111599-07-6

Basic information

• Product Name: (1,2,3,4-TETRAHYDRO-ISOQUINOLIN-1-YL)-ACETONITRILE
• Synonyms: (1,2,3,4-TETRAHYDRO-ISOQUINOLIN-1-YL)-ACETONITRILE
• CAS NO: 111599-07-6
• Molecular Formula: C11H12N2
• Molecular Weight: 172.23
• Mol File: 111599-07-6.mol

Chemical Properties

• Boiling Point: 351.6°C at 760 mmHg
• Flash Point: 166.4°C
• Appearance: /
• Density: 1.055g/cm³
• Vapor Pressure: 4.06E-05mmHg at 25°C
• Refractive Index: 1.537
• CAS DataBase Reference: (1,2,3,4-TETRAHYDRO-ISOQUINOLIN-1-YL)-ACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (1,2,3,4-TETRAHYDRO-ISOQUINOLIN-1-YL)-ACETONITRILE(111599-07-6)
• EPA Substance Registry System: (1,2,3,4-TETRAHYDRO-ISOQUINOLIN-1-YL)-ACETONITRILE(111599-07-6)

Safety Data

• Hazardous Substances Data: 111599-07-6(Hazardous Substances Data)

Usage

Uses

Used in Chemical Reactions and Organic Synthesis:
(1,2,3,4-Tetrahydro-isoquinolin-1-yl)-acetonitrile is used as a chemical intermediate for various chemical reactions and organic synthesis processes. Its unique chemical structure and reactivity make it a valuable component in the synthesis of other compounds.
Used in Pharmaceutical Development:
(1,2,3,4-Tetrahydro-isoquinolin-1-yl)-acetonitrile is used as a potential candidate in the development of pharmaceutical drugs. Its unique chemical structure and reactivity contribute to its potential as a central nervous system stimulant and its potential use in the treatment of various medical conditions.
Used in Research and Development:
(1,2,3,4-Tetrahydro-isoquinolin-1-yl)-acetonitrile is used as a subject of research and development in both the scientific and industrial communities. Its diverse applications and potential biological activities make it an interesting compound for further study and exploration.

InChI:InChI=1/C11H12N2/c12-7-5-11-10-4-2-1-3-9(10)6-8-13-11/h1-4,11,13H,5-6,8H2

Upstream product

• 3230-65-7 3,4-dihydroisoquinoline 
• 372-09-8 cyanoacetic acid 
• 2032-34-0 3,3-bis(ethyloxy)propanenitrile 
• 156-28-5 2-phenylethylamine hydrochloride 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 78317-83-6 2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Copper-Catalyzed Cyanomethylation of Substituted Tetrahydroisoquinolines with Acetonitrile

A novel method for the synthesis of cyanomethylated tetrahydroisoquinolines has been developed with mild reaction conditions, good yields and a broad substrate scope. Acetonitrile, a common solvent, is for the first time used as a pronucleophile for this type of two sp3C?H bonds cross-dehydrogenative coupling (CDC) reaction. A new oxidative system (CuCl2/TEMPO/Cs2CO3) has been established by our group, in which the mild TEMPO reagent was found to be a highly efficient oxidant. (Figure presented.).

Novel High Energy Intermediate Analogues with Triazasterol-Related Structures as Potential Inhibitors of the Ergosterol Biosynthesis II [1]. Optimization of the Synthesis of 1,6,7,11b-Tetrahydro-2H-pyrimido[4,3-a] isoquinolin-4-amines as Parent Compounds of Novel 8,13,15-Triazasteroids

Summary. Various routes for an effective synthesis of 1,6,7,11b-tetrahydro- 2H-pyrimido[4,3-a]isoquinolin-4-amine and its 9-methoxy derivative, which were designed as tricyclic triaza-analogues with stable positive charge to mimic carbocationic high energy intermediates (HEI) of the ergosterol biosynthesis, were investigated. Starting from β-phenylethylamines the corresponding 3-chloro-N-phenethylpropionamides were prepared and transformed into N-phenethyl-3-phthalimidopropionamides. These amides were cyclized via Bischler-Napieralski reaction to yield after hydrolytic deprotection 1-(aminoethyl)tetrahydroisoquinolines. The 1,6,7,11b-tetrahydro-2H-pyrimido[4,3- a]isoquinoline ring system was then built up by condensation of the bicyclic diamines with various carbonic acid derivatives (carbon disulfide, nitroguanidine, tetraethyl orthocarbonate). Along with the applied reaction sequences unexpected side reactions took place. The structures of all isolated compounds were proven and completely assigned on the basis of homo- and heteronuclear correlated 1D and 2D NMR experiments. The in vitro antifungal susceptibility tests with a standard panel of eight pathogenic fungi revealed only weak antimycotic effects of the pyrimidoisoquinolinamine salts, but strong inhibitory activity of the intermediate 1-(aminoethyl)-3,4-dihydroisoquinoline.

The Reaction of 3,4-Dihydroisoquinolines With Malonic Acid and Its Derivatives

The reaction of various 3,4-dihydroisoquinolines with malonic acid gives the corresponding 1,2,3,4-tetrahydro-1-isoquinolineacetic acids in good yield, while the reaction with cyanoacetic acid and malonic acid half ethyl ester affords 1,2,3,4-tetrahydro-1