63263-88-7

Usage

Uses

Used in Pharmaceutical Industry:
1-Benzylindole-5-carboxaldehyde is used as an intermediate for the synthesis of indole sulfonamide derivatives, which are important in the development of various pharmaceuticals. 1-Benzylindole-5-carboxaldehyde plays a crucial role in the production of these derivatives due to its unique chemical structure and properties.
The specific application reason for 1-Benzylindole-5-carboxaldehyde in the pharmaceutical industry is its ability to serve as a key building block in the synthesis of indole sulfonamide derivatives. These derivatives have potential therapeutic applications, making the compound a valuable asset in the development of new drugs and treatments.

InChI:InChI=1/C16H13NO/c18-12-14-6-7-16-15(10-14)8-9-17(16)11-13-4-2-1-3-5-13/h1-10,12H,11H2

Upstream product

• 63263-84-3 N-benzylindoline-5-carboxaldehyde 
• 6037-73-6 1-benzyl-2,3-dihydro-1H-indole 
• 68-12-2 N,N-dimethyl-formamide 
• 1196-69-6 1H-indole-5-carboxaldehyde 
• 100-39-0 benzyl bromide 
• 620-05-3 iodomethylbenzene 
• 100-44-7 benzyl chloride 

Downstream Products

• 1026545-30-1 (E)-3-(1-Benzyl-1H-indol-5-yl)-acrylic acid ethyl ester 
• 185534-75-2 (E)-3-(1-Benzyl-1H-indol-5-yl)-2-methyl-acrylic acid ethyl ester 
• 894351-84-9 2-(1-benzyl-1H-indol-5-yl)ethenesulfonic acid methylamide 
• 894351-85-0 2-(1-benzyl-1H-indol-5-yl)ethanesulfonic acid methylamide 
• 894351-86-1 2-[1-benzyl-3-(1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indol-5-yl]-ethanesulfonic acid methylamide 
• 894351-87-2 N-methyl-2-[1-benzyl-3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonamide 
• 121679-13-8 naratriptan 
• 146327-53-9 3-(1-benzylindol-5-yl)acrylic acid 
• 146327-54-0 3-(1-benzylindol-5-yl)methacrylic acid 
• 1027544-47-3 4-{2-[(E)-3-(1-Benzyl-1H-indol-5-yl)-acryloylamino]-phenoxy}-butyric acid ethyl ester 
• 1027546-69-5 4-{2-[(E)-3-(1-Benzyl-1H-indol-5-yl)-2-methyl-acryloylamino]-phenoxy}-butyric acid ethyl ester 
• 1338320-91-4 3-(1-benzyl-1H-indol-5-yl)-N-hydroxyacrylamide 
• 1338321-27-9 3-(1-benzyl-1H-indol-5-yl)acrylic acid 
• 1437798-68-9 N-((1-benzyl-1H-indol-5-yl)methylene)-1-phenylmethanamine 

Relevant academic research and scientific papers

Total Synthesis of the Natural Chalcone Lophirone E, Synthetic Studies toward Benzofuran and Indole-Based Analogues, and Investigation of Anti-Leishmanial Activity

The potential of natural and synthetic chalcones as therapeutic leads against different pathological conditions has been investigated for several years, and this class of compounds emerged as a privileged chemotype due to its interesting anti-inflammatory

The palladium-catalyzed direct C3-cyanation of indoles using acetonitrile as the cyanide source

The ligand-free palladium-catalyzed C3-cyanation of indoles via direct C-H functionalization was achieved. This protocol, utilizing CH3CN as a green and readily available cyanide source, produced the desired products in moderate to good yields through transition-metal-catalyzed C-CN bond cleavage. This journal is

Synthesis of podophyllotoxin derivatives as potential antitumor agents

A series of novel podophyllotoxin derivatives was synthesized by coupling 4β-amino-4′-demethyl-4-desoxypodophyllotoxin (3a) or 4β-amino-4-desoxypodophyllotoxin (3b) with N-substituted 5-formylindole (2a-h). Their structures were identied by spectroscopic techniques. These novel derivatives were evaluated for cytotoxicity in vitro against HepG2 and HeLa cell lines. Compared with etoposide, most of the compounds showed more potent cytotoxicities against two tumor cell lines. Judging from the IC50 values, compound 5n is a promising agent, which is about 15 and 5 times more toxic than etoposide against HepG2 and HeLa cell lines, respectively.

Synthesis and biological evaluation of 1-arylsulfonyl-5-(N -hydroxyacrylamide)indoles as potent histone deacetylase inhibitors with antitumor activity in vivo

A series of 1-arylsulfonyl-5-(N-hydroxyacrylamide)indoles has been identified as a new class of histone deacetylase inhibitors. Compounds 8, 11, 12, 13, and 14 demonstrated stronger antiproliferative activities than 1 (SAHA) with GI50 values ranging from 0.36 to 1.21 μM against Hep3B, MDA-MB-231, PC-3, and A549 human cancer cell lines. Lead compound 8 showed remarkable HDAC 1, 2, and 6 isoenzymes inhibitory activities with IC 50 values of 12.3, 4.0, 1.0 nM, respectively, which are comparable to 1. In in vivo efficacy evaluation against lung A549 xenograft model, 8 displayed better antitumor activity than compound 1.

New synthesis of naratriptan

A new synthesis of N-methyl-3-(1-methyl-4-piperidinyl)-1H-indole-5-ethanesulfonamide (naratriptan, 1a) has been elaborated starting from 1-benzyl-1H-indole-5-carbaldehyde (14b). The 1-benzyl group proved to be an advantageous protecting group in the course of the construction of the ethanesulfonamide and methylpipieridinyl side-chains and it was removed in the last step of the synthesis.{A figure is presented}.

Pyrrolo[2.1-a]isoquinoline derivatives

The present invention relates to pyrrolo[2.1-a]isoquinolines which are inhibitors of phosphodiesterase 10a, a process for preparing these compounds and a method of treating cancer in humans and animals by administering these compounds.