87736-89-8

Usage

Uses

Used in Photoaffinity Labeling Applications:
4-[3-(Trifluoromethyl)diazirin-3-yl]benzoic Acid N-Hydroxysuccinimide Ester is used as a photoaffinity labeling agent for the identification and characterization of biomolecular targets. Its ability to covalently bind to target molecules upon exposure to light allows for the study of protein-ligand interactions, enzyme mechanisms, and the elucidation of molecular structures.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-[3-(Trifluoromethyl)diazirin-3-yl]benzoic Acid N-Hydroxysuccinimide Ester serves as a key component in the development of drugs targeting specific proteins or enzymes. Its photoaffinity labeling properties enable researchers to investigate the binding sites and mechanisms of action of potential drug candidates, thereby facilitating the design of more effective and selective medications.
Used in Chemical Synthesis:
4-[3-(Trifluoromethyl)diazirin-3-yl]benzoic Acid N-Hydroxysuccinimide Ester is also utilized in chemical synthesis processes, particularly in the preparation of complex organic molecules and the modification of existing compounds. Its reactivity and stability make it a versatile building block for the creation of novel chemical entities with potential applications in various fields.
Used in Materials Science:
In materials science, 4-[3-(Trifluoromethyl)diazirin-3-yl]benzoic Acid N-Hydroxysuccinimide Ester is employed in the development of advanced materials with specific properties. Its incorporation into polymers, coatings, and other materials can lead to the creation of new products with improved characteristics, such as enhanced stability, selectivity, or responsiveness to environmental stimuli.

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 85559-46-2 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid 
• 87736-79-6 2,2,2-trifluoro-1-(4-methylphenyl)-1-ethanone O-(p-toulenesulfonyl) oxime 
• 75703-25-2 2,2,2-trifluoro-1-(4-methylphenyl)-1-ethanone oxime 
• 394-59-2 2,2,2-trifluoro-1-(p-tolyl)ethanone 
• 73899-14-6 3-phenyl-3-(trifluoromethyl)-3H-diazirine 
• 87736-80-9 1-<4-<(tert-butyldimethylsilyloxy)methyl>phenyl>-2,2,2-trifluoro-1-ethanone O-(p-tolylsulfonyl)oxime 
• 87736-76-3 1-<(4-tert-butoxymethyl)phenyl>-2,2,2-trifluoro-1-ethanone 
• 87736-82-1 3-(4-methylphenyl)-3-trifluoromethyldiaziridine 
• 87736-85-4 4-[3-(trifluoromethyl)-3H-diaziren-3-yl]toluene 
• 87736-74-1 4-(tert-butyldimethylsiloxymethyl)bromobenzene 
• 873-75-6 4-bromobenzenemethanol 
• 87736-81-0 1-<(4-tert-butoxymethyl)phenyl>-2,2,2-trifluoro-1-ethanone O-(p-tolylsulfonyl)oxime 
• 87736-79-6 2,2,2-trifluoro-1-(4-methylphenyl)-1-ethanone O-(p-tolylsulfonyl)oxime 

Downstream Products

• 1206525-17-8 C₁₈H₂₃F₃N₄O₃S₂ 
• 1357517-07-7 4-[3-(trifluoromethyl)diazirin-3-yl]-N-[7-[4-[3-(trifluoromethyl)diazirin-3-yl]benzoyl]aminoheptyl]benzamide 
• 1357517-08-8 4-[3-(trifluoromethyl)diazirin-3-yl]-N-[12-[4-[3-(trifluoromethyl)diazirin-3-yl]benzoyl]aminododecyl]benzamide 
• 1357517-09-9 4-[3-(trifluoromethyl)diazirin-3-yl]-N-[2-[2-[2-[2-[[4-[3-(trifluoromethyl)diazirin-3-yl]benzoyl]amino]ethoxy]ethoxy]ethoxy]ethyl]benzamide 
• 1357517-06-6 4-[3-(trifluoromethyl)diazirin-3-yl]-N-[2-[2-[2-[2-[2-[2-[4-[3-(trifluoromethyl)diazirin-3-yl]benzoylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]benzamide 
• 1400565-40-3 N,N',N''-(2,2',2''-(2,2',2''-(2,2',2''-(benzene-1,3,5-triyltris(oxy))tris(ethane-2,1-diyl))tris(oxy)tris(ethane-2,1-diyl))tris(oxy)tris(ethane-2,1-diyl))tris(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)benzamide) 
• 1400565-49-2 N,N'-([4-(2-{4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzamido}ethyl)-1,2-phenylene]bis(oxyethane-2,1-diyloxyethane-2,1-diyl))bis{4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzamide} 
• 1400565-50-5 N,N'-(2,2'-(2,2'-(2,2'-(4-(2-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)benzamido)ethyl)-1,2-phenylene)bis(oxy)bis(ethane-2,1-diyl))bis(oxy)bis(ethane-2,1-diyl))bis(oxy)bis(ethane-2,1-diyl))bis(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)benzamide) 
• 1400565-63-0 N₁,N₂-bis{3,4-bis[2-(2-{4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzamido}ethoxy)ethoxy]phenethyl}oxalamide 
• 1400565-39-0 N,N',N''-[benzene-1,3,5-triyltris(oxyethane-2,1-diyloxyethane-2,1-diyl)]tris{4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzamide} 
• 1415816-85-1 C₃₅H₃₃F₃N₆O₆ 
• 1493768-52-7 C₅₉H₈₄F₃N₁₁O₁₆S 

