7-Aminoindole

Base Information

• Chemical Name: 7-Aminoindole
• CAS No.: 5192-04-1
• Molecular Formula: C8H8N2
• Molecular Weight: 132.165
• Hs Code.: 29339900
• European Community (EC) Number: 623-757-4
• DSSTox Substance ID: DTXSID30276110
• Nikkaji Number: J80.972A
• Wikidata: Q27115508
• Metabolomics Workbench ID: 54802
• ChEMBL ID: CHEMBL4649856
• Mol file: 5192-04-1.mol

Synonyms:Indole,7-amino- (7CI,8CI);7-Amino-1H-indole;7-Indolylamine;

Chemical Property of 7-Aminoindole

Chemical Property:

• Vapor Pressure: 3.46E-05mmHg at 25°C
• Melting Point: 96-100 °C
• Refractive Index: 1.757
• Boiling Point: 353.954 °C at 760 mmHg
• PKA: 17.68±0.30(Predicted)
• Flash Point: 195.023 °C
• PSA: 41.81000
• Density: 1.269 g/cm³
• LogP: 2.33130
• Storage Temp.: Keep Cold
• Sensitive.: Air Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

7-Aminoindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)N)NC=C2
• Uses: Reactant for preparation of:? ;Fluorescent anion receptors and sensors1,2? ;Sulfate receptors3? ;Protein Kinase C θ (PKCθ) inhibitors4? ;Factor Xa Inhibitors5? ;Aurora kinase inhibitor? ;Antagonist of Mineralocorticoid Receptor6? ;Potent histone deacetylase (HDAC) inhibitors7? ;TRPV1 antagonists8? ;Derivatives of N-(7-indolyl)benzenesulfonamide as cell cycle inhibitors9 Reactant for preparation of:Fluorescent anion receptors and sensorsSulfate receptorsProtein Kinase C θ (PKCθ) inhibitorsFactor Xa InhibitorsAurora kinase inhibitorAntagonist of Mineralocorticoid ReceptorPotent histone deacetylase (HDAC) inhibitorsTRPV1 antagonistsDerivatives of N-(7-indolyl)benzenesulfonamide as cell cycle inhibitors

Technology Process of 7-Aminoindole

There total 18 articles about 7-Aminoindole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

7-nitro-1H-indole (6960-42-5) → 7-aminoindole (5192-04-1)

Guidance literature:

With ammonium formate; palladium 10% on activated carbon; In ethanol; for 1h; Heating / reflux;

Reference yield: 81.0%

N-(1-pivaloyl-1H-indol-7-yl)benzamide → 7-aminoindole (5192-04-1)

Guidance literature:

With sodium hydroxide; In methanol; at 80 ℃; for 24h;

DOI:10.1021/acs.joc.0c02779

Reference yield: 74.7%

8-nitrocinnoline (2942-37-2) → 7-aminoindole (5192-04-1)

Guidance literature:

With mercury; zinc; In water; acetic acid; for 1.5h; Heating;

DOI:10.1248/cpb.29.726

upstream raw materials:

8-nitrocinnoline

7-nitro-1H-indole

7-azido-1H-indole

7-bromo-1H-indole

Downstream raw materials:

7-amino-L-tryptophan

C₁₅H₁₃N₃O

C₂₂H₁₈N₄O₂

(N-(5,8-Dimethyl-9H-carbazol-1-yl)-3,4,5-trimethoxybenzenesulfonamide)

Refernces

• 1、 Makuc, Damjan,Triyanti,Albrecht, Markus,Plavec, Janez,Rissanen, Kari,Valkonen, Arto,Schalley, Christoph A.. "The halide binding behavior of 2-carbamoyl-7-ureido-l//-indoles: Conformational aspects". . p. 4854 - 4866. Retrieved 2009.
• 2、 Raziullah,Kumar, Mohit,Kant, Ruchir,Koley, Dipankar. "Cu-Catalyzed Directed C7?H Imidation of Indolines via Cross-Dehydrogenative Coupling". . p. 3108 - 3113. Retrieved 2019.
• 3、 Cai, Xingwei,Shen, Yang,Song, Heng,Song, Hua,Wang, Hao,Xu, Chen,Zhou, Hu. "HFIP as Protonation Reagent and Solvent for Regioselective Alkylation of Indoles with All-Carbon Centers". supporting information. p. 1086 - 1097. Retrieved 2022/02/07.
• 4、 Li, Tingting,Xu, Bo. "Mechanically Strong Heterogeneous Catalysts via Immobilization of Powderous Catalysts to Porous Plastic Tablets". supporting information. p. 2673 - 2678. Retrieved 2021/08/03.