Napropamide

Chemical compound From Wikipedia, the free encyclopedia

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]

Quick facts Names, Identifiers ...
Napropamide
Skeletal formula of napropamide
Skeletal formula of napropamide
Names
Preferred IUPAC name
N,N-Diethyl-2-naphthalen-1-yloxypropanamide
Identifiers
3D model (JSmol)
2217870
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.035.742 Edit this at Wikidata
EC Number
  • 239-333-3
KEGG
UNII
  • InChI=1S/C17H21NO2/c1-4-18(5-2)17(19)13(3)20-16-12-8-10-14-9-6-7-11-15(14)16/h6-13H,4-5H2,1-3H3
    Key: WXZVAROIGSFCFJ-UHFFFAOYSA-N
  • CCN(CC)C(=O)C(C)OC1=CC=CC2=CC=CC=C21
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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"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

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

Napropamide has been sold as "Devrinol", "Jouster" and "Naprop".[5][1]

References

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