121561-15-7

Basic information

• Product Name: METHYL 4-AMINO-6-INDOLECARBOXYLATE
• Synonyms: Methyl 4-Amino-6-indolecarboxylate Hydrochloride;4-AMINO-6-METHOXYCARBONYL INDOLE;Methyl4-amino-1H-indole-6-carboxylate;4-amino-6-indole carboxylic acid methyl ester ,95%;1H-Indole-6-carboxylic acid, 4-aMino-, Methyl ester;4-AMino-6-Methylcarboxylateindole;Methyl 4-AMino-6-indolecarboxylate Hy;Methyl 4-AMinoindole-6-carboxylate
• CAS NO: 121561-15-7
• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.2
• Product Categories: Indole/indoline/oxindole;Acids and Derivatives;Heterocycles;Indole;Heterocyclic Compounds;AMINOACID
• Mol File: 121561-15-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 429.8 °C at 760 mmHg
• Flash Point: 213.7 °C
• Appearance: /
• Density: 1.339 g/cm³
• Refractive Index: 1.694
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: METHYL 4-AMINO-6-INDOLECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-AMINO-6-INDOLECARBOXYLATE(121561-15-7)
• EPA Substance Registry System: METHYL 4-AMINO-6-INDOLECARBOXYLATE(121561-15-7)

Safety Data

• Hazardous Substances Data: 121561-15-7(Hazardous Substances Data)

Usage

General Description

Methyl 4-amino-6-indolecarboxylate is a chemical compound with the molecular formula C11H10N2O2. It is derived from indole, a heterocyclic aromatic organic compound. Methyl 4-amino-6-indolecarboxylate is commonly used as a building block in the synthesis of various pharmaceuticals and biologically active compounds. It has been studied for its potential pharmacological and therapeutic effects, particularly in the development of anticancer and antimicrobial drugs. As a versatile intermediate, this compound plays a crucial role in organic synthesis and drug discovery. However, it is important to handle this chemical with care and follow proper safety protocols, as it can be hazardous if not used correctly.

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

• 1176201-03-8 C₁₂H₁₃N₃O₆ 
• 597562-13-5 methyl 4-[(E)-2-(dimethylamino)ethenyl]-3,5-dinitrobenzenecarboxylate 
• 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 articles and documents

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.

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-;

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.