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CANNABINOL

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CANNABINOL Basic information

Product Name:
CANNABINOL
Synonyms:
  • 3-Amyl-1-hydroxy-6,6,9-trimethyl-6H-dibenzo(b,d)pyran
  • 6,6,9-Trimethyl-3-pentyl-6H-benzo[c]chromen-1-ol
  • 6H-Dibenzo[b,d]pyran-1-ol, 6,6,9-trimethyl-3-pentyl-
  • cannabinolmethanolsolution
  • CBN
  • NSC 134455
  • Cannabinol (CRM)
  • CANNABINOL
CAS:
521-35-7
MF:
C21H26O2
MW:
310.43
EINECS:
689-788-0
Product Categories:
  • Aromatics
  • Heterocycles
  • CA - CGDrugs of Abuse
  • CannabiolForensic and Veterinary Standards
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Alphabetic
  • C
  • Chemical Structure
  • Drugs&Metabolites
  • Solutions
  • Cannabinoid receptor
  • Neurochemicals
  • Pharmaceuticals
Mol File:
521-35-7.mol
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CANNABINOL Chemical Properties

Melting point:
76-77°
Boiling point:
bp0.05 185°
Density 
1.0865 (rough estimate)
refractive index 
1.4900 (estimate)
Flash point:
11 °C
storage temp. 
2-8°C
pka
9.40±0.40(Predicted)
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
EPA Substance Registry System
Cannabinol (521-35-7)
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Safety Information

Hazard Codes 
F,T
Risk Statements 
11-23/24/25-39/23/24/25
Safety Statements 
7-16-36/37-45
RIDADR 
UN 1230 3/PG 2
WGK Germany 
1
RTECS 
HP8575000

MSDS

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CANNABINOL Usage And Synthesis

Chemical Properties

thin platelets

Uses

A metabolite of Tetrahydrocannabinol (T293200). A psychoactive substance cannabinoid that acts as a weak agonist of the CB1 and CB2 receptors.

Definition

ChEBI: Cannabinol is a dibenzopyran.

General Description

Leaflets.

Reactivity Profile

CANNABINOL is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.

Fire Hazard

Flash point data for CANNABINOL are not available, but CANNABINOL is probably combustible.

Biological Activity

CB 1 and CB 1 receptor agonist (K i values are 126 and 211 nM respectively). Inhibits adenylyl cyclase (EC 50 values are 120 and 261 nM for CB 1 and CB 2 receptors respectively) and suppresses immune cell function. Major constituent of cannabis; displays little or no psychotropic activity.

Purification Methods

Cannabinol crystallises from pet ether and sublimes in a vacuum. [Meitzer et al. Synthesis 985 1981, Beilstein 17 II 151, 17 III/IV 1652.]

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