59083-54-4

Basic information

• Product Name: 1-(3,4,5-TRIMETHOXYPHENYL)-2-THIOUREA
• Synonyms: 1-(3,4,5-TRIMETHOXYPHENYL)-2-THIOUREA
• CAS NO: 59083-54-4
• Molecular Formula: C₁₀H₁₄N₂O₃S
• Molecular Weight: 242.29
• Mol File: 59083-54-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 204-206°C
• Boiling Point: 356.2°C at 760 mmHg
• Flash Point: 169.2°C
• Appearance: /
• Density: 1.278g/cm³
• Vapor Pressure: 2.96E-05mmHg at 25°C
• Refractive Index: 1.621
• CAS DataBase Reference: 1-(3,4,5-TRIMETHOXYPHENYL)-2-THIOUREA(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4,5-TRIMETHOXYPHENYL)-2-THIOUREA(59083-54-4)
• EPA Substance Registry System: 1-(3,4,5-TRIMETHOXYPHENYL)-2-THIOUREA(59083-54-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 59083-54-4(Hazardous Substances Data)

Usage

General Description

1-(3,4,5-trimethoxyphenyl)-2-thiourea is a chemical compound with the formula C10H14N2O3S. It is a white, crystalline solid that is used in various industrial and research applications. 1-(3,4,5-TRIMETHOXYPHENYL)-2-THIOUREA is a derivative of urea and contains a thiourea functional group, which makes it useful in the synthesis of other organic compounds. It is also known for its potential pharmacological activities, particularly as an anti-inflammatory and anti-tumor agent. The three methoxy groups on the phenyl ring provide unique reactivity and solubility characteristics, making it valuable in organic synthesis. However, due to its potential toxicity and hazardous nature, proper safety measures and handling protocols should be followed when working with 1-(3,4,5-trimethoxyphenyl)-2-thiourea.

InChI:InChI=1/C10H14N2O3S/c1-13-7-4-6(12-10(11)16)5-8(14-2)9(7)15-3/h4-5H,1-3H3,(H3,11,12,16)

Upstream product

• 102439-00-9 3,4,5-trimethoxyaniline hydrochloride 
• 100856-78-8 N-(3,4,5-trimethoxyphenylcarbamothioyl)benzamide 
• 24313-88-0 3,4,5-Trimethoxyaniline 
• 35967-24-9 (3,4,5-trimethoxyphenyl)isothiocyanate 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 237385-89-6 isopropyl 5-methyl-4-{2-[(3,4,5-trimethoxyphenyl)amino](1,3-thiazol-4-yl)}thiophene-2-carboxylate hydrobromide 
• 1193679-27-4 C₁₉H₂₀N₂O₄S 
• 810663-24-2 N-(3,4,5-trimethoxyphenyl)-4-(4-fluorophenyl)-1,3-thiazol-2-amine 
• 1320343-13-2 C₁₉H₁₉ClN₂O₃S 

Relevant articles and documents

Synthesis and bioevaluation of N,4-diaryl-1,3-thiazole-2-amines as tubulin inhibitors with potent antiproliferative activity

A series of N,4-diaryl-1,3-thiazole-2-amines containing three aromatic rings with an amino linker were designed and synthesized as tubulin inhibitors and evaluated for their antiproliferative activity in three human cancer cell lines. Most of the target compounds displayed moderate antiproliferative activity, and N-(2,4-dimethoxyphenyl)-4-(4-methoxyphenyl)-1,3-thiazol-2-amine (10s) was determined to be the most potent compound. Tubulin polymerization and immunostaining experiments revealed that 10s potently inhibited tubulin polymerization and disrupted tubulin microtubule dynamics in a manner similar to CA-4. Moreover, 10s effectively induced SGC-7901 cell cycle arrest at the G2/M phase in both concentrationand time-dependent manners. The molecular docking results revealed that 10s could bind to the colchicine binding site of tubulin.

Synergism of fused bicyclic 2-aminothiazolyl compounds with polymyxin B against: Klebsiella pneumoniae

A series of fused bicyclic 2-aminothiazolyl compounds were synthesized and evaluated for their synergistic effects with polymyxin B (PB) against Klebsiella pneumoniae (SIPI-KPN-1712). Some of the synthesized compounds exhibited synergistic activity. When 4 μg ml-1 compound B1 was combined with PB, it showed potent antibacterial activity, achieving 64-fold reduction of the MIC of PB. Furthermore, compound B1 showed prominent synergistic efficacy in both concentration gradient and time-kill curves in vitro. In addition, B1 combined with PB also exhibited synergistic and partial synergistic effect against E. coli (ATCC25922 and its clinical isolates), Acinetobacter baumannii (ATCC19606 and its clinical isolates), and Pseudomonas aeruginosa (Pae-1399).

HETEROARYL COMPOUNDS, COMPOSITIONS, AND METHODS OF USE IN CANCER TREATMENT

Provided herein are novel heteroaryl compounds, compositions comprising the compounds, and methods of treatment or prevention comprising administration of the compounds. The compounds are effective in the targeting of cells defective in the von Hippel-Lindau gene and in inducing autophagic cell death. The methods are directed to treating or preventing diseases such as cancer, and in particular cancers resulting from von Hippel-Lindau disease. The compounds of the invention may be administered in combination with another therapeutic agent.