Bensulfuron-methyl (HCID 54960)

概要

Bensulfuron-methyl is the methyl ester of bensulfuron. An acetolactate synthase inhibitor, it is used as a herbicide for the control of a variety of both annual and perennial weeds in crops, particularly wheat and rice. It is not licensed for use within the UK. It has a role as an EC 2.2.1.6 (acetolactate synthase) inhibitor, a herbicide and an agrochemical. It is a methyl ester, an aromatic ether, a member of pyrimidines and a N-sulfonylurea. It is functionally related to a bensulfuron.

名称と識別子

優先名称: Bensulfuron-methyl
IUPAC: methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoylmethyl]benzoate
現地名: ベンスルフロンメチル
英語名: Bensulfuron methyl
分子式: C16H18N4O7S
分子量: 410.4

名称と別名

BENSULFURON-METHYL83055-99-6Bensulfuron methylMethyl bensulfuronBensulfuron methyl estermethyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoylmethyl]benzoateDTXSID7024164QWL4I737BLCHEBI:3017DTXCID004164Benzoic acid, 2-((((((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)methyl)-, methyl esterbensulphuron-methyl

名称をさらに表示

ベンスルフロン-メチルロンダックス2-[[[[[(4,6-ジメトキシピリミジン-2-イル)アミノ]カルボニル]アミノ]スルホニル]メチル]安息香酸メチル1-(4,6-ジメトキシピリミジン-2-イル)-3-[[2-(メトキシカルボニル)ベンジル]スルホニル]尿素2-[[[[[(4,6-ジメトキシピリミジン-2-イル)アミノ]カルボニル]アミノ]スルホニル]メチル]ベンゼンカルボン酸メチルベンズスルフロンメチルマリナー2-[[(4,6-ジメトキシ-2-ピリミジニルカルバモイル)スルファモイル]メチル]安息香酸メチル2-[[[(4,6-ジメトキシ-2-ピリミジニル)カルバモイル]スルファモイル]メチル]安息香酸メチル２－（（（（（（４，６－ジメトキシ－２－ピリミジニル）アミノ）カルボニル）アミノ）スルホニル）メチル）ベンゾイックアシッドメチルエステルベンスルフロンメチル標準品メチル＝2-（｛［3-（4，6-ジメトキシピリミジン-2-イル）ウレイド］スルホニル｝メチル）ベンゾアートベンスルフロンメチル標準物質ベンスルフロン-メチル STANDARDベンスルフロン-メチル Standard, 100 µg/mL in MeOHベンスルフロンメチルエチル[(R)-1,2-ジメチルプロピル]チオカルバミド酸S-ベンジルN-エチル-N-[(2R)-3-メチルブタン-2-イル](ベンジルスルファニル)ホルムアミドメチル 2-[({[(4,6-ジメトキシピリミジン-2-イル)カルバモイル]アミノ}スルホニル)メチル]ベンゾアートエスプロカルブRLONDAXmethylalpha-(4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)-o-toluate2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]benzoic acid methyl esterf5384CONDAXC10937MarinerDPX-F5384ESPROCARB(R)

Benzoic acid, 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]methyl]-, methyl estermethyl 2-((4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoylmethyl)benzoatemethyl alpha-((4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl)-o-toluatemethyl alpha-[(4,6-dimethoxypyrimidin-2-ylcarbamoyl)sulfamoyl]-o-toluateRefChem:9168362-((((((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)methyl)benzoic acid methyl esterMethyl alpha-((4,6-dimethoxypyrimidin-2-yl)ureidosulphonyl)-o-toluatemethyl 2-(((((4,6-dimethoxypyrimidin-2-yl)carbamoyl)amino)sulfonyl)methyl)benzoate

データベース識別子

CAS: 83055-99-6
PubChem CID: 54960
DTXSID: DTXSID7024164
ChEMBL: CHEMBL2313154
ChEBI: CHEBI:3017
UNII: QWL4I737BL
EC Number: 401-340-6、622-783-3
Nikkaji: J195.901H

物性

構造計算による物性

XLogP: 1.6
極性表面積: 154 Å²
水素結合供与体数: 2
水素結合受容体数: 9
回転可能結合数: 8
重原子数: 28
形式電荷: 0
複雑度: 627

実験および物理化学的性質

Pesticides · 3 件

Pesticide -> EPA IRIS

Pesticide (Bensulfuron methyl) -> USDA PDB

Pesticide

LogP1.37

Collision Cross Section197.8 Å² [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7024164]

