50458-79-2

Basic information

• Product Name: ETHYL ISOQUINOLINE-3-CARBOXYLATE
• Synonyms: ETHYL ISOQUINOLINE-3-CARBOXYLATE;Ethyl isoquinolin-3-carboxylate;Ethyl 3-isoquinolinecarboxylate;Ethyl isoquinolin-3-carboxylate 97%;isoquinoline-3-carboxylic acid ethyl ester;3-(Ethoxycarbonyl)isoquinoline;3-(Ethoxycarbonyl)isoquinoline, 3-(Ethoxycarbonyl)-2-azanaphthalene;Ethyl isoquinoline-3-carboxylate 97%
• CAS NO: 50458-79-2
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.22
• Mol File: 50458-79-2.mol

Chemical Properties

• Boiling Point: 355.52 °C at 760 mmHg
• Flash Point: 168.813 °C
• Appearance: /
• Density: 1.176 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: ETHYL ISOQUINOLINE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL ISOQUINOLINE-3-CARBOXYLATE(50458-79-2)
• EPA Substance Registry System: ETHYL ISOQUINOLINE-3-CARBOXYLATE(50458-79-2)

Safety Data

• Hazardous Substances Data: 50458-79-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl isoquinoline-3-carboxylate is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of anti-inflammatory and anti-cancer medications.
Used in Neurodegenerative Disease Treatment:
Ethyl isoquinoline-3-carboxylate is used as a potential therapeutic agent for neurodegenerative diseases such as Alzheimer's and Parkinson's, due to its studied properties that may aid in the treatment of these conditions.
Used in Antimicrobial Agents Development:
Ethyl isoquinoline-3-carboxylate is used as a component in the research and development of new antimicrobial agents, capitalizing on its demonstrated antimicrobial and antifungal properties to combat resistant infections.

InChI:InChI=1/C12H11NO2/c1-2-15-12(14)11-7-9-5-3-4-6-10(9)8-13-11/h3-8H,2H2,1H3

Upstream product

• 24512-97-8 azide 
• 603-35-0 triphenylphosphine 
• 81803-45-4 ethyl 2-azido-3-(2-methylphenyl)propenoate 

Downstream Products

• 91544-03-5 3-acetylisoquinoline 
• 41234-44-0 3-ethoxycarbonyl-2-methyl-isoquinolinium; iodide 
• 1610591-36-0 ethyl 5-nitroisoquinoline-3-carboxylate 

Relevant articles and documents

Reactivity of 3-ethoxycarbonyl isoquinolinium salts towards various nucleophilic reagents: Applications to the synthesis of new 1,2- dihydroisoquinoline-3-carboxylates

Different types of novel 1,2-disubstituted 1,2-dihydro isoquinolines were synthesized by addition reactions of organolithium, alcoholates and borohydride reagents with various isoquinolinium salts. The leaving group character of the isoquinoline moiety was also evidenced.

Formation of Indoles, Isoquinolines, and Other Fused Pyridines from Azidoacrylates

Mild thermal decomposition in boiling toluene or xylene of the azidocinnamates (1) - (6), readily prepared from the corresponding aldehyde and ethyl azidoacetate, gives indoles in good yield when there is an unsubstituted ortho position, and dihydroisoquinolines, and hence isoquinolines, when there is an o-methyl or methylene group.In the presence of iodine, which seems to favour a radical type process, the yield of isoquinoline is increased, and isoquinoline formation can compete with the indole-forming cyclisation to a free ortho-position.Iodine also catalyses primary enamine formation by a hydrogen abstraction process.The thiophene (7) and pyrazole (8) are formed and decomposed similarly to give the corresponding c-fused pyridines (28) and (29).The 2,6-dichloro compound (9) thermolyses to the stable 2H-azirine (32) which isomerises to the nitrile (33) on stronger heating.Yields in these azide decompositions are sometimes high, though they can be variable and the reactions, though easily carried out, can be complex

Synthesis of Isoquinolines from Azidocinnamates; the Effect of Iodine

Iodine has a marked catalytic effect on the thermolysis of azidocinnamates; indoles, isoquinolines, 1,2-dihydroisoquinolines, or enamines are isolated depending on the conditions.