2131-61-5

Usage

Uses

Used in Chemical Synthesis:
4-NITROPHENYL ISOTHIOCYANATE is used as a reagent for the synthesis of organic fine chemicals and pharmaceutical intermediates. It is essential in the development and production of these compounds due to its unique chemical properties.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-NITROPHENYL ISOTHIOCYANATE is used as a key component in the synthesis of various compounds, including:
1. 5,6-dimethyl-2-[(4-nitrophenyl)amino]thieno[2,3-d]pyrimidin-4(3H)-one
2. 4,5-dimethyl-2-substituted carbamothioylaminothiophene-3-carboxamides
3. Sacyclic triazene or zwitterionic dihydropyrimidinium imidothiolate derivatives
These synthesized compounds have potential applications in the development of new drugs and therapeutic agents.
General Description:
The solid-state reactivity of hydrazine hydrochloride with 4-NITROPHENYL ISOTHIOCYANATE has been studied, providing insights into its chemical behavior and potential applications in various chemical reactions.

InChI:InChI=1/C8H6N2O2S/c11-10(12)8-3-1-7(2-4-8)5-9-6-13/h1-4H,5H2

Upstream product

• 463-71-8 thiophosgene 
• 100-01-6 4-nitro-aniline 
• 19547-46-7 5-methylsulfanyl-5-naphthalen-1-yl-3-(4-nitro-phenyl)-[1,4,2]oxathiazole 
• 75-15-0 carbon disulfide 
• 14562-02-8 N-(4-nitrophenyl)triphenyliminophosphorane 
• 937-32-6 4-nitrobenzenesulfenyl chloride 
• 7677-24-9 trimethylsilyl cyanide 
• 203380-92-1 1,2-bis(p-nitrophenylazo)cyclohexene 
• 1011-84-3 4-nitrobenzohydroximoyl chloride 
• 72757-96-1 (4-nitro-phenyl)-dithiocarbamic acid; ammonium salt 
• 2926-29-6 Langlois reagent 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 107167-57-7 N-(p-nitrophenyl)-N',N-dicarbomethoxyguanidine 
• 594-42-3 chlorothio-trichloro-methane 

Downstream Products

• 108954-27-4 N-(4-nitro-phenyl)-N'-(N-[2]pyridyl-acetimidoyl)-thiourea 
• 111782-25-3 1-(1-naphthalen-1-yl)-3-(4-nitrophenyl)thiourea 
• 7669-50-3 N-(4-methylphenyl)-N’-(4-nitrophenyl)thiourea 
• 20950-13-4 3-(4-nitrophenyl)-2-thioxo-1,3-thiazolidin-4-one 
• 1234-28-2 1,3-bis(4-nitrophenyl)thiourea 
• 7669-49-0 N-(4-nitrophenyl)-N'-phenylthiourea 
• 22937-96-8 1-(4-nitro-phenyl)-3-m-tolyl-thiourea 
• 688342-68-9 N-(2-cyano-ethyl)-N'-(4-nitro-phenyl)-thiourea 
• 13806-75-2 N-(4-nitrophenyl)thiocarbamic acid O-ethyl ester 
• 16361-69-6 1-(4-nitrophenyl)-3-methyl-thiourea 
• 39123-61-0 3-(4-nitro-phenyl)-2-thioxo-imidazolidin-4-one 
• 370-91-2 N-(4-fluorophenyl)-N’-(4-nitrophenyl)thiourea 
• 72544-82-2 1-(4-bromo-phenyl)-3-(4-nitro-phenyl)-thiourea 
• 57628-45-2 1-(4-iodo-phenyl)-3-(4-nitro-phenyl)-thiourea 

Relevant academic research and scientific papers

Anionic fluorescent probe, preparation method and application thereof

The invention discloses an anionic fluorescent probe, and a preparation method and an application thereof. The anionic fluorescent probe is prepared by mixing 1-(4-amino) phenyl-1, 2, 2-triphenylethylene with a phenyl isothiocyanate derivative and carrying out a condensation reaction. The fluorescent probe has selectivity on anions and can be used for quantitatively analyzing the recognized anions.

Synthesis of thiocarbamoyl fluorides and isothiocyanates using amines with CF3SO2Cl

A practical and efficient method to synthesize thiocarbamyl fluorides and isothiocyanates from amines with trifluoromethanesulfonyl chloride was developed. In the presence of the reducing agent triphenylphosphine and sodium iodide, thiocarbamyl fluorides and isothiocyanates were synthesized from secondary/primary amine in moderate to excellent yields, respectively. A broad scope of substrates and good functional group compatibility were observed.

USP8 inhibitor, preparation method and applications thereof

The invention discloses a USP8 inhibitor, a preparation method and applications thereof, belongs to the field of medicinal chemistry, and particularly relates to a class of USP8 inhibitors (I) containing substituted thiourea or substituted guanidine derivatives, and a preparation method thereof. According to the invention, the results of biological experiments prove that the compound has good USP8inhibitory activity and cell activity and can be used for treating diseases such as malignant tumors and the like.

