27623-83-2

Basic information

• Product Name: 1-methyl-4-phenyl-1,2,3,4-tetrahydroquinoline
• Synonyms: 1-Methyl-4-phenyl-1,2,3,4-tetrahydroquinoline; quinoline, 1,2,3,4-tetrahydro-1-methyl-4-phenyl-
• CAS NO: 27623-83-2
• Molecular Formula: C₁₆H₁₇N
• Molecular Weight: 223.3129
• Mol File: 27623-83-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 332.1°C at 760 mmHg
• Flash Point: 140.4°C
• Density: 1.055g/cm³
• Vapor Pressure: 0.000149mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: 1-methyl-4-phenyl-1,2,3,4-tetrahydroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-4-phenyl-1,2,3,4-tetrahydroquinoline(27623-83-2)
• EPA Substance Registry System: 1-methyl-4-phenyl-1,2,3,4-tetrahydroquinoline(27623-83-2)

Safety Data

• Hazardous Substances Data: 27623-83-2(Hazardous Substances Data)

Usage

Chemical Family

Quinoline family
Bicyclic compound with a quinoline ring fused to a tetrahydroquinoline ring

Structure

1-methyl-4-phenyl substitution
A methyl group attached to the 1-position and a phenyl group attached to the 4-position of the tetrahydroquinoline ring

Molecular Weight

Not provided in the material
Can be calculated based on the molecular formula (C16H15NO)

Potential Use

Neuroprotective agent
Commonly used in research and drug discovery, particularly in the context of Parkinson's disease

Relevance

Understanding neurodegenerative diseases and developing therapeutic treatments
The compound's structure and properties make it a subject of interest for studying and treating conditions like Parkinson's disease

Upstream product

• 30290-78-9 4-phenyl-1,2,3,4-tetrahydroquinoline 
• 74-88-4 methyl iodide 
• 100-42-5 styrene 
• 13657-45-9 N-methyl-N-(methoxymethyl)-aniline 
• 13641-16-2 <(Methylphenylamino)methyl>phenylsulfid 
• 51643-88-0 Ethylsulfanylmethyl-methyl-phenyl-amine 
• 15497-51-5 N-((1H-benzo(d)(1,2,3)triazol-1-yl)methyl)-N-methylaniline 
• 146041-91-0 1-methyl-4-(benzotriazol-N-yl)-1,2,3,4-tetrahydroquinoline 
• 50-00-0 formaldehyd 
• 100-61-8 N-methylaniline 
• 605-03-8 4-phenylquinoline 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 33603-47-3 (E)-N-methyl-N-phenyl-3-phenyl-2-propenylamine 
• 102-92-1 Cinnamoyl chloride 

Relevant articles and documents

Practical one-pot procedure for the synthesis of 1,2,3,4- tetrahydroquinolines by the imino-Diels-Alder reaction

A novel-one-pot procedure for the synthesis of tetrahydroquinolines via the imino-Diels-Alder reaction is described. This procedure gives better yields and exhibits better versatility for alkene substrates than the existing hemi-aminal based methodologies

Intermolecular Polar Cycloadditions of Cationic 2-Azabutadienes from Thiomethylamines: A New and Efficient Method for the Regio- and Diastereo-selective Synthesis of 1,2,3,4-Tetrahydroquinolines

Substituted 1,2,3,4-tetrahydroquinolines and related condensed nitrogen-heterocycles are formed highly regio- and diastereo-selectively with yields ranging from 57 to 100percent by intermolecular polar cycloadditions of cationic 2-azabutadienes

One-pot synthesis of tetrahydroquinolines catalyzed by Dy(OTf)3 in aqueous solution

Various 4-substituted-1-methyltetrahydroquinolines are easily accessible from the one-pot condensation reaction of N-methylaniline with commercial formaldehyde solution and electron-rich alkenes in the presence of Dy(OTf)3 (1 mol %) under mild

Practical synthetic strategies towards lipophilic 6-iodotetrahydroquinolines and -dihydroquinolines

The synthesis of novel tetrahydroquinolines (THQ) and dihydroquinolines (DHQ) are reported using three practical, scalable synthetic approaches to access highly lipophilic analogues bearing a 6-iodo substituent, each with a different means of cyclisation. A versatile and stable quinolin-2-one intermediate was identified, which could be reduced to the corresponding THQ with borane reagents, or to the DHQ with diisobutylaluminium hydride via a novel elimination that is more favourable at higher temperatures. Coupling these strongly electron-donating scaffolds to electron-accepting moieties caused the resulting structures to exhibit strong fluorescence.