Indole-4-carboxaldehyde

Indole-4-carboxaldehyde Basic information
Product Name:Indole-4-carboxaldehyde
Synonyms: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
CAS:1074-86-8
MF:C9H7NO
MW:145.16
EINECS:625-162-5
Product Categories:Simple Indoles;Building Blocks;IndolesOxindoles;Indoles and derivatives;Indole;Indoles;ALDEHYDE;Aldehydes;blocks;pharmacetical;Heterocycle-Indole series
Mol File:1074-86-8.mol
Indole-4-carboxaldehyde Structure
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
pka15.84±0.30(Predicted)
color Light yellow to Brown
Water Solubility Soluble in ethanol and acetone. Insoluble in water.
Sensitive Air Sensitive
CAS DataBase Reference1074-86-8(CAS DataBase Reference)
NIST Chemistry Reference1H-indole-4-carboxaldehyde(1074-86-8)
Safety Information
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
MSDS Information
ProviderLanguage
SigmaAldrich English
Indole-4-carboxaldehyde Usage And Synthesis
Chemical PropertiesWhite to dark brown solid
UsesIndole-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.
Uses4-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.
DefinitionChEBI: Indole-4-carbaldehyde is a heteroarenecarbaldehyde that is indole in which the hydrogen at position 4 has been replaced by a formyl group.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 DescriptionIndole-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.
3-FORMYLINDOLE,3-Indole Carboxaldehyde Indole-3-Carboxaldehyde,INDOLE-3-CARBOXALDEHYDE,1h-indole-3-carboxaldehyde Indole-3-butyric acid Indole-4-carboxaldehyde 2-PHENYL-BENZ[CD]INDOL-5(1H)-ONE 4'-demethylamino-4'-hydroxystaurosporine GO 6976 Indometacin K-252C ANTIBIOTIC UCN-02 Formaldehyde ARCYRIAFLAVIN A K-252A Indole-2,4-dicarboxylic acid INDOLE-2,4-DICARBOXYLIC ACID 2-ETHYL 4-METHYL ESTER Vat Black 8 6-AMINO-4-INDOLE CARBOXYLIC ACID Indole-3-acetic acid STAUROSPORINE

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