5192-04-1

Basic information

• Product Name: 7-Aminoindole
• Synonyms: 7-AMinoindole, >=95.0% (HPLC);7-AMINOINDOLE;1H-INDOL-7-YLAMINE;7-Indolamine;7-Amino-1H-indole;7-Amino-1H-indole 97%;7-Aminoindole 5192-4-1;1H-Indol-7-amine
• CAS NO: 5192-04-1
• Molecular Formula: C₈H₈N₂
• Molecular Weight: 132.16
• EINECS: -0
• Product Categories: C7 to C9;Chemical Synthesis;Heterocyclic Building Blocks;Heterocycle-Indole series;Amines;blocks;IndolesOxindoles;Building Blocks;Heterocyclic Building Blocks;Indoles;Building Blocks
• Mol File: 5192-04-1.mol
• Article Data: 42

Chemical Properties

• Melting Point: 96-100 °C
• Boiling Point: 353.954 °C at 760 mmHg
• Flash Point: 195.023 °C
• Appearance: /
• Density: 1.269 g/cm³
• Vapor Pressure: 3.46E-05mmHg at 25°C
• Refractive Index: 1.757
• Storage Temp.: Keep Cold
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 17.68±0.30(Predicted)
• Sensitive: Air Sensitive
• BRN: 471787
• CAS DataBase Reference: 7-Aminoindole(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Aminoindole(5192-04-1)
• EPA Substance Registry System: 7-Aminoindole(5192-04-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-23
• PackingGroup: III
• Hazardous Substances Data: 5192-04-1(Hazardous Substances Data)

Usage

Description

7-Aminoindole is an organic compound with the molecular formula C8H7N3. It is a versatile chemical intermediate and building block used in the synthesis of various biologically active molecules and pharmaceuticals. Its unique structure, featuring an indole core with an amino group at the 7th position, allows it to participate in a wide range of chemical reactions and interactions.

Uses

Used in Pharmaceutical Industry:
7-Aminoindole is used as a reactant for the preparation of various pharmaceutical compounds, including:
1. Fluorescent anion receptors and sensors, which are essential tools in the detection and monitoring of anions in biological systems.
2. Sulfate receptors, which play a crucial role in the recognition and binding of sulfate ions, with potential applications in drug design and development.
3. Protein Kinase C θ (PKCθ) inhibitors, which are being investigated for their potential therapeutic effects in treating various diseases, including cancer and autoimmune disorders.
4. Factor Xa Inhibitors, which are important in the development of anticoagulant drugs for the prevention and treatment of blood clot-related conditions.
5. Aurora kinase inhibitors, which have potential applications in cancer therapy by targeting the Aurora kinase family, known to be involved in cell division and tumor growth.
6. Antagonists of the Mineralocorticoid Receptor, which can be used in the treatment of hypertension and other cardiovascular diseases.
7. Potent histone deacetylase (HDAC) inhibitors, which are being studied for their potential role in the treatment of various cancers by modulating gene expression.
8. TRPV1 antagonists, which have potential applications in the treatment of pain and inflammation.
9. Derivatives of N-(7-indolyl)benzenesulfonamide as cell cycle inhibitors, which are being investigated for their potential use in cancer therapy by disrupting cell cycle progression.

InChI:InChI=1/C8H8N2/c9-7-3-1-2-6-4-5-10-8(6)7/h1-5,10H,9H2

Upstream product

• 2942-37-2 8-nitrocinnoline 
• 6960-42-5 7-nitro-1H-indole 
• 81524-76-7 7-azido-1H-indole 
• 51417-51-7 7-bromo-1H-indole 
• 577-19-5 2-nitrophenyl bromide 
• 253-66-7 Cinnoline 
• 96831-52-6 4-chloro-7-nitroindole 
• 4129-17-3 diphenylphosphoranyl azide 
• 61149-50-6 Ethyl pyruvate N-(5-methyl-2-nitrophenyl) hydrazone 
• 6960-46-9 ethyl 7-nitroindole-2-carboxylate 
• 6960-45-8 7-nitro-1H-indole-2-carboxylic acid 
• 292853-66-8 2-(2-(2-nitrophenyl)hydrazono)propionic acid ethyl ester 
• 528-29-0 1,2-Dinitrobenzene 
• 6293-87-4 o-nitrophenylhydrazine hydrochloride 

