Napropamide
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| Names | |
|---|---|
| Preferred IUPAC name
N,N-Diethyl-2-naphthalen-1-yloxypropanamide | |
| Identifiers | |
3D model (JSmol) |
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| 2217870 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.035.742 |
| EC Number |
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| KEGG | |
PubChem CID |
|
| UNII | |
CompTox Dashboard (EPA) |
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| |
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| Properties | |
| C17H21NO2 | |
| Molar mass | 271.360 g·mol−1 |
| Density | 1.18[1] |
| Melting point | 74.5 °C (166.1 °F; 347.6 K)[1] |
| 63 mg/L[1] | |
| Vapor pressure | 0.167 mPa[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Napropamide is an acetamide herbicide. It was first sold under the trade name Devrinol,[2] and was first manufactured in 1969.[3] It is widely used in the European Union,[1] and in Australia.[4]
"Devrinol 50" is a wettable powder containing 50% napropamide.[5]
Napropamide's mode of action is unknown, therefore the HRAC classification system calls it equivalently Group Z or Group 0, although it was formerly classified as Group K (Group K3 or 15).[6]
Chemistry
[edit]Napropamide inhibits root growth. It is used against annual grasses and broadleaf weeds.[2] The d-isomer is noted as being significantly more effective than the racemic mixture against certain weeds.[3] Its formula is C17H21NO2.[2]
Tradenames
[edit]Napropamide has been sold as "Devrinol", "Jouster" and "Naprop".[5][1]
References
[edit]- 1 2 3 4 5 6 Lewis KA, Tzilivakis J, Warner DJ, Green A (18 May 2016). "An international database for pesticide risk assessments and management". Human and Ecological Risk Assessment: An International Journal. 22 (4): 1050–1064. doi:10.1080/10807039.2015.1133242. hdl:2299/17565.
- 1 2 3 Neal J (November 18, 2014). "Devrinol (napropamide)". NC State Extension. Retrieved November 26, 2024.
- 1 2 Wendeborn S, Godineau E, Mondière R, Smejkal T, Smits H (2012), "1.8 Chirality in Agrochemicals", Comprehensive Chirality, Elsevier, pp. 120–166, doi:10.1016/b978-0-08-095167-6.00102-6, ISBN 978-0-08-095168-3, retrieved 2024-11-26
- ↑ "Devrinol 500WG Napropamide".
- 1 2 Williams H (1974). "Effects of certain preemergence herbicides on Diochondra spp". Proceedings of the Second International Turfgrass Research Conference: 410–417. doi:10.2135/1974.proc2ndintlturfgrass.c60.
- ↑ "Australia Herbicide Classification Lookup". Herbicide Resistance Action Committee.
External links
[edit]- Napropamide in the Pesticide Properties DataBase (PPDB)
- Napropamide in the Pesticide Properties DataBase (PPDB) (Napropamide-M)