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5.04275

Sigma-Aldrich

CB1 antagonist AM251

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Synonym(s):
CB1 antagonist AM251, N-(Piperidin-1-yl)-5-(4-iodophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide, AM 251
Empirical Formula (Hill Notation):
C22H21Cl2IN4O
CAS Number:
Molecular Weight:
555.24
MDL number:
UNSPSC Code:
12352200

Assay

≥98% (HPLC)

Quality Level

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

DMSO: 10 mg/mL

storage temp.

10-30°C

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

General description

A potent and highly selective antagonist for cannabinoid subtyre 1 (CB1) receptor. Affinity for CB1 (IC50 = 8 nM, Ki = 7.49 nM) is more than 306-fold higher than that for CB2 receptors. Has been used in a study to determine its interaction with hippocampal neurons to enhance spatial memory in mice.

Biochem/physiol Actions

Primary Target
CB₁ Receptor

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Gatley, S., et al. 1996. Eur. J. Pharmacol.307, 331.
Gatley, S., et al. 1997. Life Sci.61, 191.
Lan, R., et al. 1999. J. Med. Chem.42, 769.
Pertwee, R., 2005. Life Sci.76, 1307.

Ryberg, E., et al. 2007. Br. J. Pharmacol.152, 1092.
Assini, F., et al. 2012. Behav. Pharmacol.23, 292.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(C)

Not applicable

Regulatory Information

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