7-Spiroindanyloxymorphone

drugbox

---

IUPAC_name = (4aR-(4aα,7aα,8α,9cα))-1',3',7,7a,8,9-Hexahydro-3,7a-dihydroxy-12-methylspiro(6H-8,9c-(iminoethano)phenanthro(4,5-bcd)furan-6,2'-(2H)inden)-5(4aH)-one
PubChem = 5487084
C = 25 | H = 25 | N = 1 | O = 4
molecular_weight = 403.470 g/mol
smiles = CN1CCC23 [C@@H] 4C(=O)C5(CC6=CC=CC=C6C5)C [C@] 2( [C@@H] 1CC7=C3C(=C(C=C7)O)O4)O
CAS_number = 150380-34-0
legal_status =

7-Spiroindanyloxymorphone (SIOM) is a drug which is used in scientific research. It is a selective δ-opioid agonist. [Portoghese PS, Moe ST, Takemori AE. A selective delta 1 opioid receptor agonist derived from oxymorphone. Evidence for separate recognition sites for delta 1 opioid receptor agonists and antagonists. "Journal of Medicinal Chemistry". 1993 Aug 20;36(17):2572-4. PMID 8394935] [Fang X, Larson DL, Portoghese PS. 7-spirobenzocyclohexyl derivatives of naltrexone, oxymorphone, and hydromorphone as selective opioid receptor ligands. "Journal of Medicinal Chemistry". 1997 Sep 12;40(19):3064-70. PMID 9301669] [Ohkawa S, DiGiacomo B, Larson DL, Takemori AE, Portoghese PS. 7-Spiroindanyl derivatives of naltrexone and oxymorphone as selective ligands for delta opioid receptors. "Journal of Medicinal Chemistry". 1997 May 23;40(11):1720-5. PMID 9171881] [Kshirsagar TA, Fang X, Portoghese PS. 14-Desoxy analogues of naltrindole and 7-spiroindanyloxymorphone: the role of the 14-hydroxy group at delta opioid receptors. "Journal of Medicinal Chemistry". 1998 Jul 2;41(14):2657-60. PMID 9651172] [Shenderovich MD, Liao S, Qian X, Hruby VJ. A three-dimensional model of the delta-opioid pharmacophore: comparative molecular modeling of peptide and nonpeptide ligands. "Biopolymers". 2000 Jun;53(7):565-80. PMID 10766952]

References