6311-53-1

Basic information

• Product Name: 1-(2,5-dimethylphenyl)-3-phenylthiourea
• Synonyms: thiourea, N-(2,5-dimethylphenyl)-N'-phenyl-
• CAS NO: 6311-53-1
• Molecular Formula: C₁₅H₁₆N₂S
• Molecular Weight: 256.3659
• Mol File: 6311-53-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 370°C at 760 mmHg
• Flash Point: 177.5°C
• Density: 1.219g/cm³
• Vapor Pressure: 1.14E-05mmHg at 25°C
• Refractive Index: 1.707
• CAS DataBase Reference: 1-(2,5-dimethylphenyl)-3-phenylthiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,5-dimethylphenyl)-3-phenylthiourea(6311-53-1)
• EPA Substance Registry System: 1-(2,5-dimethylphenyl)-3-phenylthiourea(6311-53-1)

Safety Data

• Hazardous Substances Data: 6311-53-1(Hazardous Substances Data)

Usage

Description

1-(2,5-dimethylphenyl)-3-phenylthiourea, a chemical compound with the molecular formula C15H15N3S, is a thiourea derivative widely utilized in organic synthesis and pharmaceutical research. It is recognized for its ability to inhibit the enzyme tyrosinase, which is essential in melanin production, making it a valuable component in the development of skin-lightening and depigmenting agents. Furthermore, this compound has demonstrated potential as an anti-cancer agent, as it has been observed to inhibit the growth of specific cancer cells in laboratory settings. Consequently, 1-(2,5-dimethylphenyl)-3-phenylthiourea holds a broad spectrum of applications across the fields of chemistry, biology, and medicine.

Uses

Used in Cosmetics Industry:
1-(2,5-dimethylphenyl)-3-phenylthiourea is used as an active ingredient for skin-lightening and depigmenting agents due to its tyrosinase-inhibiting properties, which help reduce melanin production and consequently lighten the skin.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1-(2,5-dimethylphenyl)-3-phenylthiourea is used as a potential anti-cancer agent. Its ability to inhibit the growth of certain cancer cells in laboratory studies makes it a promising candidate for further research and development in cancer treatment.
Used in Organic Synthesis:
1-(2,5-dimethylphenyl)-3-phenylthiourea is also employed as a key compound in organic synthesis, where it can be utilized to create a variety of other chemical compounds with different applications in various industries.

Upstream product

• 95-78-3 2,5-Dimethylaniline 
• 103-72-0 phenyl isothiocyanate 
• 19241-15-7 2,5-dimethylphenyl isothiocyanate 
• 62-53-3 aniline 
• 57206-69-6 sym N,N'-bis(2,5-xylyl)thiourea 

Relevant articles and documents

Inhibition of adipogenesis by thiourea derivatives

Background: Obesity is one of the major health problems with inherent risk of type 2 diabetes, hypertension, CVDs, etc. Adipogenesis is a major contributor in the process of obesity. Inhibition of adipocytes differentiation is one of the key approaches to treat obesity. Objective: To discover the new inhibitors of adipogenesis as the treatment for obesity. Method: We describe here, the synthesis, and anti-adipogenic activity of thiourea derivatives 1-14. These derivatives were synthesized by the reactions of phenyl and pentafluorophenyl isothiocyanate with different aromatic amines. Pure compounds 1-14 were evaluated for their in vitro antiadipogenesis activity employing 3T3-L1 cells lines. Results: Compounds 1-3, 5-9, and 11-14 significantly inhibited the pre-adipocyte differentiation into adipocytes, which was measured by staining the cells, and through morphological examination. Compound 10 (1-(4"-Chlorophenyl)-3-(pentafluorophenyl)-thiourea) showed a potent inhibition of adipocyte differentiation with IC50 = 740.00 ± 2.36 nM, which was more potent than the standards, epigallocatechin gallate (IC50 = 16.73 ± 1.34 μM), and curcumin (IC50 = 18.62 ± 0.74 μM). All other compounds showed a moderate to weak anti-adipogenesis activity. Compounds 1- 14 were also evaluated for their cytotoxicity. Compounds 3, 10, and 14 showed some toxicity to the cancer cell lines, while compounds 2, 3, 10, 12, and 14 showed a moderate to weak cytotoxicity against the normal cell lines. Conclusion: All the compounds reported in this paper are known, except compound 11. They have been identified as new inhibitors of Adipogenesis. Adipogenesis is the process of adipocytes differentiation from pre-adipocytes. This extensively studied model of cell diff differentiation. Further synthetic modifications, and optimization of anti-adipogenic activity may lead to the development of anti-obesity agents.