64715-80-6

Basic information

• Product Name: [S,(-)]-α-Methoxymethylbenzeneethanamine
• Synonyms: (2S)-1-Methoxy-3-phenyl-2-propanamine;[(S)-α-(Methoxymethyl)phenethyl]amine;[S,(-)]-α-(Methoxymethyl)benzeneethanamine;[S,(-)]-α-Methoxymethylbenzeneethanamine;(S)-1-Methoxy-3-phenylpropan-2-aMine;Benzyl(methoxymethyl)methylamine;(S)-(-)-2-amino-1-methoxy-3-phenylpropane
• CAS NO: 64715-80-6
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.23
• Mol File: 64715-80-6.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [S,(-)]-α-Methoxymethylbenzeneethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: [S,(-)]-α-Methoxymethylbenzeneethanamine(64715-80-6)
• EPA Substance Registry System: [S,(-)]-α-Methoxymethylbenzeneethanamine(64715-80-6)

Safety Data

• Hazardous Substances Data: 64715-80-6(Hazardous Substances Data)

Usage

Description

[S,(-)]-α-Methoxymethylbenzeneethanamine, commonly known as methoxamine, is a pharmaceutical compound that serves as a vasopressor and sympathomimetic agent. It is characterized by its ability to increase blood pressure and heart rate, making it a valuable asset in the treatment of hypotension and shock. Methoxamine selectively activates alpha-1 adrenergic receptors, which results in vasoconstriction and increased peripheral vascular resistance. This action aids in enhancing blood flow and oxygen delivery to vital organs, particularly in cases of circulatory failure. However, it is crucial to exercise caution when using methoxamine, as it can potentially cause adverse effects such as hypertension, arrhythmias, and tissue ischemia if not properly monitored and managed. Consequently, methoxamine plays a significant role in managing specific types of low blood pressure, but its use should be under the supervision of a healthcare professional.

Uses

Used in Pharmaceutical Industry:
[S,(-)]-α-Methoxymethylbenzeneethanamine is used as a vasopressor and sympathomimetic agent for the treatment of hypotension and shock. Its application is based on its ability to increase blood pressure and heart rate, which helps improve blood flow and oxygen delivery to vital organs, especially in cases of circulatory failure.
Used in Emergency Medicine:
Methoxamine is used as an emergency medication to rapidly increase blood pressure in patients experiencing severe hypotension or shock. Its rapid onset of action and ability to improve blood flow and oxygen delivery make it a crucial component in the management of life-threatening conditions.
Used in Anesthesia:
During surgical procedures, [S,(-)]-α-Methoxymethylbenzeneethanamine is used to counteract the hypotensive effects of anesthesia, ensuring that patients maintain adequate blood pressure and blood flow to vital organs throughout the surgery.
Used in Research and Development:
Methoxamine is also utilized in research settings to study the effects of alpha-1 adrenergic receptor activation on blood pressure and vascular resistance. This helps in the development of new drugs and therapies for conditions related to blood pressure regulation and cardiovascular health.

Upstream product

• 3182-95-4 L-Phenylalaninol 
• 74-88-4 methyl iodide 
• 121612-69-9 (S)-(-)-2-phthalimido-1-methoxy-3-phenylpropane 
• 153827-81-7 ((S)-1-Methoxymethyl-2-phenyl-ethyl)-[1-phenyl-meth-(E)-ylidene]-amine 
• 63-91-2 L-phenylalanine 
• 3081-24-1 H-Phe-OEt 
• 153924-59-5 (S)-benzylideneimino-3-phenylpropanol 
• 91339-66-1 (S)-(-)-2-amino-1-hydroxy-3-phenylpropane ethyl ester hydrochloride 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 70451-01-3 (-)-(S)-2-(1-benzyl-2-hydroxyethyl)-1H-isoindole-1,3(2H)-dione 
• 64715-81-7 (S)-(-)-2-amino-1-methoxy-3-phenylpropane hydrochloride 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 1313186-51-4 (S)-N-(1-benzyl-2-methoxyethyl)-2,4-dinitrophenylsulfonamide 
• 1313186-38-7 (S)-N-(1-benzyl-2-hydroxyethyl)-2,4-dinitrophenylsulfonamide 

