Norbinaltorphimine

Chemical compound From Wikipedia, the free encyclopedia

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]

ATC code
  • none
Legal status
Quick facts Clinical data, ATC code ...
Norbinaltorphimine
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
  • 17,17'-(Dicyclopropylmethyl)-6,6',7,7'-6,6'-imino-7,7'-bimorphinan-3,4',14,14'-tetrol
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
PDB ligand
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC40H43N3O6
Molar mass661.799 g·mol−1
3D model (JSmol)
  • 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=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
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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

References

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