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N-(4-HYDROXYMETHYLBENZYL)TRIFLUOROACETAMIDE, with the CAS number 171723-95-8, is a white solid compound that is primarily utilized in the field of organic synthesis. Its chemical structure and properties make it a valuable component in the creation of various organic compounds.

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  • 171723-95-8 Structure
  • Basic information

    1. Product Name: N-(4-HYDROXYMETHYLBENZYL)TRIFLUOROACETAMIDE
    2. Synonyms: N-(4-HYDROXYMETHYLBENZYL)TRIFLUOROACETAMIDE;2,2,2-Trifluoro-N-(4-hydroxymethyl-benzyl)-acetamide
    3. CAS NO:171723-95-8
    4. Molecular Formula: C10H10F3NO2
    5. Molecular Weight: 233.1871096
    6. EINECS: N/A
    7. Product Categories: Chemical Amines;Amines;Aromatics;Aromatic Building Blocks;Amines, Aromatics
    8. Mol File: 171723-95-8.mol
  • Chemical Properties

    1. Melting Point: 88-89°C
    2. Boiling Point: 365.3±42.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.333±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: Refrigerator
    8. Solubility: Chloroform, Dimethyl Sulfoxide, Ethyl Acetate, Methanol
    9. PKA: 10.69±0.46(Predicted)
    10. CAS DataBase Reference: N-(4-HYDROXYMETHYLBENZYL)TRIFLUOROACETAMIDE(CAS DataBase Reference)
    11. NIST Chemistry Reference: N-(4-HYDROXYMETHYLBENZYL)TRIFLUOROACETAMIDE(171723-95-8)
    12. EPA Substance Registry System: N-(4-HYDROXYMETHYLBENZYL)TRIFLUOROACETAMIDE(171723-95-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 171723-95-8(Hazardous Substances Data)

171723-95-8 Usage

Uses

Used in Organic Synthesis:
N-(4-HYDROXYMETHYLBENZYL)TRIFLUOROACETAMIDE is used as a synthetic building block for the development of new organic compounds. Its unique structure allows it to be a versatile component in the synthesis of various molecules, contributing to the advancement of organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N-(4-HYDROXYMETHYLBENZYL)TRIFLUOROACETAMIDE is used as an intermediate in the synthesis of pharmaceutical compounds. Its properties make it suitable for the development of new drugs, potentially leading to the creation of novel therapeutic agents.
Used in Chemical Research:
N-(4-HYDROXYMETHYLBENZYL)TRIFLUOROACETAMIDE is also employed in chemical research as a reagent or a starting material for various chemical reactions. Its use in research can lead to a better understanding of chemical reactions and the development of new methodologies in organic chemistry.
Used in Material Science:
In the field of material science, N-(4-HYDROXYMETHYLBENZYL)TRIFLUOROACETAMIDE can be used as a component in the development of new materials with specific properties. Its incorporation into the synthesis process can result in materials with unique characteristics, such as improved stability or enhanced reactivity.

Check Digit Verification of cas no

The CAS Registry Mumber 171723-95-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,1,7,2 and 3 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 171723-95:
(8*1)+(7*7)+(6*1)+(5*7)+(4*2)+(3*3)+(2*9)+(1*5)=138
138 % 10 = 8
So 171723-95-8 is a valid CAS Registry Number.

171723-95-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,2,2-trifluoro-N-[[4-(hydroxymethyl)phenyl]methyl]acetamide

1.2 Other means of identification

Product number -
Other names 2,2,2-trifluoro-N[(4-hydroxymethyl)benzyl]acetamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:171723-95-8 SDS

171723-95-8Downstream Products

171723-95-8Relevant articles and documents

Synthesis of oligonucleotides carrying fluorescently labelled O6-alkylguanine for measuring hAGT activity

Tintoré, Maria,Grijalvo, Santiago,Eritja, Ramon,Fàbrega, Carme

, p. 5208 - 5211 (2015)

O6-alkylguanine-DNA-alkyltransferase (hAGT) activity provides resistance to cancer chemotherapeutic agents and its inhibition enhances chemotherapy. We herein present the development of a novel fluorescence assay for the detection of hAGT activity. We designed a dsDNA sequence containing a fluorophore-quencher pair, where the fluorophore was attached to an O6-benzylguanine. This precursor was synthesized using the Mitsunobu reaction to introduce the benzyl group. The alkyl-fluorophore group is transferred to the active site during the dealkylation, producing an increase in fluorescence which is correlated to hAGT activity. This assay can be used for the evaluation of potential inhibitors of hAGT in a straightforward manner.

