| Identification | More | [Name]
Methyl 4-iodo-2-[3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)ureidosulfonyl]benzoate sodium salt | [CAS]
144550-36-7 | [Synonyms]
IODOSULFURON-METHYL SODIUM
METHYL 4-IODO-2-[3-(4-METHOXY-6-METHYL-1,3,5-TRIAZIN-2-YL)UREIDOSULFONYL]BENZOATE SODIUM SALT
IODOSULFURON-METHYL-SODIUM PESTANAL
Benzoic acid, 4-iodo-2-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonylaminosulfonyl-, methyl ester, monosodium salt
chekker
iodosulfuron-methyl-sodium(bsi,iso) | [EINECS(EC#)]
236-293-9 | [Molecular Formula]
C14H13IN5NaO6S | [MDL Number]
MFCD06636642 | [Molecular Weight]
529.2 | [MOL File]
144550-36-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
152° | [storage temp. ]
0-6°C | [solubility ]
Solubility in organic solvents (g/l at 20 °C)
Acetonitrile 52
Ethyl acetate 23
n‐Heptane 0.001
Methanol 12
2‐Propanol 4.4
Toluene 2.1 | [form ]
neat | [pka]
Dissociation constant (pKa at 20 °C) 3.22 (Under strong acidic conditions – pH 2 – formation of iodosulfuron‐methyl) | [color ]
Off-White to Pale Beige | [Water Solubility ]
Solubility in water (g/l at 20 °C) 0.16 (pH 5) 25.0 (pH 7) 65.0 (pH 9). | [Henry's Law Constant]
4.4×1010 mol/(m3Pa) at 25℃, Maniere et al. (2011) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C14H14IN5O6S.Na.H/c1-7-16-12(19-14(17-7)26-3)18-13(22)20-27(23,24)10-6-8(15)4-5-9(10)11(21)25-2;;/h4-6H,1-3H3,(H2,16,17,18,19,20,22);; | [InChIKey]
AOJXPLQLYBPMFZ-UHFFFAOYSA-N | [SMILES]
S(C1C=C(I)C=CC=1C(=O)OC)(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1.[NaH] | [CAS DataBase Reference]
144550-36-7(CAS DataBase Reference) | [EPA Substance Registry System]
144550-36-7(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS09 | [Signal word ]
Warning | [Hazard statements ]
H410 | [Precautionary statements ]
P273-P391-P501 | [Hazard Codes ]
N | [Risk Statements ]
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 | [WGK Germany ]
2 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Acute 1
Aquatic Chronic 1 | [Toxicity]
LD50 in rats (mg/kg): 2678 orally; >2000 dermally (Hacker) |
| Hazard Information | Back Directory | [Description]
Iodosulfuron-methyl-sodium is a sulfonylurea herbicide. It is highly soluble in aqueous solution and semi-volatile. It is not persistent in soil but may be in aquatic systems. It is highly toxic to mammals, a neurotoxin and a skin, eye and respiratory tract irritant. It is moderately toxic to birds, most aquatic organisms, honeybees and earthworms. | [Uses]
Iodosulfuron Methyl Ester Sodium is used as a pesticide. | [Production Methods]
Iodosulfuron-methyl-sodium is commercially synthesised through a multi-step process typical of sulfonylurea herbicides. The production begins with the preparation of a substituted triazine ring, which serves as the core scaffold. This is followed by the introduction of a sulfonylurea moiety via condensation reactions involving sulfonamide and isocyanate intermediates. The final step involves iodination and methylation to yield the active compound, which is then converted into its sodium salt form for improved solubility and formulation stability. | [Agricultural Uses]
At a rate of 2.5–10 g a.i. ha−1, iodosulfuron‐methyl‐sodium (AE F115008) controls more than 50 different broadleaf weed species, including some very competitive weeds that cause a substantial reduction of cereal productivity, for example, G. aparine, M. chamomilla, S. media, Raphanus ssp., Cirsium arvense, and Lamium ssp. While the application of iodosulfuronmethyl‐ sodium at the lower end of the suggested use rate is usually sufficient for control of broadleaf weeds, a higher rate is needed for consistent grass weed control. Major grass weeds controlled with a 7.5–10 g a.i. ha−1 dose rate applied at the three‐leaf stage up to the end of tillering are Agrostis gigantea, A. spica‐venti, Lolium multiflorum, L. perenne, L. persicum, L. rigidum, Phalaris brachystachys, P. canariensis, P. paradoxa, P. annua, and P. trivialis.
When introduced in 1999, iodosulfuron‐methyl‐sodium was the first “safened” sulfonylurea herbicide available commercially and has been marketed by Bayer CropScience for use both in cereals and maize. A “safener,” such as mefenpyr‐ diethyl, is a chemical that, when applied to crop plants, reduces the injury caused by herbicides to an acceptable level. Ideally, a safener does not reduce activity against the target weeds. When a series of experiments was conducted to compare the behavior of iodosulfuron‐methyl‐sodium with and without mefenpyr‐diethyl as safener, the results suggested that the safener acted via a specific catalytic enhancement of herbicide degradation in cereals, but not in target weeds such as wild oat.
In cereals, iodosulfuron‐methyl‐sodium is available commercially under the trade name “Hussar” as a straight product in a 1 : 3 ratio with mefenpyr‐diethyl as safener. The compound is also sold in various combinations with other mixing partners, such as “Hussar® OF” (+ fenoxaprop‐p‐ethyl + mefenpyr‐diethyl), “Sekator®/Chekker®” (+ amidosulfuron + mefenpyr‐diethyl), “Cossack®” (+ mesosulfuron + mefenpyrdiethyl), and “Atlantis®” (+ mesosulfuron + mefenpyr‐diethyl). | [Mechanism of action]
Selective to cereals. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS | [Pesticide Type]
Herbicide |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
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