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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

N-Cyclohexanecarbonylpentadecylamine

Cayman Chemical Item Number 10007739

(CAS 702638-84-4)

N-Cyclohexanecarbonylpentadecylamine (CAS 702638-84-4)

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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 has recently cloned another amidase, the acidic palmitoyl ethanolamidase (PEAase) that promotes the hydrolysis of palmitoylethanolamide.3 N-Cyclohexanecarbonylpentadecylamine is a selective inhibitor of acidic PEAase, inhibiting the enzyme with an IC50 of 4.5 µM, while failing to inhibit FAAH even at 100 µM.4

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-​pentadecyl-​cyclohexanecarboxamide
CAS Number 702638-84-4
Molecular Formula C22H43NO
Formula Weight 337.6
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCCNC(=O)​C1CCCCC1

Background Reading

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).

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).

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-Cyclohexanecarbonylpentadecylamine 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 2012-02-12. 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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