF9R0

Systematic Names

  • 7,14-Methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, dodecahydro-, (7S-(7alpha,7aalpha,14alpha,14abeta))-, sulfate (1:1) (9CI)
  • Sparteine sulphate
  • Sparteine, sulfate
  • Sparteine, sulfate (1:1) (8CI)

Registry Numbers

CAS Registry Number

  • 299-39-8

FDA UNII

  • 3D76XVF9R0

System Generated Number

  • 0000299398

Molecular Formulas

Molecular Formula

  • C15-H26-N2.H2-O4-S

Molecular Formula Fragments

  • C15-H26-N2
  • COMPONENT
  • H2-O4-S

Structure Descriptors

InChI

1S/C15H26N2.H2O4S/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)/t12-,13-,14-,15+;/m0./s1

InChIKey

FCEHFCFHANDXMB-UMEYXWOPSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo parenteral 375mg/kg (375mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 431, 1926.
guinea pig LDLo intraperitoneal 42mg/kg (42mg/kg)   Journal of Agricultural Research Vol. 32, Pg. 51, 1926.
mouse LD50 intraperitoneal 43mg/kg (43mg/kg)   Journal of Medicinal Chemistry. Vol. 20, Pg. 1668, 1977.
mouse LD50 intravenous 15mg/kg (15mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: STIFFNESS
Japanese Journal of Pharmacology. Vol. 16, Pg. 353, 1966.
mouse LD50 oral 350mg/kg (350mg/kg) BEHAVIORAL: EXCITEMENT Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1497, 1980.
mouse LD50 subcutaneous 117mg/kg (117mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: STIFFNESS
Japanese Journal of Pharmacology. Vol. 16, Pg. 353, 1966.
rabbit LDLo subcutaneous 80mg/kg (80mg/kg) VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 431, 1926.
rat LD50 intravenous 30400ug/kg (30.4mg/kg) BEHAVIORAL: STIFFNESS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Japanese Journal of Pharmacology. Vol. 16, Pg. 353, 1966.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -0.790 (none)   EST
Water Solubility 6.67E+05 mg/L 15 EXP
Vapor Pressure 1.85E-16 mm Hg 25 EST
Henry's Law Constant 2.31E-22 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.21E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.