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| | 1H-INDAZOLE-3-CARBALDEHYDE Basic information |
| Product Name: | 1H-INDAZOLE-3-CARBALDEHYDE | | Synonyms: | 1H-INDAZOLE-3-CARBALDEHYDE;1H-INDAZOLE-3-CARBOXALDEHYDE;1H-INDAZOLE-3-CARBOXYALDEHYDE;3-INDAZOLECARBALDEHYDE;INDAZOLE-3-CARBOXYALDEHYDE;Indazole-3-carboxaldehyde;3-Formylindazole;3-Formyl-1H-indazole | | CAS: | 5235-10-9 | | MF: | C8H6N2O | | MW: | 146.15 | | EINECS: | 684-466-6 | | Product Categories: | pharmacetical | | Mol File: | 5235-10-9.mol |  |
| | 1H-INDAZOLE-3-CARBALDEHYDE Chemical Properties |
| Melting point | 131-132 °C(Solv: benzene (71-43-2); ligroine (8032-32-4)) | | Boiling point | 358.3±15.0 °C(Predicted) | | density | 1.368±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 12.04±0.40(Predicted) | | form | crystalline powder | | color | Light yellow | | CAS DataBase Reference | 5235-10-9(CAS DataBase Reference) |
| | 1H-INDAZOLE-3-CARBALDEHYDE Usage And Synthesis |
| Antimicrobial activity | 1H-Indazole-3-carbaldehyde has been shown to have antibacterial activity by inhibiting bacterial cell wall synthesis and fluorescence probe activity. It also interacts with 3-hydroxybenzoic acid, which may lead to fluorescent microscopy and efficient methods. | | Synthesis | The general procedure for the synthesis of 3-formylindazole from 3-hydroxymethylindazole is as follows:
1. (1H-indazol-3-yl)-methanol (200 mg, 1.35 mmol) was dissolved in dichloromethane (10 mL).
2. manganese dioxide (MnO, 1.3 g, 13.46 mmol) was added to the above solution.
3. The reaction mixture was stirred at room temperature for 16 hours. 4.
4. Upon completion of the reaction, the mixture was filtered to remove the solid catalyst.
5. The filtrate was concentrated to give 1H-indazole-3-carbaldehyde (150 mg, 76% yield).
Product characterization data:
- Mass spectrum (MS): m/z = 145.0 (API-).
- 1H-NMR (400 MHz, DMSO-d6): δ (ppm) = 7.37 (t, 1H), 7.51 (t, 1H), 7.71 (d, 1H), 8.14 (d, 1H), 10.20 (s, 1H, aldehydic hydrogen), 14.17 (br, 1H, indazole NH). | | References | [1] Patent: US2006/142247, 2006, A1. Location in patent: Page/Page column 28
[2] Patent: WO2005/9958, 2005, A1. Location in patent: Page 100-101
[3] Patent: US2005/9894, 2005, A1. Location in patent: Page 18; 27 |
| | 1H-INDAZOLE-3-CARBALDEHYDE Preparation Products And Raw materials |
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