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Products >>Herbicides >> Atrazine


Atrazine 95%TC, Atrazine 50%SC

HRAC C1 WSSA 5; 1,3,5-triazine


Common name atrazine (BSI, E-ISO, (f) F-ISO, ANSI, WSSA, JMAF)
IUPAC name 6-chloro-N2-ethyl-N4-isopropyl-1,3,5-triazine-2,4-diamine
Chemical Abstracts name 6-chloro-N-ethyl-N'-(1-methylethyl)-1,3,5-triazine-2,4-diamine
CAS RN [1912-24-9] EEC no. 217-617-8 Development codes G 30 027 (Geigy)

Biochemistry Photosynthetic electron transport inhibitor at the photosystem II receptor site. Maize tolerance is attributed to rapid detoxification by glutathione transferases. Mode of action Selective systemic herbicide, absorbed principally through the roots, but also through the foliage, with translocation acropetally in the xylem and accumulation in the apical meristems and leaves. Uses Pre- and post-emergence control of annual broad-leaved weeds and annual grasses in maize, sorghum, sugar cane, pineapples, chemical fallow, grassland, macadamia nuts, conifers, industrial weed control. In Europe, use is concentrated in maize and sorghum. Used also in combinations with many other herbicides. Phytotoxicity Phytotoxic to many crops, including most vegetables, potatoes, soya beans, and peanuts. Formulation types FW; GR; SC; WG; WP. Selected tradenames: 'AAtrex' (USA) (Syngenta); 'Aktikon' (Nitrokémia); 'Atranex' (Makhteshim-Agan); 'Atrataf' (Rallis); 'Atratylone' (Agriphar); 'Atrazina' (Cequisa); 'Atrazol' (Sipcam); 'Coyote' (Defensa); 'Dhanuzine' (Dhanuka); 'Fogard' (Caffaro); 'Mebazine' (Aventis); 'Sanazine' (Sanachem); 'Surya' (Nagarjuna Agrichem); 'Triaflow' (Inquiport); 'Vectal' (Aventis); 'Zeazin S 40' (Istrochem); mixtures: 'Bicep II Magnum' (+ benoxacor+ S-metolachlor) (Syngenta); 'Bicep II' (+ benoxacor+ metolachlor) (Syngenta); 'Bicep Magnum' (+ S-metolachlor) (Syngenta); 'Gesaprim' (+ terbutryn) (Europe) (Syngenta); 'Marksman' (+ dicamba) (dicamba as potassium salt) (Syngenta, BASF); 'Trinovin' (+ amitrole+ simazine) (Efthymiadis)

'Atradex' (Crop Care); 'Atred' (Chemiplant); 'Azoprim' (Azot); 'Cornazine' (Papaeconomou); 'Crisazina' (Crystal); 'DG90' (Sipcam UK); 'Herpazine' (Agrochem); 'Trac' (Atanor); 'Zeacas' (CAS) mixtures: 'Bicep' (+ metolachlor) (USA) (Syngenta); 'Clark' (+ bromoxynil) (CFPI Nufarm, Syngenta); 'Primextra Safeneur' (+ benoxacor+ metolachlor) (Syngenta); 'Sutazine' (+ butylate) (Syngenta); 'Alazine' (+ alachlor) (Makhteshim-Agan); 'Aspect' (+ flufenacet) (Bayer); 'Aterbutex' (+ terbutryn) (Makhteshim-Agan); 'Athado Invierno' (+ terbumeton+ terbuthylazine) (Probelte); 'Atoll' (+ isoxaflutole) (Aventis); 'Atramet Combi' (+ ametryn) (Makhteshim-Agan); 'Axiom AT' (+ flufenacet+ metribuzin) (Bayer); 'Basis Gold' (+ nicosulfuron+ rimsulfuron) (Du Pont); 'Bellater' (+ cyanazine) (BASF); 'Bullet' (+ alachlor) (Monsanto); 'Century' (+ dimethenamid) (BASF); 'Degree Xtra' (+ acetochlor) (with safener) (Monsanto); 'Erunit' (+ acetochlor) (Nitrokémia); 'Extrazine II' (+ cyanazine) (Du Pont); 'Field Master' (+ acetochlor+ glyphosate) (glyphosate as isopropylammonium salt) (Monsanto); 'Fultime' (+ acetochlor+ dichlormid) (Dow AgroSciences); 'Guardsman' (+ dimethenamid) (BASF); 'Harness Extra' (+ acetochlor) (Monsanto); 'Karal' (+ bromoxynil) (CFPI Nufarm); 'Laddok' (+ bentazone-sodium) (BASF); 'Lariat' (+ alachlor) (Monsanto); 'Leadoff' (+ dimethenamid) (Du Pont); 'Propachlor Doble' (+ alachlor) (Probelte); 'Ready Master ATZ' (+ glyphosate) (glyphosate as isopropylammonium salt) (Monsanto); 'Shotgun' (+ 2,4-D-2-ethylhexyl) (UAP); 'Simapron Doble' (+ simazine) (Probelte); 'Simazat' (+ simazine) (Drexel); 'Triamex' (+ simazine) (Aventis); 'Zeazin Mix DKV' (+ prometryn) (Istrochem); 'Zeazin Mix Extra' (+ metolachlor+ prometryn) (Istrochem) Discontinued names: 'Atratol' * (Ciba); 'Primatop' * (Ciba-Geigy); 'Cekuzina T' * (Cequisa); 'Griffex' * (Griffin); 'Hungazin' * (Budapest Chemical); 'Maizina' * (Sipcam); 'Zeapos' * (Sagrochem) mixtures: 'Primagram' * (+ metolachlor) (Novartis); 'Primatol' * (+ prometon) (Ciba-Geigy); 'Primextra' * (+ benoxacor+ metolachlor) (Europe) (Novartis); 'Contour' * (+ imazethapyr-ammonium) (Cyanamid); 'Vorox(i)Granulat 371' * (+ amitrole+ sebuthylazine) (Spiess)

