NOMENCLATURE

Common name iodosulfuron-methyl-sodium (BSI, pa ISO)

IUPAC name methyl 4-iodo-2-[3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)ureidosulfonyl]benzoate, sodium salt 

CAS RN [144550-36-7] ; [185119-76-0] acid  Development codes AE F115008 (AgrEvo); AE F145740 (acid) 

PHYSICAL CHEMISTRY

Composition The species used in practice is the sodium salt of the methyl ester. Where data are stated to refer to the 'acid', they apply to the diacid (carboxylic acid and sulfonyl urea).  Mol. wt. 529.2; 493.2 (acid)  M.f. C₁₄H₁₃IN₅NaO₆S; C₁₃H₁₂IN₅O₆S (acid)  Form Almost colourless/light beige, crystalline powder.  M.p. 152 °C  V.p. 6.7 ´ 10^-6 mPa (25 °C)  K_OW logP = 1.07 (pH 5), -0.70 (pH 7), -1.22 (pH 9).  Solubility In water 0.16 (pH 5), 25 (pH 7), 65 (pH 9) (all in g/l, 20 °C). 

APPLICATIONS

Biochemistry Branched chain amino acid synthesis (ALS or AHAS) inhibitor. Acts by inhibiting biosynthesis of the essential amino acids valine and isoleucine, hence stopping cell division and plant growth. Selectivity to cereals is due to differential degradation, compared with that in grass weeds, which is enhanced by addition of the safener mefenpyr-diethyl (q.v.)  Uses For post-emergence control of grass and broad-leaved weeds in winter, spring and durum wheat, triticale and rye, applied at 10 g/ha, in mixture with the safener mefenpyr-diethyl (q.v.).  Formulation types WG; Oil formulation. 

MAMMALIAN TOXICOLOGY

Oral Acute oral LD₅₀ for rats 2678 mg/kg.  Skin and eye Acute percutaneous LD₅₀ for rats >2000 mg/kg. Non-irritating to skin and eyes (rabbits); not a skin sensitiser (guinea pigs).  Other Non-mutagenic in vitro and in vivo. 

ECOTOXICOLOGY

Fish LC₅₀ for fish 100 mg/l.  Algae EC₅₀ for green algae 0.02 mg/l.  Other aquatic spp. EC₅₀ for Lemna gibba 0.8 mg/l. 

ENVIRONMENTAL FATE

Soil/Environment Photodegradation DT₅₀ c. 50 d. Abiotic hydrolysis DT₅₀ 31 d (pH 5), >365 d (pH 7), 362 d (pH 9) (20 °C). Soil DT₅₀ 1-5 d (7-10 d with low soil moisture); degradation is mainly microbial. Iodosulfuron-methyl and its metabolites have almost no vertical movement in soil; lysimeter and computer simulation studies indicate that neither iodosulfuron-methyl nor its metabolites would be transported to soil layers deeper than 1 m.