Chemodex

N-Vanillylnonanamide

CHF 129.00
In stock
CDX-N0181-G01010 gCHF 129.00
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Product Details
Synonyms Nonivamide; N-(4-Hydroxy-3-methoxybenzyl)nonanamide; Nonanoic acid vanillylamide; Nonylvanylamide; NSC 172795; Pelargonic Acid Vanillylamide; Pseudocapsaicin; N-Vanillylpelargonamide
Product Type Chemical
Properties
Formula

C17H27NO3

MW 293.41
CAS 2444-46-4
RTECS RA5955000
Purity Chemicals ≥97% (HPLC)
Appearance White to off-white powder.
Solubility Soluble in DMSO (10mg/ml), DMF (10mg/ml), ethanol (30mg/ml) or methanol (100mg/ml).
Identity Determined by 1H-NMR.
Declaration Manufactured by Chemodex.
Other Product Data

Click here for Original Manufacturer Product Datasheet
Our product description may differ slightly from the original manufacturers product datasheet.

InChi Key RGOVYLWUIBMPGK-UHFFFAOYSA-N
Smiles OC1=C(OC)C=C(CNC(CCCCCCCC)=O)C=C1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +20°C
Long Term Storage +4°C
Handling Advice Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at +4°C.
Documents
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Product Specification Sheet
Datasheet Download PDF
Description

Nonivamide is a transient receptor potential vanilloid type 1 (TRPV1) agonist and an analog of capsaicin, with anti-inflammatory, antiobesity and antifouling properties. Nonivamide has anti-inflammatory potential by inhibiting LPS-induced activation of the MAPK pathway. Nonivamide enhanced hyperthermia-induced apoptosis via a mitochondrial-caspase dependent pathway, and might be useful as cancer treatment enhancer. Nonivamide has also shown to be effective antiobesity agent by reducing energy intake, enhancing energy metabolism, decreasing serum triacylglycerol content and inhibiting adipogenesis via activation of the transient receptor potential cation channel subfamily V member 1 (TRPV1). Formulations containing nonivamide have been used in pepper spray weaponry for riot control.

Product References

(1) G. Skofitsch, et al. Arzneimittelforschung 34, 154 (1984) | (2) H.L. Constant & G.A. Cordell; J. Nat. Prod. 59, 425 (1996) | (3) C.A. Reilly, et al.; J. Forensic Sci. 46, 502 (2001) | (4) F. Villa, e al.; Biotechnol. Lett. 31, 1407 (2009) | (5) K.C. Thomas, et al.; J. Pharmacol. Exp. Ther. 337, 400 (2011) | (6) B. Rohm, et al.; Mol. Nutr. Food Res. 57, 2008 (2013) | (7) B. Rohm, et al.; J. Cell Biochem. 116, 1153 (2015) | (8) J. Walker, et al.; Mol. Nutr. Food Res. 61, 1600474 (2017) | (9) C.M. Hochkogler, et al.; Mol. Nutr. Food Res. 61, 1600731 (2017) | (10) L. Sun, et al.; Free Radic. Biol. Med. 120, 147 (2018)

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