6-Alpha Naloxol

For research use only. Not for therapeutic Use.

  • CAT Number: I002576
  • CAS Number: 20410-95-1
  • Molecular Formula: C19H23NO4
  • Molecular Weight: 329.40 g/mol
  • Purity: ≥95%
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6-Alpha Naloxol (Cat No.: I002576) is a biologically active metabolite of naloxone, an opioid antagonist used to counteract opioid overdose. It exhibits partial opioid receptor activity, primarily interacting with the mu-opioid receptor. While it retains some antagonist properties, it has reduced potency compared to naloxone. Research suggests its potential role in modulating opioid effects and withdrawal symptoms. As a naloxone derivative, 6-alpha naloxol is of interest in pharmacological studies related to opioid receptor interactions, addiction treatment, and pain management strategies.


CAS Number 20410-95-1
Synonyms

(5α,6α)-4,5-

Molecular Formula C19H23NO4
Purity ≥95%
Target opioid antagonist
Solubility 10 mM in DMSO
Storage -20°C
IUPAC Name (4R,4aS,7S,7aR,12bS)-3-prop-2-enyl-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol
InChI 1S/C19H23NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,13-14,17,21-23H,1,5-10H2/t13-,14+,17-,18-,19+/m0/s1
InChIKey HMWHERQFMBEHNG-AQQQZIQISA-N
SMILES C=CCN1CC[C@]23[C@@H]4[C@H](CC[C@]2([C@H]1CC5=C3C(=C(C=C5)O)O4)O)O
Reference

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<br>[1]. Weinstein SH, et al. Metabolites of naloxone in human urine. J Pharm Sci. 1971 Oct;60(10):1567-8.

<br>[2]. Csaba Simon, et al. Stereoselective synthesis of β-naltrexol, β-naloxol β-naloxamine, β-naltrexamine and related compounds by the application of the mitsunobu reac. Tetrahedron
Volume 50, Issue 32, 1994, Pages 9757–9768.

<br>[3]. Schulteis G, et al. Relative potency of the opioid antagonists naloxone and 6-alpha-naloxol to precipitate withdrawal from acute morphine dependence varies with time post-antagonist. Pharmacol Biochem Behav. 2009 Mar;92(1):157-63.

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