4164-21-0

Basic information

• Product Name: 1-phenyl-2-(propan-2-ylamino)ethanol
• Synonyms: 1-phenyl-2-(propan-2-ylamino)ethanol;α-[(Isopropylamino)methyl]benzyl alcohol;Nsc23624
• CAS NO: 4164-21-0
• Molecular Formula: C₁₁H₁₇NO
• Molecular Weight: 179.26
• Mol File: 4164-21-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 272.7°C at 760 mmHg
• Flash Point: 87.5°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 0.00293mmHg at 25°C
• Refractive Index: 1.523
• CAS DataBase Reference: 1-phenyl-2-(propan-2-ylamino)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-2-(propan-2-ylamino)ethanol(4164-21-0)
• EPA Substance Registry System: 1-phenyl-2-(propan-2-ylamino)ethanol(4164-21-0)

Safety Data

• RTECS: DO8500000
• Hazardous Substances Data: 4164-21-0(Hazardous Substances Data)

Usage

General Description

1-phenyl-2-(propan-2-ylamino)ethanol, also known as phenylpropanolamine, is a chemical compound with a molecular structure containing a phenyl ring, an amino group, and an ethanol chain. It is commonly used as a decongestant and appetite suppressant due to its ability to constrict blood vessels and reduce swelling in the nasal passages. However, its use has been restricted or banned in many countries due to its potential side effects, including increased risk of stroke and adverse cardiovascular events. Additionally, it has been linked to cases of hemorrhagic stroke and other serious adverse effects, leading to its removal from the market in many places. Despite its potential benefits, its use is considered to be risky and is no longer widely available.

InChI:InChI=1/C11H17NO/c1-9(2)12-8-11(13)10-6-4-3-5-7-10/h3-7,9,11-13H,8H2,1-2H3

Upstream product

• 96-09-3 styrene oxide 
• 75-31-0 isopropylamine 
• 67-64-1 acetone 
• 7568-93-6 2-Amino-1-phenylethanol 
• 96-09-3 2‐phenyloxirane 
• 598-45-8 i-propyl isocyanide 
• 100-52-7 benzaldehyde 
• 1075-06-5 2,2-dihydroxy-1-phenyl-ethanone 
• 1074-12-0 phenylglyoxal hydrate 
• 40587-13-1 2,5-dichloroisoproterenol 
• 91850-94-1 2-(isopropylimino)-1-phenylethanone 
• 4164-21-0 (+)-2-phenyl-2-hydroxy-N-isopropylethylamine 
• 129207-72-3 N'-tert-Butyl-N-(2-hydroxy-2-phenyl-ethyl)-N-isopropyl-formamidine 
• 107-10-8 propylamine 

Downstream Products

• 25244-11-5 2-(isopropyl-methyl-amino)-1-phenyl-ethanol 
• 4164-21-0 2-(isopropylamino)-1-phenylethanol 
• 1460197-46-9 N-(2-{[3-(1-benzofuran-2-yl)imidazo[1,2-b]pyridazin-6-yl]oxy}-2-phenylethyl)propan-2-amine 
• 1415504-56-1 2-{[3-(1-benzofuran-2-yl)imidazo[1,2-b]pyridazin-6-yl](isopropyl)amino}-1-phenylethanol 
• 1078-35-9 N-(2-chloro-2-phenylethyl)isopropylammonium chloride 
• 2027-65-8 1-(1-methylethyl)-3-phenyl-2-azetidinone 
• 4164-23-2 1-isopropyl-2-phenyl-aziridine 
• 116203-87-3 N-nitroso-2-isopropylamino-1-phenylethanol 

Relevant articles and documents

Efficient Synthesis of 2-Amino-1-Arylethanols Through a Lewis Base-Catalyzed SiCl4-Mediated Asymmetric Passerini-Type Reaction

We herein report, a practical and efficient strategy for the synthesis of enantiomerically enriched 2-amino-1-arylethanols, a structural motif commonly encountered in the family of β-adrenergic blockers or agonists, through a Lewis base-catalyzed SiClsub

2-Aryl-2-hydroxyethylamine substituted 4-oxo-4,7-dihydrothieno[2,3-b]pyridines as broad-spectrum inhibitors of human herpesvirus polymerases

A novel series of 2-aryl-2-hydroxyethylamine substituted 4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamides have been identified as potent antivirals against human herpesviruses. These compounds demonstrate broad-spectrum inhibition of the herpesvirus polymerases HCMV, HSV-1, EBV, and VZV with high specificity compared to human DNA polymerases.

Inexpensive Reagents for the Synthesis of Amides from Esters and for Regioselective Opening of Epoxides

Lithium aluminum amides , 6a-6d, easily prepared in Et2O or THF from 1 equiv of LiAlH4 and 5 equiv of amine, proved to be efficient reagents for the synthesis of secondary amides from esters (ca. 100 percent with unhindered amines and 92 percent with t-BuNH2).They also open aryl epoxides with very high regioselectivity to give 97-98 percent of the β-amino-α-arylethanols (corresponding to the SN2 mechanism).