ARACHIDONAMIDE Property

Boiling point:

462.9±34.0 °C(Predicted)

Density 

0.908±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

≤10mg/ml in ethanol;10mg/ml in DMSO;10mg/ml in dimethyl formamide

form 

Colorless oil.

pka

16.54±0.40(Predicted)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

H336May cause drowsiness or dizziness

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

ARACHIDONAMIDE Chemical Properties,Usage,Production

Uses

Arachidonamide (20:4, n-6) is a weak cannabinoid CB1 and CB2 agonist.

Definition

ChEBI: Arachidonoyl amine is a primary fatty amide resulting from the formal condensation of the carboxy group of arachidonic acid with ammonia. It has a role as a cannabinoid receptor agonist. It is functionally related to an arachidonic acid.

Biological Activity

arachidonoyl amide is a cb1 receptor agonist [1]. the cannabinoid receptor type 1, abbreviated as cb1, is a g protein-coupled cannabinoid receptor expressed primarily in the central and peripheral nervous system. cb1 receptor has been implicated in maintaining the homeostasis in health and disease. overexpression of cb1 receptor has been found in human hepatocellular carcinoma tumor samples and other human prostate cancer cells [2].arachidonoyl amide is an analog of anandamide (aea) that lacks the hydroxyethyl moiety. it was hydrolyzed by faah more effectively than aea but exhibited significantly weaker binding to the human cb1 receptor with a ki of 9.6 μm [1]. arachidonoyl amide exhibited similar binding and translocation into cells via the aea transporter compared to aea. arachidonoyl amide inhibited [3h]-aea uptake into human astrocytoma cells with an ic50 of 9 μm [3].

References

[1] felder c c, briley e m, axelrod j, et al. anandamide, an endogenous cannabimimetic eicosanoid, binds to the cloned human cannabinoid receptor and stimulates receptor-mediated signal transduction[j]. proceedings of the national academy of sciences, 1993, 90(16): 7656-7660.
[2] pertwee r g. the diverse cb1 and cb2 receptor pharmacology of three plant cannabinoids: δ9‐tetrahydrocannabinol, cannabidiol and δ9‐tetrahydrocannabivarin[j]. british journal of pharmacology, 2008, 153(2): 199-215.
[3] piomelli, d. ,beltramo, m.,glasnapp, s., et al. structural determinants for recognition and translocation by the anandamide transporter. proceedings of the national academy of sciences of the united states of america 96, 5802-5807 (1999).