Relevant academic research and scientific papers

Anticancer Pyrroloquinazoline LBL1 Targets Nuclear Lamins

Target identification of bioactive compounds is critical for understanding their mechanism of action. We previously discovered a novel pyrroloquinazoline compound LBL1 with significant anticancer activity. However, its molecular targets remain to be estab

New Analogs of Polyamine Toxins from Spiders and Wasps: Liquid Phase Fragment Synthesis and Evaluation of Antiproliferative Activity

Polyamine toxins (PATs) are conjugates of polyamines (PAs) with lipophilic carboxylic acids, which have been recently shown to present antiproliferative activity. Ten analogs of the spider PATs Agel 416, HO-416b, and JSTX-3 and the wasp PAT PhTX-433 were synthesized with changes in the lipophilic head group and/or the PA chain, and their antiproliferative activity was evaluated on MCF-7 and MDA-MB-231 breast cancer cells, using Agel 416 and HO-416b as reference compounds. All five analogs of PhTX-433 were of very low activity on both cell lines, whereas the two analogs of JSTX-3 were highly active only on the MCF-7 cell line with IC50 values of 2.63–2.81 μM. Of the remaining three Agel 416 or HO-416b analogs, only the one with the spermidine chain was highly active on both cells with IC50 values of 3.15–12.6 μM. The two most potent compounds in this series, Agel 416 and HO-416b, with IC50 values of 0.09–3.98 μM for both cell lines, were found to have a very weak cytotoxic effect on the MCF-12A normal breast cells. The present study points out that the structure of both the head group and the PA chain determine the strength of the antiproliferative activity of PATs and their selectivity towards different cells.

CELL CYCLE PROGRESSION INHIBITOR

The present invention provides a cell cycle progression inhibitor, a cytostatic agent, and an anticancer agent. The cell cycle progression inhibitor, the cytostatic agent, and the anticancer agent each contains a Hes1 protein-PHB2 protein binding enhancer.

NOVEL CROSSLINKING REAGENTS, MACROMOLECULES, THERAPEUTIC CONJUGATES, AND SYNTHETIC METHODS THEREOF

The invention provides novel chemical entities based on sugar alcohols. These new chemical entities are biocompatible and biodegradable. The molecules can be made in a single and pure form. The molecular weights of these molecules range from small (1000

Tri- and tetravalent photoactivable cross-linking agents

A modular synthesis of photoactivable cross-linking agents is described, using an aromatic core, di- or triethyleneglycol spacers and photoaffinity labeling synthons that feature either perfluorophenyl azide or aryl(trifluoromethyl)diazirine motifs. Symmetrical and nonsymmetrical trivalent structures were obtained from phloroglucinol and dopamine, respectively. Symmetrical tetravalent structures resulted from the coupling of two dopamine derivatives with oxalyl chloride. Georg Thieme Verlag Stuttgart New York.

CROSSLINKING REAGENTS, METHODS, AND COMPOSITIONS FOR STUDYING PROTEIN-PROTEIN INTERACTIONS

The invention provides reagents, methods, and compositions for studying protein-protein interactions. The inventive system and methods allow the analysis of protein-protein interactions in vivo and in vitro. Advantages offered by various embodiments of th

Synthesis and characterization of novel photoreactive naltrexone analogs as isomeric carbene-generating probes for opioid receptors

A convenient synthesis of m- and p-CF3-diazirinylbenzoic acid was developed. A pair of novel photoaffinity probes bearing these diazirines on a naltrexyl framework bind reversibly with high affinity at μ-, δ-, and κ- receptors.

4-(1-Azi-2,2,2-trifluoroethyl)benzoic Acid, a Highly Photolabile Carbene Generating Label Readily Fixable to Biochemical Agents

The title compound is synthesized starting from either 4-bromobenzyl tert butyldimethylsilyl ether (5b) or 4-bromobenzyl tert-butyl ether (5c) or - most simply - from 4-bromotoluene (5a).In the first step Br was replaced by Li using n-butyllithium, then the organometallic compounds were converted into the respective trifluoroacetophenones 6a - c with N-trifluoroacetylpiperidine.The azi moiety (diazirine) was prepared from the oximes 7a - c via O-tosyloximes 8a - c plus ammonia yielding the diaziridines 9a - c and oxidation of the latter with Ag2O.Oxidation by permanganate - of the ethers after acidic cleavage - yields the title compound 12.On irradation (λ > 300 nm) 12 by elimination of N2 with a half-life period of 22 s generates the corresponding carbene.At the same time from 12 with ca. 20percent the yellow isomeric 4-(1-diazo-2,2,2-trifluoroethyl)benzoic acid (20) is formed which is photolyzed generating the same carbene as 12.The synthesis of 20 is described starting from 4-bromobenzaldehyde. - The diazirine 12 as its N-hydroxysuccinimide ester 13, or using other methods of amide synthesis, can readily be coupled to amino functions of biochemically interesting agents thus forming photoaffinity labels.