27655-41-0

Basic information

• Product Name: 5-CYANOISOQUINOLINE
• Synonyms: 5-CYANOISOQUINOLINE;5-Isoquinolinecarbonitrile
• CAS NO: 27655-41-0
• Molecular Formula: C₁₀H₆N₂
• Molecular Weight: 154.17
• Mol File: 27655-41-0.mol

Chemical Properties

• Melting Point: 138-140℃
• Boiling Point: 267.53°C (rough estimate)
• Flash Point: 119.8 °C
• Appearance: /
• Density: 1.1975 (rough estimate)
• Vapor Pressure: 8.03E-05mmHg at 25°C
• Refractive Index: 1.4820 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.82±0.13(Predicted)
• CAS DataBase Reference: 5-CYANOISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CYANOISOQUINOLINE(27655-41-0)
• EPA Substance Registry System: 5-CYANOISOQUINOLINE(27655-41-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 27655-41-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
5-Cyanoisoquinoline is used as a key intermediate in the production of various pharmaceuticals for its ability to form heterocyclic compounds, which are essential in the development of new drugs with diverse therapeutic properties.
Used in Agrochemical Production:
In the agrochemical industry, 5-Cyanoisoquinoline is utilized as a precursor in the synthesis of agrochemicals, contributing to the development of effective pesticides and other crop protection agents.
Used in Fine Chemicals Synthesis:
5-Cyanoisoquinoline is employed as a building block in the synthesis of fine chemicals, which are used in various applications such as fragrances, dyes, and specialty chemicals.
Used as a Fluorescent Probe in Biological Applications:
5-Cyanoisoquinoline is used as a fluorescent probe in biological research, enabling the visualization and tracking of specific biomolecules or cellular processes due to its fluorescent properties.
Used in Organic Chemistry Research and Development:
As a valuable tool in organic chemistry, 5-Cyanoisoquinoline is used in research and development for its unique reactivity and potential to form a wide range of heterocyclic compounds, contributing to the advancement of chemical science and technology.

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

Upstream product

• 24964-64-5 3-Cyanobenzaldehyde 
• 541-41-3 chloroformic acid ethyl ester 
• 22483-09-6 2,2-dimethoxyethylamine 
• 34784-04-8 5-bromoisoquinoline 
• 77287-34-4 formamide 
• 557-21-1 zinc(II) cyanide 
• 1125-60-6 isoquinolin-5-ylamine 

Downstream Products

• 16675-59-5 methyl isoquinoline-5-carboxylate 
• 1192829-31-4 1-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-4-piperidinecarboxylic acid lithium salt 
• 1192829-28-9 3-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoic acid lithium salt 
• 1192829-35-8 1-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-3-azetidinecarboxylic acid ammonium salt 
• 1192829-72-3 1,1-dimethylethyl 4-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-1-piperazinecarboxylate 
• 1192829-71-2 ethyl 1-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-4-piperidinecarboxylate 
• 1192829-67-6 1,1-dimethylethyl N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-β-alaninate 
• 1192829-38-1 1-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-3-pyrrolidinecarboxylic acid 
• 1192829-39-2 N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-valine 
• 1192829-66-5 ethyl 3-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoate 
• 1192829-36-9 N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-alanine 
• 1192830-04-8 C₂₄H₂₂ClN₃O₄ 
• 1192829-45-0 5-{5-[3,5-dichloro-4-(propyloxy)phenyl]-1,2,4-oxadiazol-3-yl}isoquinoline 
• 1192829-65-4 1-chloro-5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)isoquinoline 

Relevant articles and documents

Cu(II)-Catalyzed Construction of Heterobiaryls using 1-Diazonaphthoquinones: A General Strategy for the Synthesis of QUINOX and Related P,N Ligands

An efficient and straightforward method was developed for the synthesis of heterobiaryls using easily available N-oxides and diazonaphthoquinones under cheap Cu(II) catalysis. The developed method offered QUINOX and related congeners in a simple manner. A wide scope of important heterobiaryls was achieved with high site selectivity. The synthesized naphthols were transformed into the privileged related P,N ligands. Suitable resolution methods can directly afford the corresponding axially chiral heterobiaryls.