物理化学的性質

融点: 185 · 185-188°C
比重(密度): 1.4087 · 1.4087 (rough estimate)
屈折率: 1.6 · 1.6000 (estimate)
貯蔵温度: 0 · 0-6°C
溶解性: Acetonitrile (Slightly), Dichloromethane (Slightly), DMSO (Slightly)
外見: Solid
酸解離定数(Pka): 12.34 · 12.34±0.70(Predicted)
色: 白色～淡黄色
臭い (Odor): 無臭の固体
BRN: 7447488 · 7447488
Henry's Law Constant: 7 · 7.0×1010 mol/(m3Pa) at 25℃, Armbrust (2000)
安定性: Moisture Sensitive, Unstable in Solution
主な用途: 農業環境
InChI: InChI=1S/C16H18N4O7S/c1-25-12-8-13(26-2)18-15(17-12)19-16(22)20-28(23,24)9-10-6-4-5-7-11(10)14(21)27-3/h4-8H,9H2,1-3H3,(H2,17,18,19,20,22)
InChIKey: XMQFTWRPUQYINF-UHFFFAOYSA-N
SMILES: C(OC)(=O)C1=CC=CC=C1CS(NC(NC1=NC(OC)=CC(OC)=N1)=O)(=O)=O
CAS データベース: 83055 · 83055-99-6
EPAの化学物質情報: Bensulfuron-methyl (83055-99-6)

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Warning

H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 4 件

Commission Regulation (EC) No 1490/2002

Bensulfuron methyl is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

Status: Active Update: 10-11-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/2889

Bensulfuron methyl: HSNO Approval: HSR005351 Approved with controls

Hazard Classes and Categories · 5 件

Skin Sens. 1 (100%)

Skin sensitisation - category 1

Hazardous to the aquatic environment (Acute) - Category 1

Skin Sens. 1

毒性情報

Target OrgansHepatic

EPA IRIS Information · 3 件

Londax

Hepatic

2 x 10 ^-1 mg/kg-day

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

RAIS Toxicity Values · 2 件

0.2

IRIS Current

USGS Health-Based Screening Levels for Evaluating Water-Quality · 4 件

Bensulfuron-methyl

Pesticide

1000

Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP

EPA Human Health Benchmarks for Pesticides · 5 件

Bensulfuron methyl

0.2

1000

General Population

Human Health Benchmarks for Pesticides - 2021 Update

安全データ

wgk: 2
rtecs: DG8733000
ridadr: UN 3077 9/PG 3
毒性: LD50 orl-rat: >5 g/kg NNGADV 16,343,91
hs_code: 29350090
risk_code: 43-51/53
hazard_code: Xi;N,N,Xi
safety_code: 2-24-37-61
Hazard Classifications: Aquatic Acute 1Aquatic Chronic 2Skin Sens. 1
ストレージクラス: 11 - Combustible Solids

毒性と防護

毒性ベンスルフロンメチル,LD50 5000 mg/kg(ラット，経口)．

化学と産業

用途と製造

UsesThis is a man-made compound that is used as a pesticide.

応用分野

解説ベンスルフロンメチル,白色の固体．融点185～188 ℃．水溶解度120 mg L－1(pH 7，20 ℃)．スルホニルウレア系の除草剤で，多数の水田用一発処理剤の主成分である．ほかのスルホニルウレア系の除草剤と同じく，バリンなどの分岐アミノ酸生合成過程の鍵酵素であるアセト乳酸合成酵素の阻害剤である．森北出版「化学辞典（第2版）

使用Bensulfuron methyl (BSM) was the first sulfonylurea herbicide commercialized for use in rice, and it remains the dominant sulfonylurea for broadleaf and sedge weed control in this crop.

上流・下流製品情報

上流原料

下流製品

Ethyl 5-[3-(4,6-dimethoxy pyrimidyl-2-yl)ureido]methylpyrazolyl-4-carboxylic ester Acetochlor+Bensulfuron-methyl+Methsulfuron-methyl,W.P.Bensulfuron-methyl+Acetochlor,W.P.Mefenacet+Bensalfaron-methyl,W.P.

サプライヤー50 社

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

湖北科麦迪化工有限公司18372743325

山东海舟生物工程有限公司130-0567-0367 13006570367 · [email protected]

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

武汉绿景丰华生物科技有限公司19972070065 · [email protected]

補足説明 · 1 件

定義ChEBI: Bensulfuron-methyl is the methyl ester of bensulfuron. An acetolactate synthase inhibitor, it is used as a herbicide for the control of a variety of both annual and perennial weeds in crops, particularly wheat and rice. It is not licensed for use within the UK. It has a role as a herbicide, an agrochemical and an EC 2.2.1.6 (acetolactate synthase) inhibitor. It is a N-sulfonylurea, a member of pyrimidines, a methyl ester and an aromatic ether. It derives from a bensulfuron.

ベンスルフロンメチル

基本情報

概要