Nalorphine dinicotinate

Nalorphine dinicotinate (trade name Nimelan), also known as N-allylnormorphine dinicotinate, dinicotinoylnalorphine, or niconalorphine, is a semisynthetic, mixed opioid agonist-antagonist which is described as a narcotic antagonist but may produce limited analgesia and sedation at higher doses in opioid naive patients (with limited euphoria and dependence liability).[1][2] It is the 3,6-dinicotinate ester of nalorphine, and is therefore the nalorphine analogue of nicomorphine (which is the 3,6-dinicotinate ester of morphine).

Nalorphine dinicotinate
Clinical data
ATC code
  • None
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
IUPAC name
  • (5α,6α)-17-allyl-7,8-didehydro-4,5-epoxymorphinan-3,6-diyl dinicotinate
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC31H27N3O5
Molar mass521.573 g·mol−1
3D model (JSmol)
SMILES
  • O=C(O[C@H]2\C=C/[C@H]6[C@@H]5N(CC[C@@]61c4c(O[C@H]12)c(OC(=O)c3cccnc3)ccc4C5)C\C=C)c7cccnc7
InChI
  • InChI=1S/C31H27N3O5/c1-2-14-34-15-11-31-22-8-10-25(38-30(36)21-6-4-13-33-18-21)28(31)39-27-24(9-7-19(26(27)31)16-23(22)34)37-29(35)20-5-3-12-32-17-20/h2-10,12-13,17-18,22-23,25,28H,1,11,14-16H2/t22-,23+,25-,28-,31-/m0/s1
  • Key:BFYWWTIGNJJAHF-LTQSXOHQSA-N

As nalorphine dinicotinate is only regulated at the Rx (prescription required) drug, it would be legal to possess with a valid prescription should a patient manage to acquire it.

See also
  • Diacetylnalorphine

References
  1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 851–. ISBN 978-1-4757-2085-3.
  2. Wingard LB (1991). Human pharmacology: molecular-to-clinical. Mosby-Year Book. ISBN 978-0-8016-5632-3. Retrieved 11 May 2012.


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