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等級
purum
品質等級
化驗
≥96.5% (HPLC)
形狀
powder
mp
119-122 °C (lit.)
120-124 °C
官能基
ketone
SMILES 字串
O=C1C=CC(=O)c2ccccc12
InChI
1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H
InChI 密鑰
FRASJONUBLZVQX-UHFFFAOYSA-N
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應用
1,4-Naphthoquinone is the key structural moiety of many anticancer and antifungal agents.
It can be used to synthesize:
Additional appilcation include:
It can be used to synthesize:
- 3,3-Disubstituted oxindoles via asymmetric Michael addition to oxindole.
- Bioactive isoindolines via asymmetric 1,3-dipolar cycloaddition to azomethine ylides generated in situ from aldehydes and diethyl aminomalonate.
- α,α-Difluoro-β-hydroxy ketone via ‘on water′ catalyst-free Mukaiyama-aldol reaction with difluoroenoxysilane.
- 2-Hydroxy-3-anilino-1,4-naphthoquinone, which shows potent in vivo antimalarial activity.
Additional appilcation include:
- As an arylation reagent for the α-arylation of aldehydes.
- As a starting material in the multi-step synthesis of benz[f]indole-4,9-diones.
訊號詞
Danger
危險分類
Acute Tox. 1 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1C - Skin Sens. 1 - STOT SE 3
標靶器官
Respiratory system
儲存類別代碼
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
水污染物質分類（WGK）
WGK 3
閃點（°F）
285.8 °F
閃點（°C）
141 °C
個人防護裝備
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
其他客户在看
1, 4-Naphthoquinone.
Yu J S.
Synlett, 25(16), 2377-2378 (2014)
Design, synthesis and evaluation of novel 1, 4-naphthoquinone derivatives as antifungal and anticancer agents.
Tandon V K, et al.
Bioorganic & Medicinal Chemistry Letters, 14(5), 1079-1083 (2004)
Rita Gatti et al.
Analytical and bioanalytical chemistry, 405(2-3), 817-825 (2012-07-24)
The use of 1,4-naphthoquinone as an advantageous pre-column reagent for liquid chromatography analysis of aliphatic thiol compounds is proposed. The compound reacts selectively in mild conditions (5 min at room temperature; pH 7.5) with thiol function. The resulting adducts were
Paula F Carneiro et al.
Bioorganic & medicinal chemistry, 20(16), 4995-5000 (2012-07-17)
New oxirane derivatives were synthesized using six naphthoquinones as the starting materials. Our biological results showed that these oxiranes acted as trypanocidal agents against Trypanosoma cruzi with minimal cytotoxicity in the VERO cell line compared to naphthoquinones. In particular, oxirane
Yu Shang et al.
Environmental science & technology, 46(5), 2935-2942 (2012-02-01)
Airborne quinones contribute to adverse health effects of ambient particles probably because of their ability to generate hydroxyl radicals (·OH) via redox cycling, but the mechanisms remain unclear. We examined the chemical mechanisms through which 1,4-naphthoquinone (1,4-NQ) induced ·OH, and
实验方案
Chlorobenzilate; 4-Aminobiphenyl; 2-Fluorobiphenyl; N-Nitrosopyrrolidine; 1,2,4,5-Tetrachlorobenzene; 3-Methylcholanthrene; Phenacetin
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