50802-67-0

Usage

Chemical compound

2-amino-1-(4-methoxyphenyl)propan-1-ol

Properties

Contains an amino group
Contains a hydroxyl group
Contains a methoxyphenyl group

Uses

Building block in the synthesis of pharmaceuticals and bioactive compounds
Potential biological activity as an antihistamine and antispasmodic agent
Studied for potential use in treating conditions such as allergies, asthma, and irritable bowel syndrome
Investigated for potential therapeutic use in anticancer and antiviral treatments.

Upstream product

• 51410-46-9 2-(4-methoxyphenyl)-3-methyloxirane 
• 104-46-1 anethole 
• 120390-76-3 (R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-4-methoxybenzeneacetonitrile 
• 917-64-6 methyl magnesium iodide 
• 66985-48-6 2-(4-methoxyphenyl)-2-(trimethylsilyloxy)acetonitrile 
• 80096-48-6 (+/-)-4-Methoxycathinone 
• 33646-40-1 4-methoxymandelonitrile 
• 55275-60-0 N-[(1RS,2SR)-2-hydroxy-2-(4-methoxy-phenyl)-1-methyl-ethyl]-benzamide 
• 4180-23-8 E-1-(4'-methoxyphenyl)prop-1-ene 
• 742095-36-9 (RS)-2-trifluoroacetamido-1-(4-methoxyphenyl)-1-propanone 
• 42416-75-1 4'-methoxy-2-aminopropiophenone hydrochloride 
• 107841-22-5 p-methoxy-(N,N-dibenzylamino)-propiophenone 

Downstream Products

• 55275-60-0 2-amino-1-(4-methoxyphenyl)propan-1-ol 
• 94545-88-7 N-[5c-(4-methoxy-phenyl)-4r-methyl-oxazolidin-3-ylmethyl]-phthalimide 
• 93538-43-3 N-[5c-(4-methoxy-phenyl)-4r-methyl-oxazolidin-3-ylmethyl]-succinimide 
• 103990-74-5 3-(4-Methyl-4-ethyl-2,6-dioxo-piperidinomethyl)-4-methyl-5-(4-methoxy-phenyl)-oxazolidin 
• 94621-50-8 N-[5c-(4-methoxy-phenyl)-4r-methyl-oxazolidin-3-ylmethyl]-maleimide 
• 99985-91-8 cis-5-(4-methoxy-phenyl)-4-methyl-oxazolidine 
• 947691-56-7 2-chloro-N-(1-hydroxy-1-(4-methoxyphenyl)propan-2-yl)acetamide 

Relevant academic research and scientific papers

Enantioselective Aminohydroxylation of Styrenyl Olefins Catalyzed by an Engineered Hemoprotein

Chiral 1,2-amino alcohols are widely represented in biologically active compounds from neurotransmitters to antivirals. While many synthetic methods have been developed for accessing amino alcohols, the direct aminohydroxylation of alkenes to unprotected, enantioenriched amino alcohols remains a challenge. Using directed evolution, we have engineered a hemoprotein biocatalyst based on a thermostable cytochrome c that directly transforms alkenes to amino alcohols with high enantioselectivity (up to 2500 TTN and 90 % ee) under anaerobic conditions with O-pivaloylhydroxylamine as an aminating reagent. The reaction is proposed to proceed via a reactive iron-nitrogen species generated in the enzyme active site, enabling tuning of the catalyst's activity and selectivity by protein engineering.

CINNOLINE DERIVATIVES AS PHOSPHODIESTERASE 10 INHIBITORS

The present invention is directed to certain cinnoline compounds of formula (I) that are PDE10 inhibitors, pharmaceutical compositions containing such compounds and process for preparing such compounds. The invention is also directed to methods of treating diseases treatable by modulation of PDE10 enzyme, such as obesity, non-insulin dependent diabetes, schizophrenia, bipolar disorder, obsessive-compulsive disorder, and the like.

CINNOLINE AND QUINAZOLINE DERIVATES AS PHOSPHODIESTERASE 10 INHIBITORS

The present invention is directed to cinnoline and quinazoline compounds of formula (I) that are PDE10 inhibitors, pharmaceutical compounds containing the same and processes for preparing the same. The invention is also directed to methods of treating diseases mediated by PDE10 enzyme such as obesity, non-insulin dependent diabetes, schizophrenia or bipolar disorder, obsessive-compulsive disorder, and the like.

MAO inhibition by arylisopropylamines: The effect of oxygen substituents at the β-position

Twenty-nine arylisopropylamines, substituted at the β-position of their side chain by an oxo, hydroxy, or methoxy group, were evaluated in vitro as MAO-A and MAO-B inhibitors. The oxo derivatives ('cathinones') were in general less active as MAO-A inhibitors than the corresponding arylisopropylamines, but exhibited an interesting MAO-B inhibiting activity, which was absent in the hydroxy, methoxy, and β-unsubstituted analogues. These results suggest that selective affinity for the two MAO isoforms in this family of compounds is modulated not only by the aryl substitution pattern but also by the side-chain substituents on the arylalkylamine scaffold.

Development of a polymer bound Wittig reaction and use in multi-step organic synthesis for the overall conversion of alcohols to β-hydroxyamines

An efficient combinatorial access to β-hydroxyamines suitable for automation is achieved by the mild oxidation of alcohols to aldehydes by polymer supported perruthenate (PSP), the subsequent clean olefination of the obtained aldehydes by polymer supported Wittig reagents followed by the epoxidation of the olefins by dimethyldioxirane (DMDO), and the final aminolysis of the epoxides with various amines is described.

Method of preparing optically active alcohols which consist substantially or entirely of one enantiomer

The invention relates to a method of preparing optically active alcohols which consist substantially (at least 75% e.e.) or entirely of one enantiomer of formula 4 STR1 wherein R and A are as defined therein. The method comprises, which maintaining enantiomeric excess, converting an optically active cyanohydrin of formula 1 STR2 into optically active protected cyanohydrin of formula 2 STR3 converting the protected cyanohydrin of formula 2 into an optically active compound of formula 3 STR4 removing the protecting group B.

Applications of Optically Active Aryl Cyanohydrins in the Synthesis of α-Hydroxy Aldehydes, α-Hydroxy Ketones and β-Hydroxy Amines

Cyanohydrins, prepared in high optical purity from aryl aldehydes, have been converted into α-hydroxy aldehydes, α-hydroxy ketones and β-hydroxy amines without any racemization and frequently with good stereoselectivity for the erythro-diastereoisomer (>90percent) at the newly introduced stereogenic centre.