Discovery of novel USP8 inhibitors via Ubiquitin-Rho-110 fluorometric assay based high throughput screening

USP8, one member of deubiquitinating enzymes (DUBs) families, maintains the ubiquitination level of EGFR and regulates the downstream signaling pathways. The deregulation of USP8 has been implicated in many human diseases, especially in cancer. Therefore, USP8 has been identified as a promising target for drug design. Herein, via high throughput screening based on Ubiquitin-rhodamine-110 (Ubiquitin-Rho-110) fluorometric activity assay, we discovered a novel inhibitor DC-U43. By structure optimization, DC-U43-10 reached a half-maximal inhibitory concentration (IC50) value of 2.6 ± 1.1 μM and exhibited 10-fold selectivity against USP7. The binding between DC-U43-10 and USP8 was validated by surface plasmon resonance (SPR) assay with a KD value of 10.5 ± 3.7 μM. It also inhibited the colony formation of H1975 cells. Hence, DC-U43-10 represents a kind of USP8 inhibitors with novel scaffold and has broad prospects for being a probe for USP8-related academic and clinical research.

Highly Acidic Conjugate-Base-Stabilized Carboxylic Acids Catalyze Enantioselective oxa-Pictet–Spengler Reactions with Ketals

Acyclic ketone-derived oxocarbenium ions are involved as intermediates in numerous reactions that provide valuable products, however, they have thus far eluded efforts aimed at asymmetric catalysis. We report that a readily accessible chiral carboxylic acid catalyst exerts control over asymmetric cyclizations of acyclic ketone-derived trisubstituted oxocarbenium ions, thereby providing access to highly enantioenriched dihydropyran products containing a tetrasubstituted stereogenic center. The high acidity of the carboxylic acid catalyst, which exceeds that of the well-known chiral phosphoric acid catalyst TRIP, is largely derived from stabilization of the carboxylate conjugate base through intramolecular anion-binding to a thiourea site.

Organophosphine-free copper-catalyzed isothiocyanation of amines with sodium bromodifluoroacetate and sulfur

A copper-catalyzed isothiocyanation of amines with sodium bromodifluoroacetate and sulfur in the absence of organophosphine has been established. This approach represents a simple and efficient one-pot synthesis of isothiocyanates, and features excellent functional group tolerance and the use of a cheap, safe and odorless sulfur source. Moreover, this process could directly provide isothiocyanate analogous bioactive molecules, thiocarbonyl-containing pesticides and facile construction of benzoxazole and benzimidazole frames.

Isothiocyanate synthesized by three components and preparation method of isothiocyanate

The invention discloses isothiocyanate and a preparation method thereof. The method comprises the steps that primary amine, sodium difluorobromoacetate and elemental sulfur are taken as reactants forreaction; the reaction is carried out under the action of a copper catalyst, wherein the copper catalyst is any one of cuprous chloride, copper bromide, cuprous iodide, copper chloride and copper trifluoromethanesulfonate; an alkali is also added, wherein the alkali is any one of sodium bicarbonate, potassium carbonate, cesium carbonate, potassium phosphate, DABCO and sodium tert-butoxide; the whole reaction is carried out in a solvent, wherein the solvent is acetonitrile or dimethyl sulfoxide, the reaction temperature is 80-120 DEG C, and the reaction time is 10-14 hours. The method can directly synthesize the target product, does not need to separate intermediate products and only needs stirring and heating reaction under normal pressure to obtain the target product, and the yield can beup to 87%; a waste solution is fewer during the reaction, and the method protects the environment and ensures the health of an operator; in addition, a series of isothiocyanate derivatives can be prepared, and the method has a stronger substrate universality.

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.

Design, synthesis, antiproliferative and antibacterial evaluation of quinazolinone derivatives

A series of novel quinazolinone derivatives bearing a disulfide bond were designed and synthesized. Their in vitro antiproliferative activities were evaluated using CCK-8 assay against SMMC-7721, Hela, A549 and MCF-7 human cancer cell lines and normal cell lines L929. The preliminary bioassay results demonstrated that all compounds 7a–7h, 8a–8h and 9a–9h exhibited antiproliferation with various degrees, and some compounds showed better effects than positive control 5-fluorouracil against different cancer cell lines. Among these compounds, 8c and 9f showed significant antiproliferative activity against SMMC-7721 cells with IC50 values of 2.88 and 2.56 μM, respectively. In Hela cells, compounds 9c and 9d showed highly effective biological activity with IC50 values of 3.16 and 2.68 μM, respectively. Compounds 7a and 9a exhibited good inhibitory effect against A549 cells with IC50 values of 3.53 and 3.54 μM, respectively. In MCF-7 cells, compounds 7e, 8e and 9e displayed excellent activity with IC50 values of 1.26, 1.12 and 1.85 μM, respectively. Besides, most of the tested compounds showed low cytotoxic effect against the normal cell lines L929. Biological evaluation indicated that all the tested compounds possessed antibacterial activity with certain degrees.