Bitertanol (HCID 91656)

概要

1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol is a member of the class of triazoles that is 3,3-dimethyl-1-(1,2,4-triazol-1-yl)butane-1,2-diol substituted at position O-1 by a biphenyl-4-yl group. It is a member of biphenyls, an aromatic ether, a secondary alcohol and a member of triazoles.

名称と識別子

優先名称: Bitertanol
IUPAC: 3,3-dimethyl-1-(4-phenylphenoxy)-1-(1,2,4-triazol-1-yl)butan-2-ol
現地名: 1-(4-ビフェニリルオキシ)-3,3-ジメチル-1-(1H-1,2,4-トリアゾール-1-イル)-2-ブタノール
英語名: Bitertanol
分子式: C20H23N3O2
分子量: 337.42

名称と別名

Bitertanol55179-31-2BaycorBiloxazolBaycor 25 WP3,3-dimethyl-1-(4-phenylphenoxy)-1-(1,2,4-triazol-1-yl)butan-2-olBay KWG 0599KWG 0599DTXSID2037502GR7Z3Z59G9DTXCID00175021-(4-Phenylphenoxy)-1-(1,2,4-triazole-1)-3,3-dimethylbutan-2-ol

名称をさらに表示

ビテルタノールバイコラールビロキスロン1-(4-ビフェニリルオキシ)-3,3-ジメチル-1-(1H-1,2,4-トリアゾール-1-イル)-2-ブタノール1-(ビフェニル-4-イルオキシ)-3,3-ジメチル-1-(1H-1,2,4-トリアゾール-1-イル)-2-ブタノールａｌｌ－ｒａｃ－１－（ビフェニル－４－イルオキシ）－３，３－ジメチル－１－（１Ｈ－１，２，４－トリアゾール－１－イル）ブタン－２－オールビテルタノール標準品ａｌｌｒａｃ１（ビフェニル４イルオキシ）３，３ジメチル１（１Ｈ１，２，４トリアゾル１イル）ブタン２オルCS_N-11127-100MG_ビテルタノールビテルタノール STANDARDビテルタノール Standard, 100 µg/mL in MeOHバイコール1-{[1,1'-ビフェニル]-4-イルオキシ}-3,3-ジメチル-1-(1H-1,2,4-トリアゾール-1-イル)ブタン-2-オール1-(4-ﾋﾞﾌｪﾆﾘﾙｵｷｼ)-3,3-ｼﾞﾒﾁﾙ-1-(1H-1,2,4-ﾄﾘｱｿﾞｰﾙ-1-ｲﾙ)-2-ﾌﾞﾀﾉｰﾙﾋﾞ1,2,4-ﾄﾘｱｿﾞｰﾙ-1-ｲﾙ)-2-ﾌﾞﾀﾉｰﾙkwg0599SIBUTOLR 33986Baycoral(1RS,2RSBiloxuronBAYMAT(R)AI3-27699

1H-1,2,4-Triazole-1-ethanol, beta-((1,1'-biphenyl)-4-yloxy)-alpha-(1,1-dimethylethyl)-beta-((1,1'-Biphenyl)-4-yloxy)-alpha-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanolRefChem:569582BAY KWG-0599CHEBI:3130KWG-05991-(4-biphenylyloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanol259-513-5

データベース識別子

CAS: 55179-31-2、70585-36-3
PubChem CID: 91656
DTXSID: DTXSID2037502
ChEMBL: CHEMBL1566634
ChEBI: CHEBI:83851
EC Number: 259-513-5
Nikkaji: J11.455C

物性

構造計算による物性

XLogP: 4.2
極性表面積: 60.2 Å²
水素結合供与体数: 1
水素結合受容体数: 4
回転可能結合数: 6
重原子数: 25
形式電荷: 0
複雑度: 398

実験および物理化学的性質

Pesticides · 5 件

Fungicides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Fungicides

Environmental transformation -> Pesticides (parent, predecessor)

Pesticide (Bitertanol) -> USDA PDB

LogP4.1

Endocrine DisruptorsPotential endocrine disrupting compound

Vapor Pressure0.0000075 [mmHg]

Physical DescriptionColorless solid; [Merck Index] Colorless crystalline solid with an aromatic odor; [AccuStandard MSDS]

