Metconazole (HCID 86210)

概要

Metconazole is a member of the class of cyclopentanols carrying 1,2,4-triazol-1-ylmethyl and 4-chlorobenzyl and geminal dimethyl substituents at positions 1, 2 and 5 respectively. Used to control a range of fungal infections including alternaria, rusts, fusarium and septoria diseases. It has a role as an EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor and an antifungal agrochemical. It is a member of cyclopentanols, a tertiary alcohol, a member of triazoles, a member of monochlorobenzenes, a conazole fungicide and a triazole fungicide.

名称と識別子

優先名称: Metconazole
IUPAC: 5-[(4-chlorophenyl)methyl]-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol
現地名: メトコナゾール標準品
英語名: METCONAZOLE
分子式: C17H22ClN3O
分子量: 319.83

名称と別名

Metconazole125116-23-6DTXSID4034497CARAMBAQUASH5-[(4-chlorophenyl)methyl]-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cyclopentan-1-olDTXCID2014497CHEBI:81773A2F791945QCyclopentanol, 5-[(4-chlorophenyl)methyl]-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)-5-((4-chlorophenyl)methyl)-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cyclopentan-1-olCYCLOPENTANOL, 5-((4-CHLOROPHENYL)METHYL)-2,2-DIMETHYL-1-(1H-1,2,4-TRIAZOL-1-YLMETHYL)-

名称をさらに表示

メトコナゾール標準品CS_N-12386-100MG_メトコナゾールメトコナゾール5-(4-クロロベンジル)-2,2-ジメチル-1-[(1H-1,2,4-トリアゾール-1-イル)メチル]シクロペンタノール(1S,5R)-1-(1H-1,2,4-トリアゾール-1-イルメチル)-2,2-ジメチル-5-(4-クロロベンジル)シクロペンタン-1-オール(-)-メトコナゾール(1S,5R)-5-[(4-クロロフェニル)メチル]-2,2-ジメチル-1-[(1H-1,2,4-トリアゾール-1-イル)メチル]シクロペンタン-1-オールワークアップ(1S)-1-(1H-1,2,4-トリアゾール-1-イルメチル)-2β-(4-クロロベンジル)-5,5-ジメチルシクロペンタン-1β-オール(1S,5R)-5-(4-クロロベンジル)-2,2-ジメチル-1-(1H-1,2,4-トリアゾール-1-イルメチル)-1-シクロペンタノール(1RS,5RSmetaconazoleMetconazole 0Metconazole [iso][2H6]-MetconazoleC14955000 Metconazolemetconazole (bsi,pa iso)Metconazole@10 μg/mL in AcCN

RefChem:156825603-031-3cis-metconazoleMetconazole Solution in MethanolMetconazole Solution in AcetonitrileMetconazole 10 |Ig/mL in CyclohexaneMetconazole 10 microg/mL in CyclohexaneMetconazole 100 |Ig/mL in Acetonitrile

データベース識別子

CAS: 125116-23-6
PubChem CID: 86210
DTXSID: DTXSID4034497
ChEMBL: CHEMBL1883512
ChEBI: CHEBI:81773
EC Number: 603-031-3
Nikkaji: J676.712E

物性

構造計算による物性

XLogP: 3.7
極性表面積: 50.9 Å²
水素結合供与体数: 1
水素結合受容体数: 3
回転可能結合数: 4
重原子数: 22
形式電荷: 0
複雑度: 384

実験および物理化学的性質

Pesticides · 6 件

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Approved

Environmental transformation -> Pesticides (parent, predecessor)

Fungicides

Pesticide (Metconazole) -> USDA PDB

Pesticide

LogP3.93

Endocrine DisruptorsPotential endocrine disrupting compound

Collision Cross Section · 4 件

169.1 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID4034497]

168.62 Å² [M+H]+ [CCS Type: TW]

185.36 Å² [M+Cl]-

167.7 Å² [M+H]+ [CCS Type: TW; Buffer gas: N2; Ionization: GC-APCI+]

物理化学的性質

融点: 111.5 °C · 111.5°C
沸点: 285 °C · 285°C (rough estimate)
比重(密度): 1.1888 · 1.1888 (rough estimate)
屈折率: 1.58 · 1.5800 (estimate)
貯蔵温度: -20 °C · -20°C
溶解性: Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)
酸解離定数(Pka): 13.82 · 13.82±0.60(Predicted)
BRN: 8333708 · 8333708
Henry's Law Constant: 3.8 · 3.8×103 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
主な用途: 農業環境
InChI: InChI=1S/C17H22ClN3O/c1-16(2)8-7-14(9-13-3-5-15(18)6-4-13)17(16,22)10-21-12-19-11-20-21/h3-6,11-12,14,22H,7-10H2,1-2H3
InChIKey: XWPZUHJBOLQNMN-UHFFFAOYSA-N
SMILES: C1(CN2C=NC=N2)(O)C(CC2=CC=C(Cl)C=C2)CCC1(C)C
EPAの化学物質情報: Metconazole (125116-23-6)

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P270, P273, P280, P301+P317, P318, P330, P391, P405, and P501 (click each P-code to see the statement)

Danger

H302 (98.4%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P264, P264+P265, P270, P273, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P318, P321, P330, P363, P391, P405, 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 451/2000

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

2006/74/EC, Reg. (EU) 2018/524, Reg. (EU) 2019/168, Reg. (EU) 2020/421, Reg. (EU) 2021/566, Reg. (EU) 2022/378, Reg. (EU) 2023/689, Reg. (EU) 2024/1749, Reg. (EU) 2026/398, Reg. (EU) No 540/2011, Reg. (EU) No 878/2014

Cyclopentanol, 5-(4-chlorophenyl)methyl-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and Categories · 3 件

Acute Tox. 4 (98.4%)

Reproductive toxicity - category 2

Repr. 2

毒性情報

RAIS Toxicity Values · 4 件

0.3

OPP

0.04

OPP

USGS Health-Based Screening Levels for Evaluating Water-Quality · 5 件

Metconazole

66620

Pesticide

200

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 · 6 件

Metconazole

0.3

8000

Females 13-49 yrs

0.04

200

安全データ

wgk: 2
ridadr: UN3077 9/PG 3
risk_code: 22-51/53
hazard_code: Xn,N
safety_code: 60
Hazard Classifications: Acute Tox. 4 OralAquatic Chronic 2Repr. 2
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

Use Classification · 2 件

Environmental transformation -> Pesticides (parent, predecessor)

Fungicides

応用分野

用途DMI剤（脱メチル化阻害剤）

使用Metconazole is an conazole based fungicide used for the control of black sigatoka disease on banana. Metconazole acts primarily as an inhibitor of ergosterol biosynthesis which interferes with the syn thesis of fungal cell membranes.

上流・下流製品情報

上流原料

トリメチルスルホキソニウムブロミド Cyclopentanone, 5-[(4-chlorophenyl)methyl]-2,2-dimethyl-トリメチルスルホニウムブロミド tert-ブタノール

サプライヤー50 社

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

湖北博杰生物科技有限公司0713-2060728 15629612610

陕西缔都新材料有限公司81124267 17392282731 · [email protected]

湖北万得化工有限公司15377098680 15377098680 · [email protected]

湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]

補足説明 · 1 件

定義ChEBI: A member of the class of cyclopentanols carrying 1,2,4-triazol-1-ylmethyl and 4-chlorobenzyl and geminal dimethyl substituents at positions 1, 2 and 5 respectively. Used to control a range of fungal infections including alternaria, rusts, fusarium and sept ria diseases.

メトコナゾール標準品

基本情報

概要