Downstream Products

• 77858-03-8 [1,2-Diphenyl-eth-(E)-ylidene]-((S)-1-methoxymethyl-2-phenyl-ethyl)-amine 
• 77857-37-5 Cyclooctylidene-((S)-1-methoxymethyl-2-phenyl-ethyl)-amine 
• 130901-44-9 [1-(3,4-Dihydro-1H-isoquinolin-2-yl)-meth-(E)-ylidene]-((S)-1-methoxymethyl-2-phenyl-ethyl)-amine 
• 77857-64-8 (2S)-(-)-(N-cyclodecylidine)-1-methoxy-3-phenyl-2-propylamine 
• 77857-66-0 (2S)-(-)-(N-cyclopentadecylidine)-1-methoxy-3-phenyl-2-propylamine 
• 77858-05-0 ((S)-1-Methoxymethyl-2-phenyl-ethyl)-(1-propyl-butylidene)-amine 
• 114156-16-0 fluoroacetone (S)-(-)-(1-methoxy-3-phenylprop-2-yl)imine 
• 77857-98-8 (1-Butyl-pentylidene)-((S)-1-methoxymethyl-2-phenyl-ethyl)-amine 
• 119750-77-5 ((S)-1-Methoxymethyl-2-phenyl-ethyl)-[2-phenyl-prop-(Z)-ylidene]-amine 
• 114156-17-1 (Z)-2-fluorocyclohexanone (S)-(-)-(1-methoxy-3-phenylprop-2-yl)imine 
• 114156-17-1 (E)-2-fluorocyclohexanone (S)-(-)-(1-methoxy-3-phenylprop-2-yl)imine 
• 115032-85-4 2-[(S)-1-phenylmethyl-2-methoxyethylimino]-aci-1-nitrocyclohexane 
• 85021-29-0 N-(S)-(1-methoxy-3-phenyl-2-propyl)-2-phenylbutyramide 
• 77857-35-3 Cyclohexylidene-((S)-1-methoxymethyl-2-phenyl-ethyl)-amine 

Relevant articles and documents

Helical chirality induction in zinc bilindiones by amino acid esters and amines

Complexation of α-amino acid esters, β-amino ethers, and amines with a series of zinc 1,19-bilindione derivatives was studied, particularly focusing on the helical chirality induction in the bilindione framework triggered by the binding of chiral guests. Comparative studies of binding and helical chirality induction indicated that binding and chiral induction were markedly affected by polar substituents present in both zinc bilindiones and guests. 2-Hydroxyethyl groups at the 2,18-positions of zinc bilindione largely assisted the binding of amines and amino acid esters but not the chiral induction. 19O-Alkylation of the zinc bilindiones had inhibitory effects on the binding but enhanced efficiency of helical chirality induction. The enantiomeric excess of 19O-alkyl zinc bilindione complexed with L-Trp-OMe in CD2Cl2 was 73% at 223 K. A COOR group and an aromatic group in the guest promoted helical chirality induction of 19O-alkylated zinc bilindiones. The patterns of 1H NMR complexation-induced shifts of zinc bilindiones and guests and a molecular modeling study of the complexes showed that electrostatic repulsion between the COOR group of amino acid esters and the lactam ring of zinc bilindiones, and stacking of the side chain groups of amino acid esters on the C ring of zinc bilindione made a significant contribution to efficient helical chirality induction.

NOVEL AMINOPYRIDINEMETHANOL COMPOUNDS AND THEIR USE

The present invention is directed to novel compounds of Formula (I): pharmaceutically acceptable salts or solvates thereof, and their use, in particular in the treatment or prevention of malaria.

First syntheses of lorneic acids A and B with potential PDE5 inhibition activity

Two natural products with potential PDE5 inhibition activity, lorneic acids A and B, have been synthesized for the first time in high yield using a chiral amide stereocontrolled addition of aryl lithium to aldehyde as the key step, and the configuration of the chiral benzylic alcohol in lorneic acid B was determined to be S. Georg Thieme Verlag Stuttgart · New York.