38985-64-7

Usage

Uses

Used in Pharmaceutical Industry:
2-Fluorophenyl isothiocyanate is used as a key intermediate in the synthesis of acylthiosemicarbazides, which are known for their potential pharmaceutical applications. These compounds have shown promise in the development of new drugs targeting various diseases and conditions.
Used in Chemical Synthesis:
2-Fluorophenyl isothiocyanate serves as a versatile building block in the synthesis of a wide range of organic compounds. Its unique chemical properties allow it to be used in various reactions, leading to the creation of new molecules with diverse applications in different industries.

InChI:InChI=1/C7H4FNS/c8-6-3-1-2-4-7(6)9-5-10/h1-4H

Upstream product

• 75-15-0 carbon disulfide 
• 348-54-9 2-Fluoroaniline 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 
• 463-71-8 thiophosgene 
• 51085-49-5 2-fluoroaniline hydrochloride 

Downstream Products

• 126802-47-9 C₁₅H₁₂FN₅OS 
• 135097-59-5 N-(2-fluorophenyl)pentanethioamide 
• 135063-40-0 N-(2-fluorophenyl)-2-methylpropanethioamide 
• 368-05-8 sym N,N′-di(2-fluorophenyl)thiourea 
• 656-32-6 N-(2-fluorophenyl)thiourea 
• 355378-65-3 C₁₉H₁₅ClFN₅O₂S 
• 380304-54-1 1-(2-fluoro-phenyl)-3-(2-hydroxy-1,1-bis-hydroxymethyl-ethyl)-thiourea 
• 444910-41-2 C₁₉H₁₆FN₅O₂S 
• 444910-39-8 C₁₉H₁₅ClFN₅O₂S 
• 444910-52-5 C₂₁H₂₀FN₅O₂S 
• 444910-45-6 C₁₉H₁₄Cl₂FN₅O₂S 
• 444910-49-0 C₁₉H₁₃Cl₃FN₅O₂S 
• 663600-83-7 N-(2-fluorophenyl)-5,5-dimethyl-1-methylsulfanylhexa-2,3-dien-1-imine 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of novel 2,4-disubstituted quinazoline derivatives targeting H1975 cells via EGFR-PI3K signaling pathway

In order to find new and highly effective anti-tumor drugs with targeted therapeutic effects, a series of novel 4-aminoquinazoline derivatives containing N-phenylacetamide structure were designed, synthesized and evaluated for antitumor activity against four human cancer cell lines (H1975, PC-3, MDA-MB-231 and MGC-803) using MTT assay. The results showed that the compound 19e had the most potent antiproliferative activity against H1975, PC-3, MDA-MB-231 and MGC-803 cell lines. At the same time, compound 19e could significantly inhibit the colony formation and migration of H1975 cells. Compound 19e also arrested the H1975 cell cycle in the G1 phase and mediated cell apoptosis, promoted the accumulation of ROS in H1975 cells. Furthermore, compound 19e exerted antitumor effect in vitro by reducing the expression of anti-apoptotic protein Bcl-2 and increasing the pro-apoptotic protein Bax and p53. Mechanistically, compound 19e could significantly decreased the phosphorylation of EGFR and its downstream protein PI3K in H1975 cells. Which indicated that compound 19e targeted H1975 cell via interfering with EGFR-PI3K signaling pathway. Molecular docking showed that compound 19e could bind into the active pocket of EGFR. Those work suggested that compound 19e would have remarkable implications for further design of anti-tumor agents.

Triton-B catalyzed one pot multicomponent synthesis of isothiocyanates in non-aqueous medium

A facile and novel method to synthesize isothiocyanides from cyclic and acyclic amines and carbon disulphide in DMSO with Triton-B as catalyst in non-aqueous medium is being reported. The method is less tedious and offers excellent yields. The structures have been elucidated by 1H NMR, 13C NMR and mass spectroscopy.

Direct, Microwave-Assisted Synthesis of Isothiocyanates

A microwave-assisted desulfuration of readily available dithiocarbamates, formed in situ from primary amines, leading to target isothiocyanates has been developed. This efficient protocol provides a rapid, environmentally benign route to aliphatic and aromatic isothiocyanates.

A with nematode-killing activity containing N, S heterocyclic compound and its preparation and use

The present invention relates to a compound containing N, S heterocycle and having nematocidal activity, preparation method and use thereof. In particular, disclosed are a compound of formula (I), or optical isomer, cis/trans isomers or agrochemically acceptable salt thereof, and preparation method thereof. Also disclosed are an agricultural composition containing the compound, and uses of the agricultural composition. The compound has excellent nematocidal activity.

