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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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Barbara Todaro
Journal of the National Comprehensive Cancer Network : JNCCN, 10(4), 487-492 (2012-04-12)
Before the introduction of the serotonin receptor antagonists (5-HT3 receptor antagonists) in the early 1990s, limited effective options were available to prevent and treat chemotherapy-induced nausea and vomiting (CINV). In 1985, the FDA approved 2 cannabinoid derivatives, dronabinol and nabilone
Cannabinoids in the treatment of symptoms in cancer and AIDS, 2nd edition #93.
L Scott Wilner et al.
Journal of palliative medicine, 14(4), 509-510 (2011-04-08)
Fabrício A Moreira et al.
Best practice & research. Clinical endocrinology & metabolism, 23(1), 133-144 (2009-03-17)
Both agonists (e.g. Delta(9)-tetrahydrocannabinol, nabilone) and antagonists (e.g. rimonabant, taranabant) of the cannabinoid type-1 (CB(1)) receptor have been explored as therapeutic agents in diverse fields of medicine such as pain management and obesity with associated metabolic dysregulation, respectively. CB(1) receptors
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
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.
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