5067-90-3

Basic information

• Product Name: 2-CHLOROBENZOYL ISOTHIOCYANATE
• Synonyms: 2-CHLOROBENZOYL ISOTHIOCYANATE;FLC 2-Chlorobenzoyl Isothiocyanate;Benzoyl isothiocyanate, 2-chloro-;2-Chlorobenzoyl isothiocyate
• CAS NO: 5067-90-3
• Molecular Formula: C₈H₄ClNOS
• Molecular Weight: 197.64
• Mol File: 5067-90-3.mol
• Article Data: 68

Chemical Properties

• Boiling Point: 130 °C
• Flash Point: 135.1 °C
• Appearance: /
• Density: 1.29 g/cm³
• Vapor Pressure: 0.00117mmHg at 25°C
• Refractive Index: 1.606
• CAS DataBase Reference: 2-CHLOROBENZOYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLOROBENZOYL ISOTHIOCYANATE(5067-90-3)
• EPA Substance Registry System: 2-CHLOROBENZOYL ISOTHIOCYANATE(5067-90-3)

Safety Data

• Hazard Codes: Xi,C
• Statements: 20/21/22-34
• Safety Statements: 26-36/37/39
• RIDADR: 2927
• HazardClass: IRRITANT, CORROSIVE
• Hazardous Substances Data: 5067-90-3(Hazardous Substances Data)

Usage

General Description

2-Chlorobenzoyl isothiocyanate, also known as CBIC, is a chemical compound with the formula C8H4ClNOS. It is a colorless to light yellow liquid with a pungent odor. 2-CHLOROBENZOYL ISOTHIOCYANATE is widely used in organic synthesis as a reagent for the preparation of thioamides and thioesters. It is also utilized in the production of pharmaceuticals, agrochemicals, and dyes. CBIC is known to be a strong irritant and should be handled with caution, as it can cause skin and eye irritation upon contact. Additionally, it is important to handle this compound in a well-ventilated area or with proper personal protective equipment to avoid inhalation of its fumes.

InChI:InChI=1/C8H4ClNOS/c9-7-4-2-1-3-6(7)8(11)10-5-12/h1-4H

Upstream product

• 333-20-0 potassium thioacyanate 
• 609-65-4 o-chlorobenzoyl chloride 
• 1147550-11-5 ammonium thiocyanate 
• 118-91-2 ortho-chlorobenzoic acid 
• 540-72-7 sodium thiocyanide 

Downstream Products

• 7047-05-4 5-(4-chloro-phenyl)-[1,2,4]dithiazole-3-thione 
• 7047-04-3 5-(2-chloro-phenyl)-[1,2,4]dithiazole-3-thione 
• 127019-52-7 1-o-Chlorbenzoyl-2-thiobiuret 
• 67024-10-6 (chloro-2' benzoyl) amino-2-Δ²-thiazoline 
• 135009-65-3 4-(2-Chloro-phenyl)-6,7-dihydro-thiazolo[3,2-a][1,3,5]triazine-2-thione 
• 124927-25-9 1-(1H-Benzoimidazol-2-yl)-3-(2-chloro-benzoyl)-thiourea 
• 56642-91-2 2-(o-Chlorobenzamide)benzimidazole 
• 112370-93-1 2-Chloro-N-[(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-methylsulfanyl-methyl]-benzamide 
• 128530-42-7 1-(2-Chloro-benzoyl)-3-(5-chloro-thiazolo[5,4-b]pyridin-2-yl)-thiourea 
• 128530-37-0 1-(2-Chloro-benzoyl)-3-(5-methoxy-thiazolo[5,4-b]pyridin-2-yl)-thiourea 
• 79225-80-2 1-(5-Benzyl-[1,3,4]thiadiazol-2-yl)-3-(2-chloro-benzoyl)-thiourea 
• 79225-83-5 1-(2-Chloro-benzoyl)-3-(5-m-tolyl-[1,3,4]thiadiazol-2-yl)-thiourea 
• 79225-82-4 1-(2-Chloro-benzoyl)-3-[5-(2-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-thiourea 
• 84762-42-5 1-[2-(2-Chloro-phenyl)-6-(4-chloro-phenyl)-4-thioxo-4H-[1,3]oxazin-5-yl]-ethanone 

Relevant articles and documents

Design, green synthesis, molecular docking and anticancer evaluations of diazepam bearing sulfonamide moieties as VEGFR-2 inhibitors

Novel series of diazepam bearing sulfonamide moieties 5a-f and 7a-c were designed, synthesized and evaluated for anticancer activity against HepG2, HCT-116 and MCF-7 cell lines. MCF-7 was the most sensitive cell line to the influence