Ionization Efficiency · 6 件

Positive

2.83

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

物理化学的性質

融点: 49 · 49-50°C
沸点: 350 °C · 350°C
比重(密度): 1.1676 · 1.1676 (rough estimate)
蒸気圧: 2.2 x · A 2.2 x l0-10 (20 °C) B 2.5 x l0-9 (20 °C)
屈折率: 1.62 · 1.6200 (estimate)
闪点: 100 °C · 100 °C
貯蔵温度: 2 · 2-8°C
溶解性: Chloroform: slightl soluble,DMSO: Slightly Soluble,Methanol: Slightly Soluble
水溶解度: 2.7 mg・l-1 · A：2.7mg・l-1 (20℃); B: 1.1mg・l-1 (20℃)
酸解離定数(Pka): 13.4 · 13.40±0.20(Predicted)
Merck: 13 · 13,1301
BRN: 620948 · 620948
Henry's Law Constant: 1.2 · 1.2×104 mol/(m3Pa) at 25℃, Mackay et al. (2006)
InChI: InChI=1S/C20H23N3O2/c1-20(2,3)18(24)19(23-14-21-13-22-23)25-17-11-9-16(10-12-17)15-7-5-4-6-8-15/h4-14,18-19,24H,1-3H3
InChIKey: VGPIBGGRCVEHQZ-UHFFFAOYSA-N
SMILES: C(N1N=CN=C1)(C(O)C(C)(C)C)OC1C=CC(C2C=CC=CC=2)=CC=1
NISTの化学物質情報: 1 H-1,2,4-triazole-1-ethanol, · 1H-1,2,4-triazole-1-ethanol, «beta»-([1,1'-biphenyl]-4-yloxy)-«alpha»-(1,1-dimethylethyl)-(55179-31-2)
EPAの化学物質情報: Bitertanol (55179-31-2)

化学的性質

化学的特性White Solid

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H302 (84.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P271, P284, P301+P317, P304+P340, P316, P320, P330, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

H401: Toxic to aquatic life [Hazardous to the aquatic environment, acute hazard]

P273, 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 33/2008

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

2008/934, Reg. (EU) No 1278/2011, Reg. (EU) No 767/2013

Bitertanol: HSNO Approval: HSR003369 Approved with controls

Other Safety InformationIMAP assessments - 1H-1,2,4-Triazole-1-ethanol, .beta.-([1,1'-biphenyl]-4-yloxy)-.alpha.-(1,1-dimethylethyl)-: Environment tier I assessment

Hazards SummaryThe commercial product is a mixture of diastereomers; [Merck Index] Developmental toxicity studies in rats and rabbits showed malformations and post-implantation loss at doses at or above those maternally toxic; [Reference #1]

Hazard Classes and Categories · 3 件

Acute Tox. 4 (84.3%)

Reproductive toxicity - Category 2

Hazardous to the aquatic environment (Acute) - Category 2

毒性情報

Toxicity DataLC50 (rat) > 717 mg/m3/1hr

RAIS Toxicity Values · 4 件

0.05

OPP

0.0021

OPP

EPA Human Health Benchmarks for Pesticides · 6 件

Bitertanol

0.05

1000

Females 13-49 yrs

0.0021

12

安全データ

wgk: 2
rtecs: XZ4803050
ridadr: UN 2811
毒性: LD50 in rats, male and female mice (mg/kg): >5000, 4488, 4202 orally (Brandes)
PRTR法: 第2種指定化学物質
risk_code: 22-23
hazard_code: T
safety_code: 45
Hazard Classifications: Acute Tox. 4 Oral
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological ClassificationChemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc.

用途と製造

Uses · 3 件

Used as post-emergence fungicide for bananas and plantains; [Reference #1]

Not registered for use in the US; Tolerances for imported bananas and plantains; [Reference #1]

Farming (Pesticides) [Category: Industry]

Use ClassificationEnvironmental transformation -> Pesticides (parent, predecessor)

応用分野 · 2 件

説明Bitertanol is a broad-spectrum triazole fungicide that is active against a variety of fungi, including V. inaequalis and V. pirina, which are responsible for apple and pear scab, respectively, as well as S. mors-uvae and P. ribis, which are responsible for American gooseberry mildew and leaf spot in black currants, respectively. It is active against isolates of V. inaequalis (MICs = 0.6 and 1 μg/ml) but repeated use leads to resistance and cross-resistance (MICs = 9.8-13 μg/ml for bitertanol-resistant isolates). Bitertanol inhibits the cytochrome P450 (CYP450) isoform CYP3A4 (IC50 = 2.74 μM) and inhibits androgenic activity induced by the androgen receptor agonist DHT in a yeast two-hybrid assay (IC50 = 79.85 μM). In rats, bitertanol (10-300 mg/kg, i.p.) increases operant responding on one- and five-minute fixed interval schedules with no effect on motor activity.

使用Bitertanol is a foliar-applied triazole fungicide used to protect tropical and subtropical crops in agriculture, in particular bananas. Bitertanol has effects on behavior that are similar to those of psychomotor stimulants.

上流・下流製品情報

上流原料

Methanol solution 抱水ヒドラジン 1,2,4-トリアゾールビフェニルピナコリン水素化ほう素ナトリウム塩化スルフリル 1-(1,1'-ビフェニル-4-イルオキシ)-3,3-ジメチル-1-(1H-1,2,4-トリアゾール-1-イル)-2-ブタノンアルミニウムイソプロポキシド

サプライヤー50 社

阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]

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

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

广州佳途科技股份有限公司81960175 18933936954 · [email protected]

武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

1-(4-ビフェニリルオキシ)-3,3-ジメチル-1-(1H-1,2,4-トリアゾール-1-イル)-2-ブタノール

基本情報

概要