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N3785

Sigma-Aldrich

Nabilone

solid, ≥98% (HPLC)

Synonym(s):

LY-109514

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About This Item

Empirical Formula (Hill Notation):
C24H36O3
CAS Number:
51022-71-0
Molecular Weight:
372.54
MDL number:
MFCD00941490
UNSPSC Code:
12352200
PubChem Substance ID:
329818640
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

drug control

USDEA Schedule II; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

color

white

solubility

DMSO: soluble ~18 mg/mL
H2O: insoluble

application(s)

forensics and toxicology
veterinary

shipped in

wet ice

storage temp.

2-8°C

SMILES string

CCCCCCC(C)(C)c1cc(O)c2[C@@H]3CC(=O)CC[C@H]3C(C)(C)Oc2c1

InChI

1S/C24H36O3/c1-6-7-8-9-12-23(2,3)16-13-20(26)22-18-15-17(25)10-11-19(18)24(4,5)27-21(22)14-16/h13-14,18-19,26H,6-12,15H2,1-5H3/t18-,19-/m1/s1

InChI key

GECBBEABIDMGGL-RTBURBONSA-N

Related Categories

Biochem/physiol Actions

CB1 and CB2 cannabinoid receptor agonist.

Features and Benefits

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H336,H361

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Luigi Alberto Pini et al.
The journal of headache and pain, 13(8), 677-684 (2012-10-17)
Medication overuse headache (MOH) is a severe burden to sufferers and its treatment has few evidence-based indications. The aim of this study is to evaluate efficacy and safety of nabilone in reducing pain and frequency of headache, the number of
Mark A Ware et al.
Anesthesia and analgesia, 110(2), 604-610 (2009-12-17)
Sleep disorders affect many patients with chronic pain conditions. Cannabis has been reported by several patient populations to help sleep. We evaluated the safety and efficacy of nabilone, a synthetic cannabinoid, on sleep disturbance in fibromyalgia (FM), a disease characterized
Roger G Pertwee
British journal of pharmacology, 156(3), 397-411 (2009-02-20)
Medicines that activate cannabinoid CB(1) and CB(2) receptor are already in the clinic. These are Cesamet (nabilone), Marinol (dronabinol; Delta(9)-tetrahydrocannabinol) and Sativex (Delta(9)-tetrahydrocannabinol with cannabidiol). The first two of these medicines can be prescribed to reduce chemotherapy-induced nausea and vomiting.
Joshua A Lile et al.
Drug and alcohol dependence, 116(1-3), 86-92 (2011-01-14)
Agonist replacement treatment is a promising strategy to manage cannabis-use disorders. The aim of this study was to assess the combined effects of the synthetic cannabinoid agonist nabilone and Δ⁹-tetrahydrocannabinol (Δ⁹-THC) using drug-discrimination procedures, which are sensitive to drug interactions.
Joshua A Lile et al.
Clinical neuropharmacology, 33(5), 235-242 (2010-09-15)
The central effects of Δ-tetrahydrocannabinol (Δ-THC), the primary active constituent of cannabis, are attributed to cannabinoid CB1 receptor activity, although clinical evidence is limited. Drug discrimination has proven useful for examining the neuropharmacology of drugs, as data are concordant with
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