CAS 492-08-0|Pachycarpine

Introduction:Basic information about CAS 492-08-0|Pachycarpine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NamePachycarpine
CAS Number492-08-0Molecular Weight234.380
Density1.1±0.1 g/cm3Boiling Point340.9±10.0 °C at 760 mmHg
Molecular FormulaC15H26N2Melting Point201ºC
MSDS/Flash Point148.3±6.8 °C

Names

Name(+)-Sparteine
SynonymMore Synonyms

Pachycarpine BiologicalActivity

Description(+)-Sparteine is a natural alkaloid acting as a ganglionic blocking agent. (+)-Sparteine competitively blocks nicotinic ACh receptor in the neurons.
Related CatalogSignaling Pathways >>Membrane Transporter/Ion Channel >>nAChRSignaling Pathways >>Neuronal Signaling >>nAChRNatural Products >>AlkaloidResearch Areas >>Neurological Disease
Target

AChR[1]

In Vitro(+)-Sparteine (2 μM) reduces the ACh-induced current caused by activation of nicotinic AChRs in a voltage-independent manner. (+)-Sparteine (5, 10 μM) reduces the amplitude of the excitatory postsynaptic current (EPSC) and the time constant of the EPSC decay[1].
References

[1]. Voitenko S, et al. Effect of (+)-sparteine on nicotinic acetylcholine receptors in the neurons of rat superior cervical ganglion. Mol Pharmacol. 1991 Aug;40(2):180-5.

Chemical & Physical Properties

Density1.1±0.1 g/cm3
Boiling Point340.9±10.0 °C at 760 mmHg
Melting Point201ºC
Molecular FormulaC15H26N2
Molecular Weight234.380
Flash Point148.3±6.8 °C
Exact Mass234.209595
PSA6.48000
LogP3.21
Vapour Pressure0.0±0.7 mmHg at 25°C
Index of Refraction1.570
InChIKeySLRCCWJSBJZJBV-TUVASFSCSA-N
SMILESC1CCN2CC3CC(CN4CCCCC34)C2C1

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RT0620000
CHEMICAL NAME :
Pachycarpine
CAS REGISTRY NUMBER :
492-08-0
BEILSTEIN REFERENCE NO. :
3540601
LAST UPDATED :
199709
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C15-H26-N2
MOLECULAR WEIGHT :
234.43
WISWESSER LINE NOTATION :
T C66 K66 A HN PNTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
89100 ug/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
SHIYDO Shaanxi Xinyiyao. Shaanxi New Medical. (Shaanxi Renmin Chubanshe, Xi'an, Shaanxi, Peop. Rep. China) V.1- 1972- Volume(issue)/page/year: 11(6),53,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
90 mg/kg
TOXIC EFFECTS :
Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 21(5),46,1958
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
26 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
32ZCAI "Ganglion-Blocking and Ganglion-Stimulation Agents," Kharkevich, D.A., Moscow, First Moscow Medical Institute, 1967 Volume(issue)/page/year: -,175,1967

Safety Information

Hazard CodesXi
RTECSRT0620000

Synonyms

[7S-(7a,7aa,14a,14ab)]-Dodecahydro-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine
[7S-(7α,7aα,14α,14aβ)]-Dodecahydro-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine
(1S,2R,9S,10S)-7,15-Diazatetracyclo[7.7.1.0.0]heptadecane
Sparteine, (+)-Isomer
lupinidine
sparteine
Pachycarpine
(7α,9α)-Sparteine
7,14-Methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, dodecahydro-, (7R,7aR,14R,14aS)-
7,14-Methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, dodecahydro-, (7S,7aR,14S,14aS)-
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