Anilazine

Anilazine
Names
	Preferred IUPAC name 4,6-Dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine
	Other names Anilazine (Dyrene); dyrene
Identifiers
CAS Number	101-05-3 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL464135 ;
ChemSpider	7260 ;
ECHA InfoCard	100.002.646
EC Number	202-910-5;
KEGG	C18935 ;
PubChem CID	7541;
RTECS number	XY7175000;
UNII	C6E8Y03ZJN ;
UN number	3077, 2588
CompTox Dashboard (EPA)	DTXSID9020089 ;
	InChI 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) Key: IMHBYKMAHXWHRP-UHFFFAOYSA-N ; 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;
	SMILES Clc1nc(nc(Cl)n1)Nc2ccccc2Cl;
Properties
Chemical formula	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)
Solubility in water	0.0008 g/100mL
Solubility	hexane: .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 pressure	2.48x10−5 mmHg
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H315, H318, H319, H410
Precautionary statements	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):
LD50 (median dose)	>5,000 mg/kg
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

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

^ IPCS InChem document
^ BERGSMANN O (1955). "A report on the clinical application of dairin, a tuberculocide". Die Medizinische (29–30): 1053–5. PMID 13253229.

External links

Anilazine in the Pesticide Properties DataBase (PPDB)

[1] IPCS InChem document

[bergsmann55-2] BERGSMANN O (1955). "A report on the clinical application of dairin, a tuberculocide". Die Medizinische (29–30): 1053–5. PMID 13253229.

[1]

[2]

Names


Preferred IUPAC name 4,6-Dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine
Other names Anilazine (Dyrene); dyrene
Identifiers
CAS Number	101-05-3^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL464135^Y
ChemSpider	7260^Y
ECHA InfoCard	100.002.646
EC Number	202-910-5
KEGG	C18935^N
PubChem CID	7541
RTECS number	XY7175000
UNII	C6E8Y03ZJN^N
UN number	3077, 2588
CompTox Dashboard (EPA)	DTXSID9020089
InChI 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)^Y Key: IMHBYKMAHXWHRP-UHFFFAOYSA-N^Y 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
SMILES Clc1nc(nc(Cl)n1)Nc2ccccc2Cl
Properties
Chemical formula	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)
Solubility in water	0.0008 g/100mL
Solubility	hexane: .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 pressure	2.48x10⁻⁵ mmHg
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H315, H318, H319, H410
Precautionary statements	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):
LD₅₀ (median dose)	>5,000 mg/kg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references