77422-70-9

Usage

Uses

Used in Organic Synthesis:
AZIDOMETHYL PHENYL SULFIDE is used as a reagent for its ability to undergo nucleophilic substitution reactions, which is crucial in various chemical processes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, AZIDOMETHYL PHENYL SULFIDE is utilized as an intermediate in the synthesis of other organic compounds, contributing to the development of new pharmaceuticals.
Used in Research and Development:
AZIDOMETHYL PHENYL SULFIDE is also used in research and development settings to explore its chemical properties and potential applications further, given its reactivity and involvement in nucleophilic substitution reactions.

InChI:InChI=1/C7H8N3S/c8-10-9-6-11-7-4-2-1-3-5-7/h1-5,8H,6H2/q+1

Upstream product

• 35572-08-8 bromomethyl phenyl thioether 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 100-68-5 methyl-phenyl-thioether 
• 7205-91-6 phenylthiomethyl chloride 

Downstream Products

• 77422-79-8 5,5-Dimethyl-3-phenylsulfanylmethyl-3,5-dihydro-[1,2,3]triazol-4-one 
• 84304-09-6 C₁₇H₁₉N₃OS 
• 77422-74-3 C₁₄H₁₅N₃OS 
• 252369-25-8 5-(2-Fluorophenyl)-3-phenylsulfanylmethyl-3H-[1,2,3]triazolo-4-ylamine 
• 21272-85-5 phenylsulfonylnitromethane 
• 1131008-58-6 (C₆H₃-2,6-(C₆H₃-2,6-iPr₂)2)Ge(SPh)2(N=CH₂) 
• 1162781-84-1 [FcCOCH₂CH₂C₂HN₃CH₂SPh] 
• 1159097-40-1 (S)-4-(1-fluorodec-9-enyl)-1-(phenylthiomethyl)-1H-1,2,3-triazole 
• 1159097-41-2 (S)-4-(1-fluoro-2-(4-methoxyphenyl)ethyl)-1-(phenylthiomethyl)-1H-1,2,3-triazole 
• 1159097-42-3 (S)-4-(2-(4-bromophenyl)-1-fluoroethyl)-1-(phenylthiomethyl)-1H-1,2,3-triazole 
• 1159097-38-7 (S)-4-(1-fluoro-2-phenylethyl)-1-(phenylthiometh-yl)-1H-1,2,3-triazole 
• 1159097-43-4 (S)-methyl 5-fluoro-5-(1-(phenylthiomethyl)-1H-1,2,3-triazol-4-yl)pentanoate 
• 1159097-39-8 (S)-4-(1-fluorononyl)-1-(phenylthiomethyl)-1H-1,2,3-triazole 
• 25283-83-4 4-phenyl-1-[(phenylthio)methyl]-1H-1,2,3-triazole 

Relevant academic research and scientific papers

Identification of highly potent and selective Cdc25 protein phosphatases inhibitors from miniaturization click-chemistry-based combinatorial libraries

Cell division cycle 25 (Cdc25) protein phosphatases play key roles in the transition between the cell cycle phases and their association with various cancers has been widely proven, which makes them ideal targets for anti-cancer treatment. Though several Cdc25 inhibitors have been developed, most of them displayed low activity and poor subtype selectivity. Therefore, it is extremely important to discover novel small molecule inhibitors with potent activities and significant selectivity for Cdc25 subtypes, not only served as drugs to treat cancer but also to probe its mechanism in transitions. In this study, miniaturized parallel click chemistry synthesis via CuAAC reaction followed by in situ biological screening were used to discover selective Cdc25 inhibitors. The bioassay results showed that compound M2N12 proved to be the most potent Cdc25 inhibitor, which also act as a highly selective Cdc25C inhibitor and was about 9-fold potent than that of NSC 663284. Moreover, M2N12 showed remarkable anti-growth activity against the KB-VIN cell line, equivalent to that of PXL and NSC 663284. An all-atom molecular dynamics (MD) simulation approach was further employed to probe the significant selectivity of M2N12 for Cdc25C relative to its structural homologs Cdc25A and Cdc25B. Overall, above results make M2N12 a promising lead compound for further investigation and structural modification.

