23687-26-5

Basic information

• Product Name: 6-AMINOISOQUINOLINE
• Synonyms: 6-AMINOISOQUINOLINE;6-aminoisoquanoline;6-Isoquinolinamine;Isoquinoline-6-amine;Isoquinolin-6-ylamine;Isoquinolin-6-amine, 6-Amino-2-azanaphthalene;Isoquinoline,6-amino- (7CI,8CI)
• CAS NO: 23687-26-5
• Molecular Formula: C₉H₈N₂
• Molecular Weight: 144.17
• EINECS: -0
• Product Categories: Building Blocks;Isoquinoline
• Mol File: 23687-26-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 211-212 °C(Solv: benzene (71-43-2))
• Boiling Point: 343.1 °C at 760 mmHg
• Flash Point: 188.1 °C
• Appearance: /
• Density: 1.21 g/cm³
• Vapor Pressure: 7.2E-05mmHg at 25°C
• Refractive Index: 1.708
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 7.10±0.10(Predicted)
• CAS DataBase Reference: 6-AMINOISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-AMINOISOQUINOLINE(23687-26-5)
• EPA Substance Registry System: 6-AMINOISOQUINOLINE(23687-26-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• Hazardous Substances Data: 23687-26-5(Hazardous Substances Data)

Usage

Description

6-Aminoisoquinoline is an organic compound with the molecular formula C9H8N2. It is a heterocyclic compound featuring a quinoline ring with an amino group at the 6th position. 6-Aminoisoquinoline serves as a key intermediate in the synthesis of various pharmaceuticals and chemical compounds due to its unique structure and reactivity.

Uses

Used in Pharmaceutical Industry:
6-Aminoisoquinoline is used as a reactant for the preparation of N-[2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)-pyridin-3-ylmethyl] N''-(6,6-fused heterocyclic) ureas. These compounds are highly potent TRPV1 antagonists, which are valuable in the development of medications targeting pain relief and other conditions associated with the transient receptor potential vanilloid 1 (TRPV1) receptor. The antagonistic action on TRPV1 can help in managing pain, inflammation, and thermal hyperalgesia.

InChI:InChI=1/C9H8N2/c10-9-2-1-8-6-11-4-3-7(8)5-9/h1-6H,10H2

Upstream product

• 7651-82-3 isoquinolin-6-ol 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 1336-21-6 ammonium hydroxide 
• 52962-35-3 2-(1,3-diethoxy-1,3-dioxopropan-2-yl)-4-nitrobenzoic acid 
• 99-60-5 2-chloro-4-nitrobenzoic acid 
• 39585-32-5 2-carboxymethyl-4-nitro-benzoic acid 
• 1082674-24-5 6-(bromoisoquinoline-1-carbonitrile) 
• 76144-87-1 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl 
• 34784-05-9 6-bromo-isoquinoline 
• 70538-57-7 6-nitroisoquinoline 

Downstream Products

• 566944-05-6 N-isoquinolin-6-yl-acetamide 
• 566943-98-4 5-bromo-isoquinolin-6-ylamine 
• 566943-99-5 5-chloro-6-aminoisoquinoline 
• 72299-67-3 1,2,3,4-tetrahydroisoquinolin-6-amine 
• 1203719-28-1 N-[3-(isoquinolin-6-ylcarbamoyl)benzyl]-3,4-dimethoxybenzamide 
• 107322-01-0 isoquinoline-6-sulfonyl chloride 
• 347146-31-0 6-(4-Toluenesulfonylamino) isoquinoline 

Relevant articles and documents

-

-

Methods for the preparation of 6-aminoisoquinoline

Described are methods for the preparation of 6-aminoisoquinoline, a useful intermediate compound in the synthesis of kinase inhibitors.

Solid supported rhodium(0) nanoparticles: An efficient catalyst for chemo- and regio-selective transfer hydrogenation of nitroarenes to anilines under microwave irradiation

A Solid-supported rhodium(0) (SS-Rh) catalyst has been developed and applied for the chemo- and regio-selective reduction of nitroarenes functionalized with CC multiple bonds and dinitroarenes to their corresponding amines respectively using hydrazine hydrate (N2H4· H2O) as a reducing source under mild microwave irradiation (MWI) conditions. The present methodology also shows excellent compatibility with a broad range of structurally diverse reducible functional groups. The catalyst can be recovered by simple filtration and reused for 13 cycles with consistent activity hence reduces the cost of the catalyst assertively.