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2-(5-イソプロピル-5-メチル-4-オキソ-2-イミダゾリン-2-イル)-3-キノリンカルボン酸
2-[[4,5-ジヒドロ-4-メチル-4-(1-メチルエチル)-5-オキソ-3H-イミダゾール]-2-イル]-3-キノリンカルボン酸 · イマザキン · セプター · 2-(5-イソプロピル-5-メチル-4-オキソ-2-イミダゾリン-2-イル)-3-キノリンカルボン酸 · ２－（４，５－ジヒドロ－４－メチル－４－（１－メチルエチル）－５－オキソ－１Ｈ－イミダゾール－２－イル）－３－キノリンカルボン酸 · イマザキン標準品 · CS_N-12204-100MG_イマザキン · イマザキン STANDARD
識別子と物理属性
| CAS No. | 81335-37-7 |
|---|---|
| 分子式 | C17H17N3O3 |
| 平均分子量 | 311.33 g/mol |
| 単同位体質量 | 311.1269914 g/mol |
| SMILES | CC(C)C1(C)N=C(c2nc3ccccc3cc2C(=O)O)NC1=O |
| InChIKey | CABMTIJINOIHOD-UHFFFAOYSA-N |
| PubChem CID | 54739 |
| ChEMBL | CHEMBL1447880 |
| ChEBI | CHEBI:147361 |
| EC No. | 617-220-3 |
| DTXSID | DTXSID3024152 |
| 現地名 | 2-(5-イソプロピル-5-メチル-4-オキソ-2-イミダゾリン-2-イル)-3-キノリンカルボン酸 |
化学・物理的性質
| XLogP | 2.5 |
|---|---|
| 極性表面積 | 91.7 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 5 |
| 回転可能結合数 | 3 |
| 重原子数 | 23 |
| 形式電荷 | 0 |
| 複雑度 | 545 |
| 農薬 | Pesticide -> EPA IRISPlant Growth RegulatorsActive substance -> EU Pesticides database: Not approvedPesticides -> Herbicides, ImidazolinoneHerbicides, Plant growth regulatorsPesticide (Imazaquin) -> USDA PDB |
| 臭い | Slightly pungent |
| Color/Form | Colorless solidTan solidCrystals from hexane + ethyl acetate |
| 溶解度 | Sol in water /Imazaquin ammonium salt/Slightly soluble in some organic solvents.Sol in water @ 25 °C: 60-120 ppm |
| 融点 | 219-222 °C (decomposition)219-224°C |
| 蒸気圧 | <0.013 mPa @ 60 °C |
| Physical Description | Colorless or tan solidTechnical product: Odorless white solid[HSDB] Yellowish grey solid[EFSA] |
| Stability/Shelf Life | Stable in aqueous solutions for at least 1 mo, when stored in the dark. Rapidly degraded on exposure to UV light. |
| Collision Cross Section | 188.4 Ų [M+Na]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID3024152] |
| Other Experimental Properties | Odorless white solid /Technical imazaquin/ |
| 沸点 | 451.38°C (rough estimate) |
| 密度 | 1.1420 (rough estimate) |
| 屈折率 | 1.6500 (estimate) |
| 貯蔵条件 | 0-6°C |
| pKa（酸解離定数） | 3.10±0.30(Predicted) |
| BRN | 5450078 |
| ヘンリー定数 | 2.7×1011 mol/(m3Pa) at 25℃, Maniere et al. (2011) |
| 主な用途 | 農業環境 |
| InChI | 1S/C17H17N3O3/c1-9(2)17(3)16(23)19-14(20-17)13-11(15(21)22)8-10-6-4-5-7-12(10)18-13/h4-9H,1-3H3,(H,21,22)(H,19,20,23) |
| InChIKey | CABMTIJINOIHOD-UHFFFAOYSA-N |
| SMILES | CC(C)C1(C)N=C(NC1=O)c2nc3ccccc3cc2C(O)=O |
| CAS データベース | 81335-37-7(CAS DataBase Reference) |
| EPAの化学物質情報 | Imazaquin (81335-37-7) |
安全性と法規制
| GHS 分類 | WarningH312 (22.1%): Harmful in contact with skin [Warning Acute toxicity, dermal]P273, P280, P302+P352, P317, P321, P362+P364, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 190 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Commission Regulation (EC) No 1490/20022008/69, 2008/69, Reg. (EU) 2022/801, Reg. (EU) No 1100/2011, Reg. (EU) No 1100/2011, Reg. (EU) No 540/2011, Reg. (EU) No 540/2011 |
