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ADL-5747

From Wikipedia, the free encyclopedia
ADL-5747
Names
IUPAC name
N,N-diethyl-3-hydroxy-4-spiro[chromene-2,4'-piperidine]-4-ylbenzamide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C24H28N2O3/c1-3-26(4-2)23(28)17-9-10-18(21(27)15-17)20-16-24(11-13-25-14-12-24)29-22-8-6-5-7-19(20)22/h5-10,15-16,25,27H,3-4,11-14H2,1-2H3
    Key: ALGHKWSXJUQNJJ-UHFFFAOYSA-N
  • CCN(CC)C(=O)C1=CC(=C(C=C1)C2=CC3(CCNCC3)OC4=CC=CC=C42)O
Properties
C24H28N2O3
Molar mass392.499 g·mol−1
Related compounds
Related compounds
ADL-5859
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

ADL-5747 was a novel opioid analgesic drug, however its development was halted because it did not passphase II trials.[1]

Mechanism of action

[edit]

ADL-5747 is an opioid analgesic, it works by activating opioid receptors. However, unlike"classical"opioids such asmorphine, it is selective for thedelta receptor.[2]

In tests done on mice, ADL-5747 was able to reduce pain in an efficient way. This compound does not seem to cause receptor internalization.[2]

References

[edit]
  1. ^Spahn, Viola; Stein, Christoph (February 2017). "Targeting delta opioid receptors for pain treatment: drugs in phase I and II clinical development".Expert Opinion on Investigational Drugs.26 (2):155–160.doi:10.1080/13543784.2017.1275562.ISSN 1744-7658.PMID 28001096.S2CID 22258505.
  2. ^abNozaki, Chihiro; Le Bourdonnec, Bertrand; Reiss, David; Windh, Rolf T.; Little, Patrick J.; Dolle, Roland E.; Kieffer, Brigitte L.; Gavériaux-Ruff, Claire (September 2012)."δ-Opioid mechanisms for ADL5747 and ADL5859 effects in mice: analgesia, locomotion, and receptor internalization".The Journal of Pharmacology and Experimental Therapeutics.342 (3):799–807.doi:10.1124/jpet.111.188987.ISSN 1521-0103.PMC 3422521.PMID 22700431.
μ-opioid
(MOR)
Agonists
(abridged;
full list)
Antagonists
δ-opioid
(DOR)
Agonists
Antagonists
κ-opioid
(KOR)
Agonists
Antagonists
Nociceptin
(NOP)
Agonists
Antagonists
Others
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