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Picture of (±)-Epibatidine,(±)-exo-2-(6-Chloro-3-pyridinyl)-7-azabicyclo[2.2.1.]heptane

(±)-Epibatidine,(±)-exo-2-(6-Chloro-3-pyridinyl)-7-azabicyclo[2.2.1.]heptane

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Origin: China

CasNo: 140111-52-0

specification: 99%min

Min order Quantity: 1 /kg

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  • Products Specification
  • Description
  • Property

    CAS No.: 140111-52-0 Formula: C11H13ClN2 Molecular Weight: 208.68700

    Description

    Epibatidine is an alkaloid that is secreted by the Ecuadoran frog Epipedobates anthonyi. It was discovered by John W. Daly in 1974, but its structure was not fully elucidated until 1992.
    Epibatidine is toxic. Its toxicity stems from its ability to interact with nicotinic and muscarinic acetylcholine receptors. These receptors are involved in the transmission of painful sensations, and in movement, among other functions. Epibatidine then causes numbness and eventually paralysis. Doses are lethal when the paralysis causes respiratory arrest. Originally, it was thought that epibatidine could be useful as a drug. However, because it can be deadly even at very low doses, it is no longer being researched for potential therapeutic uses.

    Basic Info

    Chemical Name (±)-Epibatidine,(±)-exo-2-(6-Chloro-3-pyridinyl)-7-azabicyclo[2.2.1.]heptane
    Synonyms

    CAS No. 140111-52-0
    Molecular Formula C11H13ClN2
    Molecular Weight 208.68700
    PSA 24.92000
    LogP 2.67170

    Properties

    Density 1.223g/cm3
    Boiling Point 336.7ºC at 760mmHg
    Flash Point 157.4ºC
    Refractive Index 1.576
    Vapor Pressure 0.00011mmHg at 25°C

    Synthesis Route

    2-Chloro-5-iodopyridine(±)-Epibatidine,(±)-exo-2-(6-Chloro-3-pyridinyl)-7-azabicyclo[2.2.1.]heptane
    6-Chloronicotinic acid(±)-Epibatidine,(±)-exo-2-(6-Chloro-3-pyridinyl)-7-azabicyclo[2.2.1.]heptane
    2-Chloropyridine-5-carbaldehyde(±)-Epibatidine,(±)-exo-2-(6-Chloro-3-pyridinyl)-7-azabicyclo[2.2.1.]heptane

    Precursor

    6-Chloronicotinic acid
    2-Chloropyridine-5-carbaldehyde
    2-Chloro-5-hydroxymethylpyridine
    (-)-tert-butyl N-[(1R,2R,4S)-2-(6-chloropyridin-3-yl)-4-hydroxycyclohexyl]carbamate

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