147149-98-2

Basic information

• Product Name: 4-Amino-2-trifluoromethylpyridine
• Synonyms: 2-Ctrifluoromethyl/pyridin-4-amine;4-Amino-2-(trifluoromethyl)-pyridine;2-(Trifluoromethyl)pyridin-4-amine;2-CTRIFLUOROMETHYL/PYRIDIN-4-AMINE,98%;2-trifluoromethyl-4-aminopyridine;2-Trifluoromethyl-pyridin-4-ylamine;2-(Trifluoromethyl)pyridin-4-amine (4-Amino-2-trifluoromethylpyridine);4-Pyridinamine, 2-(trifluoromethyl)-
• CAS NO: 147149-98-2
• Molecular Formula: C₆H₅F₃N₂
• Molecular Weight: 162.12
• Product Categories: Pyridine;Fluorine series
• Mol File: 147149-98-2.mol

Chemical Properties

• Melting Point: 58-62°C
• Boiling Point: 230.695 °C at 760 mmHg
• Flash Point: 93.321 °C
• Appearance: /
• Density: 1.369 g/cm³
• Vapor Pressure: 0.065mmHg at 25°C
• Refractive Index: 1.479
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.62±0.50(Predicted)
• CAS DataBase Reference: 4-Amino-2-trifluoromethylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-2-trifluoromethylpyridine(147149-98-2)
• EPA Substance Registry System: 4-Amino-2-trifluoromethylpyridine(147149-98-2)

Safety Data

• Hazard Codes: T,Xi
• Statements: 25-36-43
• Safety Statements: 26-36/37
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 147149-98-2(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-Amino-2-trifluoromethylpyridine is used as a building block in the synthesis of various complex organic molecules. Its unique structure, which includes a trifluoromethyl group and an amino group, allows it to participate in a range of chemical reactions, making it a valuable intermediate in the preparation of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Industrial Processes:
In the industrial sector, 4-Amino-2-trifluoromethylpyridine may be employed as a catalyst or a reagent in certain chemical processes. Its reactivity and the presence of the trifluoromethyl group can enhance the efficiency of certain reactions, potentially leading to the production of high-value chemicals or materials.

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

Upstream product

• 2403-02-3 4-carboxy-2-nitropyridine N-oxide 
• 951627-69-3 4-nitro-2-(trifluoromethyl)pyridine 
• 131748-14-6 4-chloro-2-trifluoromethylpyridine 
• 170886-13-2 4-hydroxy-2-trifluoromethylpyridine 
• 39890-95-4 2-chloro-6-trifluoromethylpyridine 
• 368-48-9 2-(trifluoromethyl)pyridine 
• 147149-97-1 ⁽²⁸⁾-4-Nitro-6-trifluoromethylpyridine-N-oxide 
• 340006-62-4 (Z)-1,1,1-Trifluoro-6-methoxy-hex-5-en-3-yn-2-one 
• 22253-71-0 2-(trifluoro-methyl)pyridine 1-oxide 

Downstream Products

• 1446502-11-9 2-methyl-1-[(4-[6-(trifluoromethyl)pyridin-2-yl]-6-{[2-(trifluoromethyl)pyridin-4-yl]amino}-1,3,5-triazin-2-yl)amino]propan-2-ol 
• 1625672-56-1 3-(2-(trifluoromethyl)pyridin-4-ylamino)cyclohex-2-enone 
• 1621273-14-0 tert-butyl (4-cyanophenyl)(5-oxo-2-(2-(trifluoromethyl)pyridin-4-ylamino)cyclopent-1-enyl)methylcarbamate 
• 1621273-15-1 tert-butyl (4-cyano-2-(methylsulfonyl)phenyl)(5-oxo-2-(2-(trifluoromethyl)pyridin-4-ylamino)cyclopent-1-enyl)methylcarbamate 
• 147149-99-3 dithiocarbonic acid O-ethyl S-(2-(trifluoromethyl)pyridin-4-yl) diester 

Relevant articles and documents

A general and versatile synthesis of 2-alkyl-4-aminopyridines

A versatile two-step synthesis of 2-alkyl-4-aminopyridines from commercially available cis-1-methoxy-1-buten-3-yne is described. Acylation of the yne derivative followed by amination and cyclization in ammonia produced the desired substituted pyridines in high yield.

Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions

Nickel boride catalyst prepared in situ from NiCl2 and sodium borohydride allowed, in the presence of an aqueous solution of TEMPO-oxidized nanocellulose (0.01 wt%), the reduction of a wide range of nitroarenes and aliphatic nitro compounds. Here we describe how the modified nanocellulose has a stabilizing effect on the catalyst that enables low loading of the nickel salt pre-catalyst. Ni-B prepared in situ from a methanolic solution was also used to develop a greener and facile reduction of organic azides, offering a substantially lowered catalyst loading with respect to reported methods in the literature. Both aromatic and aliphatic azides were reduced, and the protocol is compatible with a one-pot Boc-protection of the obtained amine yielding the corresponding carbamates. Finally, bacterial crystalline nanocellulose was chosen as a support for the Ni-B catalyst to allow an easy recovery step of the catalyst and its recyclability for new reduction cycles.

