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Usage

Uses

Used in Organic Synthesis:
3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-4-AMINE is used as a building block in organic synthesis for the creation of various complex organic molecules. Its trifluoromethyl group and amine functionality provide unique reactivity and selectivity in chemical reactions, enabling the synthesis of a wide range of compounds with diverse properties.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-4-AMINE is used as a key intermediate in the development of new drugs. Its unique structure and biological activity make it a valuable component in the design and synthesis of potential therapeutic agents. Researchers are exploring its potential to improve the efficacy, selectivity, and pharmacokinetic properties of drug candidates.
Used in Medicinal Chemistry:
3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-4-AMINE is utilized in medicinal chemistry for the modification of existing drugs and the development of novel therapeutic agents. Its trifluoromethyl group can enhance the lipophilicity, metabolic stability, and binding affinity of compounds, leading to improved drug performance. Additionally, its amine functionality allows for the formation of various bioactive conjugates and prodrugs.
Used in Material Chemistry:
In the field of material chemistry, 3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-4-AMINE is employed in the design and synthesis of functional materials with specific properties. Its unique structure and reactivity can be exploited to create materials with tailored electronic, optical, and mechanical properties, finding applications in areas such as sensors, catalysts, and advanced materials for various industries.
Overall, 3'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-4-AMINE is a versatile chemical compound with a wide range of applications in various industries, including organic synthesis, pharmaceutical research, medicinal chemistry, and material chemistry. Its unique structure and potential to modify the properties of other compounds make it a valuable asset in the development of new drugs, materials, and technologies.

Upstream product

• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 1423-26-3 (meta-(trifluoromethyl)phenyl)boronic acid 
• 540-37-4 p-aminoiodobenzene 
• 401-81-0 m-trifluoromethylphenyl iodide 
• 106-40-1 4-bromo-aniline 
• 80460-73-7 (4-aminophenyl)boronic acid hydrochloride 
• 366-04-1 3-(trifluoromethyl)biphenyl 
• 586-78-7 para-nitrophenyl bromide 
• 346-99-6 4-nitro-3'-(trifluoromethyl)-1,1'-biphenyl 
• 351-36-0 N-acetyl-3-trifluoromethylbenzenamine 

Downstream Products

• 1360630-34-7 N⁽²⁾-(3'-(trifluoromethyl)biphenyl-4-yl)naphthalene-2,6-dicarboxamide 
• 1360630-57-4 6-methoxy-N-(3'-(trifluoromethyl)biphenyl-4-yl)naphthalene-2-sulfonamide 
• 1360630-44-9 6-methoxy-N-(3'-(trifluoromethyl)biphenyl-4-yl)-2-naphthamide 
• 1364791-77-4 4-benzyloxy-N-[3'-(trifluoromethyl)biphenyl-4-yl]-1,2,5-oxadiazole-3-carboxamide 
• 1266338-75-3 N-(3-(N-(phenylsulfonyl)phenylsufonamido)-3'-(trifluoromethyl)biphenyl-4-yl)acetamide 
• 1025913-54-5 [3-(3-cyano-phenyl)-5-(3'-trifluoromethyl-biphenyl-4-ylcarbamoyl)-4,5-dihydro-isoxazol-5-yl]-acetic acid methyl ester 
• 454-92-2 3-(trifluoromethyl)benzoic acid 

Relevant academic research and scientific papers

Base-Promoted Aerobic Oxidation/Homolytic Aromatic Substitution Cascade toward the Synthesis of Phenanthridines

The current protocol represents a transition metal-free synthesis of polysubstituted phenanthridines from abundant starting materials like benzhydrol and 2-iodoaniline derivatives. The reaction involves sequential oxidation of alcohol and direct condensation reaction with the amine resulting in a C?N bond formation followed by a radical C?C coupling in a cascade sequence. The used base potassium tert-butoxide plays a dual role in dehydrogenation and homolytic aromatic substitution reaction. Using this methodology, twenty substituted phenanthridine derivatives were synthesized with up to 85% isolated yield. (Figure presented.).

Novel 5-methyl-2-phenylphenanthridium derivatives as FtsZ-targeting antibacterial agents from structural simplification of natural product sanguinarine

A novel series of 5-methyl-2-phenylphenanthridium derivatives were displayed outstanding activity against a panel of antibiotic-sensitive and -resistant bacteria strains compared with their precursor sanguinarine, ciprofloxacin and oxacillin sodium. Compounds 7 l, 7m and 7n were found to display the most effective activity against five sensitive strains (0.06–2 μg/mL) and three resistant strains (0.25–4 μg/mL). The kinetic profiles indicated that compound 7l possessed the strongest bactericidal effect on S. aureus ATCC25923, with the MBC value of 16 μg/mL. The cell morphology and the FtsZ polymerization assays indicated that these compounds inhibited the bacterial proliferation by interfering the function of bacterial FtsZ. The SARs showed that all the 4-methyl-substituted 5-methyl-2-phenylphenanthridium subseries could be further investigated as the FtsZ-targeting antibacterial agents.

