2,3-dihydro-1H-indole-2,3-dione

• ChemBase编号: 1858
• 分子式: C8H5NO2
• 平均质量: 147.1308
• 单一同位素质量: 147.03202841
• SMILES: O=C1Nc2ccccc2C1=O
• Canonical SMILES: O=C1C(=O)Nc2c1cccc2
• InChI: InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11)
• InChIKey: JXDYKVIHCLTXOP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,3-dihydro-1H-indole-2,3-dione
• IUPAC传统名: isatin
• 别名: 吲哚-2,3-二酮; 靛红; Indole-2,3-dione; 2,3-Indolinedione; 2,3-Indolinedione; 2,3-Dioxo-2,3-dihydroindole; 2,3-Diketoindoline; 2,3-Dioxoindoline; o-Aminobenzoylformic anhydride; Isatic acid lactam; Isatine; Isatinic acid anhydride; NSC 9262; Isatin; indoline-2,3-dione; 1H-indole-2,3-dione; Isatin

登记号

• CAS号: 91-56-5
• EC号: 202-077-8
• MDL号: MFCD00005718
• Beilstein号: 383659
• 默克索引号: 145104
• PubChem SID: 24881078; 24847187; 160965313; 46507369
• PubChem CID: 7054
• CHEBI ID: 27539
• CHEMBL: 326294
• Chemspider ID: 6787
• DrugBank ID: DB02095
• KEGG ID: C11129
• 维基百科标题: Isatin

理论计算性质

JChem

• Acid pKa: 8.925315
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 1.6013886
• LogD (pH = 7.4): 1.5894221
• Log P: 1.6015435
• 摩尔折射率: 40.475 cm^3
• 极化性: 14.544493 Å^3
• 极化表面积: 46.17 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.89
• LOG S: -1.72
• 溶解度: 2.77e+00 g/l

分子性质

理化性质

• 外观: Orange-red solid
• 熔点: 193-195 °C (dec.)(lit.); 195-200°C (dec.); 200°C; 201-203 °C; ca 194°C dec.
• 闪点: 220°C(428°F)
• 疏水性(logP): 0.83 [HANSCH,C ET AL. (1995)]

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: IRRITANT
• RTECS编号: NL7873000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 1
• 危险公开号: 36/37/38; R22 R36 R37 R38
• 安全公开号: 26-36
• TSCA收录: false; 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥97.5%; ≥99.0%; ≥99.0% (NT); 95+%; 98%
• 级别: JIS special grade
• 燃烧残渣: ≤0.1%
• 干燥失重: ≤0.5% loss on drying
• 品质说明: for spectrophotometric det. of proline and thiophene
• Empirical Formula (Hill Notation): C8H5NO2
• 分类: Genuine Natural Compounds

详细说明

MP Biomedicals - 02102071

Crystalline
Chromatographic spray reagent for amino acid detection.

MP Biomedicals - 05205070

MP Biomedicals Rare Chemical collection

DrugBank - DB02095

• Drug Groups: experimental
• Description: Isatin is an indole derivative. The compound was first obtained by Erdman and Laurent in 1841 as a product from the oxidation of Indigo dye by nitric acid and chromic acids. The compound is found in many plants and Schiff bases of Isatin are investigated for their pharmaceutical properties. [Wikipedia]
• External Links: Wikipedia

Sigma Aldrich - 114618

包装
100, 500 g in poly bottle
5 g in glass bottle
Application
Reactant for preparation of:
• Phthalazinone derivatives1
• Spirooxindole derivatives2
• Agents against multidrug-resistant cells expressing P-glycoprotein3
• Thiazolidinones spiro-fused to indolin-2-ones as potent and selective inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B4
• Triazole-isatine compounds as potential antibacterial and antifungal agents5
• Biologically relevant scaffolds such as spiro[indole-thiazolidinones]6Reactant for:
• Cascade reactions with heterocyclic ketene aminals7
• Knoevenagel condensation reactions8

Sigma Aldrich - 58240

Other Notes
Reagent for the spectrophotometric det. of thiophene and proline1

参考文献

• Isatins undergo a one-pot Wolff-Kishner like reduction with hydrazine hydrate, under surprisingly mild conditions, to give the corresponding oxindoles: Synth. Commun., 24, 2835 (1994).
• Reaction with acid anhydrides or condensation with 4-Methyl-2-pentanone, A11618, results in the formation of quinoline-4-carboxylic acid derivatives; for examples, see: J. Med. Chem., 35, 4893 (1992); 36, 617, 3286 (1993).: