AZD-2327

Abandoned antidepressant drug From Wikipedia, the free encyclopedia

AZD-2327 is a δ-opioid receptor agonist which was under development for the treatment of depressive disorders and anxiety disorders but was never marketed.[1][2][3][4][5] It is taken by mouth.[1]

Other namesAZD 2327; AZD2327
CAS Number
Quick facts Clinical data, Other names ...
AZD-2327
Clinical data
Other namesAZD 2327; AZD2327
Routes of
administration
Oral[1][2]
Drug classδ-Opioid receptor agonist[1]
Identifiers
  • 4-[(R)-(3-aminophenyl)-[4-[(4-fluorophenyl)methyl]piperazin-1-yl]methyl]-N,N-diethylbenzamide
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard100.170.827 Edit this at Wikidata
Chemical and physical data
FormulaC29H35FN4O
Molar mass474.624 g·mol−1
3D model (JSmol)
  • CCN(CC)C(=O)C1=CC=C(C=C1)[C@H](C2=CC(=CC=C2)N)N3CCN(CC3)CC4=CC=C(C=C4)F
  • InChI=1S/C29H35FN4O/c1-3-33(4-2)29(35)24-12-10-23(11-13-24)28(25-6-5-7-27(31)20-25)34-18-16-32(17-19-34)21-22-8-14-26(30)15-9-22/h5-15,20,28H,3-4,16-19,21,31H2,1-2H3/t28-/m1/s1
  • Key:XGFLMBBZEPJGHY-MUUNZHRXSA-N
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Pharmacology

The drug showed antidepressant-like and anxiolytic-like effects as well as locomotor-stimulating effects in animal models.[3][4] It had reduced induction of seizures and locomotor hyperactivity compared to other δ-opioid receptor agonists.[3][4] The doses required for stimulant-like activity were 3- to 10-fold greater than the doses that produced antidepressant- and anxiolytic-like effects.[4] The drug appears to have a very low misuse potential based on animal studies.[3][6] In addition to its δ-opioid receptor agonist activity, AZD-2327 has been reported to act as a cytochrome P450 CYP3A4 inhibitor.[7]

It has been found to inhibit the release of norepinephrine caused by anxiety and was able to do so as much as the benzodiazepine diazepam.[8] However, AZD-2327 could be advantageous to benzodiazepines because these drugs often cause rapid tolerance and dependence.[9] In contrast to benzodiazepines, AZD-2327 may have less or no potential for tolerance in terms of its anxiolytic-like effects.[8]

History

AZD-2327 was first described by 2004 and was first described in the scientific literature in 2009.[3] The development of AZD-2327 was discontinued in 2010.[3][1] It reached phase 2 clinical trials for both depressive disorders and anxiety disorders prior to its discontinuation.[1] No reason was given for the discontinuation of its development.[3] However, the drug was found to be ineffective for major depressive disorder in a phase 2 clinical trial.[10][11] AZD-2327 was developed by AstraZeneca.[1][2]

See also

References

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