4164-21-0

Usage

Uses

Used in Pharmaceutical Industry:
1-phenyl-2-(propan-2-ylamino)ethanol is used as a decongestant for its ability to constrict blood vessels, thereby reducing swelling in the nasal passages and providing relief from congestion.
1-phenyl-2-(propan-2-ylamino)ethanol is also used as an appetite suppressant due to its effects on constricting blood vessels, which can influence appetite regulation.
However, it is important to note that the use of 1-phenyl-2-(propan-2-ylamino)ethanol has been restricted or banned in many countries because of its potential side effects. These include an increased risk of stroke and adverse cardiovascular events, as well as being linked to cases of hemorrhagic stroke and other serious adverse effects. Due to these risks, 1-phenyl-2-(propan-2-ylamino)ethanol has been removed from the market in many places, and its use is now considered to be risky and is not 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 
• 107-10-8 propylamine 
• 129207-72-3 N'-tert-Butyl-N-(2-hydroxy-2-phenyl-ethyl)-N-isopropyl-formamidine 
• 4164-21-0 (+)-2-phenyl-2-hydroxy-N-isopropylethylamine 
• 91850-94-1 2-(isopropylimino)-1-phenylethanone 
• 67-64-1 acetone 
• 7568-93-6 2-Amino-1-phenylethanol 
• 40587-13-1 2,5-dichloroisoproterenol 
• 1074-12-0 phenylglyoxal hydrate 
• 1075-06-5 2,2-dihydroxy-1-phenyl-ethanone 
• 100-52-7 benzaldehyde 
• 598-45-8 i-propyl isocyanide 
• 96-09-3 2‐phenyloxirane 

Downstream Products

• 25244-11-5 2-(isopropyl-methyl-amino)-1-phenyl-ethanol 
• 116203-87-3 N-nitroso-2-isopropylamino-1-phenylethanol 
• 1078-35-9 N-(2-chloro-2-phenylethyl)isopropylammonium chloride 
• 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 
• 2027-65-8 1-(1-methylethyl)-3-phenyl-2-azetidinone 
• 4164-23-2 1-isopropyl-2-phenyl-aziridine 

Relevant academic research and scientific papers

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

Efficient one-pot synthesis of unsymmetrical gold(I) N-heterocyclic carbene complexes and their use as catalysts

Eleven different gold(I) complexes of new NHC ligands were prepared in excellent yield, demonstrating the versatility of the new route to NHC complexes. While the influence of electronically different ligands on the synthesis of the catalysts was small, the catalytic activities of the products differed significantly.

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.

Boranes in Synthesis. 6. A New Synthesis of β-Amino Alcohols from Epoxides. Use of Lithium Amides and Aminoborane Catalysts To Synthesize β-Amino Alcohols from Terminal and Internal Epoxides in High Yield

A study of the conversion of terminal and internal epoxides to the corresponding β-amino alcohols using simple primary and secondary lithium amides has been carried out.Thus, styrene oxide and 1,2-epoxydodecane react directly with primary and secondary lithium amides in THF at 25 deg C to give a single regioisomer of the corresponding β-amino alcohols in 80-100percent isolated yields.Since internal epoxides are known to yield predominantly allylic alcohols when reacted with lithium amides, we employed a series of aminoborane Lewis-acid catalists, generated in situ, to suppress formation of the allylic alcohols.Thus, the reaction of cyclohexene oxide with a variety of primary and secondary lithium amides at 34 deg C in diethyl ether in the presence of a catalytic amount of B-bromo-9-BBN afforded the corresponding β-amino alcohols in 70-95percent isolated yield.

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).

The acid-catalysed racemisation mechanism of catecholamines

The racemisation rates of (-)-adrenaline (1), ()-isoprenaline (2), (-)-2-(3,4-dimethoxyphenyl)-2-hydroxy-N-isopropylamine (3), (+)-2-(4-meethoxyphenyl)-2-hydroxy-N-isopropylethylamine (4), (+)-2-phenyl-2-hydroxy-N-isopropylehylamine (5), ()-phenylephrine(6), and (+)-1-phenylethanol(7) were compared. The racemisatton rates decreased in the following order: 7> 1 ≈ 2 > 3 ≈ 4 ? 5, 6. In general, the reactivity of the series of the phenylethanolamine compounds (1) - (6) was seen to increase sharply as the electron-releasing ability of the p-substituent of the aromatic nucleus increases. The results strengthen the notion that the acid-catalysed racemisation of catecholamines proceeds via a quinonoid-type intermediate.

N-ISOPROPYL-N-METHYL FORMAMIDINE, A REAGENT FOR THE SYNTHESIS OF BIOACTIVE AMINO-ALCOHOLS

The lithium anion of N-isopropyl-N-methyl formamidine 1b reacts with aldehydes in yields up to 95percent leading to the less substituted addition-products, and thus provides a short synthesis (3 steps) of propanolol, an bioactive amino-alcohol.

OXIDATION OF β-HYDROXYNITROSAMINES AND β-HYDROXYNITROSOUREAS TO THE CORRESPONDING β-OXO DERIVATIVES WITH CrO3/CELITE OR CrO3/FLORISIL IN NON-AQUEOUS MEDIA

The oxidation of β-hydroxynitrosamines and β-hydroxynitrosoureas in ethyl acetate with chromic anhydride suspended in Celite or Florisil is reported.The reaction proceeded within 5-25 min, the yields were generally high, and the work-up procedure simple.T

The Reaction of Phenylglyoxal with Primary Aliphatic and Aromatic Amines. Synthesis of Phenylglyoxal Monoimines and some Derivatives.

Condensation of phenylglyoxal with primary aliphatic amines yields the related keto-aldimines.When primary aromatic amines are used, aldimines, amino-hydroxy-ketones, diamino-ketones, and alkoxy-amino-ketones are obtained depending upon the nature of the amine and the experimental conditions.Alternatively the monoimines can be obtained by dehydration of C-hydroxyphenacylarylamines and by demethanolation of C-methoxyphenacylarylamines both on treatment with Pd/C catalyst.Reduction of phenylglyoxal monoimines with sodium borohydride yielded H-substituted 1-phenyl-2-aminoethanols and 1,3-dipolar cycloaddition of the imines with p-chlorobenzonitrile oxide afforded 4-substituted 5-benzoyl-3-(p-chlorophenyl)-4,5-dihydro-1,2,4-oxadiazoles.

Addition salts of substituted aralkylamines, their method of preparation and their use as pharmaceuticals

The present invention relates to addition salts of substituted aralkylamines of formula: [wherein A is a 3,4-methylenedioxyphenyl group or an α-hydroxybenzyl, and R is CH(CH3)2 or C(CH3)3 ] It relates also to th