1744-07-6

Basic information

• Product Name: 1,3-Bis[4-(trifluoromethyl)phenyl]thiourea
• Synonyms: 1,3-Bis[4-(trifluoromethyl)phenyl]thiourea
• CAS NO: 1744-07-6
• Molecular Formula: C₁₅H₁₀F₆N₂S
• Molecular Weight: 364.3087192
• EINECS: -0
• Mol File: 1744-07-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 156.0 to 160.0 °C
• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• CAS DataBase Reference: 1,3-Bis[4-(trifluoromethyl)phenyl]thiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Bis[4-(trifluoromethyl)phenyl]thiourea(1744-07-6)
• EPA Substance Registry System: 1,3-Bis[4-(trifluoromethyl)phenyl]thiourea(1744-07-6)

Safety Data

• Hazardous Substances Data: 1744-07-6(Hazardous Substances Data)

Usage

General Description

1,3-Bis[4-(trifluoromethyl)phenyl]thiourea, also known as PTUT, is a chemical compound that belongs to the class of thioureas. It is commonly used as a ligand in coordination chemistry and as a catalyst in various chemical reactions. PTUT has been studied for its potential antifungal and antimicrobial properties, and it has shown promising results in inhibiting the growth of certain fungi and bacteria. Additionally, PTUT is also being investigated for its potential use in the treatment of cancer, as it has shown to have cytotoxic effects on cancer cells in some preliminary studies. Overall, 1,3-Bis[4-(trifluoromethyl)phenyl]thiourea has a wide range of potential applications in various fields of chemistry and medicine.

Upstream product

• 1645-65-4 4-(trifluoromethyl)phenyl isothiocyanate 
• 455-14-1 4-trifluoromethylphenylamine 
• 1736-72-7 1-(4-(trifluoromethyl)phenyl)thiourea 

Downstream Products

• 1434158-90-3 N,1-bis(4-(trifluoromethyl)phenyl)-1H-tetrazol-5-amine 

Relevant articles and documents

Di-tert-butyl peroxide (DTBP)-mediated synthesis of symmetrical N,N′-disubstituted urea/thiourea motifs from isothiocyanates in water

ABATRACT: A direct approach to N,N′-disubstituted urea/thiourea from the self-condensation reactions of isothiocyanates in water has been developed. This access tolerated a wide range of functional groups on the aromatic ring, providing a practical and environment-friendly process to N,N′-disubstituted urea/thiourea in moderate to excellent yields from safe and easily available starting materials. A plausible mechanism of the desulfurization self-condensation reaction for urea was also proposed and the role of di-tert-butyl peroxide (DTBP) and copper catalyst in the present strategy was demonstrated with the help of ESI mass spectrometry of intermediate studies.

Design, synthesis, and biological evaluation of novel substituted thiourea derivatives as potential anticancer agents for NSCLC by blocking K-Ras protein-effectors interactions

Mutation of the proto-oncogene K-Ras is one of the most common molecular mechanisms in non-small cell lung cancer. Many drugs for treating lung cancer have been developed, however, due to clinical observed K-Ras mutations, corresponding chemotherapy and targeted therapy for such mutation are not efficient enough. In this study, on the basis of the crystal structure of K-Ras, 21 analogues (TKR01–TKR21) containing urea or thiourea were rationally designed, which can effectively inhibit the lung cancer cell A549 growth. The designing of these compounds was based on the structure of K-Ras protein, and the related groups were replaced by bioisosteres to improve the affinity and selectivity. Biological testing revealed that compound TKR15 could significantly inhibit the proliferation of A549 cell with IC50 of 0.21 μM. Docking analysis showed that the TKR15 can effectively bind to the hydrophobic cavity and form a hydrogen bond with the Glu37. In addition, through flow apoptosis assay and immunofluorescence staining assay, it confirmed that this compound can inhibit A549 cell proliferation with the mechanism of blocking K-RasG12V protein and effector proteins interactions through the apoptotic pathway. In conclusion, our studies in finding novel potent compound (TKR15) with confirmed mechanism showed great potential for further optimisation and other medicinal chemistry relevant studies.

Nickle Catalysis Enables Access to Thiazolidines from Thioureas via Oxidative Double Isocyanide Insertion Reactions

An efficient synthesis of thiazolidine-2,4,5-triimine derivatives was developed via Ni-catalyzed oxidative double isocyanide insertion to thioureas under air conditions, in which thioureas play three roles as a substrate, a ligand, and overcoming isocyanide polymerization. The reaction is featured by employing a low-cost and low loading Ni(acac)2 catalyst, without any additives, and high atom economy. This is the first example to directly apply a Ni(II) catalyst in oxidative double isocyanide insertion reactions.