A rapidly reversible chemical dimerizer system to study lipid signaling in living cells

Feng, Suihan,Laketa, Vibor,Stein, Frank,Rutkowska, Anna,MacNamara, Aidan,Depner, Sofia,Klingmueller, Ursula,Saez-Rodriguez, Julio,Schultz, Carsten

, p. 6720 - 6723 (2014)

Chemical dimerizers are powerful tools for non-invasive manipulation of enzyme activities in intact cells. Here we introduce the first rapidly reversible small-molecule-based dimerization system and demonstrate a sufficiently fast switch-off to determine kinetics of lipid metabolizing enzymes in living cells. We applied this new method to induce and stop phosphatidylinositol 3-kinase (PI3K) activity, allowing us to quantitatively measure the turnover of phosphatidylinositol 3,4,5-trisphosphate (PIP 3) and its downstream effectors by confocal fluorescence microscopy as well as standard biochemical methods. Little helper: Chemical dimerizers are powerful tools for manipulation of enzyme activities in intact cells. The first rapidly reversible chemical dimerization system is introduced, which permits to determine kinetics of lipid metabolizing enzymes in living cells. This new method was applied to induce and stop phosphatidylinositol 3-kinase activity, allowing to quantitatively measure 3,4,5-trisphosphate turnover.

PHOTOPROXIMITY PROFILING OF PROTEIN-PROTEIN INTERACTIONS IN CELLS

-

, (2021/04/01)

Photoactive probes and probe systems for detecting biological interactions are described. The photoactive probes include probes that combine both photocleavable and photoreactive moieties. The photoactive probe systems can include a first probe comprising a photocatalytic group and a second probe comprising a group that can act as a substrate for the reaction catalyzed by the photocatalytic group. The probes and probe systems can also include groups that can specifically bind to a binding partner on a biological entity of interest and a detectable group or a precursor thereof. The probes and probe systems can detect spatiotemporal interactions of proteins or cells. In some embodiments, the interactions can be detected in live cells. Also described are methods of detecting the biological interactions.

Tuning the Reactivity of a Substrate for SNAP-Tag Expands Its Application for Recognition-Driven DNA-Protein Conjugation

Zhang, Zhengxiao,Nakata, Eiji,Dinh, Huyen,Saimura, Masayuki,Rajendran, Arivazhagan,Matsuda, Kazunari,Morii, Takashi

, p. 18118 - 18128 (2021/11/30)

Recognition-driven modification has been emerging as a novel approach to modifying biomolecular targets of interest site-specifically and efficiently. To this end, protein modular adaptors (MAs) are the ideal reaction model for recognition-driven modification of DNA as they consist of both a sequence-specific DNA-binding domain (DBD) and a self-ligating protein-tag. Coupling DNA recognition by DBD and the chemoselective reaction of the protein tag could provide a highly efficient sequence-specific reaction. However, combining an MA consisting of a reactive protein-tag and its substrate, for example, SNAP-tag and benzyl guanine (BG), revealed rather nonselective reaction with DNA. Therefore new substrates of SNAP-tag have been designed to realize sequence-selective rapid crosslinking reactions of MAs with SNAP-tag. The reactions of substrates with SNAP-tag were verified by kinetic analyses to enable the sequence-selective crosslinking reaction of MA. The new substrate enables the distinctive orthogonality of SNAP-tag against CLIP-tag to achieve orthogonal DNA-protein crosslinking by six unique MAs.

Photoproximity Profiling of Protein-Protein Interactions in Cells

Carlos, Anthony,Lee, Gihoon,McCutcheon, David C.,Moellering, Raymond E.,Montgomery, Jeffrey E.

, p. 146 - 153 (2020/01/31)

We report a novel photoproximity protein interaction (PhotoPPI) profiling method to map protein-protein interactions in vitro and in live cells. This approach utilizes a bioorthogonal, multifunctional chemical probe that can be targeted to a genetically encoded protein of interest (POI) through a modular SNAP-Tag/benzylguanine covalent interaction. A first generation photoproximity probe, PP1, responds to 365 nm light to simultaneously cleave a central nitroveratryl linker and a peripheral diazirine group, resulting in diffusion of a highly reactive carbene nucleophile away from the POI. We demonstrate facile probe loading, and subsequent interaction- A nd light-dependent proximal labeling of a model protein-protein interaction (PPI) in vitro. Integration of the PhotoPPI workflow with quantitative LC-MS/MS enabled unbiased interaction mapping for the redox regulated sensor protein, KEAP1, for the first time in live cells. We validated known and novel interactions between KEAP1 and the proteins PGAM5 and HK2, among others, under basal cellular conditions. By contrast, comparison of PhotoPPI profiles in cells experiencing metabolic or redox stress confirmed that KEAP1 sheds many basal interactions and becomes associated with known lysosomal trafficking and proteolytic proteins like SQSTM1, CTSD, and LGMN. Together, these data establish PhotoPPI as a method capable of tracking the dynamic subcellular and protein interaction "social network" of a redox-sensitive protein in cells with high temporal resolution.

INHIBITORS FOR PROLIFERATING CELL NUCLEAR ANTIGEN AND USES

-

, (2017/07/06)

The present invention relates to series of compounds as an inhibitor targeting Proliferating Cell Nuclear Antigen (PCNA). Pharmaceutical compositions of those compounds and methods of using them in the treatment of cancer are within the scope of this disclosure.