Synthesis, characterization, X-ray crystal structure, DFT calculation and antibacterial activities of new vanadium(IV, V) complexes containing chelidamic acid and novel thiourea derivatives

Three new thiourea ligands derived from the condensation of aroyl- and aryl-isothiocyanate derivatives with 2,6-diaminopyridine, named 1,1′-(pyridine-2,6-diyl)bis(3-(benzoyl)thiourea) (L1), 1,1′-(pyridine-2,6-diyl)bis(3-(2-chlorobenzoyl)thiourea) (L2) and

Phase-transfer-catalyzed synthesis of N-aryl-N'-(2-chlorobenzoyl)-thiourea derivatives

Reaction of aromatic amines with 2-chlorobenzoyl chloride and ammonium thiocyanate under the condition of solid-liquid phase-transfer catalysis using polyethylene glycol-400 (PEG-400) as the catalyst yielded N-aryl-N'-(2-chlorobenzoyl)thioureas 3a-3j in g

A PROCESS FOR PREPARING 2-CHLORO-N-{[4-(PYRIMIDIN-2-YLSULFAMOYL)PHENYL] CARBAMOTHIOYL} BENZAMIDE AND THE PHARMACEUTICAL UTILITY THEREOF

Disclosed is a process for preparing 2-chloro-N-{[4-(pyrimidin-2-ylsulfamoyl)phenyl] carbamothioyl} benzamide (compound 2c).

Mononuclear copper(i) complexes of triphenylphosphine and: N, N ′-disubstituted thioureas as potential DNA binding chemotherapeutics

In this work, nine new mixed-ligand complexes with the general formula [CuBr(TPP)2Tu1-9] were synthesized. The copper(i) complexes of triphenylphosphine (TPP) and different N,N′-disubstituted thioureas (Tu) were characterized via spectroscopic techniques including Fourier transform infrared spectroscopy (FTIR), nuclear magnetic resonance spectroscopy (1H, 13C, and 31P NMR), and single-crystal X-ray diffraction (SC-XRD). The complexes were synthesized via the direct reaction of bromo(tris(triphenylphosphine)copper(i)) [BrCu(PPh3)3] precursor and thiourea ligand solution under ambient conditions. Complexes 1, 2 and 3 crystallized in a triclinic system with the P1 space group. Each complex is mononuclear, and the copper atom is tetrahedrally attached to two TPP groups through the phosphorous atom, one thiourea molecule through the sulfur atom and one bromine atom. The synthesized compounds were docked with a DNA macromolecule to predict their binding site and it was found that all molecules showed favorable binding to the DNA minor grooves. The DNA interaction studies of the representative complexes demonstrated their efficient DNA binding affinities. Based on the docking and DNA interaction results, complex 7 was found to be the best binder with a docking affinity of 382.2 kJ mol-1 and binding constant of 3.96 × 104 M-1. This compound tends to interact with the minor groove through the bromine atom positioning the side triphenylphosphine rings along the X-axis of the groove while keeping the 1-(2-chlorobenzyl)-3-(3-(trifluoromethyl)phenyl)thiourea ring on the outside.

Synthesis, kinetics and biological assay of some novel aryl bis-thioureas: A potential drug candidates for Alzheimer's disease

A new series of bis-thioureas (4a-4j) was synthesized and characterized through spectroscopic and elemental analysis. The synthesized compounds 4a-4j were subjected to acetylcholinesterase enzyme (AChE) inhibition activity and free radical scavenging activity. The results of AChE inhibition assay were found to be active in inhibiting the target enzyme with different IC50 values. Among all derivatives, the 4 g showed highly potent inhibition potential against AChE enzyme with IC50 value of 0.1761±0.00768 μM, which is several times better than the reference inhibitor neostigmine methylsulfate IC50 2.469±0.069 μM. The initial structure-activity relationship (SAR) of 4 g revealed dual hydrogen bonding ability (donor and acceptor). Moreover, the electronic environment around the aromatic ring also greatly influenced the enzyme inhibition of AChE. To further explore the newly synthesized AChE inhibitors, kinetic studies were carried out to determine the mode of inhibition and it was found to be competitive inhibition. Pharmacokinetic predictions (ADMET parameters) were also evaluated and compounds showed good lead-like potential with little hepatotoxic and no skin-sensitive effects. The molecular docking studies delineated the binding affinity of the ligands with target protein and showed docking scores in the range of -10.3 to -7.6 kcal/mol.