37577-22-3

Basic information

• Product Name: (R)-1-(3-TRIFLUOROMETHYLPHENYL)-2-AMINOPROPANE
• Synonyms: (R)-1-(3-TRIFLUOROMETHYLPHENYL)-2-PROPANAMINE;(R)-1-(3-TRIFLUOROMETHYLPHENYL)-2-AMINOPROPANE;(R)-α-Methyl-3-(trifluoromethyl)benzeneethanamine;[R,(-)]-α-Methyl-m-(trifluoromethyl)phenethylamine;l-Norfenfluramine;R-Norfenfluramine;(2R)-1-[3-(trifluoromethyl)phenyl]propan-2-amine;(R)-1-(3-(trifluoromethyl)phenyl)propan-2-amine
• CAS NO: 37577-22-3
• Molecular Formula: C₁₀H₁₂F₃N
• Molecular Weight: 203.2
• Mol File: 37577-22-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 215.2 °C at 760 mmHg
• Flash Point: 88.9 °C
• Appearance: /
• Density: 1.152 g/cm³
• Vapor Pressure: 0.15mmHg at 25°C
• Refractive Index: 1.466
• CAS DataBase Reference: (R)-1-(3-TRIFLUOROMETHYLPHENYL)-2-AMINOPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(3-TRIFLUOROMETHYLPHENYL)-2-AMINOPROPANE(37577-22-3)
• EPA Substance Registry System: (R)-1-(3-TRIFLUOROMETHYLPHENYL)-2-AMINOPROPANE(37577-22-3)

Safety Data

• Hazardous Substances Data: 37577-22-3(Hazardous Substances Data)

Usage

General Description

"(R)-1-(3-trifluoromethylphenyl)-2-aminopropane" is a chemical compound that belongs to the class of phenylalkylamines. It is a chiral compound with a specific spatial arrangement of its atoms, denoted by the prefix "(R)-". As the name suggests, it consists of a trifluoromethyl group attached to a phenyl ring, as well as an amino group attached to a propyl chain. (R)-1-(3-TRIFLUOROMETHYLPHENYL)-2-AMINOPROPANE may have potential applications in the field of medicinal chemistry, particularly as a pharmacological agent or as a building block for the synthesis of other biologically active molecules. Additionally, its unique structure and properties could also make it a valuable tool in research and development efforts in various scientific disciplines.

InChI:InChI=1/C10H12F3N/c1-7(14)5-8-3-2-4-9(6-8)10(11,12)13/h2-4,6-7H,5,14H2,1H3/t7-/m1/s1

Upstream product

• 21906-39-8 3-(trifluoromethyl)phenylacetone 
• 154140-24-6 2-chloro-1-<3-(trifluoromethyl)phenyl>propane 
• 135561-78-3 (R)-1-(3’-trifluoromethylphenyl)-2-propanol 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 135561-77-2 (R)-2-azido-1-<3-(trifluoromethyl)phenyl>propane 

Relevant articles and documents

METHOD FOR TREATING EPILEPSY

In certain embodiments, the present disclosure is directed to methods and uses for treating a mammal having an epileptic seizure disorder or being at risk for having an epileptic seizure disorder, comprising administering certain herein disclosed isolated fenfluramine enantiomers that are surprisingly effective as anti-epilepsy drugs (AEDs), despite having lower anti-seizure potency than fenfluramine racemate, by virtue of also being less cardiotoxic than fenfluramine racemate. Preferred embodiments contemplate treatment of Dravet syndrome; other preferred embodiments contemplate treatment of other epileptic seizure disorders.

Syntheses of (S)-fenfluramine from (R) or (S)-1-propan-2-ol

(R) and (S)-1-propan-2-ol 3 are useful intermediates in the synthesis of fenfluramine (S)-1.They can be obtained from optically active propylene oxide (R) or (S)-7.The alcohol (R)-3 was transformed in two steps into (S)-fenfluramine using the action of ethylamine on a sulfonate (R)-4.We describe a new one-pot synthesis for (S)-fenfluramine from the azide (S)-5, which was obtained from the alcohol (R)-3 in two steps.We also propose an original and rapid procedure to transform the alcohol (S)-3 into (S)-fenfluramine via the chloride (R)-14 and the azide (S)-5, without preliminary inversion of the alcohol.All of these reactions have been achieved without any loss of chirality.Keywords - 1-propan-2-ol / fenfluramine / asymmetric synthesis / chiral methyloxirane / nucleophilic substitution