27566-05-8

Basic information

• Product Name: 4-[2-(benzylamino)propyl]phenol
• Synonyms: 4-[2-(Benzylamino)propyl]phenol; phenol, 4-[2-[(phenylmethyl)amino]propyl]-; p-hydroxy-N-benzylamphetamine
• CAS NO: 27566-05-8
• Molecular Formula: C₁₆H₁₉NO
• Molecular Weight: 241.3282
• EINECS: 608-112-7
• Mol File: 27566-05-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 393.5°C at 760 mmHg
• Flash Point: 124.5°C
• Density: 1.079g/cm³
• Vapor Pressure: 9.32E-07mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: 4-[2-(benzylamino)propyl]phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[2-(benzylamino)propyl]phenol(27566-05-8)
• EPA Substance Registry System: 4-[2-(benzylamino)propyl]phenol(27566-05-8)

Safety Data

• Hazardous Substances Data: 27566-05-8(Hazardous Substances Data)

Usage

General Description

4-[2-(benzylamino)propyl]phenol is a chemical compound with the molecular formula C17H19NO. It is a phenolic compound that is commonly used in laboratories for various research and experimental purposes. It has a benzene ring attached to a propyl chain, which in turn is attached to an amino group, making it a benzylamino compound. This chemical is known for its potential biological activities, including antioxidant and anticancer properties. It is also used in the synthesis of pharmaceutical and medicinal compounds. Additionally, 4-[2-(benzylamino)propyl]phenol has been studied for its potential impacts on the central nervous system and as a potential treatment for neurodegenerative diseases.

Upstream product

• 103-86-6 p-hydroxyamphetamine 
• 100-52-7 benzaldehyde 
• 67-56-1 methanol 
• 770-39-8 4-methoxyphenylacetone 
• 100-46-9 benzylamine 
• 122-84-9 4-methoxybenzyl methyl ketone 

Downstream Products

• 774483-95-3 2-{Benzyl-[2-(4-hydroxy-phenyl)-1-methyl-ethyl]-amino}-1-[3-hydroxy-5-(2-hydroxy-propoxy)-phenyl]-ethanone 
• 779270-75-6 2-{Benzyl-[2-(4-hydroxy-phenyl)-1-methyl-ethyl]-amino}-1-[3-hydroxy-5-(3-hydroxy-propoxy)-phenyl]-ethanone 
• 745002-41-9 2-{Benzyl-[2-(4-hydroxy-phenyl)-1-methyl-ethyl]-amino}-1-[4-hydroxy-3-(2-hydroxy-ethoxy)-phenyl]-ethanone 
• 772284-86-3 2-{Benzyl-[2-(4-hydroxy-phenyl)-1-methyl-ethyl]-amino}-1-[3-(2,3-dihydroxy-propoxy)-5-hydroxy-phenyl]-ethanone 
• 63437-21-8 4-(2-{Benzyl-[2-(4-hydroxy-phenyl)-1-methyl-ethyl]-amino}-1-hydroxy-ethyl)-2-(2-hydroxy-ethoxy)-phenol 
• 63437-23-0 2-(2-Hydroxy-ethoxy)-4-{1-hydroxy-2-[2-(4-hydroxy-phenyl)-1-methyl-ethylamino]-ethyl}-phenol 
• 786587-39-1 3-[3-(2-{Benzyl-[2-(4-hydroxy-phenyl)-1-methyl-ethyl]-amino}-1-hydroxy-ethyl)-5-hydroxy-phenoxy]-propane-1,2-diol 
• 750516-61-1 3-(2-{Benzyl-[2-(4-hydroxy-phenyl)-1-methyl-ethyl]-amino}-1-hydroxy-ethyl)-5-(3-hydroxy-propoxy)-phenol 
• 754923-42-7 3-(2-{Benzyl-[2-(4-hydroxy-phenyl)-1-methyl-ethyl]-amino}-1-hydroxy-ethyl)-5-(2-hydroxy-propoxy)-phenol 
• 608137-92-4 [2-(4-benzyloxy-phenyl)-1-methyl-ethyl]-(2-fluoro-ethyl)-amine 
• 7176-39-8 2-(4-benzyloxy-phenyl)-1-methyl-ethylamine 
• 103-86-6 p-hydroxyamphetamine 

Relevant articles and documents

A Bioinspired Synthesis of Polyfunctional Indoles

Polyfunctional indoles bearing substituents at C5 and C6 are prevalent in natural products, pharmaceuticals, agrochemicals, and materials. Owing to the remoteness of the C5 and C6 positions, indoles of this family can be difficult to prepare, and often require multistep syntheses. Herein, we describe a concise process that converts simple derivatives of tyrosine into 5,6-difunctionalized indoles by direct oxidation of C?H, N?H, and O?H bonds. Our work draws inspiration from the biosynthetic polymerization of tyrosine to make melanin pigments, but makes an important departure to provide well-defined indole heterocycles.

Synthesis and preliminary evaluation of (R,R)(S,S) 5-(2-(2-[4-(2-[18F]fluoroethoxy)phenyl]-1-methylethylamino)- 1-hydroxyethyl)-benzene-1,3-diol ([18F]FEFE) for the in vivo visualisation and quantification of the β2-adrenergic receptor status in lung

The 18F-labeled β2-adrenergic receptor ligand (R,R)(S,S) 5-(2-(2-[4-(2-[18F]fluoroethoxy)phenyl]-1-methylethylamino)- 1-hydroxyethyl)-benzene-1,3-diol, a derivative of the original highly selective racemic fenoterol, was synthesized in an overall radiochemical yield of 20% after 65 min with a radiochemical purity higher than 98%. The specific activity was in the range of 50-60 GBq/μmol. In vitro testing of the non-radioactive fluorinated fenoterol derivative with isolated guinea pig trachea was conducted to obtain an IC50 value of 60 nM. Preliminary ex vivo organ distribution and in vivo experiments with positron emission tomography (PET) on guinea pigs were performed to study the biodistribution as well as the displacement of the radiotracer to prove specific binding to the β2-receptor.

Saligenin analogs of sympathomimetic catecholamines.

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