Enadoline

Enadoline
Clinical data
ATC code	none;
Identifiers
	IUPAC name 2-(1-Benzofuran-4-yl)-N-methyl-N-[(5R,7S,8S)-7-pyrrolidin-1-yl-1-oxaspiro[4.5]decan-8-yl]acetamide;
CAS Number	124378-77-4 ;
PubChem CID	60768;
IUPHAR/BPS	1646;
ChemSpider	54765 ;
UNII	KJL283326C;
ChEMBL	ChEMBL318859 ;
CompTox Dashboard (EPA)	DTXSID4047258 ;
Chemical and physical data
Formula	C24H32N2O3
Molar mass	396.531 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(Cc1cccc2occc12)N(C)C1CCC2(CCCO2)CC1N1CCCC1;
	InChI InChI=1S/C24H32N2O3/c1-25(23(27)16-18-6-4-7-22-19(18)9-15-28-22)20-8-11-24(10-5-14-29-24)17-21(20)26-12-2-3-13-26/h4,6-7,9,15,20-21H,2-3,5,8,10-14,16-17H2,1H3/t20-,21-,24-/m0/s1 ; Key:JMBYBVLCYODBJQ-HFMPRLQTSA-N ;
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Enadoline is a drug which acts as a highly selective κ-opioid agonist.

In human studies, it produced visual distortions and feelings of dissociation, reminiscent of the effects of salvinorin A.

It was studied as a potential analgesic, but abandoned because of the dose-limiting effects of dysphoria, which could be expected from a κ-opioid agonist. There was mention of its potential in treating comatose head injury or stroke victims, where that type of side effect would be immaterial.

Clinical data


ATC code	none
Identifiers
IUPAC name 2-(1-Benzofuran-4-yl)-N-methyl-N-[(5R,7S,8S)-7-pyrrolidin-1-yl-1-oxaspiro[4.5]decan-8-yl]acetamide
CAS Number	124378-77-4^Y
PubChem CID	60768
IUPHAR/BPS	1646
ChemSpider	54765^Y
UNII	KJL283326C
ChEMBL	ChEMBL318859^Y
CompTox Dashboard (EPA)	DTXSID4047258
Chemical and physical data
Formula	C₂₄H₃₂N₂O₃
Molar mass	396.531 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(Cc1cccc2occc12)N(C)C1CCC2(CCCO2)CC1N1CCCC1
InChI InChI=1S/C24H32N2O3/c1-25(23(27)16-18-6-4-7-22-19(18)9-15-28-22)20-8-11-24(10-5-14-29-24)17-21(20)26-12-2-3-13-26/h4,6-7,9,15,20-21H,2-3,5,8,10-14,16-17H2,1H3/t20-,21-,24-/m0/s1^Y Key:JMBYBVLCYODBJQ-HFMPRLQTSA-N^Y
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