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Noruron

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Noruron
Names
Preferred IUPAC name
rac-N,N-dimethyl-N'-[(3aR,4S,5R,7S,7aR)-octahydro-1H-4,7-methanoinden-5-yl]urea
Other names
  • Norea
  • 1,1-dimethyl-3-[(1S,2R,6R,7S,8R)-8-tricyclo[5.2.1.02,6]decanyl]urea
  • N,N-Dimethyl-N′-(octahydro-4,7-methano-1H-inden-5-yl)urea
  • l-5-(3a,4,5,6,7,7ahexahydro-4, 7 -methanoindanyl-3 ,3-dimethylurea
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.038.536 Edit this at Wikidata
EC Number
  • 242-406-2
UNII
  • InChI=1S/C13H22N2O/c1-15(2)13(16)14-12-7-8-6-11(12)10-5-3-4-9(8)10/h8-12H,3-7H2,1-2H3,(H,14,16)
    Key: YGLMVCVJLXREAK-UHFFFAOYSA-N
  • O=C(NC1CC2CC1C3CCCC23)N(C)C
Properties
C13H22N2O
Molar mass 222.332 g·mol−1
Density 1100 kg/m3[1]
Melting point 177 °C (351 °F; 450 K)[2]
194 mg/L[1]
Hazards
GHS labelling:[3]
GHS07: Exclamation mark
Warning
H302, H311
P264, P280, P312, P321, P361+P364, P501
Lethal dose or concentration (LD, LC):
  • 2000 mg/kg (rat, oral)
  • 723 mg/kg (rabbit, dermal)[3]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Noruron (or norea) is a premërgent urea herbicide active ingredient. It is considered obsolete, but may still be used. Introduced in the US in 1062, was used to control grass weeds and broadleaf weeds on crops including broomcorn, cotton, potatoes, sugarcane, spinach, soybeans and sorghum.[1][4]

Noruron is not approved for use in the EU.[5]

Noruron is stereochemically racemic, with 5 stereocenters.[6] It is a chiral molecule, and the technical grade stuff is mixed from two racemates.[7]

Noruron is applied at 0.75 to 4 kg/ha of active ingredient, typically supplied as wettable powder or granules.[4]

It has been sold under the tradename "Herban",[1] a 76% norea wettable powder.[8]

References

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  1. ^ a b c d Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (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
  2. ^ "CAS Common Chemistry". commonchemistry.cas.org.
  3. ^ a b "SAFETY DATA SHEET" (PDF). LGC. 19 October 2022. Retrieved 21 May 2025.
  4. ^ a b "Noruron". Grainews. Retrieved 21 May 2025.
  5. ^ "EU Pesticides Database". ec.europa.eu.
  6. ^ "GSRS". gsrs.ncats.nih.gov.
  7. ^ "Noruron Solution". ESSLAB. Retrieved 21 May 2025.
  8. ^ Williams, H.h. (1974). "Effects of certain preemergence herbicides on Diochondra SPP". Proceedings of the Second International Turfgrass Research Conference. pp. 410–417. doi:10.2135/1974.proc2ndintlturfgrass.c60. ISBN 978-0-89118-573-4.