- Indole-4-carboxaldehyde
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- $15.00 / 1KG
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2021-08-12
- CAS:1074-86-8
- Min. Order: 1KG
- Purity: 99%+ HPLC
- Supply Ability: Monthly supply of 1 ton
- Indole-4-carboxaldehyde
-
- $15.00 / 1KG
-
2021-07-02
- CAS:1074-86-8
- Min. Order: 1KG
- Purity: 99%+ HPLC
- Supply Ability: Monthly supply of 1 ton
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| | Indole-4-carboxaldehyde Basic information |
| | Indole-4-carboxaldehyde Chemical Properties |
| Melting point | 139-143 °C(lit.) | | Boiling point | 339.1±15.0 °C(Predicted) | | density | 1.278±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | DMF: 10 mg/ml; DMSO: 3 mg/ml; Ethanol: 10 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml | | form | powder to crystal | | pka | 15.84±0.30(Predicted) | | color | Light yellow to Brown | | Water Solubility | Soluble in ethanol and acetone. Insoluble in water. | | Sensitive | Air Sensitive | | InChI | InChI=1S/C9H7NO/c11-6-7-2-1-3-9-8(7)4-5-10-9/h1-6,10H | | InChIKey | JFDDFGLNZWNJTK-UHFFFAOYSA-N | | SMILES | N1C2=C(C(C=O)=CC=C2)C=C1 | | CAS DataBase Reference | 1074-86-8(CAS DataBase Reference) | | NIST Chemistry Reference | 1H-indole-4-carboxaldehyde(1074-86-8) |
| Hazard Codes | Xn,Xi | | Risk Statements | 22-36-43 | | Safety Statements | 26-36/37 | | WGK Germany | 3 | | Hazard Note | Irritant/Keep Cold | | HazardClass | IRRITANT | | HS Code | 29333990 |
| | Indole-4-carboxaldehyde Usage And Synthesis |
| Chemical Properties | White to dark brown solid | | Uses | Indole-4-carboxaldehyde is usually used as reactant in Biginelli reaction,preparation of antitumor agents,intramolecular Friedel-Crafts acylation,preparation of inhibitors of cell division in E. Coli,synthesis of Hantzsch pyridine-containing Schiff bases. | | Uses | 4-Indolecarbaldehyde is a synthetic intermediate used for pharmaceutical synthesis. Also used as reactant in Biginelli reaction, synthesis of aurora kinase A inhibitors, preparation of antitumor agents, intermolecular Friedel-Crafts acylation, preparation of inhibitors of cell division in E. coli and synthesis of Hantzsch pyridine-containing Schiff bases. | | Definition | ChEBI: Indole-4-carbaldehyde is a heteroarenecarbaldehyde that is indole in which the hydrogen at position 4 has been replaced by a formyl group. It has a role as an algal metabolite. It is a member of indoles and a heteroarenecarbaldehyde. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 46, p. 1752, 1981 DOI: 10.1021/jo00321a053
Tetrahedron, 39, p. 3695, 1983 DOI: 10.1016/S0040-4020(01)88608-7 | | General Description | Indole-4-carboxaldehyde participates in the synthesis of arcyriacyanin A. Synthesis of 4-indole-4-carboxaldehyde has been reported. Intramolecular Friedel-Crafts (FC) acylation of indole-4-carboxaldehyde has been reported. | | Synthesis |
Tetrapropylammonium perruthenate (0.3 g, 0.85 mmol) was added in portions to a mixture of alcohol product from 1H-Indole-4-Methanol (2.5 g, 17 mmol), N-methylmorpholine N-oxide (3.0 g, 25 mmol) and 4 A molecular sieves (3.0 g) in anhydrous methylene chloride (30 mL) at room temperature. The mixture was stirred at room temperature under nitrogen for 1 h and then filtered. The filtrate was concentrated in vacuo, and the residue was purified by chromatography (SiO2, CH2Cl2) to provide Indole-4-carboxaldehyde as a white powder (2.0 g, 80percent): 1H NMR (300 MHz, CDCl3) δ10.2 (s, 1H), 8.52 (br s, 1H), 7.64-7.69 (m, 2H), 7.31-7.44 (m, 3H), CI MS m/z=146 [C9H7NO+H]+.
| | References | [1] Journal of Organic Chemistry, 1980, vol. 45, # 16, p. 3350 - 3352
[2] Journal of Medicinal Chemistry, 2002, vol. 45, # 26, p. 5755 - 5775
[3] Bioorganic and Medicinal Chemistry Letters, 1998, vol. 8, # 8, p. 983 - 988
[4] Patent: US2006/111385, 2006, A1. Location in patent: Page/Page column 20
[5] Chemistry Letters, 1980, p. 813 - 816 |
| | Indole-4-carboxaldehyde Preparation Products And Raw materials |
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