Cannabidivarin

Base Information

• Chemical Name: Cannabidivarin
• CAS No.: 24274-48-4
• Molecular Formula: C19H26 O2
• Molecular Weight: 286.414
• European Community (EC) Number: 809-029-0
• UNII: I198VBV98I
• ChEMBL ID: CHEMBL2387742
• DSSTox Substance ID: DTXSID801019159
• Metabolomics Workbench ID: 154756
• Nikkaji Number: J16.851C
• Wikidata: Q76421750
• Wikipedia: Cannabidivarin
• Mol file: 24274-48-4.mol

Synonyms:cannabidivarin;CBDV compound

Chemical Property of Cannabidivarin

Chemical Property:

• Vapor Pressure: 2.49E-08mmHg at 25°C
• Boiling Point: 439.4°C at 760 mmHg
• PKA: 9.62±0.45(Predicted)
• Flash Point: 199.6°C
• PSA: 40.46000
• Density: 1.046g/cm³
• LogP: 5.06630
• Storage Temp.: -70°C
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 286.193280068
• Heavy Atom Count: 21
• Complexity: 386

Purity/Quality:

99% ^*data from raw suppliers

Cannabidivarin solution ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=CC(=C(C(=C1)O)C2C=C(CCC2C(=C)C)C)O
• Isomeric SMILES: CCCC1=CC(=C(C(=C1)O)[C@@H]2C=C(CC[C@H]2C(=C)C)C)O
• Recent ClinicalTrials: CBDV vs Placebo in Children and Adults up to Age 30 With Prader-Willi Syndrome (PWS)
• Recent EU Clinical Trials: Oral cannabidivarin (CBDV) solution for treatment of HIV-associated neuropathic pain – a randomized, double-blind, placebo-controlled phase II study.

Technology Process of Cannabidivarin

There total 32 articles about Cannabidivarin 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: 99.0%

(1′R,2′R)-5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl bis(2,2-dimethylpropanoate) → cannabidivarin (24274-48-4)

Guidance literature:

With methylmagnesium bromide; In diethyl ether; toluene; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.joc.9b02880

Reference yield: 56.0%

5-propyl-1,3-benzenediol (500-49-2) + (+)-cis-piperityl acetate → cannabidivarin (24274-48-4) + C19H26O2

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 0.116667h; Flow reactor;

DOI:10.1002/ejoc.202001633

Reference yield: 50.0%

(1'R,2'R)-3,5-dibromo-5'-methyl-2'-(prop-1-en-2-yl)-4-propyl-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-2,6-diol → cannabidivarin (24274-48-4)

Guidance literature:

With triethylamine; sodium sulfite; ascorbic acid; In methanol; water; at 75 ℃; for 18h; Temperature;

upstream raw materials:

CBDVA

3,5-dimethoxybenzoyl chloride

3,5-dimethoxybenzoic acid

1,3-dimethoxy-5-propylbenzene

Downstream raw materials:

tetrahydrocannabivarin

CBDVA

(6aS,10aR)-6,6,9-trimethyl-3-propyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol

3-norpentyl-3-propyl-Δ⁸-tetrahydrocannabinol

Refernces

• 1、 Navarro, Gemma,Gonzalez, Angel,Sánchez-Morales, Adrià,Casajuana-Martin, Nil,Gómez-Ventura, Marc,Cordomí, Arnau,Busqué, Félix,Alibés, Ramon,Pardo, Leonardo,Franco, Rafael. "Design of Negative and Positive Allosteric Modulators of the Cannabinoid CB2Receptor Derived from the Natural Product Cannabidiol". . p. 9354 - 9364. Retrieved 2021/07/19.
• 2、 -. "METHODS OF MANUFACTURING CANNABIDIOL OR CANNABIDIVARIN AND INTERMEDIATES OF MANUFACTURING CANNABIDIOL OR CANNABIDIVARIN". Page/Page column 16. . Retrieved 2020/11/30.