ChemicalBook > CAS DataBase List > Indole-4-carboxaldehyde

Indole-4-carboxaldehyde

Product Name
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;NSC 337264;e-4-carboxaL;4-FORMYLINDOLE;INDOLE-4-ALDEHYDE;4-Formyl-1H-indole;RARECHEM AH BS 0110
CBNumber
CB0217303
Molecular Formula
C9H7NO
Formula Weight
145.16
MOL File
1074-86-8.mol
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Indole-4-carboxaldehyde Property

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
pka
15.84±0.30(Predicted)
form 
powder to crystal
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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
632422
Product name
Indole-4-carboxaldehyde
Purity
97%
Packaging
1g
Price
$129
Updated
2023/06/20
Sigma-Aldrich
Product number
632422
Product name
Indole-4-carboxaldehyde
Purity
97%
Packaging
5g
Price
$628
Updated
2023/06/20
TCI Chemical
Product number
I0712
Product name
Indole-4-carboxaldehyde
Purity
>98.0%(GC)
Packaging
1g
Price
$160
Updated
2024/03/01
TCI Chemical
Product number
I0712
Product name
Indole-4-carboxaldehyde
Purity
>98.0%(GC)
Packaging
5g
Price
$400
Updated
2024/03/01
Alfa Aesar
Product number
H28019
Product name
Indole-4-carboxaldehyde, 97%
Packaging
5g
Price
$713
Updated
2021/12/16
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Indole-4-carboxaldehyde Chemical Properties,Usage,Production

Chemical Properties

White to dark brown solid

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.

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.

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]+.

Indole-4-carboxaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Indole-4-carboxaldehyde manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Indole-4-carboxaldehyde 1074-86-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Zhuozhou Wenxi import and Export Co., Ltd
Product
Indole-4-carboxaldehyde 1074-86-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
Indole-4-carboxaldehyde 1074-86-8
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1000KGS
Release date
2019-12-30

1074-86-8, Indole-4-carboxaldehydeRelated Search:

Indole-3-butyric acid Indometacin Formaldehyde Indole-3-acetic acid 3-FORMYLINDOLE,3-Indole Carboxaldehyde Indole-3-Carboxaldehyde,INDOLE-3-CARBOXALDEHYDE,1h-indole-3-carboxaldehyde Indole 3-Cyanoindole Indoline-2-carboxylic acid Indole-4-boronic acid pinacol ester 3-Indoleacetonitrile DL-INDOLE-3-LACTIC ACID Methyl 3-cyanoindole-4-carboxylate 3-formyl-1H-Indole-4-carboxylic acid methyl ester Indol-1-yl-acetic acid 3-Indoleacrylic acid Indole-4-carboxylic acid 7-FORMYLINDOLE,INDOLE-7-CARBOXALDEHYDE Methyl indole-4-carboxylate

  • 1H-indol-4-carbaldehyde
  • 1H-indole-4-carbaldehyde(SALTDATA: FREE)
  • INDOLE-4-CARBALDEHYDE
  • INDOLE-4-CARBOXALDEHYDE
  • INDOLE-4-ALDEHYDE
  • 4-FORMYLINDOLE
  • 4-INDOLECARBALDEHYDE
  • 4-INDOLE-CARBOXALDEHYDE
  • Indole-4-carboxaldehyde 97%
  • 1H-INDOLE-4-CARBALDEHYDE
  • 1H-INDOLE-4-CARBOXALDEHYDE
  • 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)
  • 4-FLUOROINDOLE
  • Indole-4-carboxaldehyde ,98%
  • Indole-4-carboxaldehyde in stock Factory
  • Indole-4-carboxaldehyde&gt
  • e-4-carboxaL
  • Indole-4-carboxaldehyde ISO 9001：2015 REACH
  • Indole-4-carboxaldehyde (7CI, 8CI)
  • Indol-4-carbaldehyde
  • 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