56437-96-8

Basic information

• Product Name: 1-(3-Chlorobenzoyl)-3-phenylthiourea
• Synonyms: 1-(3-Chlorobenzoyl)-3-phenylthiourea;N-(3-Chlorobenzoyl)-N'-phenylthiourea
• CAS NO: 56437-96-8
• Molecular Formula: C₁₄H₁₁ClN₂OS
• Molecular Weight: 290.7679
• Mol File: 56437-96-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.38g/cm³
• Refractive Index: 1.698
• CAS DataBase Reference: 1-(3-Chlorobenzoyl)-3-phenylthiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-Chlorobenzoyl)-3-phenylthiourea(56437-96-8)
• EPA Substance Registry System: 1-(3-Chlorobenzoyl)-3-phenylthiourea(56437-96-8)

Safety Data

• Hazardous Substances Data: 56437-96-8(Hazardous Substances Data)

Usage

Class

Benzoylthioureas (organic compounds)

Appearance

White to yellow crystalline solid

Solubility

Insoluble in water, soluble in organic solvents

Uses

Intermediate in the synthesis of pharmaceuticals and other organic compounds

Applications

Wide range in pharmaceutical and chemical industries

Value

Valuable building block for the synthesis of various organic molecules

InChI:InChI=1/C14H11ClN2OS/c15-11-6-4-5-10(9-11)13(18)17-14(19)16-12-7-2-1-3-8-12/h1-9H,(H2,16,17,18,19)

Upstream product

• 1147550-11-5 ammonium thiocyanate 
• 618-46-2 m-Chlorobenzoyl chloride 
• 62-53-3 aniline 
• 535-80-8 3-chlorobenzoate 
• 66090-36-6 3-chlorobenzoyl isothiocyanate 

Relevant articles and documents

Solution-phase microwave assisted parallel synthesis, biological evaluation and in silico docking studies of N,N′-disubstituted thioureas derived from 3-chlorobenzoic acid

A facile and robust microwave-assisted solution phase parallel synthesis protocol was exercised for the development of a 38-member library of N,N′-disubstituted thiourea analogues (1–38) by using an identical set of conditions. The reaction time for synthesis of N,N′-disubstituted thiourea analogues was drastically reduced from a reported duration of 8–12 h for conventional methods to only 1.5–2.0 min. All the derivatives (1–38) were characterized by physico-analytical techniques such as elemental analysis in combination with FT-IR,1H,13C NMR and by single crystal XRD analysis have also been performed. These compounds were screened for their in vitro urease inhibition activities. Majority of compounds exhibited potent urease inhibition activities, however, the most significant activity was found for 16, with an IC50value of 1.23 ± 0.1 μM. Furthermore, the synthesized compounds were screened for their cytotoxic potential against lungs cancer cell lines. Cell culture studies demonstrated significant toxicity of the compounds on the cell lines, and the levels of toxicity were altered in the presence of various side groups. The molecular docking studies of the most potent inhibitors were performed to identify the probable binding modes in the active site of the urease enzymes. These compounds have a great potential and significance for further investigations.

F1F0-ATPASE INHIBITORS AND RELATED METHODS

The present invention relates to a family of guanidine-based F1F0-ATPase inhibitors, e.g., mitochondrial F1F0-ATPase inhibitors, methods for their discovery, and their use as therapeutic agents for treating certain disorders.

Aroylthioureas: New organic ionophores for heavy-metal ion selective electrodes

Thiourea derivatives (46 aroylthioureas) having different substituents close to the sulfur atom were synthesized and their ionophore potential in ion selective electrodes (ISEs) was examined. Structural considerations were taken into account based on the corresponding heavy-metal ISE parameters. As ionophores, some 1-furoyl-3-substitnted thioureas (series 2) gave the best results in Pb(II), Hg(II) and Cd(II) ISEs. The strong intramolecular hydrogen bond in series 2 allows ligand interaction only through the C=S group. Substituents on the furan and phenyl rings give rise to low solubility in the membrane plasticizer. 3-Alkyl substituted furoylthioureas improve solubility but enhance oxidative processes with chain length. New X-ray diffraction (XRD) structures and theoretical DFT calculations were considered in the analysis of the substituent influence on the selectivity of ISEs. These new ionophores have advantages because of their stability, simple synthesis and easy modification of the sulfur binding ability resulting from substitution.