Β-Naltrexamine

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).^[1][2] Naltrexamine itself is a neutral antagonist of the MOR and the δ-opioid receptor (DOR) with similarly high affinity for both receptors.^[3]

Other namesβ-Naltrexamine; 6β-Aminonaltrexol; 6β-Amino-17-(cyclopropylmethyl)-4,5α-epoxymorphinan-3,14-diol

CAS Number

• 67025-97-2

PubChem CID

• 5486948

ChemSpider

• 4589147

Quick facts Clinical data, Other names ...

β-Naltexamine

Clinical data
Other names	β-Naltrexamine; 6β-Aminonaltrexol; 6β-Amino-17-(cyclopropylmethyl)-4,5α-epoxymorphinan-3,14-diol
Identifiers
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
CAS Number	67025-97-2
PubChem CID	5486948
ChemSpider	4589147
ChEMBL	ChEMBL3303188
CompTox Dashboard (EPA)	DTXSID20217239
Chemical and physical data
Formula	C20H26N2O3
Molar mass	342.439 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1C[C@]2([C@H]3CC4=C5[C@@]2(CCN3CC6CC6)[C@H]([C@@H]1N)OC5=C(C=C4)O)O
InChI InChI=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 Key:SPPAUICKSNQRNC-GNUVVZJLSA-N

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