A6226
AM251
>98% (HPLC), solid, cannabinoid receptor (CB1) antagonist
Synonym(s):
1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide
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About This Item
Empirical Formula (Hill Notation):
C22H21N4OCl2I
CAS Number:
Molecular Weight:
555.24
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
AM251, >98% (HPLC), solid
Quality Level
assay
>98% (HPLC)
form
solid
color
white
solubility
DMSO: >10 mg/mL, H2O: insoluble
originator
Sanofi Aventis
SMILES string
Cc1c(nn(-c2ccc(Cl)cc2Cl)c1-c3ccc(I)cc3)C(=O)NN4CCCCC4
InChI
1S/C22H21Cl2IN4O/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-7-16(23)13-18(19)24)21(14)15-5-8-17(25)9-6-15/h5-10,13H,2-4,11-12H2,1H3,(H,27,30)
InChI key
BUZAJRPLUGXRAB-UHFFFAOYSA-N
Gene Information
mouse ... Cnr1(12801), Cnr2(12802)
rat ... Cnr1(25248)
Application
AM251, a CB1 cannabinoid receptor antagonist, has been used in a study to determine its interaction with hippocampal neurons to enhance spatial memory in mice.
Biochem/physiol Actions
AM251 is a CB1 cannabinoid receptor antagonist.
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.
This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
Other Notes
Salt content may vary.
hcodes
pcodes
Hazard Classifications
Aquatic Chronic 4
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Nozomi Asaoka et al.
The Journal of toxicological sciences, 41(6), 813-816 (2016-11-18)
N-[[1-(5-fluoropentyl)-1H-indazol-3-yl]carbonyl]-3-methyl-D-valine methyl ester (5F-ADB) is one of the most potent synthetic cannabinoids and elicits severe psychotic symptoms in humans, sometimes causing death. To investigate the neuronal mechanisms underlying its toxicity, we examined the effects of 5F-ADB on midbrain dopaminergic and
Hiroshi Sunada et al.
The Journal of experimental biology, 220(Pt 17), 3026-3038 (2017-09-01)
Cannabinoids are hypothesized to play an important role in modulating learning and memory formation. Here, we identified mRNAs expressed in
Danilo De Gregorio et al.
Pain, 160(1), 136-150 (2018-08-30)
Clinical studies indicate that cannabidiol (CBD), the primary nonaddictive component of cannabis that interacts with the serotonin (5-HT)1A receptor, may possess analgesic and anxiolytic effects. However, its effects on 5-HT neuronal activity, as well as its impact on models of