ChemicalBook >> CAS DataBase List >>Indole-4-carboxaldehyde

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
Last updated:2026-07-08 07:26:47

Indole-4-carboxaldehyde 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)
UNSPSC Code 12352100

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
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
1
2 0

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
Product number Packaging Price Buy
632422 1g $129 Buy
632422 5g $628 Buy
I0712 1g $136 Buy
I0712 5g $340 Buy
10007086 500mg $63 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

1074-85-7
114615-82-6
1074-86-8
Synthesis of Indole-4-carboxaldehyde from INDOLE-4-METHANOL and Tetrapropylammonium perruthenate
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View Lastest Price from Indole-4-carboxaldehyde manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Indole-4-carboxaldehyde pictures 2026-07-07 Indole-4-carboxaldehyde
1074-86-8
1kg 98% 1000kg Shaanxi Dideu New Materials Co. Ltd
Indole-4-carboxaldehyde pictures 2021-08-12 Indole-4-carboxaldehyde
1074-86-8
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
Indole-4-carboxaldehyde pictures 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 Spectrum

1H-indol-4-carbaldehyde 1H-indole-4-carbaldehyde(SALTDATA: FREE) INDOLE-4-CARBALDEHYDE INDOLE-4-CARBOXALDEHYDE INDOLE-4-ALDEHYDE 4-INDOLE-CARBOXALDEHYDE Indole-4-carboxaldehyde 97% 4-Formyl-1H-indole 3-Indole Carboxyaldehyde 1H-Indole-4-carboxaldehyde (9CI) 1H-Indole-4-carboxaldehyde 98% RARECHEM AH BS 0110 NSC 337264 INDOLE-4-CARBOXALDEHYDE (4-FORMYLINDOLE) Indole-4-carboxaldehyde ,98% Indole-4-carboxaldehyde in stock Factory Indole-4-carboxaldehyde> e-4-carboxaL Indole-4-carboxaldehyde ISO 9001:2015 REACH Indole-4-carboxaldehyde (7CI, 8CI) Indol-4-carbaldehyde 4-FORMYLINDOLE 4-FLUOROINDOLE 1H-INDOLE-4-CARBALDEHYDE 1H-INDOLE-4-CARBOXALDEHYDE 4-INDOLECARBALDEHYDE 1074-86-8 41074-86-8 074-86-8 Building Blocks Indoles Heterocyclic Building Blocks Simple Indoles Building Blocks Indole Indoles IndolesOxindoles Indoles and derivatives pharmacetical Heterocycle-Indole series Aldehydes blocks ALDEHYDE