404-20-6

Basic information

• Product Name: 1,1,1-Trifluoro-2-amino-3-phenylpropane
• Synonyms: 1,1,1-Trifluoro-2-amino-3-phenylpropane;2-Amino-3-phenyl-1,1,1-trifluoropropane;3,3,3-Trifluoro-1-phenyl-2-propylamine
• CAS NO: 404-20-6
• Molecular Formula: C₉H₁₀F₃N
• Molecular Weight: 189
• Mol File: 404-20-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 226℃
• Flash Point: 95℃
• Appearance: /
• Density: 1.188
• PKA: 5.69±0.50(Predicted)
• CAS DataBase Reference: 1,1,1-Trifluoro-2-amino-3-phenylpropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-Trifluoro-2-amino-3-phenylpropane(404-20-6)
• EPA Substance Registry System: 1,1,1-Trifluoro-2-amino-3-phenylpropane(404-20-6)

Safety Data

• Hazardous Substances Data: 404-20-6(Hazardous Substances Data)

Usage

General Description

1,1,1-Trifluoro-2-amino-3-phenylpropane, also known as fluphenazine, is a synthetic compound that belongs to the class of phenothiazines. It is a potent neuroleptic medication and is used to treat various psychiatric conditions such as schizophrenia and psychotic disorders. Fluphenazine works by blocking the action of dopamine, a neurotransmitter in the brain, and thereby helps to alleviate symptoms of these conditions. It is available in different formulations including oral tablets, injections, and long-acting injectable forms for extended release. However, it may cause side effects such as drowsiness, dizziness, and extrapyramidal symptoms, and should be used with caution under medical supervision. Overall, 1,1,1-Trifluoro-2-amino-3-phenylpropane is an important medication for the management of certain mental health disorders.

Upstream product

• 350-92-5 1,1,1-Trifluoro-3-phenylpropan-2-one 
• 150-30-1 Phenylalanine 
• 330-70-1 (+/-)-1,1,1-trifluoro-3-phenyl-2-aminopropane hydrochloride 
• 348-73-2 oxime de la trifluoro-methyl benzyl cetone 
• 158388-65-9 N-(1,1,1-trifluoro-3-phenyl-iso-propylidene)benzylamine 
• 328-61-0 N-(1,1,1-trifluoro-3-phenylpropan-2-yl)acetamide 
• 136430-43-8 (Z)-(2-ethoxy-3,3,3-trifluoroprop-1-enyl)benzene 
• 108-88-3 toluene 
• 142154-87-8 3-(4-Chlorophenyl)-1,1,1-trifluoro-2-propanone oxime 
• 492-16-0 2-phenyl-2-trifluoroacetyl-acetonitrile 
• 770-09-2 benzyltrimethylsilane 

Downstream Products

• 328-61-0 N-(1,1,1-trifluoro-3-phenylpropan-2-yl)acetamide 
• 1108200-12-9 (S)-N-acetyl-3-phenyl-1,1,1-trifluoro-2-propyl amine 
• 763907-26-2 (R)-3,3,3-trifluoro-1-phenyl-2-propylamine 
• 54997-00-1 N-(1,1,1-trifluoro-3-phenyl-2-propyl)formamide 
• 245126-04-9 (+/-)-methyl-N-(1,1,1-trifluoro-3-phenylprop-2-yl)carbamate 

Relevant articles and documents

MOF-derived cobalt nanoparticles catalyze a general synthesis of amines

The development of base metal catalysts for the synthesis of pharmaceutically relevant compounds remains an important goal of chemical research. Here, we report that cobalt nanoparticles encapsulated by a graphitic shell are broadly effective reductive amination catalysts. Their convenient and practical preparation entailed template assembly of cobaltdiamine- dicarboxylic acid metal organic frameworks on carbon and subsequent pyrolysis under inert atmosphere.The resulting stable and reusable catalysts were active for synthesis of primary, secondary, tertiary, and N-methylamines (more than 140 examples).The reaction couples easily accessible carbonyl compounds (aldehydes and ketones) with ammonia, amines, or nitro compounds, and molecular hydrogen under industrially viable and scalable conditions, offering cost-effective access to numerous amines, amino acid derivatives, and more complex drug targets.

Economical and practical strategies for synthesis of α-trifluoromethylated amines

A powerful approach to synthesize α-trifluoromethylated amines has been developed. The method is operationally simple, broad in substrate scope and amenable to scale-up using trifluoroacetic anhydride. Meanwhile, the strategy not only provided a versatile approach to synthesize α-trifluoromethylated amines but also provides a new method for exploring the new reactivity of trifluoroacetic anhydride.

Chemoenzymatic dynamic kinetic resolution of α-trifluoromethylated amines: Influence of substitutions on the reversed stereoselectivity

Enzymatic resolution of α-trifluoromethylated amines via kinetic resolution (KR), dynamic kinetic resolution (DKR) employing CALB-Pd/Al 2O3, and a one-pot sequential process of KR/DKR/KR was investigated comparatively for the first time. Although CALB-catalyzed KR of α-trifluoromethylated amines with substituents of methyl (1a), isopropyl (1c), phenyl (1d) and benzyl group (1e) can provide good stereoselectivity factors E from 31 to >200 respectively, DKR and sequential process of KR/DKR/KR possess better practical application potential because of the higher conversion (62%-84%) and the similar enantiomeric excesses (90%-99%). The enantiopreference and inversion for the α-trifluoromethylated amines displayed by CALB were observed and explained by docking modes. Namely, for 1,1,1-trifluoro-2-propylamine (1a), the product amide with R-configuration was obtained, and the enantiopreference was converted to S for the amines (1b-1e) with substituents larger than methyl group. The catalysts recycle, and scale-up experiments were demonstrated successfully. All these results indicated the high efficiency and green feature of this enzymatic process, and its application significance.