50458-78-1

Basic information

• Product Name: Ethyl isoquinoline-1-carboxylate
• Synonyms: Ethyl isoquinoline-1-carboxylate
• CAS NO: 50458-78-1
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.22124
• Mol File: 50458-78-1.mol

Chemical Properties

• Boiling Point: 355.5±15.0 °C(Predicted)
• Appearance: /
• Density: 1.175±0.06 g/cm3(Predicted)
• PKA: 1.96±0.30(Predicted)
• CAS DataBase Reference: Ethyl isoquinoline-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl isoquinoline-1-carboxylate(50458-78-1)
• EPA Substance Registry System: Ethyl isoquinoline-1-carboxylate(50458-78-1)

Safety Data

• Hazardous Substances Data: 50458-78-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl isoquinoline-1-carboxylate is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs and therapeutic agents. Its biological activities, including antioxidant, anti-inflammatory, and antimicrobial properties, enhance its utility in creating effective medications.
Used in Agrochemical Industry:
In the agrochemical sector, Ethyl isoquinoline-1-carboxylate is utilized as a component in the synthesis of agrochemicals, capitalizing on its versatile properties to develop compounds that can be used in agricultural applications.
Used in Organic Chemistry:
Ethyl isoquinoline-1-carboxylate is employed as a building block in organic chemistry for the synthesis of complex organic molecules. Its structural features and reactivity make it an important component in creating intricate organic compounds for various applications.

Upstream product

• 486-73-7 1-isoquinolinecarboxylic acid 
• 541-41-3 chloroformic acid ethyl ester 
• 83629-90-7 1-trimethylstannyl-isoquinoline 
• 4755-77-5 Ethyl oxalyl chloride 
• 77198-99-3 N-(2-phenylethyl)benzenesulfonamide 
• 119-65-3 isoquinoline 
• 844-25-7 2-benzoyl-1-cyano-1,2-dihydroisoquinoline 
• 1111310-87-2 ethyl 2-(methylsulfonyloxy)-2-(2-vinylphenyl)acetate 
• 64-17-5 ethanol 
• 175287-91-9 2-benzenesulfonyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid ethyl ester 

Downstream Products

• 58022-21-2 1-acetylisoquinoline 
• 120332-60-7 2-amino-1-(ethoxycarbonyl)isoquinolinium tosylate 
• 76594-30-4 2-amino-1-ethoxycarbonyl isoquinolinium mesitylensulfonate 
• 148149-21-7 1-isoquinolinecarboxylic acid benzylamide 
• 27311-63-3 1-Hydroxymethyl-isoquinoline 
• 106181-28-6 ethyl (+/-)-1,2,3,4-tetrahydroisoquinoline-1-carboxylate 
• 19382-37-7 3-phenylimidazo<5,1-a>isoquinoline 
• 86726-73-0 1-cinnamoylisoquinoline 
• 5467-83-4 1-[1]isoquinolyl-1-phenyl-ethanol 
• 141-97-9 ethyl acetoacetate 
• 92200-07-2 ethyl 3-(isoquinolin-1-yl)-3-oxopropanoate 
• 1632164-61-4 1-(1-isochinolinyl)-3-phenyl-propane-1,3-dione 
• 1632164-73-8 5-(1-isoquinolinyl)-3-phenylpyrazole 
• 406192-81-2 isoquinoline hydrazide 

Relevant articles and documents

Microscale Parallel Synthesis of Acylated Aminotriazoles Enabling the Development of Factor XIIa and Thrombin Inhibitors

Herein we report a microscale parallel synthetic approach allowing for rapid access to libraries of N-acylated aminotriazoles and screening of their inhibitory activity against factor XIIa (FXIIa) and thrombin, which are targets for antithrombotic drugs. This approach, in combination with post-screening structure optimization, yielded a potent 7 nM inhibitor of FXIIa and a 25 nM thrombin inhibitor; both compounds showed no inhibition of the other tested serine proteases. Selected N-acylated aminotriazoles exhibited anticoagulant properties in vitro influencing the intrinsic blood coagulation pathway, but not extrinsic coagulation. Mechanistic studies of FXIIa inhibition suggested that synthesized N-acylated aminotriazoles are covalent inhibitors of FXIIa. These synthesized compounds may serve as a promising starting point for the development of novel antithrombotic drugs.

Cu2O/1-(2-methylhydrazine-1-carbonyl)-isoquinoline 2-oxide catalyzed C-N cross-coupling reaction in aqueous media

An experimentally simple, efficient, and inexpensive catalyst system was developed for the N-arylation of imidazole, indole, pyrrole, alkyl alcohol amines, and alkyl amines with aryl iodides and bromides. The reaction proceeds in water-ethanol media at 120 °C for 12 h with Cu2O as the catalyst, 1-(2-methylhydrazine-1-carbonyl)-isoquinoline 2-oxide (L2) as the ligand, NaOH as the base to generate a wide range of N-arylated products in moderate to excellent yields. Aqueous medium, ease of operation, and broad substrate scope give the process a benign environmental profile.

Pd-containing organopolyoxometalates derived from Dawson polyoxometalate [P2W15V3O62]9-: Lewis acidity and dual site catalysis

Grafting of a palladium complex to the Dawson vanadotungstate polyanion [P2W15V3O62]9- via an organic ligand generates a large family of pincer-type hybrid polyoxometalates. The palladium-POM derivatives have dual catalytic properties. Unlike their parent inorganic polyanions, they catalyze allylations while retaining their oxidant character, which leads to single-pot dual site catalysis. This opens a new route for multicatalytic reactions.

Orthogonal synthesis of isoindole and isoquinoline derivatives from organic azides

(Chemical Equation Presented) α-Azido carbonyl compounds bearing a 2-alkenylaryl moiety at the α-position are found to be promising precursors for synthesis of isoindole and isoquinoline derivatives via 1,3-dipolar cycloaddrtion of azides onto alkenes and fcrelectrocyclization of N-H imine intermediates, respectively.

A novel synthesis of isoquinolines containing an electron withdrawing substituent

3,4-Dihydroisoquinolines (10, 13) and isoquinolines (11), having various electron withdrawing substituent were synthesized in two steps from N- benzenesulfonyl- or N, N-dimethylsulfamoyl-β-phenethylamines (2 and 5). A novel cyclization method using ethyl chloro(methylthio)acetate (1) in the presence of SnCl4 as Lewis acid, followed by acid or base treatment provides the title compounds in good yield.

Simple and mild method for preparation of α-pyridinecarboxylates and α-pyridyl ketones via trimethylstannyl derivatives

Alkoxycarbonylation and acylation at the α-position of pyridine, quinoline, and isoquinoline via the respective trimethylstannyl derivatives were satisfactorily performed by employing ethyl chloroglyoxylate and acylformyl chloride under mild conditions.