A carboxamide is the cyanogen source of aromatic nitrile to the preparation method of the (by machine translation)

The invention discloses a method for preparing aromatic nitrile, is under the action of the nickel catalyst, in order to carboxamide is the cyanogen source, and with various substituents haloarene coupled reactions, preparing aromatic nitrile. The reaction temperature is 100 - 160 °C, the reaction time is 6 - 24 hours. It overcomes the traditional aromatic nitrile of the synthesis method operation of complex steps, requires the use of a toxic, more expensive, functionalization of the cyanogen source as the reaction raw material and the like. Compared with the traditional method, this method is simple to use cheap, green non-toxic of the formamide is cyano sources; without the need of external dehydrating agent, formamide in the nickel catalyst of the catalytic dehydration at the same time, with a nickel catalyst in coordination with the halogenated aromatic hydrocyanation, more economic, high-efficiency, environmental protection; at the same time the method exhibits good substrate universality, to air, moisture, light are not sensitive, high yield, product separation and purification is simple, with wide application. (by machine translation)

Ni-Mediated Generation of "cN" Unit from Formamide and Its Catalysis in the Cyanation Reactions

The in situ generation of a "cyano" unit from readily available organic precursors is of high interest in synthetic chemistry. Herein, we report the first example of Ni-mediated dehydration of formamide to form "CN" and its subsequent catalytic applications in the hydrocyanation of alkynes and cyanation of aryl halides. Formamide can serve as a convenient source for the nitrile unit, in that it releases water as the only byproduct.

ISOQUINOLINE COMPOUNDS, A PROCESS FOR THEIR PREPARATION, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

A compound of formula (I): wherein the substituents are as defined in the description. Medicinal products containing the same which are useful in treating or preventing pathologies which are the result of activation of the RhoA/ROCK pathway and phosphorylation of the myosin light chain.

Aryl Nitriles from Alkynes Using tert -Butyl Nitrite: Metal-Free Approach to C≡C Bond Cleavage

Alkyne C≡C bond breaking, outside of alkyne metathesis, remains an underdeveloped area in reaction discovery. Recently, nitrogenation has been reported to allow nitrile formation from alkynes. A new protocol for the metal-free C≡C bond cleavage of terminal alkynes to produce nitriles is reported. This method provides an opportunity to synthesize a vast range of nitriles containing aryl, heteroaryl, and natural product derivatives (38 examples). In addition, the potential of tBuONO to act as a powerful nitrogenating agent for terminal aryl alkynes is demonstrated. (Figure Presented).

ISOQUINOLINE-5-CARBOXAMIDE DERIVATIVE HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASE

A compound selected from the group consisting of an isoquinoline-5-carboxamide derivative of formula (I), a pharmaceutically acceptable salt, an isomer, a hydrate and a solvate thereof is effective for the prevention or treatment of diseases associated with abnormal cell growth, which are caused by abnormal activation of a protein kinases.

ISOQUINOLINE-5-CARBOXAMIDE DERIVATIVE HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASE

A compound selected from the group consisting of an isoquinoline-5-carboxamide derivative of formula (I), a pharmaceutically acceptable salt, an isomer, a hydrate and a solvate thereof is effective for the prevention or treatment of diseases associated with abnormal cell growth, which are caused by abnormal activation of a protein kinases.

HIV protease inhibitors

HIV protease inhibitors, obtainable by chemical synthesis, inhibit or block the biological activity of the HIV protease enzyme, causing the replication of the HIV virus to terminate. These compounds, as well as pharmaceutical compositions that contain these compounds and optionally other anti-viral agents as active ingredients, are suitable for treating patients or hosts infected with the HIV virus, which is known to cause AIDS.

HIV protease inhibitors

HIV protease inhibitors, obtainable by chemical synthesis, inhibit or block the biological activity of the HIV protease enzyme, causing the replication of the HIV virus to terminate. These compounds, as well as pharmaceutical compositions that contain these compounds and optionally other anti-viral agents as active ingredients, are suitable for treating patients or hosts infected with the HIV virus, which is known to cause AIDS.