17017-66-2

Usage

InChI:InChI=1/C18H17NO2/c1-2-21-18(20)17-12-15-10-6-7-11-16(15)19(17)13-14-8-4-3-5-9-14/h3-12H,2,13H2,1H3

Upstream product

• 3770-50-1 2-carbethoxyindole 
• 100-44-7 benzyl chloride 
• 64-17-5 ethanol 
• 17017-71-9 1-benzyl-1H-indole-2-carboxylic acid 
• 100-39-0 benzyl bromide 
• 97608-38-3 ethyl 1-benzylindoline-2-carboxylate 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 100-46-9 benzylamine 
• 1477-50-5 Indole-2-carboxylic acid 

Downstream Products

• 105399-07-3 ethyl 3-acetyl-5-benzylindole-2-carboxylate 
• 138188-55-3 ethyl 2-methyl-3-oxo-3-(1-benzyl-1H-indol-2-yl)propionate 
• 17355-78-1 1,3,4,6-tetraphenyl-1,4-dihydro-1,2,4,5-tetrazine 
• 124814-62-6 4-Benzyloxy-1,3-diphenyl-1H-pyrazolo[4,3-c]quinoline 
• 124814-59-1 5-Benzyl-1,3-diphenyl-1,5-dihydro-pyrazolo[4,3-c]quinolin-4-one 
• 124814-56-8 (3aR,8bS)-4-Benzyl-1,3-diphenyl-4,8b-dihydro-1H-pyrazolo[4,3-b]indole-3a-carboxylic acid ethyl ester 
• 105399-09-5 ethyl 3-benzoyl-1-benzylindole-2-carboxylate 
• 92637-34-8 1-Benzyl-3-((E)-2-ethoxycarbonyl-vinyl)-1H-indole-2-carboxylic acid ethyl ester 
• 105399-08-4 ethyl 1-benzyl-3-pivaloylindole-2-carboxylate 
• 130409-93-7 N-benzyl-2-(ethoxycarbonyl)-3-fluoroindole 
• 81787-94-2 1-benzylindole-2-carbaldehyde 
• 97608-38-3 ethyl 1-benzylindoline-2-carboxylate 
• 187264-03-5 (1-benzyl-1H-indol-2-yl)methanol 
• 1341129-10-9 N-(4-(aminomethyl)thiazol-2-yl)-1-benzyl-1H-indole-2-carboxamide 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of novel indole-benzimidazole hybrids targeting estrogen receptor alpha (ER-α)

In the course of efforts to develop novel selective estrogen receptor modulators (SERMs), indole-benzimidazole hybrids were designed and synthesised by fusing the indole nucleus with benzimidazole. All the compounds were first inspected for anti-prolifera

Identification of novel indole based heterocycles as selective estrogen receptor modulator

In the present study, we have designed and synthesized indole derivatives by coalescing the indole nucleus with chromene carbonitrile and dihydropyridine nucleus. Two compounds 5c and 6d were selected from series I and II after sequential combinatorial li

Design, synthesis and biological evaluation of novel indole-xanthendione hybrids as selective estrogen receptor modulators

Ground breaking clinical therapeutic advances in the treatment of breast cancer (BC) is the introduction of selective estrogen receptor modulators (SERMs). We have expeditiously designed and synthesized indole-xanthendione hybrids by coalescing the indole

Diversity oriented synthesis of β-carbolinone and indolo-pyrazinone analogues based on an Ugi four component reaction and subsequent cyclisation of the resulting indole intermediate

A one-pot domino multicomponent reaction for the rapid, integrated and versatile synthesis of highly functionalized β-carbolinones (9a-9ab) and indolo-pyrazinones (10a-10ab) has been established. The reaction involves an Ugi-four component reaction of ind

N-(piperidin-4-yl)-1H-indole-2-carboxamide derivatives, preparation method thereof, and pharmaceutical composition for use in preventing or treating Urotensin-Ⅱ receptor activity related diseases containing the same as an active ingredient

The present invention relates to N-(piperidin-4-yl)-1H-indole-2-carboxamide derivatives, a preparation method thereof, and a pharmaceutical composition for preventing or treating urotensin-II receptor activity-related diseases comprising the same as activ

Cycloaddition of in Situ Formed Azaoxyallyl Cations with 2-Alkenylindoles: An Approach to Tetrahydro-β-carbolinones

A novel [3 + 3] cycloaddition between in situ formed azaoxyallyl cations and 2-alkenylindoles has been developed. This concise method allows the efficient construction of a series of tetrahydro-β-carbolinones in good yields under mild conditions. Gram-sca

Synthesis of Indolines by a Zn-Mediated Mannich Reaction/Pd-Catalyzed Amination Sequence

1,2-Disubstituted indolines have been prepared in fair to good yields by a Zn-mediated organometallic Mannich reaction, followed by an intramolecular Pd-catalyzed aromatic amination. The reactions are easy to set up and compatible with a large variety of simple or commercially available reagents. The method was further extended to the preparation of a 1,2,3-trisubstituted indoline.

Identification of indole scaffold-based dual inhibitors of NOD1 and NOD2

NOD1 and NOD2 are important members of the pattern recognition receptor family and play a crucial role within the context of innate immunity. However, overactivation of NODs, especially of NOD1, has also been implicated in a number of diseases. Surprisingly, NOD1 remains a virtually unexploited target in this respect. To gain additional insight into the structure–activity relationships of NOD1 inhibitors, a series of novel analogs has been designed and synthesized and then screened for their NOD1-inhibitory activity. Selected compounds were also investigated for their NOD2-inhibitory activity. Two compounds 4 and 15, were identified as potent mixed inhibitors of NOD1 and NOD2, displaying a balanced inhibitory activity on both targets in the low micromolar range. The results obtained have enabled a deeper understanding of the structural requirements for NOD1 and NOD2 inhibition.

Synthesis of new functionalized indoles based on ethyl indol-2-carboxylate

Successful alkylations of the nitrogen of ethyl indol-2-carboxylate were carried out using aq. KOH in acetone. The respective N-alkylated acids could be obtained without separating the N-alkylated esters by increasing the amount of KOH and water. The use of NaOMe in methanol led to transesterification instead of the alkylation, while the use of NaOEt led to low yields of the N-alkylated acids. Hydrazinolysis of the ester gave indol-2-carbohydrazide which then was allowed to react with different aromatic aldehydes and ketones in ethanol catalyzed by acetic acid. Indol-2-thiosemicarbazide was used in a heterocyclization reaction to form thiazoles. The new structures were confirmed using NMR, mass spectrometry and X-ray single crystal analysis.

Optimization of novel indole-2-carboxamide inhibitors of neurotropic alphavirus replication

Neurotropic alphaviruses, which include western equine encephalitis virus (WEEV) and Fort Morgan virus, are mosquito-borne pathogens that infect the central nervous system causing acute and potentially fatal encephalitis. We previously reported a novel series of indole-2-carboxamides as alphavirus replication inhibitors, one of which conferred protection against neuroadapted Sindbis virus infection in mice. We describe here further development of this series, resulting in 10-fold improvement in potency in a WEEV replicon assay and up to 40-fold increases in half-lives in mouse liver microsomes. Using a rhodamine123 uptake assay in MDR1-MDCKII cells, we were able to identify structural modifications that markedly reduce recognition by P-glycoprotein, the key efflux transporter at the blood-brain barrier. In a preliminary mouse PK study, we were able to demonstrate that two new analogues could achieve higher and/or longer plasma drug exposures than our previous lead and that one compound achieved measurable drug levels in the brain.