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N-Cyclohexanecarbonyltetradecylamine

Cayman Chemical Item Number 10008317

N-Cyclohexanecarbonyltetradecylamine

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Description

Numerous analogs of fatty acyl ethanolamides potentiate the intrinsic biological activity of endocannabinoids.1 This potentiation is ascribed either to inhibition of AEA reuptake into neurons, or inhibition of fatty acid amide hydrolase (FAAH) within the neurons. 2 However, Ueda, et al. has recently cloned another amidase, the acidic PEAase that promotes the hydrolysis of palmitoylethanolamide.3 N-Cyclohexanecarbonyltetradecylamine is an analog of N-cyclohexanecarbonyl-pentadecylamine, a selective inhibitor of acidic PEAase with an IC50 of 4.5 µM, that contains 1 less carbon in the alkyl chain.4 The biological activity of N-cyclohexanecarbonyltetradecylamine has not been documented.

1 Khanolkar, A.D., and Makriyannis, A. Structure-activity relationships of anandamide, an endogenous cannabinoid ligand. Life Sci 65 607-616 (1999).

2 Deutsch, D.G., Glaser, S.T., Howell, J.M., et al. The cellular uptake of anandamide is coupled to its breakdown by fatty-acid amide hydrolase. J Biol Chem 276(10) 6967-6973 (2001).

3 Ueda, N., Yamanaka, K., and Yamamoto, S. Purification and characterization of an acid amidase selective for N-palmitoylethanolamine, a putative endogenous anti-inflammatory substance. J Biol Chem 276(38) 35552-35557 (2001).

4 Tsuboi, K., Hilligsmann, C., Vandevoorde, S., et al. N-cyclohexanecarbonylpentadecylamine: A selective inhibitor of the acid amidase hydrolysing N-acylethanolamines, as a tool to distinguish acid amidase from fatty acid amide hydrolase. Biochem J 379 99-106 (2004).

Formal Name N-​tetradecyl-​cyclohexanecarboxamide
Molecular Formula C21H41NO
Formula Weight 323.6
Formulation A crystalline solid
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCNC(=O)​C1CCCCC1

Background Reading

Khanolkar, A.D., and Makriyannis, A. Structure-activity relationships of anandamide, an endogenous cannabinoid ligand. Life Sci 65 607-616 (1999).

Deutsch, D.G., Glaser, S.T., Howell, J.M., et al. The cellular uptake of anandamide is coupled to its breakdown by fatty-acid amide hydrolase. J Biol Chem 276(10) 6967-6973 (2001).

Ueda, N., Yamanaka, K., and Yamamoto, S. Purification and characterization of an acid amidase selective for N-palmitoylethanolamine, a putative endogenous anti-inflammatory substance. J Biol Chem 276(38) 35552-35557 (2001).

Tsuboi, K., Hilligsmann, C., Vandevoorde, S., et al. N-cyclohexanecarbonylpentadecylamine: A selective inhibitor of the acid amidase hydrolysing N-acylethanolamines, as a tool to distinguish acid amidase from fatty acid amide hydrolase. Biochem J 379 99-106 (2004).

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N-Cyclohexanecarbonyltetradecylamine is available in the following screening library:

Size Price Quantity Subtotal
5 mg $27.00 $0.00
10 mg $51.00 $0.00
50 mg $216.00 $0.00
100 mg $378.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-26. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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URB597
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