7042-71-9

Usage

Uses

Used in Organic Chemistry Research:
4-Benzyloxyindole-3-carboxaldehyde is used as a building block for creating more complex molecules, primarily in the field of organic chemistry. Its stable and reactive nature makes it a valuable component in the synthesis of various compounds.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 4-Benzyloxyindole-3-carboxaldehyde is employed as a key intermediate in the development of new drugs. Its unique structure and reactivity allow for the creation of novel therapeutic agents with potential applications in various medical fields.
Used in Material Science:
4-Benzyloxyindole-3-carboxaldehyde is also utilized in material science for the synthesis of advanced materials with specific properties. Its incorporation into these materials can lead to the development of new technologies and applications in various industries.

InChI:InChI=1/C16H13NO2/c18-10-13-9-17-14-7-4-8-15(16(13)14)19-11-12-5-2-1-3-6-12/h1-10,17H,11H2

Upstream product

• 487-89-8 Indole-3-carboxaldehyde 
• 20194-18-7 sodium phenyl-methanolate 
• 20289-26-3 4-benzyloxy-1H-indole 
• 68-12-2 N,N-dimethyl-formamide 
• 72527-73-2 4-iodo-indole-3-carboxaldehyde 
• 100-51-6 benzyl alcohol 

Downstream Products

• 1464-11-5 4-benzyloxyindole-3-acetonitrile 
• 81779-27-3 4-Hydroxyindole-3-carbaldehyde 
• 404887-94-1 4-benzyloxy-7-bromoindole-3-carbaldehyde 
• 404887-98-5 7-bromo-4-hydroxyindole-3-carbaldehyde 
• 404888-00-2 3-Formyl-4-hydroxyindole-1-carboxylic acid tert-butyl ester 
• 404888-04-6 4-benzyloxy-5-bromoindole-3-carbaldehyde 
• 404888-01-3 4-benzyloxy-1-tert-butoxycarbonylindole-3-carbaldehyde 
• 404888-03-5 4-benzyloxy-5-bromo-1-tert-butoxycarbonylindole-3-carbaldehyde 
• 141835-00-9 (E)-3-{4-Benzyloxy-1-[(methyl-phenethyl-carbamoyl)-methyl]-1H-indol-3-yl}-acrylic acid ethyl ester 
• 181258-79-7 (E)-3-{4-Benzyloxy-1-[(methyl-phenethyl-carbamoyl)-methyl]-1H-indol-3-yl}-2-methyl-acrylic acid ethyl ester 
• 173844-20-7 2-[1-{4-Benzyloxy-1-[(methyl-phenethyl-carbamoyl)-methyl]-1H-indol-3-yl}-meth-(E)-ylidene]-butyric acid ethyl ester 
• 770745-56-7 4-benzyloxy-3-[(E)-2-phenylvinyl]indole 
• 141835-63-4 N-methyl-N-phenethyl-2-[(4-benzyloxy-3-formyl)indol-1-yl]acetamide 
• 93315-78-7 4-benzyloxy-1-methyl-1H-indole-3-carbaldehyde 

Relevant academic research and scientific papers

Polymeric micellar delivery of novel microtubule destabilizer and hedgehog signaling inhibitor for treating chemoresistant prostate cancer

Castration-resistant prostate cancer that has become resistant to docetaxel (DTX) represents one of the greatest clinical challenges in the management of this malignancy. There is an urgent need to develop novel therapeutic agents to overcome chemoresista

Synthesis of indolyl-3-acetonitrile derivatives and their inhibitory effects on nitric oxide and PGE2 productions in LPS-induced RAW 264.7 cells

Arvelexin is one of major constituents of Brassica rapa that exerts anti-inflammatory activities. Several indolyl-3-acetonitrile derivatives were synthesized as arvelexin analogs and evaluated for their abilities to inhibit NO and PGE2 productions in LPS-induced RAW 264.7 cells. Of the indolyl-3-acetonitriles synthesized, compound 2k, which possesses a hydroxyl group at C-7 position of the indole ring and an N-methyl substituent, more potently inhibited NO and PGE2 productions and was less cytotoxic than arvelexin on macrophage cells.

INDOLE, INDOLINE DERIVATIVES, COMPOSITIONS COMPRISING THEM AND USES THEREOF

The invention provides indole and indoline derivatives and slats thereof, compositions comprising them and uses thereof for the treatment of diseases and disorders.

Carbamate derivatives of indolines as cholinesterase inhibitors and antioxidants for the treatment of Alzheimer's disease

The cascade of events that occurs in Alzheimer's disease involving oxidative stress and the reduction in cholinergic transmission can be better addressed by multifunctional drugs than cholinesterase inhibitors alone. For this purpose, we prepared a large number of derivatives of indoline-3-propionic acids and esters. They showed scavenging activity against different radicals in solution and significant protection against cytotoxicity in cardiomyocytes and primary cultures of neuronal cells exposed to H2O2 species and serum deprivation at concentrations ranging from 1 nM to 10 μM depending on the compound. For most of the indoline-3-propionic acid derivatives, introduction of N-methyl-N-ethyl or N-methyl-N-(4-methoxyphenyl) carbamate moieties at positions 4, 6, or 7 conferred both acetyl (AChE) and butyryl (BuChE) cholinesterase inhibitory activities at similar concentrations to those that showed antioxidant activity. The most potent AChE inhibitors were 120 (3-(2-aminoethyl) indolin-4-yl ethyl(methyl)carbamate dihydrochloride) and 94 (3-(3-methoxy-3-oxopropyl)-4-(((4-methoxyphenyl)(methyl) carbamoyl)oxy)indolin- 1-ium hydrochloride) with IC50s of 0.4 and 1.2 μM, respectively.

A five-step synthesis of psilocin from indole-3-carbaldehyde

A novel preparative method of psilocin was established in only five steps from indole-3-carbaldehyde in 50% overall yield.

A PRACTICAL ONE POT SYNTHESIS OF 4-ALKOXY-3-FORMYLINDOLES

A simple and regioselective one pot synthetic method of 4-methoxy-, 4-benzyloxy, and 4-ethoxy-3-formylindoles from 3-formylindole is described.