404-70-6

Basic information

• Product Name: 3-Fluorophenethylamine
• Synonyms: 2-(3-FLUOROPHENYL)ETHYLAMINE;3-FLUOROPHENETHYLAMINE;RARECHEM AL BW 0208;3-Fluorophenethylamine ,99%;Between the fluorine phenylethylaMine;3-FluorophenethylaMine, 99% 25GR;3-FluorophenethylaMine, 99% 5GR;3-Fluoro-benzeneethanaMine
• CAS NO: 404-70-6
• Molecular Formula: C₈H₁₀FN
• Molecular Weight: 139.17
• Product Categories: Amines and Anilines;Benzene series;Fluorobenzene;Amines;C8;Nitrogen Compounds;Aryl Fluorinated Building Blocks;Building Blocks;C7-C8;Chemical Synthesis;Fluorinated Building Blocks;Nitrogen Compounds;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks
• Mol File: 404-70-6.mol

Chemical Properties

• Boiling Point: 87 °C15 mm Hg(lit.)
• Flash Point: 181 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 1.066 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.425mmHg at 25°C
• Refractive Index: n20/D 1.509(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 9.65±0.10(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 3-Fluorophenethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Fluorophenethylamine(404-70-6)
• EPA Substance Registry System: 3-Fluorophenethylamine(404-70-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 2735 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 404-70-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Fluorophenethylamine is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its unique structure allows it to be a key component in the creation of new drugs with potential therapeutic properties.
Used in the Synthesis of N-(3-Fluorophenyl)Ethylcaffeamide:
3-Fluorophenethylamine is used as a building block in the synthesis of N-(3-Fluorophenyl)Ethylcaffeamide, a compound that has been evaluated for its anti-inflammatory activity. Its presence in 3-Fluorophenethylamine may contribute to its potential therapeutic effects.
Used in the Synthesis of N-2-[(3-Fluorophenyl)Ethyl]-2-Methylpropanamide:
3-Fluorophenethylamine is also used in the synthesis of N-2-[(3-Fluorophenyl)Ethyl]-2-Methylpropanamide, another compound that may have potential applications in various fields, such as medicine or chemical research.
Used in the Synthesis of N-(3′-Fluorophenyl)Ethyl-4-Azahexacyclo[5.4.1.02,6.03,10.05,9.08,11]dodecan-3-ol:
3-Fluorophenethylamine is utilized in the synthesis of N-(3′-Fluorophenyl)Ethyl-4-Azahexacyclo[5.4.1.02,6.03,10.05,9.08,11]dodecan-3-ol, a complex molecule that may have unique properties and potential uses in various industries, including pharmaceuticals and materials science.

InChI:InChI=1/C8H10FN/c9-8-3-1-2-7(6-8)4-5-10/h1-3,6H,4-5,10H2/p+1

Upstream product

• 456-41-7 1-(Bromomethyl)-3-fluorobenzene 
• 350-51-6 3-fluorostyrene 
• 75321-89-0 2-(3-fluorophenyl)acetaldehyde 
• 587-41-7 α-benzoylamino-3-fluoro-cinnamic acid 
• 458-45-7 3-(3-fluorophenyl)propionic acid 
• 501-00-8 3-fluorophenylacetonitrile 
• 404-96-6 3-(3-fluorophenyl)propanamide 
• 456-88-2 3-fluorophenylalanine 

Downstream Products

• 149486-04-4 N-(2-(3-fluorophenyl)ethyl)-N'-(2-thiazolyl)thiourea 
• 125058-99-3 N-<2-(3-fluorophenyl)ethyl>acetamide 
• 854132-95-9 N-[2-(3-fluoro-phenyl)-ethyl]-2-hydroxy-benzamidine 
• 1005756-36-4 methyl 6-chloro-2-(3-fluorophenethylamino)nicotinate 
• 1005756-39-7 6-chloro-2-(3-fluorophenethylamino)-N-(pyridin-3-ylmethyl)nicotinamide 
• 1005756-53-5 6-chloro-5-fluoro-2-(3-fluorophenethylamino)nicotinic acid 
• 1005756-71-7 ethyl 6-chloro-4-(3-fluorophenethylamino)nicotinate 

Relevant articles and documents

Bi-enzymatic Conversion of Cinnamic Acids to 2-Arylethylamines

The conversion of carboxylic acids, such as acrylic acids, to amines is a transformation that remains challenging in synthetic organic chemistry. Despite the ubiquity of similar moieties in natural metabolic pathways, biocatalytic routes seem to have been overlooked for this purpose. Herein we present the conception and optimisation of a two-enzyme system, allowing the synthesis of β-phenylethylamine derivatives from readily-available ring-substituted cinnamic acids. After characterisation of both parts of the reaction in a two-step approach, a set of conditions allowing the one-pot biotransformation was optimised. This combination of a reversible deaminating and irreversible decarboxylating enzyme, both specific for the amino acid intermediate in tandem, represents a general method by which new strategies for the conversion of carboxylic acids to amines could be designed.

