Indole-4-carboxaldehyde
- CAS No.
- 1074-86-8
- Chemical Name:
- Indole-4-carboxaldehyde
- Synonyms
- 4-INDOLECARBALDEHYDE;1H-INDOLE-4-CARBALDEHYDE;4-FLUOROINDOLE;1H-INDOLE-4-CARBOXALDEHYDE;4-FORMYLINDOLE;NSC 337264;e-4-carboxaL;INDOLE-4-ALDEHYDE;4-Formyl-1H-indole;RARECHEM AH BS 0110
- CBNumber:
- CB0217303
- Molecular Formula:
- C9H7NO
- Molecular Weight:
- 145.16
- MDL Number:
- MFCD01632221
- MOL File:
- 1074-86-8.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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) |
| UNSPSC Code | 12352100 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H317-H319 | |||||||||
| Precautionary statements | P280-P301+P312+P330-P302+P352-P305+P351+P338 | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Faceshields, Gloves | |||||||||
| 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 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral Eye Irrit. 2 Skin Sens. 1 |
|||||||||
| NFPA 704 |
|
Indole-4-carboxaldehyde price More Price(103)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 632422 | Indole-4-carboxaldehyde 97% | 1074-86-8 | 1g | $129 | 2023-06-20 | Buy |
| Sigma-Aldrich | 632422 | Indole-4-carboxaldehyde 97% | 1074-86-8 | 5g | $628 | 2023-06-20 | Buy |
| TCI Chemical | I0712 | Indole-4-carboxaldehyde >98.0%(GC) | 1074-86-8 | 1g | $136 | 2026-04-30 | Buy |
| TCI Chemical | I0712 | Indole-4-carboxaldehyde >98.0%(GC) | 1074-86-8 | 5g | $340 | 2026-04-30 | Buy |
| Cayman Chemical | 10007086 | 4-formyl Indole ≥98% | 1074-86-8 | 500mg | $63 | 2026-04-30 | Buy |
Indole-4-carboxaldehyde Chemical Properties,Uses,Production
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
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Wuxi Pengruilai Trading Co.,Ltd | 15370273536 18761559979 | sales@zypharmchem.com | China | 90 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| INTATRADE GmbH | +49 3493/605464 | sales@intatrade.de | Germany | 3563 | 66 |
| Bridge Organics | +1269-649-4200 | ab@bridgeorganics.com | United States | 160 | 55 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 |
View Lastest Price from Indole-4-carboxaldehyde manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-07-07 | Indole-4-carboxaldehyde
1074-86-8
|
1kg | 98% | 1000kg | Shaanxi Dideu New Materials Co. Ltd | ||
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2021-08-12 | Indole-4-carboxaldehyde
1074-86-8
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
![]() |
2021-07-02 | Indole-4-carboxaldehyde
1074-86-8
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd |
-

- Indole-4-carboxaldehyde
1074-86-8
- 98%
- Shaanxi Dideu New Materials Co. Ltd
-

- Indole-4-carboxaldehyde
1074-86-8
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-

- Indole-4-carboxaldehyde
1074-86-8
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
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