Spiradoline

Spiradoline
Clinical data
Routes of; administration	N/A
ATC code	none;
Identifiers
	IUPAC name 2-(3,4-Dichlorophenyl)-N-methyl-N-[(5R,7S,8S)-7-pyrrolidin-1-yl-1-oxaspiro[4.5]decan-8-yl] acetamide;
CAS Number	87151-85-7 ;
PubChem CID	55652;
IUPHAR/BPS	1653;
ChemSpider	50257 ;
UNII	N18ZH0M4NP;
ChEMBL	ChEMBL118865 ;
CompTox Dashboard (EPA)	DTXSID1048679 ;
Chemical and physical data
Formula	C22H30Cl2N2O2
Molar mass	425.39 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN([C@H]1CC[C@@]2(CCCO2)C[C@@H]1N3CCCC3)C(=O)CC4=CC(=C(C=C4)Cl)Cl;
	InChI InChI=1S/C22H30Cl2N2O2/c1-25(21(27)14-16-5-6-17(23)18(24)13-16)19-7-9-22(8-4-12-28-22)15-20(19)26-10-2-3-11-26/h5-6,13,19-20H,2-4,7-12,14-15H2,1H3/t19-,20-,22-/m0/s1 ; Key:NYKCGQQJNVPOLU-ONTIZHBOSA-N ;
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Spiradoline (U-62066) is a drug which acts as a highly selective κ-opioid agonist. It has analgesic, diuretic, and antitussive effects, and produces subjective effects in animals similar to those of ketazocine and alazocine. The main effect in humans is sedation, along with analgesic and diuretic effects, but significant side effects such as dysphoria and hallucinations have stopped it from being used clinically.

Clinical data


Routes of administration	N/A
ATC code	none
Identifiers
IUPAC name 2-(3,4-Dichlorophenyl)-N-methyl-N-[(5R,7S,8S)-7-pyrrolidin-1-yl-1-oxaspiro[4.5]decan-8-yl] acetamide
CAS Number	87151-85-7^Y
PubChem CID	55652
IUPHAR/BPS	1653
ChemSpider	50257^N
UNII	N18ZH0M4NP
ChEMBL	ChEMBL118865^N
CompTox Dashboard (EPA)	DTXSID1048679
Chemical and physical data
Formula	C₂₂H₃₀Cl₂N₂O₂
Molar mass	425.39 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CN([C@H]1CC[C@@]2(CCCO2)C[C@@H]1N3CCCC3)C(=O)CC4=CC(=C(C=C4)Cl)Cl
InChI InChI=1S/C22H30Cl2N2O2/c1-25(21(27)14-16-5-6-17(23)18(24)13-16)19-7-9-22(8-4-12-28-22)15-20(19)26-10-2-3-11-26/h5-6,13,19-20H,2-4,7-12,14-15H2,1H3/t19-,20-,22-/m0/s1^N Key:NYKCGQQJNVPOLU-ONTIZHBOSA-N^N
^NY (what is this?) (verify)