100929-33-7

Basic information

• Product Name: (R)-b-AMino-4-Methoxy-benzeneethanol
• Synonyms: (R)-b-AMino-4-Methoxy-benzeneethanol;(2R)-2-AMINO-2-(4-METHOXYPHENYL)ETHAN-1-OL;(R)-2-Amino-2-(4-methoxyphenyl)ethanol;(R)-2-amino-2-(4-methoxyphenyl)ethan-1-ol;(R)-2-amino-2-(4-methoxyphenyl)-1-ethanol
• CAS NO: 100929-33-7
• Molecular Formula: C₉H₁₃NO₂
• Molecular Weight: 167.20502
• Mol File: 100929-33-7.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: (R)-b-AMino-4-Methoxy-benzeneethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-b-AMino-4-Methoxy-benzeneethanol(100929-33-7)
• EPA Substance Registry System: (R)-b-AMino-4-Methoxy-benzeneethanol(100929-33-7)

Safety Data

• Hazardous Substances Data: 100929-33-7(Hazardous Substances Data)

Usage

Description

(R)-b-Amino-4-Methoxy-benzeneethanol, with the molecular formula C9H13NO2, is an amino alcohol derivative characterized by a chiral center, which allows for two possible enantiomers. (R)-b-AMino-4-Methoxy-benzeneethanol features both an amino group and a hydroxyl group, making it a versatile building block in organic synthesis and pharmaceutical research. Its unique structure and functional groups render it a promising candidate for various applications in the fields of medicine and drug development.

Uses

Used in Pharmaceutical Research:
(R)-b-Amino-4-Methoxy-benzeneethanol is used as a building block for the synthesis of various pharmaceutical compounds due to its versatile functional groups and unique structure. Its chiral nature allows for the development of enantiomer-specific drugs, which can have different pharmacological effects and reduce potential side effects.
Used in Organic Synthesis:
In the field of organic synthesis, (R)-b-Amino-4-Methoxy-benzeneethanol serves as a valuable intermediate for the creation of complex molecules and compounds. Its functional groups can be manipulated to form a wide range of products, making it a useful tool for chemists in designing and synthesizing novel molecules.
Used as a Chiral Resolving Agent:
(R)-b-Amino-4-Methoxy-benzeneethanol has the potential to be used as a chiral resolving agent in the separation and purification of enantiomers. This application is particularly relevant in the pharmaceutical industry, where the development of pure enantiomers is crucial for ensuring the safety and efficacy of drugs.
Used in Drug Development:
(R)-b-AMino-4-Methoxy-benzeneethanol's potential applications in drug development stem from its ability to serve as a building block for the synthesis of pharmaceutical compounds. Its unique structure and functional groups can be leveraged to create new drugs with improved properties, such as increased potency, selectivity, and reduced side effects.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 6388-72-3 2-(4-methoxyphenyl)oxirane 
• 144924-02-7 2-azido-2-(4-methoxyphenyl)ethan-1-ol 
• 101128-44-3 isopropyl 2-(4-methoxyphenyl)-2-oxoacetate 
• 19922-83-9 (S)-1-bromo-2-hydroxy-2-(p-methoxyphenyl)ethane 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 213136-30-2 (R)-2-(((benzyloxy)carbonyl)amino)-2-(4-hydroxyphenyl)acetate methyl ester 
• 57591-61-4 methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate hydrochloride 
• 199392-93-3 Benzyl (R)-2-hydroxy-1-(4-methoxyphenyl)ethylcarbamate 
• 637-69-4 4-Methoxystyrene 
• 22818-40-2 D-4-hydroxyphenylglycine 
• 1268345-15-8 (R)-2-[(methoxycarbonyl)amino]-2-(4-methoxyphenyl)-1-ethanol 
• 1268345-14-7 methyl (R)-2-[(methoxycarbonyl)amino]-2-(4-methoxyphenyl) acetate 
• 77568-43-5 (R)-2-(4-hydroxyphenyl)-2-[(methoxycarbonyl)amino]acetic acid 

