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 InfoCard 100.002.646
EC Number
  • 202-910-5
KEGG
RTECS number
  • XY7175000
UNII
UN number 3077, 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 mass 275.52 g·mol−1
Appearance White to light brown crystals or powder
Density 1.611 g/cm3
Melting point 159 °C (318 °F; 432 K)
Boiling point 365 °C (689 °F; 638 K)
0.0008 g/100mL
Solubility hexane: .017 g/100 mL
methylene chloride: 9 g/100 mL
cetone: 10 g/100 mL
chlorobenzene: 6 g/100 mL
toluene: 5 g/100 mL
xylene: 4 g/100 mL
Vapor pressure 2.48x10−5 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 point 232.2 °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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Infobox references

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
  1. IPCS InChem document
  2. BERGSMANN O (1955). "A report on the clinical application of dairin, a tuberculocide". Die Medizinische (29–30): 1053–5. PMID 13253229.
  • Anilazine in the Pesticide Properties DataBase (PPDB)
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