Β-Naltrexamine Explained

Drug Name:	β-Naltexamine
Cas Number:	67025-97-2
Pubchem:	5486948
Chemspiderid:	4589147
Chembl:	3303188
Synonyms:	β-Naltrexamine; 6β-Aminonaltrexol; 6β-Amino-17-(cyclopropylmethyl)-4,5α-epoxymorphinan-3,14-diol
Iupac Name:	(4R,4aS,7R,7aR,12bS)-7-amino-3-(cyclopropylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,9-diol
C:	20
H:	26
N:	2
O:	3
Smiles:	C1C[C@]2([C@H]3CC4=C5[C@@]2(CCN3CC6CC6)[C@H]([C@@H]1N)OC5=C(C=C4)O)O
Stdinchi:	1S/C20H26N2O3/c21-13-5-6-20(24)15-9-12-3-4-14(23)17-16(12)19(20,18(13)25-17)7-8-22(15)10-11-1-2-11/h3-4,11,13,15,18,23-24H,1-2,5-10,21H2/t13-,15-,18+,19+,20-/m1/s1
Stdinchikey:	SPPAUICKSNQRNC-GNUVVZJLSA-N

β-Naltrexamine, or 6β-naltrexamine, is an opioid receptor antagonist related to naltrexol and naltrexone.^[1] ^[2] ^[3] It has served as a parent pharmacophore for irreversible antagonists of the μ-opioid receptor (MOR) such as β-chlornaltrexamine (β-CNA) and β-funaltrexamine (β-FNA). Naltrexamine itself is a neutral antagonist of the MOR and the δ-opioid receptor (DOR) with similarly high affinity for both receptors.

Notes and References

Book: Fulton BS . Drug Discovery for the Treatment of Addiction: Medicinal Chemistry Strategies . Wiley . 2014 . 978-1-118-88957-2 . 14 September 2024 . 220.
Book: Testa B . Advances in Drug Research . Elsevier Science . ISSN . 2013 . 978-1-4832-8798-0 . 14 September 2024 . 184.
Wang D, Raehal KM, Bilsky EJ, Sadée W . Inverse agonists and neutral antagonists at mu opioid receptor (MOR): possible role of basal receptor signaling in narcotic dependence . J Neurochem . 77 . 6 . 1590–1600 . June 2001 . 11413242 . 10.1046/j.1471-4159.2001.00362.x .