121561-15-7

Usage

Uses

Used in Pharmaceutical Industry:
METHYL 4-AMINO-6-INDOLECARBOXYLATE is used as a building block for the synthesis of various pharmaceuticals and biologically active compounds. Its role in the development of new drugs is significant, as it can be incorporated into the molecular structures of potential therapeutic agents.
Used in Anticancer Drug Development:
METHYL 4-AMINO-6-INDOLECARBOXYLATE is used as a key intermediate in the creation of anticancer drugs. It has been studied for its potential to contribute to the development of medications that target and combat cancer cells.
Used in Antimicrobial Drug Development:
Similarly, METHYL 4-AMINO-6-INDOLECARBOXYLATE is utilized in the development of antimicrobial drugs, indicating its broad-spectrum applicability in medicinal chemistry for combating infectious diseases.
Used in Organic Synthesis:
METHYL 4-AMINO-6-INDOLECARBOXYLATE is used as a versatile intermediate in organic synthesis, allowing for the creation of a wide range of chemical compounds with various applications in research and industry.

InChI:InChI=1/C10H10N2O2/c1-14-10(13)6-4-8(11)7-2-3-12-9(7)5-6/h2-5,12H,11H2,1H3

Upstream product

• 597562-13-5 methyl 4-[(E)-2-(dimethylamino)ethenyl]-3,5-dinitrobenzenecarboxylate 
• 1176201-03-8 C₁₂H₁₃N₃O₆ 
• 49592-71-4 methyl 4-methyl-3,5-dinitrobenzoate 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 

Downstream Products

• 121561-16-8 4-(2-chlorobenzylideneamino)-6-methoxycarbonylindole 
• 856695-83-5 methyl 4-(([2-(methyloxy)-2-oxoethyl]sulfonyl)amino)-lH-indole-6-carboxylate 

Relevant academic research and scientific papers

Second generation of BACE-1 inhibitors part 3: Towards non hydroxyethylamine transition state mimetics

Our first generation of hydroxyethylamine BACE-1 inhibitors proved unlikely to provide molecules that would lower amyloid in an animal model at low oral doses. This observation led us to the discovery of a second generation of inhibitors having nanomolar activity in a cell-based assay and with the potential for improved pharmacokinetic profiles. In this Letter, we describe our successful strategy for the optimization of oral bioavailability and also give insights into the design of compounds with the potential for improved brain penetration.

Aspartic protease inhibitors via C1-homologation of peptidic aldehydes and studies on reduced amide isosteres

(R)-Configured isophthalic hydroxyethylamines play an important role in the inhibition of β-secretase (BACE1). We present the synthesis of a number of (S)-configured hydroxyethylamine derivatives via 2-iodoethanol intermediates and the comparison with the

TRICYCLIC INDOLE HYDROXYETHYLAMINE DERIVATIVES AND THEIR USE IN THE TREATMENT OF ALZHEIMER'S DISEASE

The present invention relates to novel hydroxyethylamine compounds having Asp2 (β-secretase, BACE1 or Memapsin) inhibitory activity of formula (I), processes for their preparation, to compositions containing them and to their use in the treatment of diseases characterised by elevated β-amyloid levels or β-amyloid deposits, particularly Alzheimer's disease. Formula (I) wherein, inter alia, A-B represents -NR5-SO2- or -NR5-CO-; R5 represents hydrogen, C1-6alkyl, C3-6 alkenyl, C3-6 alkynyl, C3-10 cycloalkyl, -C0-6 alkylaryl, -C0-6 alkyl-heteroaryl, -C0-6 alkyl-heterocyclyl, -C3-10 cycloalkyl-aryl or -C3-10 cycloalkyl-heteroaryl; -W- represents -CH2-, -(CH2)2-, -(CH2)3-, -C(H)=C(H)- or -CH2-C(H)=C(H)-; X-Y-Z represents -C=CR8-NR9-;

HYDROXYETHYLAMINE DERIVATIVES FOR THE TREATMENT OF ALZHEIMER'S DISEASE

The present invention relates to novel hydroxyethylamine compounds of formula (I): (I) having Asp2 (-secretase, BACE1 or Memapsin) inhibitory activity, processes for their preparation, to compositions containing them and to their use in the treatment of diseases characterised by elevated-amyloid levels or-amyloid deposits, particularly Alzheimer's disease.

PYRROLOPHENANTHRIDINES. II. SYNTHESIS OF 10-METHOXYCARBONYL-1H-PYRROLOPHENANTHRIDINE

10-Methoxycarbonyl-1H-pyrrolophenanthridine was obtained by the cyclization of 4-(2-chlorobenzylideneamino)-6-methoxycarbonylindole by the action of sodium amide in liquid ammonia.Its physicochemical characteristics were studied.