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J4252

Sigma-Aldrich

JWH-015

≥98% (HPLC), powder

Synonym(s):

(2-Methyl-1-propyl-1H-indol-3-yl)-1-naphthalenylmethanone

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About This Item

Empirical Formula (Hill Notation):
C23H21NO
CAS Number:
155471-08-2
Molecular Weight:
327.42
MDL number:
MFCD02094630
UNSPSC Code:
12352200
PubChem Substance ID:
24278502
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

off-white

solubility

DMSO: >20 mg/mL (with heating)

storage temp.

−20°C

SMILES string

CCCn1c(C)c(C(=O)c2cccc3ccccc23)c4ccccc14

InChI

1S/C23H21NO/c1-3-15-24-16(2)22(20-12-6-7-14-21(20)24)23(25)19-13-8-10-17-9-4-5-11-18(17)19/h4-14H,3,15H2,1-2H3

InChI key

LJSBBBWQTLXQEN-UHFFFAOYSA-N

Gene Information

human ... CNR2(1269)
rat ... Cnr1(25248)

Application

JWH-015 has been used to study its effect on tumor-evoked pain behavior. It has also been used to study its protective effects on rat brain mitochondria upon paraquat exposure.

Biochem/physiol Actions

JWH-015 is a selective CB2 cannabinoid receptor agonist. JWH-015 is structurally classified as naphthoylindoles.

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.

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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Joseph E Henriquez et al.
Toxicology and applied pharmacology, 369, 82-89 (2019-02-27)
Plasmacytoid dendritic cells (pDC) compose 0.2-0.5% of circulating leukocytes but play a significant role in mounting host immune responses. Elevated and chronic activation of pDC are implicated in autoimmune disease like systemic lupus erythematosus and rheumatoid arthritis. Δ9-tetrahydrocannabinol (THC) is
G Griffin et al.
European journal of pharmacology, 339(1), 53-61 (1998-02-05)
We have investigated whether there are cannabinoid CB2 receptors that can mediate cannabinoid-induced inhibition of electrically evoked contractions in the mouse vas deferens or guinea-pig myenteric plexus-longitudinal muscle preparation. Our results showed that mouse vas deferens and guinea-pig whole gut
J W Huffman
Current pharmaceutical design, 6(13), 1323-1337 (2000-07-21)
Following the identification of the CB2 receptor several groups explored the development of selective ligands for this receptor which occurs principally in the periphery. This led to the discovery that two cannabimimetic indoles, 1-(2, 3-dichlorobenzoyl)-2-methyl-3-(2-[1-morpholino]ethyl)-5-methoxyind ole (L768242) and 2-methyl-1-propyl-3-(1-naphthoyl)indole (JWH-015)
Clinical Toxicology, An Issue of Emergency Medicine Clinics of North America, 4-4 (2014)
Chao Li et al.
Neuroscience letters, 707, 134286-134286 (2019-06-01)
The cannabinoid receptor 2 (CB2R) has been considered as a potential therapeutic target to ameliorate the neuroinflammation and cognitive impairments of Alzheimer's disease (AD). However, there has been little research on the diverse roles of CB2R in regulating different forms
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