106877-33-2

Basic information

• Product Name: 5-Amino-2-(trifluoromethyl)pyridine
• Synonyms: 6-(trifluoromethyl)pyridin-3-amine hydrochloride;5-AMINO-2-(TRIFLUOROMETHYL)PYRIDINE;3-AMINO-6-(TRIFLUOROMETHYL)PYRIDINE;6-Trifluoromethylpyridin-3-amine;5-Amino-2-(trifluoromethyl)pyridine 98%;5-Amino-2-(trifluoromethyl)pyridine98%;6-(trifluoroMethyl)-3-aMinopyridine;6-(TrifluoroMethyl)pyridine-3-aMine
• CAS NO: 106877-33-2
• Molecular Formula: C₆H₅F₃N₂
• Molecular Weight: 162.11
• EINECS: 1312995-182-4
• Product Categories: Nitrogen cyclic compounds;Amines;blocks;FluoroCompounds;Pyridines;Pyridine Series;Amines and Anilines;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;Pyridine;C6;Heterocyclic Building Blocks;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Fluorine series
• Mol File: 106877-33-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 39-43 °C(lit.)
• Boiling Point: 92-94/0.01mm
• Flash Point: >230 °F
• Appearance: white to light yellow crystal powder
• Density: 1.368 g/cm³
• Vapor Pressure: 0.0821mmHg at 25°C
• Refractive Index: 1.478
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 1.49±0.22(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 5-Amino-2-(trifluoromethyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Amino-2-(trifluoromethyl)pyridine(106877-33-2)
• EPA Substance Registry System: 5-Amino-2-(trifluoromethyl)pyridine(106877-33-2)

Safety Data

• Hazard Codes: T,Xi,C
• Statements: 25-36/38-43-34-22
• Safety Statements: 26-36/37-45-36/37/39
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 106877-33-2(Hazardous Substances Data)

Usage

Description

5-Amino-2-(trifluoromethyl)pyridine is a white to light yellow crystal powder that is a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is known for its unique chemical properties, including its trifluoromethyl group, which can enhance the lipophilicity and metabolic stability of the final products.

Uses

Used in Pharmaceutical Industry:
5-Amino-2-(trifluoromethyl)pyridine is used as a key intermediate for the synthesis of various pharmaceuticals, particularly in the development of novel drugs with improved potency, selectivity, and pharmacokinetic properties. Its trifluoromethyl group can enhance the lipophilicity and metabolic stability of the final products, making it a valuable building block in medicinal chemistry.
Used in Agrochemical Industry:
5-Amino-2-(trifluoromethyl)pyridine is also used as a key intermediate in the synthesis of agrochemicals, such as insecticides and herbicides. Its unique chemical properties can contribute to the development of more effective and environmentally friendly pesticides.
Used in the Synthesis of Azaindoles:
5-Amino-2-(trifluoromethyl)pyridine is employed in a convenient, one-pot synthesis of azaindoles, which are important heterocyclic compounds with a wide range of biological activities, including anticancer, antiviral, and anti-inflammatory properties. The one-pot synthesis method simplifies the preparation process and can lead to more efficient production of these valuable compounds.

InChI:InChI=1/C6H5F3N2/c7-6(8,9)5-2-1-4(10)3-11-5/h1-3H,10H2

Upstream product

• 386715-35-1 6-(trifluoromethyl)pyridine-3-carboxamide 
• 462-08-8 pyridin-3-ylamine 
• 2314-97-8 iodotrifluoromethane 

Downstream Products

• 117519-09-2 3-amino-2-chloro-6-(trifluoromethyl)pyridine 
• 1219626-71-7 2-[3,3-bis(4-fluorophenyl)-2-oxopyrrolidin-1-yl]-N-[6-(trifluoromethyl)pyridin-3-yl]acetamide 
• 947146-74-9 4-bromo-2-chloro-6-(trifluoromethyl)pyridin-3-amine 
• 1303439-06-6 2-chloro-N₄-(3-(pyrrolidin-1-ylmethyl)benzyl)-6-(trifluoromethyl)pyridine-3,4-diamine 
• 1303439-07-7 5-chloro-1-(3-(pyrrolidin-1-ylmethyl)benzyl)-7-(trifluoromethyl)pyrido[4,3-b]pyrazine-2,3(1H,4H)-dione 
• 1303439-05-5 5-amino-1-(3-(pyrrolidin-1-ylmethyl)benzyl)-7-(trifluoromethyl)pyrido[4,3-b]pyrazine-2,3(1H,4H)-dione 
• 1190315-94-6 5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine 
• 959996-53-3 (R)-N-((3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)(cyclopropyl)methyl)-6-(trifluoromethyl)pyridine-3-sulfonamide 
• 1208672-46-1 5-isothiocyanato-2-(trifluoromethyl)pyridine 
• 1374297-61-6 2-((2,6-dichlorophenyl)amino)-7,7-dimethyl-N-(6-(trifluoromethyl)pyridin-3-yl)-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide 
• 1137670-97-3 {5-[2-(2,6-dichloro-phenyl)-3H-benzoimidazol-5-yl]-[1,3,4]oxadiazol-2-yl}-(6-trifluoromethyl-pyridin-3-yl)-amine 
• 927867-41-2 N-[2-Iodo-6-(trifluoromethyl)-3-pyridyl]benzenesulfonamide 
• 820225-10-3 O-ethyl S-(6-(trifluoromethyl)pyridin-3-yl) carbonodithioate 
• 1020323-81-2 N-[6-(trifluoromethyl)pyridin-3-yl]-4-(3-{[5-(trifluoromethyl)pyridin-2-yl]oxy}benzylidene)piperidine-1-carboxamide 

Relevant articles and documents

Structure-activity studies of novel cyanoguanidine ATP-sensitive potassium channel openers for the treatment of overactive bladder

A series of novel cyanoguanidine derivatives was designed and synthesized. Condensation of N-(1-benzotriazol-1-yl-2,2-dichloropropyl)-substituted benzamides with N-(substituted-pyridin-3-yl)-N′-cyanoguanidines furnished N-{2,2-dichloro-1-[N′-(substituted-pyridin-3-yl)-N′-cyanoguanidino] propyl}-substituted benzamide derivatives. These agents were glyburide-reversible potassium channel openers and hyperpolarized human bladder cells as assessed by the FLIPR membrane potential dye (KATP-FMP). These compounds were also potent full agonists in relaxing electrically stimulated pig bladder strips, an in vitro model of overactive bladder. The most active compound 9 was evaluated for in vivo efficacy and selectivity in a pig model of bladder instability. Preliminary pharmacokinetic studies in dog demonstrated excellent oral bioavailability and a t1/2 of 15 h. The synthesis, SAR studies, and biological properties of these agents are discussed.

Experimental and Computational Studies of Trifluoromethylation of Aromatic Amines by the System Trifluoroiodomethane-Zinc-Sulfur Dioxide

Several trifluoromethyl-substituted aromatic and heteroaromatic amines have been obtained by the reactions of the corresponding amines with the title reagent system.Computational results provide rationalization for the observed regioselectivities and support a mechanism in which the electrophilic trifluoromethyl radicals interact with the aromatic ring at the sites with the greatest electron density of the HOMO orbitals, and then the resultant adducts are oxidized to cations.The products obtained are potential building blocks for a number of heterocyclic systems.