78225-74-8

Basic information

• Product Name: 4-fluorobenzoyl isothiocyanate
• CAS NO: 78225-74-8
• Molecular Formula: C₈H₄FNOS
• Molecular Weight: 181.1869
• Mol File: 78225-74-8.mol
• Article Data: 53

Chemical Properties

• Boiling Point: 265.6°C at 760 mmHg
• Flash Point: 114.4°C
• Density: 1.23g/cm³
• Vapor Pressure: 0.00906mmHg at 25°C
• Refractive Index: 1.569
• CAS DataBase Reference: 4-fluorobenzoyl isothiocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-fluorobenzoyl isothiocyanate(78225-74-8)
• EPA Substance Registry System: 4-fluorobenzoyl isothiocyanate(78225-74-8)

Safety Data

• Hazardous Substances Data: 78225-74-8(Hazardous Substances Data)

Usage

General Description

4-Fluorobenzoyl isothiocyanate is a chemical compound with the molecular formula C8H4FNO2S. It is a derivative of isothiocyanate, and it is used in organic synthesis as a reagent for the preparation of various compounds. 4-fluorobenzoyl isothiocyanate is known for its ability to easily react with nucleophiles, enabling the formation of thioureas and other related compounds. Its structure consists of a fluorobenzoyl group attached to an isothiocyanate functional group, making it useful for a wide range of chemical reactions in research and industrial applications. Additionally, 4-fluorobenzoyl isothiocyanate is known for its potential use in pharmaceuticals and agrochemicals due to its unique reactivity and properties.

Upstream product

• 1147550-11-5 ammonium thiocyanate 
• 403-43-0 4-fluorobenzoyl chloride 
• 540-72-7 sodium thiocyanide 
• 456-22-4 4-Fluorobenzoic acid 
• 333-20-0 potassium thioacyanate 

Downstream Products

• 117929-26-7 4-fluoro-N-(phenylcarbamothioyl)benzamide 
• 203193-66-2 N-(diethylcarbamothioyl)-4-fluorobenzamide 
• 1196586-78-3 N-[bis(2-hydroxyethyl)carbamothioyl]-4-fluorobenzamide 
• 1082430-49-6 1-(4-fluorobenzoyl)-3-[5-(pyridin-4-yl)-1,3,4-thiadiazol-2-yl]thiourea 
• 1398572-99-0 1-(4-F-benzoyl)-3-(4-hydroxy-2-methyl-5-isopropylphenyl)urea 
• 1398572-93-4 1-(4-F-benzoyl)-3-(4-hydroxy-2-methyl-5-isopropylphenyl)thiourea 
• 1449004-48-1 N-(4-(N-(N-carbobenzoxy-L-phenylalanyl)sulfamoyl)-phenylcarbamothioyl)-4-fluorobenzamide 

Relevant articles and documents

A glutamate concentration-biased allosteric modulator potentiates NMDA-induced ion influx in neurons

Precisely controlled synaptic glutamate concentration is essential for the normal function of the N-methyl D-aspartate (NMDA) receptors. Atypical fluctuations in synaptic glutamate homeostasis lead to aberrant NMDA receptor activity that results in the pathogenesis of neurological and psychiatric disorders. Therefore, glutamate concentration-dependent NMDA receptor modulators would be clinically useful agents with fewer on-target adverse effects. In the present study, we have characterized a novel compound (CNS4) that potentiates NMDA receptor currents based on glutamate concentration. This compound alters glutamate potency and exhibits no voltage-dependent effect. Patch-clamp electrophysiology recordings confirmed agonist concentration-dependent changes in maximum inducible currents. Dynamic Ca2+ and Na+ imaging assays using rat brain cortical, striatal and cerebellar neurons revealed CNS4 potentiated ion influx through native NMDA receptor activity. Overall, CNS4 is novel in chemical structure, mechanism of action and agonist concentration-biased allosteric modulatory effect. This compound or its future analogs will serve as useful candidates to develop drug-like compounds for the treatment of treatment-resistant schizophrenia and major depression disorders associated with hypoglutamatergic neurotransmission.

Synthesis and Spectral Characterization of New 2-(5-Aryl-4H-1,2,4-triazol-3-yl)-1H-isoindole-1,3(2H)-dione Derivatives

Abstract: A series of novel 2-(5-aryl-4H-1,2,4-triazol-3-yl)-1H-isoindole-1,3(2H)-diones were synthesized in three steps. In the first step, treatment of substituted benzoyl chlorides with ammonium thiocyanate gave the corresponding benzoyl isothiocyanate

Synthesis of benzamide derivatives with thiourea-substituted benzenesulfonamides as carbonic anhydrase inhibitors

The novel compounds with the chemical structure of N-({4-[N′-(substituted)sulfamoyl]phenyl}carbamothioyl)benzamide (1a–g) and 4-fluoro-N-({4-[N′-(substituted)sulfamoyl]phenyl}carbamothioyl)benzamide (2a–g) were synthesized as potent and selective human carbonic anhydrase (hCA) I and hCA II candidate inhibitors. The aryl part was changed to sulfacetamide, sulfaguanidine, sulfanilamide, sulfathiazole, sulfadiazine, sulfamerazine, and sulfametazine. The Ki values of compounds 1a–g were in the range of 20.73 ± 4.32 to 59.55 ± 13.07 nM (hCA I) and 5.69 ± 0.43 to 44.81 ± 1.08 nM (hCA II), whereas the Ki values of compounds 2a–g were in the range of 13.98 ± 2.57 to 75.74 ± 13.51 nM (hCA I) and 8.15 ± 1.5 to 49.86 ± 6.18 nM (hCA II). Comparing the Ki values of the final compounds and acetazolamide, compound 1c with the sulfanilamide moiety (Ki = 5.69 ± 0.43 nM, 8.8 times) and 2f with the sulfamerazine moiety (Ki = 8.15 ± 1.5 nM, 6.2 times) demonstrated promising and selective inhibitory effects against the hCA II isoenzyme, the main target protein in glaucoma. Furthermore, compounds 1d (Ki = 20.73 ± 4.32, 4 times) and 2d (Ki = 13.98 ± 2.57, 5.9 times), which have the sulfathiazole moiety, were found as potent hCA I inhibitors. Compounds 1c and 2f can be considered as the lead compounds determined in the present study, which can be investigated further to alleviate glaucoma symptoms.

Synthesis and Investigation of the Antibacterial Activity of New Tris-Thiourea Derivatives

An efficient procedure for the preparation of symmetrical tris-thiourea derivatives (5a – 5h) by means of one-pot condensation reaction between available benzoyl chlorides (1a –1h) with potassium thiocyanate (2) and melamine (4) under reflux conditions is