59224-73-6

Basic information

• Product Name: 1-(4'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE
• Synonyms: 1-(4'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE
• CAS NO: 59224-73-6
• Molecular Formula: C₁₆H₁₅NO
• Molecular Weight: 237.3
• Product Categories: Dihydroisoquinolines
• Mol File: 59224-73-6.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(4'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE(59224-73-6)
• EPA Substance Registry System: 1-(4'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE(59224-73-6)

Safety Data

• Hazardous Substances Data: 59224-73-6(Hazardous Substances Data)

Usage

Description

1-(4'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE is a chemical compound belonging to the isoquinoline family, characterized by a molecular formula of C16H15NO and a molecular weight of 237.3 g/mol. This derivative of isoquinoline features a phenyl group with a methoxy substituent at the 4' position and a 3,4-dihydroisoquinoline group. Known for their pharmacological properties, isoquinolines act as ligands for various receptors and enzymes, with specific applications depending on the intended function in fields such as pharmaceuticals, agrochemicals, or materials science.

Uses

Used in Pharmaceutical Industry:
1-(4'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE is used as a pharmacological agent for its potential interaction with receptors and enzymes, contributing to the development of novel drugs and therapies.
Used in Agrochemical Industry:
1-(4'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE is used as a chemical intermediate for the synthesis of agrochemicals, potentially enhancing the effectiveness of pesticides or other agricultural products.
Used in Materials Science:
1-(4'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE is used as a component in the development of new materials, leveraging its chemical properties to create innovative substances with specific applications in various industries.

Upstream product

• 6346-07-2 4-methoxy-N-(2-phenylethyl)benzamide 
• 622-24-2 2-phenylethyl chloride 
• 874-90-8 4-methoxybenzonitrile 
• 100-07-2 4-methoxy-benzoyl chloride 
• 64-04-0 phenethylamine 
• 1262841-97-3 C₂₃H₂₃NO₃S 
• 14157-05-2 1-(methylsulfanyl)-3,4-dihydroisoquinoline 
• 5720-07-0 4-methoxyphenylboronic acid 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 
• 100-09-4 4-methoxybenzoic acid 

Downstream Products

• 111969-95-0 (1R,9bS)-1-(2,4-Dichloro-phenoxy)-9b-(4-methoxy-phenyl)-1,4,5,9b-tetrahydro-azeto[2,1-a]isoquinolin-2-one 
• 80312-07-8 6-p-Anisyl-7-carbethoxyacetonylaminobenzooctem 
• 82952-61-2 9b-(4-Methoxy-phenyl)-1-(2-oxo-3-phenoxy-4-phenyl-azetidin-1-yl)-1,4,5,9b-tetrahydro-azeto[2,1-a]isoquinolin-2-one 
• 82934-72-3 1-(2-Benzo[1,3]dioxol-5-yl-4-oxo-3-phenoxy-azetidin-1-yl)-9b-(4-methoxy-phenyl)-1,4,5,9b-tetrahydro-azeto[2,1-a]isoquinolin-2-one 
• 82934-70-1 1-[2-(3,4-Dimethoxy-phenyl)-4-oxo-3-phenoxy-azetidin-1-yl]-9b-(4-methoxy-phenyl)-1,4,5,9b-tetrahydro-azeto[2,1-a]isoquinolin-2-one 
• 80312-08-9 1,2-benzo-6-p-methoxyphenyl-7-(1'-methyl-2'-carbomethoxyvinylamino) octam 
• 59224-74-7 1-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 877754-46-6 C₃₅H₂₉NO₃ 
• 877754-53-5 C₃₅H₂₉N₃O 
• 62333-80-6 7-Amino-6-p-anisylbenzooctem 
• 87702-92-9 (1R,9bR)-1-{[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-amino}-9b-(4-methoxy-phenyl)-1,4,5,9b-tetrahydro-azeto[2,1-a]isoquinolin-2-one 
• 82934-72-3 7-azetidino>-6-p-anisylbenzooctem 
• 1381986-31-7 (R)-1-(4-methoxyphenyl)-2-tosyl-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Asymmetric Transfer Hydrogenation of Unhindered and Non-Electron-Rich 1-Aryl Dihydroisoquinolines with High Enantioselectivity

The use of arene/Ru/TsDPEN catalysts bearing a heterocyclic group on the TsDPEN in the asymmetric transfer hydrogenation (ATH) of dihydroisoquinolines (DHIQs) containing meta- or para-substituted aromatic groups at the 1-position results in the formation of products of high enantiomeric excess. Previously, only 1-(ortho-substituted)aryl DHIQs, or with an electron-rich fused ring gave products with high enantioselectivity; therefore, this approach solves a long-standing challenge for imine ATH.

Design, Synthesis, and Biological Evaluation of Tetrahydroisoquinoline-Based Histone Deacetylase 8 Selective Inhibitors

Histone deacetylase 8 (HDAC8) is a promising drug target for multiple therapeutic applications. Here, we describe the modeling, design, synthesis, and biological evaluation of a novel series of C1-substituted tetrahydroisoquinoline (TIQ)-based HDAC8 inhibitors. Minimization of entropic loss upon ligand binding and use of the unique HDAC8 "open" conformation of the binding site yielded a successful strategy for improvement of both HDAC8 potency and selectivity. The TIQ-based 3g and 3n exhibited the highest 82 and 55 nM HDAC8 potency and 330- and 135-fold selectivity over HDAC1, respectively. Selectivity over other class I isoforms was comparable or better, whereas inhibition of HDAC6, a class II HDAC isoform, was below 50% at 10 μM. The cytotoxicity of 3g and 3n was evaluated in neuroblastoma cell lines, and 3n displayed concentration-dependent cytotoxicity similar to or better than that of PCI-34051. The selectivity of 3g and 3n was confirmed in SH-SY5Y cells as both did not increase the acetylation of histone H3 and α-tubulin. Discovery of the novel TIQ chemotype paves the way for the development of HDAC8 selective inhibitors for therapeutic applications.

Palladium carbon catalyzed selective partial dehydrogenation method of tetrahydroisoquinoline

The invention relates to a method for synthesis of 1-substituted-3, 4-dihydroisoquinoline by palladium carbon catalyzed selective partial dehydrogenation of a 1-substituted-1, 2, 3, 4-tetrahydroisoquinoline compound. The reaction temperature is 0-80DEG C. For easily available cyclic amine compounds like tetrahydroisoquinoline, a corresponding imine compound can be obtained through selective dehydrogenation, the conversion rate is up to 99%, and the proportion of a partial dehydrogenation product and a complete dehydrogenation product is greater than 20:1. The method provided by the invention has simple and practical operation, the raw materials and catalyst are cheap and easily available, the reaction conditions are mild, and the catalyst can be recycled, thus greatly reducing the actual cost. In addition, the method for synthesis of 3, 4-dihydroisoquinoline through direct dehydrogenation of tetrahydroisoquinoline has the advantages of atom economy and environmental friendliness.