59551-02-9

Basic information

• Product Name: 5-CYANOQUINOLINE
• Synonyms: QUINOLINE-5-CARBONITRILE;5-CYANOQUINOLINE;5-QUINOLINECARBONITRILE
• CAS NO: 59551-02-9
• Molecular Formula: C₁₀H₆N₂
• Molecular Weight: 154.17
• Mol File: 59551-02-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 323.7°C at 760 mmHg
• Flash Point: 115.5°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 0.000258mmHg at 25°C
• Refractive Index: 1.654
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-CYANOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CYANOQUINOLINE(59551-02-9)
• EPA Substance Registry System: 5-CYANOQUINOLINE(59551-02-9)

Safety Data

• Hazardous Substances Data: 59551-02-9(Hazardous Substances Data)

Usage

General Description

5-Cyanoquinoline is a chemical compound with the molecular formula C10H6N2. It is a heterocyclic aromatic compound that consists of a quinoline ring with a cyano group attached at the 5-position. 5-Cyanoquinoline is a yellow crystalline solid that is commonly used as a building block for the synthesis of various pharmaceuticals and agrochemicals. It has been found to exhibit antibacterial and antifungal activities, making it a potential candidate for the development of new drugs. Additionally, 5-Cyanoquinoline has been used as a fluorescent probe for detecting the presence of various metal ions in biological systems. It is important to handle 5-Cyanoquinoline with care, as it is considered to be a hazardous chemical and should be used in accordance with proper safety guidelines.

InChI:InChI=1/C10H6N2/c11-7-8-3-1-5-10-9(8)4-2-6-12-10/h1-6H

Upstream product

• 151-50-8 potassium cyanide 
• 4964-71-0 5-bromoquinoline 
• 77287-34-4 formamide 
• 86164-70-7 2-methyl-2-phenylmalononitrile 
• 557-21-1 zinc(II) cyanide 

Downstream Products

• 859982-26-6 [5]quinolyl-o-tolyl ketone 
• 54885-01-7 [5]quinolyl-phenyl ketone 

Relevant articles and documents

HETEROCYCLIC COMPOUNDS AND USES THEREOF

Provided herein are novel heterocyclic compounds, for example, compounds having Formula I, I-P, II, lI-P, or III. Also provided herein are pharmaceutical compositions comprising the compounds and methods of using the same, for example, in inhibiting aldehyde dehydrogenases and/or for treating various cancers, cancer metastasis, type 2 diabetes, pulmonary arterial hypertension (PAH) or neointimal hyperplasia (NIH).

Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation

Herein, we report a Ni-catalyzed reductive coupling for the synthesis of benzonitriles from aryl (pseudo)halides and an electrophilic cyanating reagent, 2-methyl-2-phenyl malononitrile (MPMN). MPMN is a bench-stable, carbon-bound electrophilic CN reagent that does not release cyanide under the reaction conditions. A variety of medicinally relevant benzonitriles can be made in good yields. Addition of NaBr to the reaction mixture allows for the use of more challenging aryl electrophiles such as aryl chlorides, tosylates, and triflates. Mechanistic investigations suggest that NaBr plays a role in facilitating oxidative addition with these substrates.