Alazocine

Alazocine
Systematic (IUPAC) name
	(2R,6R,11R)- 6,11-dimethyl- 3-prop- 2-en- 1-yl- 1,2,3,4,5,6-hexahydro- 2,6-methano- 3-benzazocin- 8-ol
Clinical data
Pregnancy cat.	?
Legal status	Uncontrolled
Routes	?
Identifiers
CAS number	14198-28-8
ATC code	None
PubChem	CID 3036246
ChemSpider	2300306
ChEMBL	CHEMBL330376
Chemical data
Formula	C17H23NO
Mol. mass	257.37 g/mol
SMILES	eMolecules & PubChem
	InChI InChI=1S/C17H23NO/c1-4-8-18-9-7-17(3)12(2)16(18)10-13-5-6-14(19)11-15(13)17/h4-6,11-12,16,19H,1,7-10H2,2-3H3/t12-,16+,17+/m0/s1 ; Key:LGQCVMYAEFTEFN-JCURWCKSSA-N ;
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Alazocine ((-)-SKF-10,047), or (-)-N-allylnormetazocine ((-)-ANMC), was the first drug discovered to act as a σ₁ receptor agonist (K_i = 24 nM).^[1]^[2]^[3] It has no significant affinity for the σ₂ receptor.^[3] Alazocine also acts as a κ-opioid receptor agonist (K_i = 0.4 nM), and to a much lesser extent, as an NMDA receptor antagonist (K_i = 587 nM).^[3]^[4]

[edit] See also

^ Iwamoto ET (February 1981). "Pharmacologic effects of N-allylnormetazocine (SKF-10047)". NIDA research monograph 34: 82–8. PMID 6783955.
^ Shearman GT, Herz A (August 1982). "Non-opioid psychotomimetic-like discriminative stimulus properties of N-allylnormetazocine (SKF 10,047) in the rat". European journal of pharmacology 82 (3–4): 167–72. doi:10.1016/0014-2999(82)90506-4. PMID 6290235.
^ ^a ^b ^c Chou YC, Liao JF, Chang WY, Lin MF, Chen CF (March 1999). "Binding of dimemorfan to sigma-1 receptor and its anticonvulsant and locomotor effects in mice, compared with dextromethorphan and dextrorphan". Brain Research 821 (2): 516–9. doi:10.1016/S0006-8993(99)01125-7. PMID 10064839. http://linkinghub.elsevier.com/retrieve/pii/S0006-8993(99)01125-7.
^ Gharagozlou P, Hashemi E, DeLorey TM, Clark JD, Lameh J (2006). "Pharmacological profiles of opioid ligands at Kappa opioid receptors". BMC Pharmacology 6: 3. doi:10.1186/1471-2210-6-3. PMC 1403760. PMID 16433932. http://www.biomedcentral.com/1471-2210/6/3.

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