25347-93-7

Basic information

• Product Name: 1-(2,6-dimethylphenyl)-3-phenylthiourea
• CAS NO: 25347-93-7
• Molecular Formula: C₁₅H₁₆N₂S
• Molecular Weight: 256.3659
• Mol File: 25347-93-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 366.9°C at 760 mmHg
• Flash Point: 175.7°C
• Density: 1.219g/cm³
• Vapor Pressure: 1.42E-05mmHg at 25°C
• Refractive Index: 1.707
• CAS DataBase Reference: 1-(2,6-dimethylphenyl)-3-phenylthiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,6-dimethylphenyl)-3-phenylthiourea(25347-93-7)
• EPA Substance Registry System: 1-(2,6-dimethylphenyl)-3-phenylthiourea(25347-93-7)

Safety Data

• Hazardous Substances Data: 25347-93-7(Hazardous Substances Data)

Usage

Description

1-(2,6-dimethylphenyl)-3-phenylthiourea is a chemical compound with the molecular formula C15H15N3S. It is a thiourea derivative featuring two aromatic rings, one of which is substituted with a methyl group. 1-(2,6-dimethylphenyl)-3-phenylthiourea is known for its potential applications in various fields due to its unique chemical structure and reactivity.

Uses

Used in Pharmaceutical Research:
1-(2,6-dimethylphenyl)-3-phenylthiourea is used as an inhibitor of protein tyrosine phosphatases for research purposes. Its ability to inhibit these enzymes makes it a valuable tool in studying the roles of these phosphatases in cellular processes and potential therapeutic targets for various diseases.
Used in Anti-Inflammatory Research:
In the field of anti-inflammatory research, 1-(2,6-dimethylphenyl)-3-phenylthiourea is utilized to investigate its potential as an anti-inflammatory agent. Its chemical properties allow it to modulate inflammatory responses, which could lead to the development of new treatments for conditions characterized by chronic inflammation.
Used in Agricultural Applications:
1-(2,6-dimethylphenyl)-3-phenylthiourea is also studied for its pesticidal properties, making it a candidate for use in the agricultural industry. Its bioactivity against pests could contribute to the development of more effective and environmentally friendly pest control methods.
Used in Chemical Development:
Due to its unique chemical structure and reactivity, 1-(2,6-dimethylphenyl)-3-phenylthiourea is an important molecule in the development of new pharmaceuticals and agricultural chemicals. Its versatility allows for further exploration and synthesis of novel compounds with potential applications in various industries.

Upstream product

• 25480-78-8 N,N′-bis(2,6-dimethylphenyl)thiourea 
• 103-72-0 phenyl isothiocyanate 
• 87-62-7 2,6-dimethylaniline 
• 62-53-3 aniline 
• 19241-16-8 2,6-dimethylphenylisothiocyanate 

Downstream Products

• 1246286-63-4 3-amino-4-phenyl-5-(2',6'-xylyl)imino-Δ(2)-1,2,4-thiadiazoline 
• 1017535-58-8 1-acetyl-3-(o,o'-dimethylphenyl)-1-phenylurea 
• 60986-28-9 2,6-dimethyl-N-((phenylimino)methylene)aniline 

Relevant articles and documents

Hydroamination of isocyanates and isothiocyanates by alkaline earth metal initiators supported by a bulky iminopyrrolyl ligand

A series of new heteroleptic alkaline earth (Ae) metal complexes of general formula [{(Ph2CHN-CH)2C4H2N}AeI(THF)3] {Ae = Ca (2), Sr (3), and Ba (4)} were synthesizedviasalt metathesis by reacting potassium salt of ligand1-K[{(Ph2CHN-CH)2C4H2N}K(THF)2] with anhydrous alkaline earth metal diiodides (AeI2). The homoleptic calcium and barium complexes [{(Ph2CHN-CH)2C4H2N}2Ae] [Ae = Ca (5), Ba (6)] were prepared by treating metal bis-hexamethyldisilazide [Ae{N(SiMe3)2}2(THF)2] with the protic ligand1-H[(Ph2CH-N-CH)2C4H2NH] in a 1:2 molar ratio. Calcium complex5was used as an active pre-catalyst for the addition of N-H bond of arylamines across the heterocumulenes such as phenylisocyanate (PhNCO) and phenylisothiocyanate (PhNCS) under neat conditions, and up to 99% yields of the corresponding urea and thiourea derivatives were obtained.

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.

Hydroamination of carbodiimides, isocyanates, and isothiocyanates by a bis(phosphinoselenoic amide) supported titanium(IV) complex

The hydroamination of heterocumulenes such as carbodiimides, isocyanates, and isothiocyanates by a bis(phosphinoselenoic amide) supported titanium(iv) complex as a precatalyst is reported here. The titanium(iv) complex [{Ph2P(Se)NCH2CH2NPPh2(Se)}Ti(NMe2)2] (1) was synthesised by the reaction of tetrakis-(dimethylamido)titanium(iv) [Ti(NMe2)4] with [{Ph2P(Se)NHCH2CH2NHPPh2(Se)}] in toluene at ambient temperature. Titanium complex 1 proved to be a competent pre-catalyst for the addition of an amine N-H bond to carbodiimides, isocyanates, and isothiocyanates. The reaction scope was expanded to reactions of aliphatic and aromatic amines with phenylisocyanates and phenylisothiocyanates in toluene solvents proceeding rapidly at room temperature with 5 mol% catalyst loadings to yield the corresponding urea and thio-urea derivatives up to 99%. However, ambient temperature was needed for hydroamination of 1,3-dicyclohexylcarbodiimide. The amine addition reactions with isocyanates showed first order kinetics with respect to catalyst 1 as well as substrates. The most plausible mechanism for the hydroamination reaction was established by isolating 1,1-dimethylphenyl urea as a side product.