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Chemical Structure| 876305-42-9 Chemical Structure| 876305-42-9

Structure of N-Arachidonyl maleimide
CAS No.: 876305-42-9

Chemical Structure| 876305-42-9

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Synonyms: NAM

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Product Citations

Product Citations

Evan S. O’Brien ; Vipin Ashok Rangari ; Amal El Daibani ; Shainnel O. Eans ; Betsy White ; Haoqing Wang , et al.

Abstract: The µ-opioid receptor (µOR) is a well-established target for analgesia, yet conventional opioid receptor agonists cause serious adverse effects, notably addiction and respiratory depression, which have led to the present opioid overdose epidemic. µOR negative allosteric modulators (NAMs) may serve as powerful tools in preventing opioid overdose deaths, but promising chemical scaffolds remain elusive. We screened a large DNA-encoded chemical library against inactive µOR, counter-screening with active, G-protein and agonist bound receptor to "steer" selections toward functional negative allosteric modulators. We discovered a NAM compound with high and selective enrichment to inactive µOR; the molecule potently blocks the activity of orthosteric agonists and enhances the affinity of the key opioid overdose reversal molecule, naloxone. It accomplishes this by binding to a site on the extracellular vestibule proximal to naloxone, stabilizing a unique inactive conformation of the extracellular portions of the second and seventh transmembrane helices. The NAM perturbs orthosteric ligand kinetics in therapeutically desirable ways and works cooperatively with low doses of naloxone in vivo to inhibit morphine-induced antinociception, respiratory depression and conditioned place preference while minimizing withdrawal behaviors. Our results provide detailed structural insights into the mechanism of a negative allosteric modulator for the µOR and demonstrate how it can be exploited in vivo.

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Product Details of N-Arachidonyl maleimide

CAS No. :876305-42-9
Formula : C24H35NO2
M.W : 369.54
SMILES Code : O=C(N1)C(CCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=CC1=O
Synonyms :
NAM
MDL No. :MFCD11521506

Safety of N-Arachidonyl maleimide

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H317
Precautionary Statements:P280

Isoform Comparison

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.71mL

0.54mL

0.27mL

13.53mL

2.71mL

1.35mL

27.06mL

5.41mL

2.71mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2
 

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