A terphenyl structure containing between the diamine compound and its synthetic method and application

The invention discloses a diamine compound with a meta-terphenyl structure as well as a synthetic method and application thereof. An amino group is introduced by using an aryl halide through Suzuki reaction, and the functional diamine compound with the meta-terphenyl structure is obtained by virtue of bromination, diazotization, Suzuki coupling and reduction. The synthetic method for the diamine compound is simple and relatively high in yield, and the synthesized compound has certain fluorescence property. The diamine compound can be used for synthesizing high-performance and functional polymers such as polyamide, polyimide, polyamideimide and polyesterimide, and is especially suitable for preparing a soluble, colorless and transparent high-performance functional polyimide material with certain fluorescence property.

Synthesis and evaluation of non-basic inhibitors of urokinase-type plasminogen activator (uPA)

Recent drug discovery programs targeting urokinase plasminogen activator (uPA) have resulted in nonpeptidic inhibitors consisting of amidine or guanidine functional groups attached to aromatic or heteroaromatic scaffolds. There is a general problem of poor oral bioavailability of these charged inhibitors. In this paper, we report the synthesis and evaluation of a series of naphthamide and naphthalene sulfonamides as uPA inhibitors containing non-basic groups as substitute for amidine or guanidine groups.

I -PrI acceleration of Negishi cross-coupling reactions

(Figure presented) The Negishi cross-coupling of arylzinc reagents with various bromoanilines is accelerated by the presence of i-PrI (1 equiv) and furnished the expected biaryls within 5-12 min reaction time at 25 °C. Arylzinc reagents can also be cross-coupled under these conditions with a range of aryl bromides bearing an enolizable ester or acidic benzylic protons.

Novel ATP-competitive kinesin spindle protein inhibitors

Kinesin spindle protein (KSP), an ATPase responsible for spindle pole separation during mitosis that is present only in proliferating cells, has become a novel and attractive anticancer target with potential for reduced side effects compared to currently available therapies. We report herein the discovery of the first known ATP-competitive inhibitors of KSP, which display a unique activity profile as compared to the known loop 5 (L5) allosteric KSP inhibitors that are currently under clinical evaluation. Optimization of this series led to the identification of biphenyl sulfamide 20, a potent KSP inhibitor with in vitro antiproliferative activity against human cells with either wild-type KSP (HCT116) or mutant KSP (HCT116 D 130V). In a murine xenograft model with HCT116 D130V tumors, 20 showed significant antitumor activity following intraperitoneal dosing, providing in vivo proof-of-principle of the efficacy of an ATP-competitive KSP inhibitor versus tumors that are resistant to the other known KSP inhibitors.

NOVEL HETEROCYCLIC AMIDE DERIVATIVES HAVING DIHYDROOROTATE DEHYDROGENASE INHIBITING ACTIVITY

Novel heterocyclic amide derivatives having pharmacological effects, that is, compounds represented by the general formula (1) or salts thereof: (1) wherein X1-X2 is S-CH2 or the like; R1 is alkyl or the like; p is 0 to 7; R2 is hydrogen, alkyl, or the like; R3 is hydrogen, alkyl, or the like; Y1-Y2 is CH=CH or the like; R4 is halogeno, alkyl, or the like; q is 0 to 4; and R5 is halogeno, hydrogen, alkyl, or the like.

Amide bridged piphenyl or biazaphenyl derivatives

This invention is concerned with compounds of the formula wherein one of R5, R6 and R7 is and R1 to R13, X1, X2, m and n are defined in the description, and all pharmaceutically

Transformation of mutagenic aromatic amines into non-mutagenic species by alkyl substituents: Part II: Alkylation far away from the amino function

Alkyl and trifluoromethyl derivatives of 4-aminobiphenyl (1) (4ABP) and 2-aminofluorene (7) (2AF) were synthesised and assayed for mutagenicity using Salmonella typhimurium tester strains TA98 and TA100 with and without the addition of S9 mix. Modification of 1 was achieved by attachment of alkyl groups (methyl, ethyl, iso-propyl, n-butyl, tert-butyl) and a trifluoromethyl group (CF3) in the 4′-position, the 3′-position (Me, CF3) and the 3′-, 5′-positions (DiMe, DiCF3). Compound 7 was modified by introduction of alkyl groups (methyl, tert-butyl, adamantyl) and a trifluoromethyl group (CF3) in the 7-position. The derivatives of 1 and 7 show for groups with growing steric demand decreased mutagenic activity. The bulkiest groups (CF3, tert-butyl and adamantyl) induce the strongest effects on the mutagenicity. It was even possible to eliminate the mutagenicity of 1 and 7 by introduction of such substituents. In the last part of the work, we compared the experimental mutagenicities with calculated values derived from QSAR correlations. Our findings show that the predictions for aromatic amines with bulky substituents were generally too high. The strongest deviations were observed in the case of the CF3-, tert-butyl- and the adamantyl-group. Only the parent compounds and derivatives with small alkyl groups were predicted well. These investigations show that "large" substituents have an influence on the mutagenicity caused by their steric demand. To predict the correct mutagenicities of such compounds, it is necessary to introduce steric parameters in the respective QSAR equations which will be done in a forthcoming paper.

Design and synthesis of isoxazoline derivatives as factor Xa inhibitors. 1

Thrombosis is a major cause of mortality in the industrialized world. Therefore, the prevention of blood coagulation has become a major target for new therapeutic agents. One attractive approach is the inhibition of factor Xa (FXa), the enzyme directly re