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Diniconazole 95%TC

Diniconazole NOMENCLATURE
Common name diniconazole (BSI, ANSI, draft E-ISO, (m) draft F-ISO)
IUPAC name (E)-(RS)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
Chemical Abstracts name (E)-(?-b-[(2,4-dichlorophenyl)methylene]-a-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol
CAS RN [83657-24-3]; [76714-88-0] (E)- isomers Development codes S-3308 L (Sumitomo); XE-779 (Chevron)

diniconazole-M
IUPAC name (E)-(R)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
CAS RN [83657-18-5]; [83657-19-6] (E)-(S)- isomer

diniconazole
Patents US 4203995; GB 2004276 Manufacturers Sumitomo

diniconazole-M
Patents US 4435203; EP 54431 Manufacturers Sumitomo

Diniconazole APPLICATIONS
Biochemistry Steroid demethylation (ergosterol biosynthesis) inhibitor. Mode of action Systemic fungicide with protective and curative action. Uses Control of leaf and ear diseases (e.g. powdery mildew, Septoria, Fusarium, smuts, bunt, rusts, scab, etc.) in cereals; powdery mildew in vines; powdery mildew, rust, and black spot in roses; leaf spot in peanuts; Sigatoka disease in bananas; and Uredinales in coffee. Also used on fruit, vegetables, and other ornamentals. Formulation types EC; SC; WG; WP. Selected tradenames: 'Spotless' (Sumitomo); 'Sumi-8' (Sumitomo)

Diniconazole OTHER TRADENAMES
'Dinizol' (AgroSan); 'Embassador' (Sanonda)

ANALYSIS
Product analysis details available from Sumitomo Chemical Co., Ltd. Residues determined by glc with FTD.

Diniconazole MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for male rats 639, female rats 474 mg/kg. Skin and eye Acute percutaneous LD50 for rats >5000 mg/kg. Mild eye irritant; non-irritating to skin (rabbits). Not a skin sensitiser (guinea pigs). Inhalation LC50 (4 h) for rats >2770 mg/m3. Toxicity class WHO (a.i.) III; EPA (formulation) III EC hazard Xn; R22| N; R50, R53 ((E)- isomers)

ECOTOXICOLOGY

Birds Acute oral LD50 for bobwhite quail 1490, mallard ducks >2000 mg/kg. Dietary LC50 (8 d) for mallard ducks 5075 mg/kg diet. Fish LC50 (96 h) for rainbow trout 1.58, Japanese killifish 6.84, carp 4.0 mg/l. Bees Acute contact LD50 for bees >20 mg/bee.

ENVIRONMENTAL FATE
Animals In rats, following oral administration, diniconazole is rapidly metabolised by hydroxylation of the tert-butyl methyl groups. Within 7 days, 52-87% is excreted in the faeces and 13-46% in the urine. Plants Half-life in cereals is a few weeks.