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N3785

Sigma-Aldrich

Nabilone

solid, ≥98% (HPLC)

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Synonym(s):
LY-109514
Empirical Formula (Hill Notation):
C24H36O3
CAS Number:
Molecular Weight:
372.54
MDL number:
PubChem Substance ID:

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

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This Item
M6267M8750A6563
vibrant-m

N3785

Nabilone

vibrant-m

M8750

(+)-Methamphetamine hydrochloride

vibrant-m

A6563

6-Anilinoquinoline-5,8-quinone

form

solid

form

-

form

-

form

solid

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

drug control

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

drug control

USDEA Schedule I; Home Office Schedule 1; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIA (Portugal)

drug control

USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIB (Portugal)

drug control

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

shipped in

wet ice

shipped in

-

shipped in

-

shipped in

-

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

Exclamation markHealth hazard

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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
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)
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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