1233967-22-0

Usage

Uses

Used in Pharmaceutical Industry:
1-(2-amino-5-bromophenyl)-2,2,2-trifluoroethanone is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its presence of an amine group and a trifluoroethanone moiety allows for the development of new drugs and biologically active molecules with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 1-(2-amino-5-bromophenyl)-2,2,2-trifluoroethanone is utilized as a precursor for the production of agrochemicals. Its reactivity and functional groups enable the synthesis of compounds with pesticidal, herbicidal, or insecticidal properties, contributing to the development of effective crop protection solutions.
Used in Organic Electronics:
1-(2-amino-5-bromophenyl)-2,2,2-trifluoroethanone is employed in the field of organic electronics as a building block for the synthesis of materials with electronic properties. Its bromophenyl group can be used to create compounds with potential applications in organic light-emitting diodes (OLEDs), organic solar cells, or organic field-effect transistors (OFETs).
Used in Materials Science:
In materials science, 1-(2-amino-5-bromophenyl)-2,2,2-trifluoroethanone is used as a versatile component in the development of new materials with specific properties. Its functional groups and reactivity allow for the synthesis of compounds with potential applications in areas such as polymer science, coatings, adhesives, and other advanced materials.
Overall, 1-(2-amino-5-bromophenyl)-2,2,2-trifluoroethanone is an important chemical compound with diverse applications across various industries, including pharmaceuticals, agrochemicals, organic electronics, and materials science. Its unique structure and reactivity make it a valuable building block for the development of innovative products and technologies.

Upstream product

• 383-63-1 ethyl trifluoroacetate, 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 617706-15-7 1-(5-bromo-2-fluorophenyl)-2,2,2-trifluoro-ethanone 
• 96042-30-7 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 
• 1233967-38-8 C₁₃H₁₃BrF₃NO₂ 

Downstream Products

• 1599525-27-5 3-(4-Chlorophenoxy)-6-(hydroxy(1-methyl-1H-imidazol-5-yl)(6-(trifluoromethyl)pyridin-3-yl)methyl)-4-(trifluoromethyl)quinoline-2-carbonitrile 
• 1599525-28-6 2-chloro-3-(4-chlorophenoxy)-4-(trifluoromethyl)quinolin-6-yl(1-methyl-1H-imidazol-5-yl)(6-(trifluoromethyl)pyridin-3-yl)methanol 
• 1599525-29-7 (3-(4-Chlorophenoxy)-2-ethoxy-4-(trifluoromethyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)(6-(trifluoromethyl)pyridin-3-yl)methanol 
• 1599525-35-5 (3-(4-Chlorophenoxy)-2-(diethylamino)-4-(trifluoromethyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)(6-(trifluoromethyl)pyridin-3-yl)methanol 
• 1599524-66-9 6-bromo-2-chloro-3-(4-chlorophenoxy)-4-(trifluoromethyl)quinoline 
• 1599524-67-0 6-bromo-3-(4-chlorophenoxy)-N,N-diethyl-4-(trifluoromethyl)quinolin-2-amine 
• 1599524-68-1 6-bromo-3-(4-chlorophenoxy)-2-ethoxy-4-(trifluoromethyl)quinoline 
• 1599524-65-8 6-bromo-3-(4-chlorophenoxy)-4-(trifluoromethyl)quinolin-2(1H)-one 
• 1600562-92-2 6-bromo-3-phenyl-2,4-bis(trifluoromethyl)quinoline 
• 1600565-84-1 C₂₈H₁₈ClF₆N₃O 
• 1600565-85-2 C₂₈H₁₈ClF₆N₃O 
• 1600566-29-7 (1-methyl-1H-imidazol-5-yl)(3-phenyl-2,4-bis(trifluoromethyl)quinolin-6-yl)(pyridin-4-yl)methanol trifluoroacetate 
• 1600566-31-1 (3-chlorophenyl)(3-phenyl-2,4-bis(trifluoromethyl)quinolin-6-yl)(pyridin-3-yl)methanol trifluoroacetate 
• 1600566-33-3 3-((3-chlorophenyl)(hydroxy)(3-phenyl-2,4-bis(trifluoromethyl)quinolin-6-yl)methyl)pyridine-1-oxide trifluoroacetate 

