Anilazine

Anilazine (ǎ-nǐl-a-zēn) is an organic compound with the chemical formula C9H5Cl3N4. It is a pesticide used on crops. It comes under the category of triazine fungicides. It is used for controlling fungus diseases which attack lawns and turf, cereals, coffee, and a wide variety of vegetables and other crops. It is also used for the control of potato and tomato leafspots.

Anilazine
Names
Preferred IUPAC name
4,6-Dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine
Other names
Anilazine (Dyrene);dyrene
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard100.002.646 Edit this at Wikidata
EC Number
  • 202-910-5
KEGG
RTECS number
  • XY7175000
UNII
UN number3077, 2588
  • InChI=1S/C9H5Cl3N4/c10-5-3-1-2-4-6(5)13-9-15-7(11)14-8(12)16-9/h1-4H,(H,13,14,15,16) checkY
    Key: IMHBYKMAHXWHRP-UHFFFAOYSA-N checkY
  • InChI=1/C9H5Cl3N4/c10-5-3-1-2-4-6(5)13-9-15-7(11)14-8(12)16-9/h1-4H,(H,13,14,15,16)
    Key: IMHBYKMAHXWHRP-UHFFFAOYAQ
  • Clc1nc(nc(Cl)n1)Nc2ccccc2Cl
Properties
C9H5Cl3N4
Molar mass275.52 g·mol−1
AppearanceWhite to light brown crystals or powder
Density1.611 g/cm3
Melting point159 °C (318 °F; 432 K)
Boiling point365 °C (689 °F; 638 K)
0.0008 g/100mL
Solubilityhexane: .017 g/100 mL
methylene chloride: 9 g/100 mL
acetone: 10 g/100 mL
chlorobenzene: 6 g/100 mL
toluene: 5 g/100 mL
xylene: 4 g/100 mL
Vapor pressure2.48x10−5 mmHg
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation markGHS09: Environmental hazard
Danger
H315, H318, H319, H410
P264, P273, P280, P302+P352, P305+P351+P338, P310, P321, P332+P313, P337+P313, P362, P391, P501
Flash point232.2 °C (450.0 °F; 505.3 K)
Lethal dose or concentration (LD, LC):
>5,000 mg/kg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Toxicity

Oral administration to rats and cats, the most common signs of toxicity were diarrhea and vomiting respectively After dermal administration to rabbits mild skin irritation manifested as edema and erythema was observed. Anilazine was more toxic by intraperitoneal injection than by other routes of administration.[1]

Medical use

In 1955, Bergsmann studied dairin as a tuberculocide.[2]

References

  • Anilazine in the Pesticide Properties DataBase (PPDB)