Epiboxidine

Epiboxidine
Legal status
Legal status	Investigational;
Identifiers
	IUPAC name (1R,4S,6S)-6-(3-Methylisoxazol-5-yl)-7-azabicyclo[2.2.1]heptane;
CAS Number	188895-96-7;
PubChem CID	5747670;
ChemSpider	4677635;
UNII	XI646L2ARJ;
CompTox Dashboard (EPA)	DTXSID20172258 ;
Chemical and physical data
Formula	C10H14N2O
Molar mass	178.235 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=NOC(=C1)[C@H]2C[C@@H]3CC[C@H]2N3;
	InChI InChI=1S/C10H14N2O/c1-6-4-10(13-12-6)8-5-7-2-3-9(8)11-7/h4,7-9,11H,2-3,5H2,1H3/t7-,8-,9+/m0/s1; Key:GEEFPQBPVBFCSD-XHNCKOQMSA-N;

Epiboxidine is a chemical compound which acts as a partial agonist at neural nicotinic acetylcholine receptors, binding to both the α3β4 and the α4β2 subtypes. It was developed as a less toxic analogue of the potent frog-derived alkaloid epibatidine, which is around 200 times stronger than morphine as an analgesic but is deadly toxic.

Epiboxidine is around one-tenth as potent as epibatidine as an α4β2 agonist, but has around the same potency as an α3β4 agonist. It has only one-tenth of the analgesic power of epibatidine, but is also much less toxic.

Legal status

Legal status	Investigational
Identifiers
IUPAC name (1R,4S,6S)-6-(3-Methylisoxazol-5-yl)-7-azabicyclo[2.2.1]heptane
CAS Number	188895-96-7
PubChem CID	5747670
ChemSpider	4677635
UNII	XI646L2ARJ
CompTox Dashboard (EPA)	DTXSID20172258
Chemical and physical data
Formula	C₁₀H₁₄N₂O
Molar mass	178.235 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=NOC(=C1)[C@H]2C[C@@H]3CC[C@H]2N3
InChI InChI=1S/C10H14N2O/c1-6-4-10(13-12-6)8-5-7-2-3-9(8)11-7/h4,7-9,11H,2-3,5H2,1H3/t7-,8-,9+/m0/s1 Key:GEEFPQBPVBFCSD-XHNCKOQMSA-N