| 有害性の概要 | Weight loss, mild anemia, and skeletal muscle myopathy observed in chronic study of dogsNo developmental toxicity observed in rats or rabbitsNo adverse effects in reproduction during multi-generational study of ratsNo evidence of carcinogenicity, mutagenicity, or neurotoxicity[Reference #1] Not irritating to rabbit skin or eyesNot sensitizing to guinea pig skinIn 1-year feeding study of dogs at the highest tested dose (5,000 ppm), caused mild anemia, significantly elevated liver enzymes, and striated muscle myopathy with corresponding increase in blood CPK levelsDecreased body weight was the only treatment related effect in two year feeding studies of rats and miceIncrease in frequency and severity of pelvic calcification of the kidneys observed in high-dose multi-generational rat studyNo evidence of mutagenicity, carcinogenicity, reproductive toxicity, or developmental toxicity[EFSA] |
| Hazard Classes and Categories | Acute Tox. 4 (22.1%) |
| Preventive Measures | Avoid contact with skin, eyes, and clothing. Wash thoroughly with soap and water after handling. |
| 標的器官 | Hematologic |
| 生態毒性値 | LC50 Ictaluras punctatus (Channel catfish) 320 mg/l/96 hr /Conditions of bioassay not specified/LC50 Lepomis macrochirus (Bluegill) 410 mg/l/96 hr /Conditions of bioassay not specified/LC50 Salmo gairdneri (Rainbow trout) 280 mg/l/96 hr /Conditions of bioassay not specified/LC50 Daphnia 280 mg/l/48 hr /Conditions of bioassay not specified/ |
| 有害作用 | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. |
| EPA IRIS Information | ImazaquinHematologic2.5 x 10 ^-1 mg/kg-day |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Non-Human Toxicity Excerpts | In 2 yr feeding trials, no effect level for rats was 5000 mg/kg. |
| Toxicity Data | LC50 (rat) > 5,700 mg/m3 |
| RAIS Toxicity Values | 0.25IRIS Current |
| Non-Human Toxicity Values | LD50 Rat oral >5000 mg/kgLD50 Mouse oral 2363 mg/kgLD50 Rabbit percutaneous >2000 mg/kg |
| USGS Health-Based Screening Levels for Evaluating Water-Quality | ImazaquinPesticide1500Listed as Imazaquin + saltsSmith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP |
| Hazard Quotient Level 0.1 or Cancer Risk Level 1E-06 | 1.60e+042.10e+054.90e+035.00e+012.40e+012.50e-01 |
| Hazard Quotient Level 3 or Cancer Risk Level 1E-04 | 4.70e+046.20e+051.50e+045.00e+012.50e-01Volatile |
| 水環境危害等級（WGK） | 2 |
| RTECS 番号 | VB2009800 |
| 毒性 | LD50 orally in rats: 5000 mg/kgLC50 (96 hr) in rainbow trout: 100 mg/l (Congleton) |
| 危険文句（R） | 21 |
| 危険表示 | Xn |
| 安全措置（S） | 36 |
| 危険等級 | Acute Tox. 4 Dermal |
| 貯蔵分類 | 11 - Combustible Solids |
| 有害物質データ | 81335-37-7(Hazardous Substances Data) |
用途
用途
イマザキン試験用標準品。
使用
Agricultural chemical.