ARM390

AR-M 1000390
Clinical data
Other names	ARM-390
Identifiers
CAS Number	209808-01-5 209808-47-9 (HCl);
PubChem CID	9841259;
IUPHAR/BPS	9005;
ChemSpider	8016974;
Chemical and physical data
Formula	C23H28N2O
Molar mass	348.490 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCN(CC)C(=O)C1=CC=C(C=C1)C(=C2CCNCC2)C3=CC=CC=C3;
	InChI InChI=1S/C23H28N2O/c1-3-25(4-2)23(26)21-12-10-19(11-13-21)22(18-8-6-5-7-9-18)20-14-16-24-17-15-20/h5-13,24H,3-4,14-17H2,1-2H3; Key:SMUGAZNLKPFBSB-UHFFFAOYSA-N;

ARM-390 is an opioid-analgesic compound selective for the delta opioid receptor.

It is an exceptionally selective, potent δ opioid receptor agonist with an EC₅₀ of 7.2±0.9 nM for δ agonist potency.

In contrast to the delta-opioid selective agonist SNC-80, ARM390 was not found to produce receptor desensitization following multiple administrations. Although behavioral desensitization formed to the analgesic effect of ARM390 through a receptor internalization-independent mechanism, anxiolytic effects persisted during long-term treatment. ARM390 has been dubbed a "low-internalizing agonist" of delta opioid receptors.

References

1 2 Wei ZY, Brown W, Takasaki B, Plobeck N, Delorme D, Zhou F, et al. (October 2000). "N,N-Diethyl-4-(phenylpiperidin-4-ylidenemethyl)benzamide: a novel, exceptionally selective, potent delta opioid receptor agonist with oral bioavailability and its analogues". Journal of Medicinal Chemistry. 43 (21): 3895–3905. doi:10.1021/jm000229p. PMID 11052794.
↑ Marie N, Landemore G, Debout C, Jauzac P, Allouche S (August 2003). "Pharmacological characterization of AR-M1000390 at human delta opioid receptors". Life Sciences. 73 (13): 1691–1704. doi:10.1016/s0024-3205(03)00489-2. PMID 12875901.
↑ Pradhan AA, Walwyn W, Nozaki C, Filliol D, Erbs E, Matifas A, et al. (December 2010). "Ligand-directed trafficking of the δ-opioid receptor in vivo: two paths toward analgesic tolerance". The Journal of Neuroscience. 30 (49): 16459–16468. doi:10.1523/JNEUROSCI.3748-10.2010. PMC 3086517. PMID 21147985.
1 2 Pradhan AA, Befort K, Nozaki C, Gavériaux-Ruff C, Kieffer BL (October 2011). "The delta opioid receptor: an evolving target for the treatment of brain disorders". Trends in Pharmacological Sciences. 32 (10): 581–590. doi:10.1016/j.tips.2011.06.008. PMC 3197801. PMID 21925742.

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[Wei_2000-1] 1 2 Wei ZY, Brown W, Takasaki B, Plobeck N, Delorme D, Zhou F, et al. (October 2000). "N,N-Diethyl-4-(phenylpiperidin-4-ylidenemethyl)benzamide: a novel, exceptionally selective, potent delta opioid receptor agonist with oral bioavailability and its analogues". Journal of Medicinal Chemistry. 43 (21): 3895–3905. doi:10.1021/jm000229p. PMID 11052794.

[Marie_2003-2] Marie N, Landemore G, Debout C, Jauzac P, Allouche S (August 2003). "Pharmacological characterization of AR-M1000390 at human delta opioid receptors". Life Sciences. 73 (13): 1691–1704. doi:10.1016/s0024-3205(03)00489-2. PMID 12875901.

[Pradhan_2010-3] Pradhan AA, Walwyn W, Nozaki C, Filliol D, Erbs E, Matifas A, et al. (December 2010). "Ligand-directed trafficking of the δ-opioid receptor in vivo: two paths toward analgesic tolerance". The Journal of Neuroscience. 30 (49): 16459–16468. doi:10.1523/JNEUROSCI.3748-10.2010. PMC 3086517. PMID 21147985.

[Pradhan_2011-4] 1 2 Pradhan AA, Befort K, Nozaki C, Gavériaux-Ruff C, Kieffer BL (October 2011). "The delta opioid receptor: an evolving target for the treatment of brain disorders". Trends in Pharmacological Sciences. 32 (10): 581–590. doi:10.1016/j.tips.2011.06.008. PMC 3197801. PMID 21925742.