5-[[(1,1'-BIPHENYL)-4-YL]METHYL]-N,N-DIMETHYL-1H-TETRAZOLE-1-CARBOXAMIDE Chemical Properties

Melting point:

87-88℃

Boiling point:

506.1±53.0 °C(Predicted)

Density 

1.21

storage temp. 

Sealed in dry,2-8°C

solubility 

Soluble in DMSO (greater than 25 mg/ml) or in Ethanol (up to 15 mg/ml).

pka

0.01±0.10(Predicted)

form 

White to off-white solid.

color 

White

Stability:

Stable for 1 year as supplied. Solutions in DMSO of ethanol may be stored at -20°C for up to 1 month

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

5-[[(1,1'-BIPHENYL)-4-YL]METHYL]-N,N-DIMETHYL-1H-TETRAZOLE-1-CARBOXAMIDE Usage And Synthesis

Description

LY-2183240 (874902-19-9) is highly potent inhibitor of cellular anandamide uptake (IC50 = 0.27nM1, 15nM2). LY-2183240 has also been found2-4 to be an inhibitor of fatty acid amide hydrolase (FAAH) – IC50 = 14nM4, diacylglycerol lipase (DAGL) and monoacylglycerol lipase (MAGL) – IC50 = 5.3 nM3.

Uses

LY2183240 is a potent inhibitor of FAAH activity, and the uptake and enzymatic hydrolysis of anandamide. Synthetic Cannabinoids

Definition

ChEBI: N,N-dimethyl-5-[(4-phenylphenyl)methyl]-1-tetrazolecarboxamide is a member of biphenyls.

Biological Activity

Novel and highly potent blocker of anandamide uptake (IC 50 = 270 pM). Inhibits fatty acid amide hydrolase (FAAH) activity (IC 50 = 12.4 nM). Following i.p. administration in rats, increases brain anandamide concentration and exerts antinociceptive effects in formalin model of pain.

in vivo

References

[1] S A MOORE. Identification of a high-affinity binding site involved in the transport of endocannabinoids.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2005, 102 49: 17852-17857. DOI:10.1073/pnas.0507470102
[2] GIORGIO ORTAR . Carbamoyl tetrazoles as inhibitors of endocannabinoid inactivation: A critical revisitation[J]. European Journal of Medicinal Chemistry, 2008, 43 1: Pages 62-72. DOI:10.1016/j.ejmech.2007.02.023
[3] JESSICA P. ALEXANDER  Benjamin F C. The Putative Endocannabinoid Transport Blocker LY2183240 Is a Potent Inhibitor of FAAH and Several Other Brain Serine Hydrolases[J]. Journal of the American Chemical Society, 2006, 128 30: 9699-9704. DOI:10.1021/ja062999h
[4] AMY K DICKASON-CHESTERFIELD. Pharmacological characterization of endocannabinoid transport and fatty acid amide hydrolase inhibitors.[J]. Cellular and Molecular Neurobiology, 2006, 26 4-6: 407-423. DOI:10.1007/s10571-006-9072-6

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