27461-33-2

Basic information

• Product Name: 5-Acetamidoisoquinoline
• Synonyms: 5-Acetamidoisoquinoline;N-(Isoquinolin-5-yl)acetamide;N-(Isoquinol-5-yl)acetamide
• CAS NO: 27461-33-2
• Molecular Formula: C₁₁H₁₀N₂O
• Molecular Weight: 186.2099
• Mol File: 27461-33-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 166℃
• Boiling Point: 448.7±18.0 °C(Predicted)
• Appearance: /
• Density: 1.242±0.06 g/cm3(Predicted)
• PKA: 14.11±0.43(Predicted)
• CAS DataBase Reference: 5-Acetamidoisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Acetamidoisoquinoline(27461-33-2)
• EPA Substance Registry System: 5-Acetamidoisoquinoline(27461-33-2)

Safety Data

• Hazardous Substances Data: 27461-33-2(Hazardous Substances Data)

Usage

General Description

5-Acetamidoisoquinoline is a chemical compound with the molecular formula C13H11NO2. It is an organic compound that belongs to the class of isoquinolines, which are bicyclic compounds containing a benzene ring fused to a pyridine ring. 5-Acetamidoisoquinoline is used in organic synthesis and research as a building block for more complex molecules. Its acetamido group makes it a versatile intermediate for the synthesis of various pharmaceuticals, agrochemicals, and other functional organic molecules. 5-Acetamidoisoquinoline is also known for its potential pharmacological activities, such as anti-inflammatory and analgesic properties.

Upstream product

• 1125-60-6 isoquinolin-5-ylamine 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 607-32-9 5-nitroisoquinoline 

Downstream Products

• 140192-89-8 5,6-diaminoisoquinoline 
• 140192-87-6 2-methyl-1(3)H-imidazo<4,5-f>isoquinoline 
• 156901-58-5 5-amino-8-nitroisoquinoline 

Relevant articles and documents

Discovery of Potent and Selective Allosteric Inhibitors of Protein Arginine Methyltransferase 3 (PRMT3)

PRMT3 catalyzes the asymmetric dimethylation of arginine residues of various proteins. It is crucial for maturation of ribosomes and has been implicated in several diseases. We recently disclosed a highly potent, selective, and cell-active allosteric inhibitor of PRMT3, compound 4. Here, we report comprehensive structure-activity relationship studies that target the allosteric binding site of PRMT3. We conducted design, synthesis, and evaluation of novel compounds in biochemical, selectivity, and cellular assays that culminated in the discovery of 4 and other highly potent (IC50 values: ～10-36 nM), selective, and cell-active allosteric inhibitors of PRMT3 (compounds 29, 30, 36, and 37). In addition, we generated compounds that are very close analogs of these potent inhibitors but displayed drastically reduced potency as negative controls (compounds 49-51). These inhibitors and negative controls are valuable chemical tools for the biomedical community to further investigate biological functions and disease associations of PRMT3.

A facile construction of the benz[c,d]indole framework

The Bradsher cycloaddition of isoquinolinium salts has been applied to 5-acetaminoisoquinoline. In 3 simple steps: (i) quaternization of isoquinoline N (ii) cycloaddition with electron-rich dienophile (iii) dehydration, the benz[c,d]-indole framework is f

Antiparasitic agents: Part XV - Synthesis of 2-substituted 1(3)H-imidazoisoquinolines as anthelmintic agents

5-(2,4-Dioxo-1H-quinazolin-3-yl)isoquinoline (14) and 2-(methyl-/carbomethoxyamino-/furyl-/trifluoromethyl)-1(3)H-imidazoisoquinolines (17, 20-22) have been synthesized and tested for their anthelmintic and antifilarial activities against Ancylosto