Biocatalytic Formal Anti-Markovnikov Hydroamination and Hydration of Aryl Alkenes

Biocatalytic anti-Markovnikov alkene hydroamination and hydration were achieved based on two concepts involving enzyme cascades: epoxidation-isomerization-amination for hydroamination and epoxidation-isomerization-reduction for hydration. An Escherichia coli strain coexpressing styrene monooxygenase (SMO), styrene oxide isomerase (SOI), ω-transaminase (CvTA), and alanine dehydrogenase (AlaDH) catalyzed the hydroamination of 12 aryl alkenes to give the corresponding valuable terminal amines in high conversion (many ≥86%) and exclusive anti-Markovnikov selectivity (>99:1). Another E. coli strain coexpressing SMO, SOI, and phenylacetaldehyde reductase (PAR) catalyzed the hydration of 12 aryl alkenes to the corresponding useful terminal alcohols in high conversion (many ≥80%) and very high anti-Markovnikov selectivity (>99:1). Importantly, SOI was discovered for stereoselective isomerization of a chiral epoxide to a chiral aldehyde, providing some insights on enzymatic epoxide rearrangement. Harnessing this stereoselective rearrangement, highly enantioselective anti-Markovnikov hydroamination and hydration were demonstrated to convert α-methylstyrene to the corresponding (S)-amine and (S)-alcohol in 84-81% conversion with 97-92% ee, respectively. The biocatalytic anti-Markovnikov hydroamination and hydration of alkenes, utilizing cheap and nontoxic chemicals (O2, NH3, and glucose) and cells, provide an environmentally friendly, highly selective, and high-yielding synthesis of terminal amines and alcohols.

Preparation and characterization of primary amines by potassium borohydride-copper chloride system from nitriles

Nitriles undergo reduction to primary amines under optimized conditions at 50 °C using 0.25 equiv of copper chloride and 3.0 equiv of potassium borohydride in 80 % isopropanol. The aromatic and aralkyl nitriles could be effectively reduced in yield ranging from 60 to 90 %.

DOLASTATIN-10 DERIVATIVE, METHOD OF PRODUCING SAME AND ANTICANCER DRUG COMPOSITION CONTAINING SAME

The present invention provides a dolastatin-10 derivative having excellent anticancer activity, a method of producing the same and anticancer drug composition containing the same as an active ingredient.

PRODUCTION OF INDUCED PLURIPOTENT STEM CELLS

The present disclosure relates to methods and compositions that improve the in vitro production of induced pluripotent stem cells through the use of compounds that promote degradation of p53. The disclosure also relates to compositions and methods for the treatment of cancer, pancreatitis and intracellular pathogens.

The catalytic potential of Coptis japonica NCS2 revealed - Development and utilisation of a fluorescamine-based assay ETI

The versatility and potential of a norcoclaurine synthase (NCS) from Coptis japonica NCS2 has been investigated, together with the development and application of a novel fluorescence-based high-throughput assay using nearly forty amines/aldehydes. The stereocontrol exerted by CjNCS2 on selected non-natural substrates has been determined, where the tetrahydroisoquinolines (THIAs) were formed as the (1S)-isomer in >95% ee, as observed with the natural product norcoclaurine. Docking calculations involving THIA mechanism intermediates, utilising the reported Thalictrum flavum NCS X-ray crystallographic structure, were carried out and combined with the CjNCS2 screening results to further understand the mode of action of NCS. These findings suggested that in addition to the key active-site residues K122 and E110, D141 is also mechanistically essential for the enzymatic transformation. The exceptional tolerance of NCS towards aldehyde substrates is furthermore supported by our proposed mechanism in which the aldehydes protrude out of the enzymatic pocket. Copyright

POTENT SMALL MOLECULE INHIBITORS OF AUTOPHAGY, AND METHODS OF USE THEREOF

Certain aspects of the invention relates to small molecule autophagy inhibitors, and their use for treatment and prevention of cancers and acute pancreatitis. As disclosed herein, a small molecule inhibitor of autophagy was been identified from an image-based screen in a known bioactive library. It was found that this autophagy inhibitor functions by promoting the degradation of type III PI3 kinase complex which is required for initiating autophagy. Medicinal chemistry studies led to small molecular autophagy inhibitors with improved potency and selectivity.

Tetracyclic benzimidazole derivatives and combinatorial libraries thereof

The present invention relates to novel tetracyclic benzimidazole derivative compounds of the following formula: wherein R1to R10have the meanings described in here. The invention further relates to combinatorial libraries containing two or more such compounds, as well as methods of preparing tetracyclic benzimidazole derivative compounds.

2-aminopyridine derivatives and combinatorial libraries thereof

The present invention relates to novel 2-aminopyridine derivative compounds of the following formula: wherein R1to R5have the meanings provided herein. The invention further relates to combinatorial libraries containing two or more such compounds, as well as methods of preparing 2-aminopyridine derivative compounds.

Process for preparing fluorine-containing phenethylamines and novel fluorine-containing β-iminovinyl-and β-iminoethylbenzenes

The present invention relates to a process for preparing fluorine-containing phenethylamines which is characterized in that, in a first step, a substituted bromobenzene is reacted with an N-vinylimide in the presence of a palladium catalyst, in a second step, the resulting substituted β-iminovinylbenzene is hydrogenated catalytically and in a third step, the substituted β-iminovinylbenzene obtained in the second step is cleaved. This process also provides access to novel β-iminovinyl- and β-iminoethylbenzenes.