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Merck

5.04277

CB2 Inverse Agonist, SR 144528 - CAS 192703-06-3 - Calbiochem

Synonym(s):

CB2 Inverse Agonist, SR 144528 - CAS 192703-06-3 - Calbiochem, 5-​(4-​chloro-​3-​methylphenyl)-​1-​[(4-​methylphenyl)methyl]-​N-​[(1S,​2S,​4R)-​1,​3,​3-​trimethylbicyclo[2.2.1]hept-​2-​yl]-​1H-​pyrazole-, 5-​(4-​chloro-​3-​methylphenyl)-​1-​[(4-​methylphenyl)methyl]-​N-​[(1S,​2S,​4R)-​1,​3,​3-​trimethylbicyclo[2.2.1]hept-​2-​yl]-​1H-​pyrazole-3

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About This Item

Empirical Formula (Hill Notation):
C29H34ClN3O
CAS Number:
192703-06-3
Molecular Weight:
476.05
UNSPSC Code:
12352200
MDL number:
MFCD05662316

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InChI

1S/C29H34ClN3O/c1-18-6-8-20(9-7-18)17-33-25(21-10-11-23(30)19(2)14-21)15-24(32-33)26(34)31-27-28(3,4)22-12-13-29(27,5)16-22/h6-11,14-15,22,27H,12-13,16-17H2,1-5H3,(H,31,34)/t22-,27-,29+/m1/s1

InChI key

SUGVYNSRNKFXQM-XRHWURSXSA-N

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 20 mg/mL

storage temp.

−20°C

Biochem/physiol Actions

Primary Target
CB₂ Receptor
Target Ki: 0.6 nM and 400 nM for CB₂ and CB₁ receptors, respectively.

Disclaimer

Toxicity: Standard Handling (A)

General description

A selective inverse agonist for peripheral cannabinoid (CB2) receptors (Ki = 0.6 nM and 400 nM for CB2 and CB1 receptors, respectively). Has been used in studies related to control of pain initiation, suppression of inflammation, and immune activation.

Other Notes

Barth, F., et al. 1999. Curr. Med. Chem.6, 745.
Iwamura, H., et al. 2001. J. Pharmacol. Exp. Ther.296, 420.

Wright, K., et al. 2008. Br. J. Pharmacol.153, 263.
Di Marzo, V. 2008. Nat. Rev. Drug Discov.7, 438.

Rinaldi-Carmona, M., et al. 1998. J. Pharmacol. Exp. Ther.284, 644.
Portier, M., et al. 1999. J. Pharmacol. Exp. Ther.288, 582.

Preparation Note

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

Legal Information

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

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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