Downstream Products

• 84807-10-3 7-piperazin-1-yl-1H-indole 
• 247186-87-4 4-chloro-N-(1H-indol-7-yl)benzenesulfonamide 
• 247186-85-2 N-(1H-indol-7-yl)-4-methoxybenzenesulfonamide 
• 165668-23-5 N-(7-indolyl)-4-nitrobenzenesulfonamide 
• 165669-24-9 4-cyano-N-(1H-indole-7-yl)benzenesulfonamide 
• 165669-28-3 N-(1H-indole-7-yl)-4-sulfamoylbenzenesulfonamide 
• 737801-80-8 (1H-indol-7-yl)carbamic acid benzyl ester 
• 165668-25-7 4-Amino-N-(3-chloro-1H-indole-7-yl)benzenesulfonamide 
• 165668-32-6 N-(3-Chloro-1H-indole-7-yl)-4-cyanobenzenesulfonamide 
• 165668-24-6 N-(3-chloro-7-indolyl)-4-nitrobenzenesulfonamide 
• 1065237-08-2 7-amino-L-tryptophan 
• 1174734-62-3 C₁₅H₁₃N₃O 
• 959969-87-0 C₂₂H₁₈N₄O₂ 
• 1253379-93-9 1-[(2-chloro-4-fluorophenyl)methyl]-4-(1H-indol-7-yl)-2,3-piperazinedione 

Relevant articles and documents

Self-assembling porous network nanostructure 7-aminoindole decorated reduced graphene oxide for high-performance asymmetric supercapacitor

The design and preparation of novel green and efficient energy storage electrode materials is a crucial way to solve the problem of intermittent energy storage of renewable energy. In this paper, the composite electrode materials of rGO decorated by organic 7-aminoindole (7-Ai) molecule with the characteristics of fast reversible redox kinetics are synthesized successfully. The modified 7-AirGOs composites can not only produce extra pseudocapacitance, which greatly improve the specific capacitance, but also form a stable mesoporous nanostructure to facilitate the diffusion and transport of ions. By investigating the influence of 7-Ai molecule content on the electrochemical performance of the composite electrodes, the 7-AirGO1 electrode is chosen as the optimum electrode, which exhibits a high specific capacitance of 425.73 F g?1 at 0.5 A g?1 and an excellent rate capability with the current density increased to 20 A g?1. Furthermore, the asymmetric supercapacitor assembled by the 7-AirGO1 and AC as positive and negative electrode respectively delivers an energy density of 14.60 W h kg?1 and a power density up to 10,500 W kg?1, as well as a cycling stability with a capacitance retention of 97.98% at a current density of 4 A g?1 for over 20,000 cycles. These results indicate that rGO-aminoindole composites are of great potential in flexible and wearable micro energy storage devices.

Synthesis, structure and the binding properties of the amide-based anion receptors derived from 1H-indole-7-amine

Indole-7-amine was investigated as an alternative to aniline in construction of amide-based anion receptors. Replacement of aniline with indolamine introduces additional binding site-indolyl NH, which can enhance anion binding for more than five times. The molecular modelling of indole-containing receptors revealed the correlation between their conformational preferences and their affinity towards anions.

Metal-induced pre-organisation for anion recognition in a neutral platinum-containing receptor

The presence of Pt(ii) allows pre-organisation of 4,4′- dicarboxamidoindole-2,2′-bipyridine, enhancing anion affinity with the resulting complex displaying selectivity for dihydrogen phosphate in DMSO-d 6-0.5% water. Moreover the Pt(ii) complex behaves as a colorimetic sensor for fluoride.

Industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles-catalyzed hydrogenation of nitroarenes

The development of green and efficient methods for hydrogenation of nitroarenes is still highly demanding in organic synthesis. Herein, we report an industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles process for the synthesis of aryl amines with good yields via hydrogenation of nitroarenes. Nine key anti-cancer drug intermediates were successfully achieved with protocol. And Osimertinib intermediate 4m can be smoothly synthesized at a 2.67 kg-scale with >99.5% HPLC purity. This protocol features cheap carbon source, highly catalytic activity, simple operation, kilogram-scalable and recyclable catalysts (eight times without observable losing activity).

Mechanically Strong Heterogeneous Catalysts via Immobilization of Powderous Catalysts to Porous Plastic Tablets

Main observation and conclusion: We describe a practical and general protocol for immobilization of heterogeneous catalysts to mechanically robust porous ultra-high molecular weight polyethylene tablets using inter-facial Lifshitz-van der Waals Interactions. Diverse types of powderous catalysts, including Cu, Pd/C, Pd/Al2O3, Pt/C, and Rh/C have been immobilized successfully. The immobilized catalysts are mechanistically robust towards stirring in solutions, and they worked well in diverse synthetic reactions. The immobilized catalyst tablets are easy to handle and reused. Moreover, the metal leaching of immobilized catalysts was reduced significantly.