Nonivamide
| Nonivamide | |
|---|---|
| File:Nonivamide.png | |
| N-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide | |
| Other names Pseudocapsaicin, vanillyl-N-nonylamide, nonylic acid vanillyl amide, pelargonic acid vanillylamide (PAVA), pelargonyl vanillyl amide | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| CAS number | 2444-46-4 |
| PubChem | 2998 |
| SMILES | Script error: No such module "collapsible list". |
| style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
| Molecular formula | C17H27NO3 |
| Molar mass | 293.4 g mol−1 |
| Melting point |
54°C |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
Nonivamide, also called pelargonic acid vanillylamide or PAVA, is an organic compound and a capsaicinoid. It is an amide of pelargonic acid and vanillylamine. It is present in chili peppers,[1] but is commonly manufactured synthetically. It is more heat-stable than capsaicin.
Nonivamide is used as a food additive to add pungency to seasonings, flavorings, and spice blends. It is also used in confectionary industry to create hot sensation, and in the pharmaceutical industry in some formulations as a cheap substitute for capsaicin.
As a potent lachrymatory agent, nonivamide finds use as the active ingredient of some oleoresin capsicum-based riot control agents (pepper spray). Within the UK, nonivamide is used as the PAVA spray by the British Transport Police and some other territorial forces, although many still use CS Incapacitant Spray.
Like capsaicin, it can also deter mammals (but not birds or insects, which seem immune) from consuming plants or seeds (e.g. squirrels and bird feeder seeds[2]).
References
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<references />, or <references group="..." />- ↑ Howard L. Constant, Geoffrey A. Cordell and Dennis P. West. J. Nat. Prod., 1996, 59 (4), pp 425–426 DOI: 10.1021/np9600816 Publication Date (Web): April 22, 1996 Retrieved 16 July 2010
- ↑ http://www.aversiontech.com/nonivamide.html Retrieved 16 July 2010
