methomyl

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/06/24 20:55:13」(JST)

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Methomyl
IUPAC name (E,Z)-methyl N-{[(methylamino)carbonyl]oxy}ethanimidothioate
Other names Lannate, Mesomile, Methomex, Nudrin
Identifiers
CAS number	16752-77-5 Y
PubChem	5353758
ChEMBL	CHEMBL552761 N
Jmol-3D images	Image 1
SMILES CC(=NOC(=O)NC)SC
Properties
Molecular formula	C5H10N2O2S
Molar mass	162.21 g mol−1
Appearance	Crystals
Odor	Slight, sulfur-like
Density	1.2946 g/cm3
Melting point	78-79 °C
Solubility in water	58 g/L
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N (verify) (what is: Y/N?)
Infobox references

Methomyl is a carbamate insecticide. It was introduced in 1966, but its use is restricted because of its high toxicity to humans. Its current primary use is on alfalfa for forage. The EU and UK have imposed these restrictions by allowing a maximum pesticide residue limit of 0.02 mg/kg for apples and oranges. 0.02 mg/kg is the limit of detection.

It has been found in residues on vegetables and spices in Thailand exceeding safety standards in 2012, due to not being listed on the Dangerous Substances Act, along with carbofuran, dicrotophos and EPN.

Methomyl is the active ingredient in commercial fly bait granules which are mixed with a cola drink to kill bothersome raccoon, skunk and opossum. Using methomyl in this "off-label" way may be against the law in some of the United States.

Synthesis

Methomyl can be produced by reaction of methyl isocyanate and methylthioacetaldoxime(also known as methomyl oxime)

First preparing ester

Second preparing oxime from ester

Third preparing product from isocyanate and oxime.

References

External Links

• Pesticide Properties Database (PPDB) record for Methomyl

UpToDate Contents

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English Journal

• Effect of process intensifying parameters on the hydrodynamic cavitation based degradation of commercial pesticide (methomyl) in the aqueous solution.

• Raut-Jadhav S1, Saini D2, Sonawane S3, Pandit A4.
• Ultrasonics sonochemistry.Ultrason Sonochem.2016 Jan;28:283-93. doi: 10.1016/j.ultsonch.2015.08.004. Epub 2015 Aug 8.
• Methomyl, a carbamate pesticide, is classified as a pesticide of category-1 toxicity and hence shows harmful effects on both human and aquatic life. In the present work, the degradation of methomyl has been studied by using hydrodynamic cavitation reactor (HC) and its combination with intensifying a
• PMID 26384910

• Monitoring for Insecticide Resistance in Asian Citrus Psyllid (Hemiptera: Psyllidae) Populations in Florida.

• Kanga LH1, Eason J2, Haseeb M2, Qureshi J3, Stansly P3.
• Journal of economic entomology.J Econ Entomol.2015 Dec 26. pii: tov348. [Epub ahead of print]
• The development of insecticide resistance in Asian citrus psyllid, Diaphorina citri Kuwayama, populations is a serious threat to the citrus industry. As a contribution to a resistance management strategy, we developed a glass vial technique to monitor field populations of Asian citrus psyllid for in
• PMID 26709293

• Mechanisms of compensatory dynamics in zooplankton and maintenance of food chain efficiency under toxicant stress.

• Mano H1,2, Tanaka Y3.
• Ecotoxicology (London, England).Ecotoxicology.2015 Dec 18. [Epub ahead of print]
• Communities with species that are tolerant to environmental stresses may be able to maintain the ecosystem functions under the stress, because the tolerant species can compensate for the loss of sensitive species. In this study, we focused on the food chain efficiency (FCE), the trophic transfer acr
• PMID 26683817

Japanese Journal

• 静岡県の茶園から2004年～2008年に採集されたチャハマキの薬剤感受性

• 小澤 朗人,内山 徹
• 関東東山病害虫研究会報 2013(60), 139-142, 2013
• … As for methomyl, its resistance was found in 1980s, the change of methomyl-susceptibility was not clear. …
• NAID 130004935384

• 静岡県のチャ園に生息するチャノコカクモンハマキの薬剤感受性とジアシルヒドラジン系IGR剤に対する薬剤抵抗性

• 内山 徹,小澤 朗人,劉 主
• 日本応用動物昆虫学会誌 57(2), 85-93, 2013
• … honmai populations examined, seven insecticides—chlorpyrifos, profenofos, chlorfenapyr, methomyl, spinosad, emamectin benzoate, and bifenthrin—showed higher insecticidal effects than the IGRs tested. …
• NAID 130003362638

• トンネル栽培ニンジンに発生したホモノハダニの薬剤感受性

• 兼田 武典,亀代 美香,中野 昭雄 [他],米本 謙悟,南 利夫,青木 一彦,後藤 哲雄
• 日本ダニ学会誌 = Journal of the Acarological Society of Japan 21(1), 21-29, 2012-05-25
• … 22剤）について，実用濃度に対する本種の感受性を検討した．その結果，供試した殺虫剤と殺菌剤17剤のうち，処理96時間後の雌成虫の死亡率が95～100％であった7剤（bifenazate，DBEDC，emamectin benzoate，lepimectin，methomyl，milbemectin，pyridaben）では殺ダニ効果が高かった．気門封鎖系の3剤は，雌成虫に対する殺ダニ効果が低かった．休眠卵に対する殺ダニ効果を検討した粒剤2剤のうち，diazinon粒剤は，対照区に較べて，生存率 …
• NAID 10030426467

Related Links

• Methomyl - Wikipedia, the free encyclopedia

Methomyl is a carbamate insecticide. It was introduced in 1966, but its use is restricted because of its high toxicity to humans. Its current primary use is on alfalfa for forage. The EU and UK have imposed these restrictions by allowing a ...