Discovery of phenylalanine derivatives as potent HIV-1 capsid inhibitors from click chemistry-based compound library

The HIV-1 capsid (CA) protein plays essential roles in both early and late stages of HIV-1 replication and is considered an important, clinically unexploited therapeutic target. As such, small drug-like molecules that inhibit this critical HIV-1 protein h

Pummerer rearrangement using bis(p-nitrophenyl) phosphorazidate as an azidation reagent: A novel synthesis of azidomethyl sulfides

A novel method for the synthesis of azidomethyl sulfides by Pummerer rearrangement using bis(p-nitrophenyl) phosphorazidate (p-NO2DPPA) as an azidation reagent was developed. Various methyl sulfoxides were converted into the corresponding azidomethyl sulfides. Importantly, this reaction enables the preparation of azidomethyl sulfides without the use of toxic or explosive azide sources.

Benzylic C-H Azidation Using the Zhdankin Reagent and a Copper Photoredox Catalyst

An azidation method for C-N bond formation at benzylic C-H positions is described using copper-catalyzed visible light photochemistry and the Zhdankin azidoiodinane reagent. The method is applicable to a wide range of substrates bearing different functional groups and having a primary, secondary, or tertiary benzylic position, and is thought to proceed through a radical chain reaction.

18F-LABELED PRECURSOR OF PET RADIOACTIVE MEDICAL SUPPLIES, AND PREPARATION METHOD THEREOF

The present invention relates to a precursor of positron emission tomography (PET) radioactive medical supplies, a preparation method thereof, and an application thereof, and more specifically, to a precursor having a tetravalent organic salt leaving grou

Diarylphosphine- and dialkylphosphine-containing compounds, processes of preparing same and uses thereof as tridentate ligands

A novel process of preparing tridentate ligands containing one or more of a diarylphosphine and/or dialkylphosphine electron donating groups are disclosed. Use of this process for preparing a combinatorial library of such tridentate ligands and of organometallic complexes containing same is also disclosed. Further disclosed are novel diarylphosphine-containing and dialkylphosphine-containing compounds that can serve as tridentate ligands (e.g., pincer ligands), combinatorial libraries of such tridentate ligands, organometallic complexes containing these ligands (e.g., pincer complexes), and combinatorial libraries of such complexes. Methods utilizing these libraries for screening for candidate organometallic catalysts are also disclosed. Novel precursor molecules useful for preparing the tridentate ligands and processes of preparing same are also disclosed.

Utilization of the 1,2,3,5-thiatriazolidin-3-one 1,1-dioxide scaffold in the design of potential inhibitors of human neutrophil proteinase 3

The S′ subsites of human neutrophil proteinase 3 (Pr 3) were probed by constructing diverse libraries of compounds based on the 1,2,3,5-thiatriazolidin-3-one 1,1-dioxide using combinational and click chemistry methods. The multiple points of diversity embodied in the heterocyclic scaffold render it well-suited to the exploration of the S′ subsites of Pr 3. Molecular modeling studies suggest that further exploration of the S′ subsites of Pr 3 using the aforementioned heterocyclic scaffold may lead to the identification of highly selective, reversible competitive inhibitors of Pr 3.

Pincer click ligands

(Chemical Equation Presented) It all clicks into place: The use of "click chemistry" has been found to be highly advantageous for the selective and rapid combinatorial synthesis of a family of pincer-type ligands from relatively simple building blocks (se

synthesis and Solid-State Structure of Substituted Arylphosphine Oxides

We described the preparation and characterization of several new arylphosphine oxides, which are of interest as second-order nonlinear optical materials. (4-Aminophenyl)diphenylphosphine oxide (1a), bis(4-aminophenyl)phenylphosphine oxide (2a), and (4-aminophenyl)bisphosphine oxide (5) were prepared by addition of aryl Grignard and organolithium reagents containing protected amines to phosphorus oxyhalides.Alternatively, 1a was prepared by treatment of (4-bromophenyl)diphenylphosphine oxide with azidomethyl phenyl sulfide, followed by hydrolysis. (4-Aminophenyl)(4'-nitrophenyl)phenylphosphine oxide (6) was prepared by nucleophilic aromatic substitution of bis(4-fluorophenyl)phenylphosphine oxide to give the corresponding dinitro compound, followed by selective mono-reduction.The X-ray crystal structure of (4-aminophenyl)diphenylphosphine oxide (1a), along with those of mono-, di-, and trihydroxy triphenylphosphine oxides 1b, 2b, and 3b, exhibit extensive intermolecular hydrogen bonding.The hydrogen bonding in 1a and 1b produces chains of arylphosphine oxide molecules with a head-to-tail alignment; the chains pack in an antiparallel manner to produce solid-state structures that display only slight deviations from centrosymmetry.