Synergic "click" Boronate/Thiosemicarbazone System for Fast and Irreversible Bioorthogonal Conjugation in Live Cells

Akgun, Burcin,Li, Caishun,Hao, Yubin,Lambkin, Gareth,Derda, Ratmir,Hall, Dennis G.

supporting information, p. 14285 - 14291 (2017/10/17)

Fast, high-yielding, and selective bioorthogonal "click" reactions employing nontoxic reagents are in high demand for their great utility in the conjugation of biomolecules in live cells. Although a number of click reactions were developed for this purpose, many are associated with drawbacks and limitations that justify the development of alternative systems for both single- or dual-labeling applications. Recent reports have highlighted the potential of boronic ester formation as a bioorthogonal click reaction between abiotic boronic acids and diols. Boronic ester formation is a fast dehydrative process; however it is intrinsically reversible in aqueous medium. We designed and optimized a synergic system based on two bifunctional reagents, a thiosemicarbazide-functionalized nopoldiol and an ortho-acetyl arylboronic acid. Both reagents were shown to be chemically stable and nontoxic to HEK293T cells at concentrations as high as 50 μM. The resulting boronate/thiosemicarbazone adduct is a medium-sized ring that forms rapidly and irreversibly without any catalyst at low μM concentrations, in neutral buffer, with a rate constant of 9 M-1 s-1 as measured by NMR spectroscopy. Control experiments in the presence of competing boronic acids showed no crossover side-products and confirmed the stability and lack of reversibility of the boronate/thiosemicarbazone conjugates. Formation of the conjugates is not affected by the presence of biological diols such as fructose, glucose, and catechol, and the thiosemicarbazide-functionalized nopoldiol is inert to aldehyde electrophiles of the sort found on protein-bound glyoxylyl units. The suitability of this system in the cell-surface labeling of live cells was demonstrated using a SNAP-tag approach to install the boronic acid reagent onto the extracellular domain of the Beta-2 adrenergic receptor in HEK293T cells, followed by incubation with the optimal thiosemicarbazide-functionalized nopoldiol reagent labeled with fluorescein dye. Successful visualization by fluorescence microscopy was possible with a reagent concentration as low as 10 μM, thus confirming the potential of this system in biological applications.

A β-chloro ethylnitrosourea compound and its synthetic method and use

-

Paragraph 0163; 0164, (2017/01/17)

The invention relates to novel beta-chloroethylnitrosourea compounds, and a synthesis method and application thereof. The structure of the beta-chloroethylnitrosourea compounds is disclosed as general formula (II). The in-vitro antitumor screening test on the compounds disclosed as general formula II proves that the compounds disclosed as general formula I have obvious inhibiting action on human cerebral nerve glioma cells SF763, SF767, SF126 and SF188, human colon cancer cell HT29, mouse leukaemia cell L1210 and many other tumor cell lines and have higher tumor inhibiting activity than the existing CENU and CENU/O6-benzylguanine combined medicine.

DYE COMPOSITIONS, METHODS OF PREPARATION, CONJUGATES THEREOF, AND METHODS OF USE

-

, (2013/07/31)

Dye compounds of the formula (1) wherein A is a protective agent group that has a characteristic of modifying the singlet-triplet occupancy of the shown cyanine moiety, and M is a reactive crosslinking group or a group that can be converted to a reactive crosslinking group. Methods for synthesizing the dye compounds and applications for their use are also described.

Highly activatable and environment-insensitive optical highlighters for selective spatiotemporal imaging of target proteins

Kobayashi, Tomonori,Komatsu, Toru,Kamiya, Mako,Campos, Claudia,Gonzalez-Gaitan, Marcos,Terai, Takuya,Hanaoka, Kenjiro,Nagano, Tetsuo,Urano, Yasuteru

supporting information; scheme or table, p. 11153 - 11160 (2012/09/22)

Optical highlighters are photoactivatable fluorescent molecules that exhibit pronounced changes in their spectral properties in response to irradiation with light of a specific wavelength and intensity. Here, we present a novel design strategy for a new class of caged BODIPY (4,4-difluoro-4-bora-3a, 4a-diaza-s-indacene) fluorophores, based on the use of photoremovable protecting groups (PRPGs) with high reduction potentials that serve as both a photosensitive unit and a fluorescence quencher via photoinduced electron transfer (PeT). 2,6-Dinitrobenzyl (DNB)-caged BODIPY was efficiently photoactivated, with activation ratios exceeding 600-fold in aqueous solutions. We then combined this photoactivatable fluorophore with a SNAP (mutant of O 6-alkylguanine DNA alkyltransferase) ligand to obtain a small-molecule-based optical highlighter for visualization of protein dynamics, using the well-established SNAP tag technology. As proof of concept, we demonstrate spatiotemporal imaging of the fusion protein of epidermal growth factor receptor (EGFR) with SNAP tag in living cells. We also demonstrate highlighting of cells of interest in live zebrafish embryos, using the fusion protein of histone 2A with SNAP tag.

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