7-Spiroindanyloxymorphone

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7-Spiroindanyloxymorphone

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
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	150380-34-0^Y
ATC code	?
PubChem	CID 5487084
ChemSpider	8176808^Y
Chemical data
Formula	C₂₅H₂₅N O₄
Mol. mass	403.470 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C25H25NO4/c1-26-9-8-24-19-14-6-7-17(27)20(19)30-22(24)21(28)23(13-25(24,29)18(26)10-14)11-15-4-2-3-5-16(15)12-23/h2-7,18,22,27,29H,8-13H2,1H3/t18?,22-,24-,25+/m0/s1^Y Key:YJWDKWRVFJZBCJ-OVKCVFHGSA-N^Y
Y (what is this?) (verify)

7-Spiroindanyloxymorphone (SIOM) is a drug that is used in scientific research. It is a selective δ-opioid agonist. It is a derivate of oxymorphone.^[1]^[2]^[3]^[4]^[5]

References

^ Portoghese, PS; Moe, ST; Takemori, AE (1993). "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 Medical Chemistry 36 (17): 2572–4. doi:10.1021/jm00069a017. PMID 8394935.
^ Fang, X; Larson, DL; Portoghese, PS (1997). "7-spirobenzocyclohexyl derivatives of naltrexone, oxymorphone, and hydromorphone as selective opioid receptor ligands". Journal of Medical Chemistry 40 (19): 3064–70. doi:10.1021/jm970283e. PMID 9301669.
^ Ohkawa, S; Digiacomo, B; Larson, DL; Takemori, AE; Portoghese, PS (1997). "7-Spiroindanyl derivatives of naltrexone and oxymorphone as selective ligands for delta opioid receptors". Journal of Medical Chemistry 40 (11): 1720–5. doi:10.1021/jm9700880. PMID 9171881.
^ Kshirsagar, TA; Fang, X; Portoghese, PS (1998). "14-Desoxy analogues of naltrindole and 7-spiroindanyloxymorphone: the role of the 14-hydroxy group at delta opioid receptors". Journal of Medical Chemistry 41 (14): 2657–60. doi:10.1021/jm980209b. PMID 9651172.
^ Shenderovich, MD; Liao, S; Qian, X; Hruby, VJ (2000). "A three-dimensional model of the delta-opioid pharmacophore: comparative molecular modeling of peptide and nonpeptide ligands". Biopolymers 53 (7): 565–80. doi:10.1002/(SICI)1097-0282(200006)53:7<565::AID-BIP4>3.0.CO;2-5. PMID 10766952.

Opioids

Opium and
poppy straw
derivatives

Crude opiate extracts/
whole opium products

Natural opiates

Opium alkaloids see also: Components of opium	Codeine Morphine Oripavine Pseudomorphine Thebaine

Alkaloid salts mixtures	Pantopon Papaveretum (Omnopon)

Semisynthetics
including
Bentley compounds

Morphine family	2,4-Dinitrophenylmorphine 6-Methylenedihydrodesoxymorphine Azidomorphine Chlornaltrexamine Dihydrodesoxymorphine (Desomorphine) Dihydromorphine Hydromorphinol Methyldesorphine N-Phenethylnormorphine RAM-378

3,6-diesters of morphine	Acetylpropionylmorphine Diacetyldihydromorphine (Dihydroheroin, Acetylmorphinol) Dibenzoylmorphine Dipropanoylmorphine Heroin (Diacetylmorphine) Nicomorphine

Codeine-dionine family	6-Monoacetylcodeine Benzylmorphine Codeine methylbromide Methyldihydromorphine (Dihydroheterocodeine) Ethylmorphine (Dionine) Heterocodeine Morpholinylethylmorphine (Pholcodine) Myrophine

Morphinones and morphols	14-Cinnamoyloxycodeinone 14-Ethoxymetopon 14-Methoxymetopon 14-Phenylpropoxymetopon 6-Methylenedihydrodesoxymorphine 7-Spiroindanyloxymorphone Acetylmorphone Codeinone Codorphone Codoxime IBNtxA Thebacon (Acetyldihydrocodeinone / Dihydrocodeinone enol acetate) Hydrocodone Hydromorphone Metopon Morphinone N-Phenethyl-14-ethoxymetopon Nalmexone Oxycodone Oxymorphol Oxymorphone Pentamorphone Semorphone

Morphides	Chloromorphide

Dihydrocodeine series	14-hydroxydihydrocodeine Acetyldihydrocodeine Dihydrocodeine Nicocodeine Nicodicodeine

Nitrogen morphine derivatives	Morphine-N-Oxide

Hydrazones	Oxymorphazone

Halogenated morphine derivatives	1-Iodomorphine

Active opiate
metabolites

Morphinans

Benzomorphans

4-Phenylpiperidines

Pethidines (Meperidines)	4-Fluoromeperidine Allylnorpethidine Anileridine Benzethidine Carperidine Difenoxin Diphenoxylate Etoxeridine (Carbetidine) Furethidine Hydroxypethidine (Bemidone) Morpheridine Oxpheneridine (Carbamethidine) Pethidine (Meperidine) Pethidine Intermediate A Pethidine Intermediate B (Norpethidine) Pethidine Intermediate C (Pethidinic Acid) Pheneridine Phenoperidine Piminodine Properidine (Ipropethidine) Sameridine

Prodines	Allylprodine Meprodine (α-meprodine / β-meprodine) MPPP (Desmethylprodine) PEPAP Prodine (α-prodine / β-prodine) Prosidol Trimeperidine (Promedol)

Ketobemidones	Acetoxyketobemidone Droxypropine Ketobemidone Methylketobemidone Propylketobemidone

Others	Alvimopan Loperamide Picenadol

Open chain
opioids

Amidones	Dipipanone Isomethadone Levomethadone Methadone Normethadone Norpipanone Phenadoxone (Heptazone)

Methadols	Acetylmethadol Alphacetylmethadol Alphamethadol Betacetylmethadol Betamethadol Dimepheptanol (methadol) Levacetylmethadol Noracymethadol

Moramides	Desmethylmoramide Dextromoramide Levomoramide Moramide/Racemoramide

Thiambutenes	Diethylthiambutene Dimethylthiambutene Ethylmethylthiambutene Piperidylthiambutene Pyrrolidinylthiambutene Thiambutene Tipepidine

Phenalkoxams	Dextropropoxyphene (Propoxyphene) Dimenoxadol Dioxaphetyl Butyrate Levopropoxyphene Norpropoxyphene

Ampromides	Diampromide Phenampromide Propiram

Others	Alimadol IC-26 Isoaminile Lefetamine R-4066

Anilidopiperidines

Oripavine
derivatives

Phenazepanes

Pirinitramides

Benzimidazoles

Indoles

Diphenylmethylpiperazines

Opioid peptides
see also: Opioid neuropeptides

Others

Opioid antagonists &
inverse agonists

Uncategorized opioids

List of opioids

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