Product analysis by glc with FID (CIPAC Handbook, 1980, 1A, 1106; FAO Specification (CP/61); AOAC Methods, 1995, 971.08). Residues determined by glc with ECD or FID (K. Ramsteiner et al., J. Assoc. Off. Anal. Chem., 1974, 57, 92; E. Knüsli, Anal. Methods Pestic. Plant Growth Regul., 1972, 6, 600; B. G. Tweedy & R. A. Kahrs, ibid., 1978, 10, 493). In drinking water, by gc with FID (AOAC Methods, 1995, 991.07); dealkylated atrazine can be determined by lc with u.v. detection (AOAC Methods, 1995, 992.14, 10.7.01).

IARC ref. 53, 73 class 3 Oral Acute oral LD50 for rats 1869-3090 mg tech./kg, mice >1332-3992 mg/kg. Skin and eye Acute percutaneous LD50 for rats >3100 mg/kg. Mild skin irritant; non-irritating to eyes (rabbits). Skin sensitiser in guinea pigs, but not in humans. Inhalation LC50 (4 h) for rats >5.8 mg/l air. NOEL (2 y) for rats 10 mg/kg diet (0.5 mg/kg daily), for dogs 150 mg/kg diet (3.75 mg/kg daily), for mice 10 mg/kg diet (1.4 mg/kg daily). ADI 0.005 mg/kg b.w. Water GV 2 mg/l (TDI 0.5 mg/kg b.w.). Toxicity class WHO (a.i.) III (Table 5); EPA (formulation) III EC hazard (Xn; R48/22| R43| N; R50 R53)

Birds Acute oral LD50 varies from 940 mg/kg for bobwhite quail to >2000 mg/kg for mallard ducks and 4237 mg/kg for adult Japanese quail. Dietary LC50 (8 d) for Japanese quail (chicks) >5000, (adults) >1000 mg/kg. Fish LC50 (96 h) for rainbow trout 4.5-11.0, bluegill sunfish 16, carp 76, catfish 7.6, guppies 4.3 mg/l. Daphnia LC50 (24 h) 87 mg/l. Algae EC50 (72 h) for Scenedesmus subspicatus 0.043 mg/l, (96 h) for Selenastrum capricornutum 0.13 mg/l. Bees LD50 (oral) >97 mg/bee; (contact) >100 mg/bee. Worms LC50 (14 d) for Eisenia foetida 78 mg/kg soil.

Animals In mammals, following oral administration, atrazine is rapidly and completely metabolised, primarily by oxidative dealkylation of the amino groups (R. Ikonen et al., Toxicol. Lett., 1988, 44, 109; Bull. Environ. Contam. Toxicol., 1989, 43, 199; Y. Deng et al., J. Agric. Food Chem., 1990, 38, 1411), and by reaction of the chlorine atom with endogenous thiols. Diaminochlorotriazine is the main primary metabolite, which readily conjugates with glutathione.

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