Introduction:Basic information about CAS 492-08-0|Pachycarpine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Pachycarpine |
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| CAS Number | 492-08-0 | Molecular Weight | 234.380 |
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| Density | 1.1±0.1 g/cm3 | Boiling Point | 340.9±10.0 °C at 760 mmHg |
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| Molecular Formula | C15H26N2 | Melting Point | 201ºC |
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| MSDS | / | Flash Point | 148.3±6.8 °C |
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Names
| Name | (+)-Sparteine |
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| Synonym | More Synonyms |
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Pachycarpine BiologicalActivity
| Description | (+)-Sparteine is a natural alkaloid acting as a ganglionic blocking agent. (+)-Sparteine competitively blocks nicotinic ACh receptor in the neurons. |
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| Related Catalog | Signaling Pathways >>Membrane Transporter/Ion Channel >>nAChRSignaling Pathways >>Neuronal Signaling >>nAChRNatural Products >>AlkaloidResearch Areas >>Neurological Disease |
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| Target | AChR[1] |
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| 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]. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
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| Boiling Point | 340.9±10.0 °C at 760 mmHg |
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| Melting Point | 201ºC |
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| Molecular Formula | C15H26N2 |
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| Molecular Weight | 234.380 |
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| Flash Point | 148.3±6.8 °C |
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| Exact Mass | 234.209595 |
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| PSA | 6.48000 |
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| LogP | 3.21 |
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| Vapour Pressure | 0.0±0.7 mmHg at 25°C |
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| Index of Refraction | 1.570 |
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| InChIKey | SLRCCWJSBJZJBV-TUVASFSCSA-N |
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| SMILES | C1CCN2CC3CC(CN4CCCCC34)C2C1 |
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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 DATAACUTE 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
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Safety Information
| Hazard Codes | Xi |
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| RTECS | RT0620000 |
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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)- |