7176-39-8

Basic information

• Product Name: 1-[4-(benzyloxy)phenyl]propan-2-amine
• Synonyms: 1-[4-(Benzyloxy)phenyl]-2-propanamine; 4-Benzyloxyamphetamine; alpha-Methyl-4-(phenylmethoxy)benzeneethanamine; Benzeneethanamine, alpha-methyl-4-(phenylmethoxy)-; Phenethylamine, p-(benzyloxy)-alpha-methyl-
• CAS NO: 7176-39-8
• Molecular Formula: C₁₆H₁₉NO
• Molecular Weight: 241.3282
• Mol File: 7176-39-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 378°C at 760 mmHg
• Flash Point: 180.3°C
• Density: 1.06g/cm³
• Vapor Pressure: 6.49E-06mmHg at 25°C
• Refractive Index: 1.574
• CAS DataBase Reference: 1-[4-(benzyloxy)phenyl]propan-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[4-(benzyloxy)phenyl]propan-2-amine(7176-39-8)
• EPA Substance Registry System: 1-[4-(benzyloxy)phenyl]propan-2-amine(7176-39-8)

Safety Data

• Hazardous Substances Data: 7176-39-8(Hazardous Substances Data)

Usage

General Description

1-[4-(benzyloxy)phenyl]propan-2-amine is a chemical compound that belongs to the class of organic compounds known as phenylpropanes. It is a derivative of amphetamine and has a similar structure to other psychoactive drugs. The compound consists of a propan-2-amine backbone with a phenyl ring substituted with a benzyloxy group at the 4-position. This chemical is commonly used in the field of medicinal chemistry as a precursor for the synthesis of various psychoactive substances and designer drugs. It has been reported to have stimulant and psychoactive effects, and is considered to be a controlled substance in many countries due to its potential for abuse and dependence.

Upstream product

• 7176-38-7 1-(4-Benzyloxyphenyl)-2-nitro-1-propen 
• 4397-53-9 p-benzyloxybenzaldehyde 
• 100780-36-7 (E)-1-(benzyloxy)-4-(2-nitroprop-1-enyl)benzene 
• 27566-05-8 4-(2-(benzylamino)propyl)phenol 
• 770-39-8 4-methoxyphenylacetone 
• 103-86-6 p-hydroxyamphetamine 
• 100-44-7 benzyl chloride 

Downstream Products

• 103-86-6 p-hydroxyamphetamine 
• 136534-74-2 [2-(4-Benzyloxy-phenyl)-1-methyl-ethyl]-(3-phenyl-propyl)-amine 
• 608137-92-4 [2-(4-benzyloxy-phenyl)-1-methyl-ethyl]-(2-fluoro-ethyl)-amine 

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.

DERIVATIVES OF 4-(2-AMINO-1-HYDROXYETHYL)PHENOL AS AGONISTS OF THE BETA2 ADRENERGIC RECEPTOR

The present invention provides a compound of formula (I): wherein: ? R1 is a group selected from -CH2OH,-NH(CO)H and ? R2 is a hydrogen atom; or ? R1together with R2 form the group -NH-C(O)-CH=CH-, wherein the nitrogen atom is bound to the carbon atom in the phenyl ring holding R1and the carbon atom is bound to the carbon atom in the phenyl ring holding R2 ? R3a and R3bare independently selected from the group consisting of hydrogen atoms and C1-4alkyl groups, ? n represents an integer from 1 to 3; ? Ad represents 1-adamantyl or 2-adamantyl group, or a pharmaceutically-acceptable salt or solvate or stereoisomer thereof.

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.