7-Spiroindanyloxymorphone

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7-Spiroindanyloxymorphone
File:7-Spiroindanyloxymorphone.png
Systematic (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
Identifiers
CAS Number 150380-34-0
PubChem CID 5487084
Chemical data
Formula C25H25NO4
Molar mass 403.470 g/mol[[Script error: No such module "String".]]
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7-Spiroindanyloxymorphone (SIOM) is a drug which is used in scientific research. It is a selective δ-opioid agonist.[1][2][3][4][5]

References

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  1. 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
  2. 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
  3. 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
  4. 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
  5. 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