770732-57-5

Usage

Azide derivative of indole

Heterocyclic compound commonly found in natural products and pharmaceuticals

Versatile for use in chemical synthesis and medicinal chemistry

Can be used as a reagent for the preparation of various indole derivatives and as a precursor for the synthesis of heterocyclic compounds with potential biological activity

Phenylmethyl group

Suitable for attachment to other molecules in drug discovery and development

Upstream product

• 56559-63-8 1-benzyl-1H-indole-3-carbohydrazide 
• 27018-76-4 1-benzylindole-3-carboxylic acid 
• 776-41-0 indole-3-carboxylic acid ethyl ester 
• 100-44-7 benzyl chloride 
• 56559-61-6 ethyl 1-benzyl-1H-indole-3-carboxylate 

Downstream Products

• 1159823-99-0 C₁₅H₁₄N₂*ClH 
• 1438393-62-4 S²,S⁴-diethyl 5-benzyl-5H-pyrimido[5,4-b]indole-2,4-dicarbothioate 
• 1438393-63-5 diethyl 5-benzyl-5H-pyrimido[5,4-b]indole-2,4-dicarboxylate 
• 1438393-64-6 dibenzyl 5-benzylpyrimido[5,4-b]indole-2,4-dicarboxylate 
• 1438393-66-8 ethyl 5-benzyl-4-(hydroxymethyl)-5H-pyrimido[5,4-b]indole-2-carboxylate 
• 1438393-67-9 (5-benzyl-5H-pyrimido[5,4-b]indol-4-yl)methanol 
• 1438393-68-0 5-benzyl-5H-pyrimido[5,4-b]indole-4-carbaldehyde 
• 1438393-69-1 [4-(benzyloxy)phenyl](5-benzyl-5H-pyrimido[5,4-b]indol-4-yl)methanol 
• 1438393-70-4 [4-(benzyloxy)phenyl](5-benzyl-5H-pyrimido[5,4-b]indol-4-yl)methanone 
• 1438393-61-3 tert-butyl (1-benzyl-1H-indol-3-yl)carbamate 

Relevant academic research and scientific papers

Total synthesis of 4-azaeudistomin Y1 and analogues by inverse-electron demand diels-alder reactions of 3-aminoindoles with 1,3,5-triazines

A new inverse-electron-demand Diels-Alder (IDA) reaction of 3-aminoindoles as dienophiles was developed for the efficient preparation of 4-aza-β-carbolines in high yields. Because N1-unprotected 3-aminoindoles show poor thermal stability, a one-pot protocol was developed that combines the removal of tert-butoxycarbonyl protecting groups with the IDA reaction. This protocol, using tert-butyl 1H-indol-3-ylcarbamates as reactants, gave the corresponding IDA products in excellent yields. The new IDA methodology was used in a total synthesis of 4-azaeudistomin Y1, which was obtained in 57% overall yield in four steps. Moreover, the chemistry is suitable for the rapid preparation, through either Friedel-Crafts acylation or amide-formation reactions, of analogues that are useful for exploring structure-activity relationships at the C1-position. Georg Thieme Verlag Stuttgart · New York.

Synthesis, reactions and antimicrobial activity of some new indolyl-1,3,4-oxadiazole, triazole and pyrazole derivatives

Indole-3-carboxylic acid hydrazide 3 was prepared and was treated with aromatic aldehydes in ethanol to give the corresponding hydrazone derivatives 4-7 in good yields. The indole carbohydrazide was incorporated into the 3-indolyloxadiazoles 8-11 and 18, 3-indolyltriazoles 13-17 and 35, 3-indolylpyrazole derivatives 19-23 and carbamate derivatives 26-27. Furthermore, interaction of the carboazide 24 with hydrazine hydrate in refluxing toluene afforded the corresponding semicarbazide derivative 30. The thiadiazine derivative 34 was also prepared. Some of these compounds were screened in vitro for their antibacterial and antifungal activity.