Cannabidiol dimethyl ether

Base Information

• Chemical Name: Cannabidiol dimethyl ether
• CAS No.: 1242-67-7
• Molecular Formula: C23H34 O2
• Molecular Weight: 342.522
• UNII: MK7IHZ7MIM
• DSSTox Substance ID: DTXSID00924752
• Nikkaji Number: J117.947K
• Wikipedia: Cannabidiol dimethyl ether,Cannabidiol_dimethyl_ether
• Wikidata: Q82898959
• ChEMBL ID: CHEMBL499322
• Mol file: 1242-67-7.mol

Synonyms:cannabidiol dimethyl ether

Chemical Property of Cannabidiol dimethyl ether

Chemical Property:

• Boiling Point: 438.4°Cat760mmHg
• Flash Point: 143.3°C
• PSA: 18.46000
• Density: 0.957g/cm³
• LogP: 6.45250
• Solubility.: ≤14mg/ml in ethanol;1mg/ml in DMSO;2mg/ml in dimethyl formamide
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 342.255880323
• Heavy Atom Count: 25
• Complexity: 439

Purity/Quality:

99%, ^*data from raw suppliers

Cannabidiol dimethyl ether ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC(=C(C(=C1)OC)C2C=C(CCC2C(=C)C)C)OC
• Isomeric SMILES: CCCCCC1=CC(=C(C(=C1)OC)[C@@H]2C=C(CC[C@H]2C(=C)C)C)OC
• 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).

Technology Process of Cannabidiol dimethyl ether

There total 48 articles about Cannabidiol dimethyl ether which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

CBD (13956-29-1,521-37-9) + methyl iodide (74-88-4) → O-2797 (1242-67-7,22198-90-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/ol006369a

Reference yield: 95.0%

C25H36O4 → O-2797 (1242-67-7,22198-90-9)

Guidance literature:

With sodium hydroxide; In methanol; water; at 70 ℃; for 8h; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;

Reference yield: 84.0%

(3SR,4RS)-3-(2,6-dimethoxy-4-pentylphenyl)-4-(prop-1-en-2-yl)cyclohex-1-enyl diethyl phosphate + methylmagnesium bromide (75-16-1) → 1,3-dimethoxy-2-((1RS,6RS)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-enyl)-5-pentylbenzene (1242-67-7,3410-78-4,4434-37-1,7663-58-3,93601-97-9,93601-98-0,22198-90-9)

Guidance literature:

With bis(acetylacetonate)nickel(II); In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ol060692h

upstream raw materials:

CBD

methyl iodide

1,3-dimethoxy-5-pentylbenzene

(1S,4R)-p-mentha-2,8-dien-1-yl acetate

Downstream raw materials:

5-[4-((1R,6R)-6-Isopropenyl-3-methyl-cyclohex-2-enyl)-3,5-dimethoxy-phenyl]-pentan-2-ol

(4R,5R)-4-(2,6-Dimethoxy-4-pentyl-phenyl)-5-isopropenyl-2-methyl-cyclohex-2-enol

1,2-oxido-dimethoxy-hexahydrocannabinol

Cannabidiol monomethyl ether

Refernces

• 1、 Dawson, David D.,Martin, Robert W.. "Investigation of Chocolate Matrix Interference on Cannabinoid Analytes". . p. 5699 - 5706. Retrieved 2020.
• 2、 -. "Synthetic method of cannabidiol". . . Retrieved 2020/11/12.