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

Description

5-Acetamidoisoquinoline, with the molecular formula C13H11NO2, is an organic compound that belongs to the isoquinoline class. It features a bicyclic structure with a benzene ring fused to a pyridine ring. 5-Acetamidoisoquinoline is characterized by the presence of an acetamido group, which endows it with versatility as a building block in the synthesis of complex molecules. Its potential pharmacological activities include anti-inflammatory and analgesic properties, making it a promising candidate for various applications in the pharmaceutical and chemical industries.

Uses

Used in Organic Synthesis:
5-Acetamidoisoquinoline is used as a building block in organic synthesis for the creation of more complex molecules. Its unique structure and functional groups allow for the development of a wide range of organic compounds with diverse applications.
Used in Pharmaceutical Industry:
5-Acetamidoisoquinoline is used as an intermediate in the synthesis of various pharmaceuticals. Its acetamido group provides a versatile platform for the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Industry:
5-Acetamidoisoquinoline is utilized as a precursor in the production of agrochemicals, such as pesticides and herbicides. Its unique chemical properties contribute to the development of effective and targeted agricultural products.
Used in Research:
5-Acetamidoisoquinoline is employed as a research compound in the study of chemical reactions and the development of new synthetic methods. Its potential as a versatile intermediate makes it an important tool for researchers in the field of organic chemistry.
Used in Drug Development:
5-Acetamidoisoquinoline is used as a starting material in the development of new drugs with anti-inflammatory and analgesic properties. Its pharmacological activities make it a valuable candidate for the treatment of various conditions, such as pain and inflammation.

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

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

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