PESTICIDALLY ACTIVE HETEROCYCLIC DERIVATIVES WITH SULFUR CONTAINING SUBSTITUENTS

Compounds of formula (I), wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides and can be prepared in a manner known per se.

CXCR3 RECEPTOR ANTAGONISTS

The present invention relates to compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein R1 to R6, A, B, X, Y and n are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

N-Phenyl-N′-[4-(5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)phenyl]ureas as novel inhibitors of VEGFR and FGFR kinases

We have recently reported the discovery of pyrrolo[3,2-d]pyrimidine derivatives 1a and 1b as potent triple inhibitors of vascular endothelial growth factor receptor (VEGFR), platelet-derived growth factor receptor (PDGFR), and Tie-2 kinases. To identify compounds having strong inhibitory activity against fibroblast growth factor receptor (FGFR) kinase, further modification was conducted using the co-crystal structure analysis of VEGFR2 and 1b. Among the compounds synthesized, urea derivative 11l having a piperazine moiety on the terminal benzene ring showed strong inhibitory activity against FGFR1 kinase as well as VEGFR2 kinase. A binding model of 11l complexed with VEGFR2 suggested that the piperazine moiety forms additional interactions with Ile1025 and His1026.

QUINAZOLINONE DERIVATIVES HAVING B-RAF INHIBITORY ACTIVITY

The invention relates to chemical compounds of the formula (I) or pharmaceutically acceptable salts thereof, which possess B Raf inhibitory activity and are accordingly useful for their anti cancer activity and thus in methods of treatment of the human or animal body. The invention also relates to processes for the manufacture of said chemical compounds, to pharmaceutical compositions containing them and to their use in the manufacture of medicaments of use in the production of an anti-cancer effect in a warm blooded animal such as man.

Arylaminoaryl-alkyl-substituted imidazolidine-2,4-diones, process for preparing them, medicaments comprising these compounds, and their use

This invention relates to arylaminoaryl-alkyl-substituted imidazolidone-2,4-diones of formula (I) and also to their physiologically tolerated salts: Wherein R, R′, R1 to R10, A, D, E, G, L and p are as defined herein. The invention also relates to processes for preparing them, pharmaceutical compositions comprising them and their therapeutic use. The compounds are suitable, for example, as anti-obesity drugs and for treating cardiometabolic syndrome.

QUINAZOLIN-4-ONE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

The invention relates to chemical compounds of the formula (I): or pharmaceutically acceptable salts thereof, which possess B-Raf inhibitory activity and are accordingly useful for their anti-cancer activity and thus in methods of treatment of the human or animal body. The invention also relates to processes for the manufacture of said chemical compounds, to pharmaceutical compositions containing them and to their use in the manufacture of medicaments of use in the production of an anti-cancer effect in a warm-blooded animal such as man.

ANTIPROLIFERATIVE QUINAZOLINES

Quinazoline compounds which demonstrate antiproliferative activity, such as antitumor activity, processes of preparing these compounds, pharmaceutical compositions containing these compounds, and the use of these compounds. These compounds inhibit the growth and proliferation of the cells of higher organisms and microorganisms,such as bacteria, yeasts and fungi. Preferred quinazoline compounds are capable of inhibiting the enzyme thymidylate synthase. Effects derived from the inhibition of the enzyme thymidylate synthase include those discussed above

Design of thymidylate synthase inhibitors using protein crystal structures: The synthesis and biological evaluation of a novel class of 5- substituted quinazolinones

The design, synthesis, and biological evaluation of a new class of inhibitors of thymidylate synthase (TS) is described. The molecular design was carried out by a repetitive crystallographic analysis of protein-ligand structures. At the onset of this project, we focused on the folate cofactor binding site of a high-resolution ternary crystal complex of Escherichia coli TS, 5'-fluorodeoxyuridylate (5-FdUMP) and a classical glutamate-containing folic acid analog. A preliminary ternary crystal structure of a novel compound was successfully solved. Upon analysis of this initial complex, further structural elaborations were made, and a series of active 5- (arylthio)quinazolinones was developed. The synthetic strategy was based on the displacement of a halogen at the 5-position of a quinazolinone by various arylthioanions. The compounds were tested for inhibition of purified E. coli and/or human TS, and were assayed for cytotoxicity against three tumor cell lines in vitro. Significant thymidine protection effects were observed with several of the inhibitors, indicating that TS was the intracellular locus of activity.