Downstream Products

• 1383845-24-6 O-TMS-p-methoxyphenylglycinol 
• 209530-22-3 (R)-2-(1,3-Dihydro-isoindol-2-yl)-2-(4-methoxy-phenyl)-ethanol 
• 1268344-84-8 1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one 
• 1268344-86-0 1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-5-D-1H-pyrrol-2(5H)-one 
• 1268344-87-1 1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-5-methyl-1H-pyrrol-2(5H)-one 
• 1268344-88-2 1-[(S)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-5-methyl-1H-pyrrol-2(5H)-one 
• 1268344-89-3 5-ethyl-1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one 
• 1268344-90-6 5-ethyl-1-[(S)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one 
• 1268344-91-7 (R)-5-ethyl-1-[(R)-1-(3-ethyl-4-methoxyphenyl)-2-hydroxyethyl]-4-methoxy-1H-pyrrol-2(5H)-one 
• 1268344-92-8 5-butyl-1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one 
• 1268344-93-9 5-butyl-1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1H-pyrrol-2(5H)-one 
• 1268344-94-0 (R)-5-butyl-1-[(R)-1-(3-butyl-4-methoxyphenyl)-2-hydroxyethyl]-4-methoxy-1H-pyrrol-2(5H)-one 
• 1268344-95-1 5-hexyl-1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1Hpyrrol-2(5H)-one 
• 1268344-96-2 5-hexyl-1-[(R)-2-hydroxy-1-(4-methoxyphenyl)ethyl]-4-methoxy-1Hpyrrol-2(5H)-one 

Relevant articles and documents

Monoamine oxidase inhibiting activity of a series of (±) 4 methoxy β hydroxyphenethylamines

The synthesis and selected pharmacological testing of (±) 4 methoxy β hydroxyphenethylamine [1 (4 methoxyphenyl) 2 aminoethanol] and its N methylated derivatives are presented. Members of this series were found to exert partial prevention of reserpine induced hypothermia in mice and to inhibit monoamine oxidase in Warburg studies. Activity was essentially dose dependent. The secondary amine was the most active member of the series. The tertiary amine was least active, and the primary amine exhibited intermediate activity.

NEGATIVE ALLOSTERIC MODULATION OF GLUN3-CONTAINING N-METHYL-D-ASPARTATE RECEPTORS

Disclosed are negative allosteric modulators of GluN3-containing NMDA receptors. In general, these compounds are highly selective for GluN3 (such as GluN3A and/or GluN3B) over GluN1 and/or GluN2. They can function as non-competitive antagonists with activity that is independent of membrane potential, glycine concentration, and extracellular pH. Also disclosed are pharmaceutical formulations of the negative allosteric modulators. These compounds can be used to enhance synaptic function and/or treating a neurological condition or disorder. Exemplary neurological conditions or disorders include, but are not limited to, major mental disorders, conditions that involve basal ganglia or altered dopamine, substance abuse/addiction or predisposition to substance abuse/addiction, pain disorders, developmental delay or situations with impaired learning, memory, and/or cognition, acute neuronal or glial injuries, and circuit disorders.

Dearomative [2,3] sigmatropic rearrangement of ammonium ylides followed by 1,4-elimination to form α-(ortho-vinylphenyl)amino acid esters

A base-induced dearomative [2,3] sigmatropic rearrangement of amino acid ester-derived ammonium salts followed by 1,4-elimination produced α-(ortho-vinylphenyl)amino acid esters. The reaction of azetidine-2-carboxylic acid-derived ammonium salt, (1S,2S,1′R)-3b, proceeded with a perfect N-to-C chirality transfer to afford α-(ortho-vinylphenyl)azetidine-2-carboxylic acid ester, (R)-5 (99% ee). On the other hand, the reaction of glycine-derived ammonium salt (R)-6a, which involves an efficient chirality transfer from a chiral benzylic carbon to an α-carbon of an ester carbonyl giving the optically active α-(ortho-vinylphenyl)glycine ester, (R)-8a (85% ee), was demonstrated. Although this dearomative [2,3] rearrangement followed by 1,4-elimination has limitations with regard to the structures of the substrates, our method provides unique access to substituted α-arylamino acid derivatives.