Relevant academic research and scientific papers

Identification and structure activity relationships of quinoline tertiary alcohol modulators of RORγt

A high-throughput screen of the ligand binding domain of the nuclear receptor retinoic acid-related orphan receptor gamma t (RORγt) employing a thermal shift assay yielded a quinoline tertiary alcohol hit. Optimization of the 2-, 3- and 4-positions of the quinoline core using structure-activity relationships and structure-based drug design methods led to the discovery of a series of modulators with improved RORγt inhibitory potency and inverse agonism properties.

QUINOLINYL MODULATORS OF RORyt

The present invention comprises compounds of Formula I. wherein: R1, R2, R3, R4, R5, R6, R7, R8, and R9 are defined in the specification. The invention also comprises a method of treating or ameliorating a syndrome, disorder or disease, wherein said syndrome, disorder or disease is rheumatoid arthritis or psoriasis. The invention also comprises a method of modulating RORγt activity in a mammal by administration of a therapeutically effective amount of at least one compound of claim 1.

Synthesis of 3-fluoromethyl-2,1-benzisoxazoles

A convenient synthetic method to access hitherto unknown 3-(trifluoromethyl)- and 3-(difluoromethyl)-2,1-benzisoxazoles by the reaction of sodium azide with 1-(2-halophenyl)-2,2,2-trifluoroethanones or 1-(2-halophenyl)-2,2-difluoroethanones was developed. 3-Fluoromethyl-2,1-benzisoxazoles are versatile precursors for o-fluoroacetylanilines.

HETEROARYL LINKED QUINOLINYL MODULATORS OF RORyt

The present invention comprises compounds of Formula I. wherein: R1, R2, R3, R4, R5, R6, R7, R8, and R9 are defined in the specification. The invention also comprises a method of treating or ameliorating a syndrome, disorder or disease, wherein said syndrome, disorder or disease is rheumatoid arthritis or psoriasis. The invention also comprises a method of modulating RORγt activity in a mammal by administration of a therapeutically effective amount of at least one compound of claim 1.

HETEROARYL LINKED QUINOLINYL MODULATORS OF RORGAMMAT

The present invention comprises compounds of Formula I. wherein: R1, R2, R3, R4, R5, R6, R7, R8, and R9 are defined in the specification. The invention also comprises a method of treating or ameliorating a syndrome, disorder or disease, wherein said syndr

Trifluoromethyl-promoted homocamptothecins: Synthesis and biological activity

The homocamptothecin (hCPT) represents a new class of topoisomerase inhibitor which combines enhanced plasma stability and strong antitumor activity. Fluorine imparts desirable characteristics to drugs by modulating both the pharmacokinetics and pharmacodynamic properties of a drug. Therefore, in an attempt to improve the antitumor activity of homocamptothecins, seven new 7-trifluoromethylated homocamptothecin derivatives were prepared by proline-catalyzed Friedlander annulation. The antitumor activity in vitro and in vivo on cancer cell lines, and inhibitory properties of topoisomerase I-mediated DNA cleavage of compounds 6c and 8b were evaluated. Several of these trifluoromethylated hCPT derivatives (such as 6a, 6b and 6c) possessed higher in vitro antitumor activity than topotecan (TPT). Especially, the compound 6c showed effective in vivo antitumor activity comparable to that of TPT.

An alternative route for synthesis of o-trifluoroacetylanilines as useful fluorine-containing intermediates

A series of o-trifluoroacetyl aniline derivatives were synthesized in three steps. In this method, we first utilized trifluoroacetic anhydride to introduce trifluoroacetyl group to the ortho position of aniline with higher yield than that of some previously reported methods. In addition, the procedure is shown to be highly regiospecific. This type of compounds can be used as the key intermediates in the preparation of a variety of inhibitors of HIV reverse transcriptase which is an important pharmacological target of many anti-AIDS agents.