Na2S2O8-mediated efficient synthesis of isothiocyanates from primary amines in water

We have developed two green, practical, and efficient procedures, including a one-pot one, to synthesize isothiocyanates from amines and carbon disulfide via desulfurization with sodium persulfate. Water is used as the solvent. Basic conditions are necessary for good chemoselectivity for isothiocyanates. Structurally diverse linear and branched alkyl amines and aryl amines are readily converted to isothiocyanates by the two procedures in satisfactory yields. Halogens, benzylic C-H bonds, methylthio, nitro, ester, alkenyl, electron-rich or -deficient (hetero)aryls, acetylenyl, and even phenolic and alcoholic hydroxyls are well tolerated. The one-pot procedure in water can also be used to realize the preparation of chiral isothiocyanates from chiral amines, and the modification of bioactive structures with free amino groups. In large-scale preparation, simple and practical purification procedures independent of column chromatography are developed.

With DHODH inhibits the active containing N, S heterocyclic compound and its preparation and use (by machine translation)

The present invention relates to an N- and S-containing heterocyclic compound having DHODH inhibiting activity and a preparation and use thereof. In particular, disclosed in the present invention are a compound of general formula (I), or an optical isomer, a cis-trans isomer or a pharmaceutically acceptable salt thereof, and the preparation method thereof. This compound has excellent dihydroorotate dehydrogenase inhibiting activity, thereby being used for treating or preventing diseases such as inflammatory diseases, for example, autoimmune diseases, rheumatoid arthritis and lupus erythematosus, destructive bone disorders, malignant nephrosclerosis disease, vascular diseases and infectious diseases.

A novel one-pot synthesis of isothiocyanates and cyanamides from dithiocarbamate salts using environmentally benign reagent tetrapropylammonium tribromide

A highly efficient and simple protocol for the synthesis of isothiocyanates and cyanamides from their respective amines in the presence of a mild, efficient, and non-toxic reagent tetrapropylammonium tribromide is described. High environmental acceptability of the reagents, cost effectiveness and high yields are the important attributes of this methodology.

Synthesis and biological evaluation of terminal functionalized thiourea-containing dipeptides as antitumor agents

A series of antitumor agents based on terminal functionalized dipeptide derivatives containing the thiourea moiety were synthesized and evaluated for antiproliferative activity using a panel of cancer cell lines, and the effects and mechanism of apoptosis induction were determined. These compounds exhibited significant selectivity to different cancer cell lines with IC50 values at micromolar concentrations. In particular, compound I-11 appeared to be the most potent compound, with an IC50 = 4.85 ± 1.44 μM against the NCI-H460 cell line, at least partly, by the induction of apoptosis. Mechanistically, compound I-11 induced the activation of caspase-12 and CHOP, which triggered apoptotic signalling via the ROS-dependent endoplasmic reticulum pathway and arrested the cell cycle at the S phase. Thus, we concluded that dipeptide derivatives containing the thiourea moiety terminally functionalized by electron-withdrawing substituents may be potential antitumor agents for further investigation.

N,N'-bis-substituted aryl thiourea derivatives and synthetic method and application thereof

The invention discloses N,N'-bis-substituted aryl thiourea derivatives which are a series of compounds simultaneously containing various substituted aromatic ring structures and asymmetric substituted thiourea structures and are all novel structural compounds which are not reported in the literature. The biological activity test analysis of all the target compounds includes determination of DPPH antioxidant activity and antiviral activity. Results indicate that, in general, the designed and synthesized compounds are novel in structures and have the antioxidant activity and the antiviral activity revealed for the first time. In addition, the unknown biological activity is not fully elucidated, and thus the compounds are expected to provide a certain material basis for further research and development of new drugs.

Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one derivatives containing thiourea and acylthiourea against Meloidogyne incognita

Two series of novel 1,2,3-benzotriazin-4-one derivatives containing thiourea and acylthiourea were designed and synthesized. The bioassay results showed that most of the test compounds showed good nematicidal activity against M. incognita at the concentration of 10.0?mg?L?1 in vivo. The compounds A13, A17 and B3 showed excellent nematicidal activity on the second stage juveniles of the root-knot nematode with the inhibition rate of 51.3%, 58.3% and 51.3% at the concentration of 1.0?mg?L?1 respectively. It suggested that the structure of 1,2,3-benzotriazin-4-one derivatives containing thiourea and acylthiourea could be optimized further.