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E0280 Sigma

(+)-Epibatidine dihydrochloride

≥98% (HPLC), solid

Synonym: exo-(+)-1R,2R,4S-2-(6-Chloro-3-pyridinyl)-7-azabicyclo[2.2.1]heptane dihydrochloride

  • CAS Number 166374-43-2

  • Empirical Formula (Hill Notation) C11H13N2Cl · 2HCl

  • Molecular Weight 281.61

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Properties

Related Categories Cell Biology, Cell Signaling and Neuroscience, Ion Channels, Ligand-Gated Ion Channels, Nicotinic Acetylcholine Receptor Modulators More...
assay   ≥98% (HPLC)
form   solid
color   white
solubility   H2O: soluble10 mg/mL

Description

Caution

Material is highly toxic

Biochem/physiol Actions

(+)-Epibatidine is a non-opioid analgesic alkaloid isolated from skin of Ecuadoran tree frog, Epipedobates tricolor; naturally-occurring isomer of the most potent nicotinic acetylcholine receptor agonist known. Discoveries in the nAChR field have stimulated interest in nAChR-targeted compounds as potential analgesic agents. Epibatidine has full efficacy relative to opioids in preclinical pain models. Although epibatidine is toxic, these observations demonstrated that modest efficacy is not a general limitation of nAChR agonists. Moreover, exploration of the molecular biology of nAChRs revealed evidence of receptor diversity, suggesting that nAChR subtype-selective agents are less toxic than nicotine; and early medicinal chemistry efforts have resulted in compounds with improved safety profiles.

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Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGI
WGK Germany 
3

Documents

Certificate of Analysis

Protocols & Articles

Articles

Acetylcholine Receptors (Nicotinic)

Nicotinic acetylcholine receptors (nAChRs) constitute a family of ligand-gated channels, originally classified on the basis of their activation by the alkaloid nicotine, with acetylcholine (ACh) bein...
Keywords: Analgesics, Diseases, Dopamine agents, Gene expression, Genetic, Inflammation, Ligands, Microscopy, Neurotransmission, Neurotransmitters, Scanning electron microscopy, Schizophrenia, Tissue microarrays, Transduction

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