HZ-2

HZ-2
Identifiers
IUPAC name
  • Dimethyl 3,7-dimethyl-9-oxo-2,4-dipyridin-2-yl-3,7-diazabicyclo[3.3.1]nonane-1,5-dicarboxylate
CAS Number
PubChem CID
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC23H26N4O5
Molar mass438.484 g·mol−1
3D model (JSmol)
SMILES
  • n3ccccc3C(N1C)C2(C(=O)OC)CN(C)CC(C2=O)(C(=O)OC)C1c4ccccn4
  (verify)

HZ-2 is a drug which acts as a highly selective κ-opioid agonist.[1] It is a potent analgesic with around the same potency as morphine, with a long duration of action and high oral bioavailability.[2][3] Side effects include sedation, nausea and dysphoria as well as diuretic effects.[4]

References

  1. Siener T, Cambareri A, Kuhl U, Englberger W, Haurand M, Kögel B, Holzgrabe U (October 2000). "Synthesis and opioid receptor affinity of a series of 2, 4-diaryl-substituted 3,7-diazabicylononanones". Journal of Medicinal Chemistry. 43 (20): 3746–51. doi:10.1021/jm0009484. PMID 11020289.
  2. Holzgrabe U, Cambareri A, Kuhl U, Siener T, Brandt W, Strassburger W, et al. (July 2002). "Diazabicyclononanones, a potent class of kappa opioid analgesics". Farmaco. 57 (7): 531–4. CiteSeerX 10.1.1.619.5347. doi:10.1016/s0014-827x(02)01243-0. PMID 12164207.
  3. Holzgrabe U, Brandt W (April 2003). "Mechanism of action of the diazabicyclononanone-type kappa-agonists". Journal of Medicinal Chemistry. 46 (8): 1383–9. doi:10.1021/jm0210360. PMID 12672238.
  4. Kögel B, Christoph T, Friderichs E, Hennies HH, Matthiesen T, Schneider J, Holzgrabe U (1998). "HZ2, a Selective Kappa-Opioid Agonist". CNS Drug Reviews. 4 (1): 54–70. doi:10.1111/j.1527-3458.1998.tb00041.x.
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