cannabidiol dimethyl ether Property

Boiling point:

438.4±45.0 °C(Predicted)

Density 

0.957±0.06 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

≤14mg/ml in ethanol;1mg/ml in DMSO;2mg/ml in dimethyl formamide

form 

solution in acetate.

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..…

cannabidiol dimethyl ether Chemical Properties,Usage,Production

Uses

Lipoxygenases (LOs) are non-heme iron-containing dioxygenases that catalyze the oxidation of polyunsaturated fatty acids to generate unsaturated fatty acid hydroperoxides. The immediate products of 15-LO fatty acid oxidation act as mediators in inflammation, thrombosis, and cancer. CBDD is a cannabidiol derivative that potently and selectively inhibits 15-LO with an IC50 value of 0.28 μM. It does not inhibit 5-LO effectively (IC50 >200 μM).

Biological Activity

cannabidiol dimethyl ether (cbdd) is a cannabidiol derivative that potently and selectively inhibits 15-lox with an ic50 value of 0.28 μm.15-lox can oxygenate cholesterol esters in the low-density lipoprotein (ldl) particle. thus, 15-lox has been involved in the development of atherosclerosis, and cbdd may be a useful prototype for producing medicines for atherosclerosis [1].cbdd showed a potent inhibitory effect on the catalytic activity of cytochrome p450 2c19 with an ic50 value of 14.8 μμ [2]. cbdd inhibited the cyp2b6 activity with the ic50values of 75.7 μm [3]. cytochrome p450 enzymes have been isolated from numerous mammalian tissues such as liver, kidney, lung, intestine, adrenal cortex. cytochrome p450 enzymes have also existed in insects, plants, yeasts, and bacteria. cytochrome p450 has been known to catalyze hydroxylations, epoxidations, n-, s-, and o-dealkylations, n-oxidations, sulfoxidations, dehalogenations, and other reactions [4].

References

[1] takeda s, usami n, yamamoto i, et al. cannabidiol-2′, 6′-dimethyl ether, a cannabidiol derivative, is a highly potent and selective 15-lipoxygenase inhibitor[j]. drug metabolism and disposition, 2009, 37(8): 1733-1737.
[2] jiang r, yamaori s, okamoto y, et al. cannabidiol is a potent inhibitor of the catalytic activity of cytochrome p450 2c19[j]. drug metabolism and pharmacokinetics, 2013, 28(4): 332-338.
[3] yamaori s, maeda c, yamamoto i, et al. differential inhibition of human cytochrome p450 2a6 and 2b6 by major phytocannabinoids[j]. forensic toxicology, 2011, 29(2): 117-124.
[4] groves j t, han y z. models and mechanisms of cytochrome p450 action[m]//cytochrome p450. springer us, 1995: 3-48.