Norbinaltorphimine

Norbinaltorphimine (nor-BNI or nBNI) is an opioid receptor antagonist used in scientific research. It is a highly selective inverse agonist for the κ-opioid receptor.^[1][2] In animals, nor-BNI blocks the effects of κ-opioids^[3][4] with a slow onset and an exceptionally long duration of action (up to several months).^[5][6] It produces antidepressant-like^[7] and anxiolytic-like effects in animal models.^[8]

Norbinaltorphimine

Clinical data
ATC code	none
Legal status
Legal status	US: Schedule II (derivative of noroxymorphone)
Identifiers
IUPAC name 17,17'-(Dicyclopropylmethyl)-6,6',7,7'-6,6'-imino-7,7'-bimorphinan-3,4',14,14'-tetrol
CAS Number	105618-26-6 Y
PubChem CID	3034416
IUPHAR/BPS	1642
ChemSpider	21248347 N
UNII	36OOQ86QM1
PDB ligand	A1AD6 (PDBe, RCSB PDB)
CompTox Dashboard (EPA)	DTXSID90897163
Chemical and physical data
Formula	C40H43N3O6
Molar mass	661.799 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1CC1CN2CC[C@]34[C@@H]5C6=C(C[C@]3([C@H]2CC7=C4C(=C(C=C7)O)O5)O)C8=C(N6)[C@H]9[C@@]12CCN([C@@H]([C@@]1(C8)O)CC1=C2C(=C(C=C1)O)O9)CC1CC1
InChI InChI=1S/C40H43N3O6/c44-25-7-5-21-13-27-39(46)15-23-24-16-40(47)28-14-22-6-8-26(45)34-30(22)38(40,10-12-43(28)18-20-3-4-20)36(49-34)32(24)41-31(23)35-37(39,29(21)33(25)48-35)9-11-42(27)17-19-1-2-19/h5-8,19-20,27-28,35-36,41,44-47H,1-4,9-18H2/t27-,28-,35+,36+,37+,38+,39-,40-/m1/s1 N Key:APSUXPSYBJVPPS-YAUKWVCOSA-N N
NY (what is this?)  (verify)

Legality

In the United States, a letter from Terrence L. Boos, Ph.D., Chief Drug & Chemical Evaluation Section Diversion Control Division at the DEA shows they consider nor-BNI a Schedule II substance as a derivative of noroxymorphone due to its broad definition in the CSA covering "derivatives". However, no court cases are known to exist for its prosecution and it is possible this could be challenged in court.^[9]

See also

• Binaltorphimine
• 5'-Guanidinonaltrindole
• JDTic