1736-71-6

Basic information

• Product Name: 2-(Trifluoromethyl)phenylthiourea
• Synonyms: 2-(TRIFLUOROMETHYL)PHENYLTHIOUREA;1-[2-(TRIFLUOROMETHYL)PHENYL]-2-THIOUREA;6-TRIFLUOROMETHYL-3-PYRIDYLMETHANOL;6-TRIFLUOROMETHYL-3-PYRIDINEMETHANOL;RARECHEM AL BD 1231;[2-(trifluoromethyl)phenyl]-thioure;o-(trifluoromethyl)phenylthiourea;3-Hydroxy-6-(trifluoromethyl) pyridine
• CAS NO: 1736-71-6
• Molecular Formula: C₈H₇F₃N₂S
• Molecular Weight: 221.22
• EINECS: 217-084-1
• Product Categories: Heterocyclic Series;Pyridines
• Mol File: 1736-71-6.mol
• Article Data: 16

Chemical Properties

• Melting Point: 163-165°C
• Boiling Point: 100-102°C/1mm
• Flash Point: 117.297 °C
• Appearance: /
• Density: 1.458 g/cm³
• Vapor Pressure: 0.056mmHg at 25°C
• Refractive Index: 1.462
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• BRN: 2695476
• CAS DataBase Reference: 2-(Trifluoromethyl)phenylthiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Trifluoromethyl)phenylthiourea(1736-71-6)
• EPA Substance Registry System: 2-(Trifluoromethyl)phenylthiourea(1736-71-6)

Safety Data

• Hazard Codes: T,Xi
• Statements: 25-37/38-41-43
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1736-71-6(Hazardous Substances Data)

Usage

General Description

2-(Trifluoromethyl)phenylthiourea is a chemical compound with the molecular formula C7H5F3N2S. It is a white crystalline solid that is insoluble in water but soluble in organic solvents. 2-(Trifluoromethyl)phenylthiourea is commonly used as a reagent in organic synthesis, particularly for the preparation of heterocyclic compounds. It is also known to exhibit inhibitory activity against various enzymes and bioactivities, making it of interest in medicinal chemistry research. Additionally, it has been used as a precursor for the synthesis of complex organic molecules with potential pharmaceutical applications. However, it is important to handle this compound with caution due to its potential toxic and irritant properties. Overall, 2-(Trifluoromethyl)phenylthiourea is a versatile chemical reagent with a range of potential applications in both academic and industrial research settings.

InChI:InChI=1/C7H6F3NO/c8-7(9,10)6-2-1-5(4-12)3-11-6/h1-3,12H,4H2

Upstream product

• 88-17-5 2-(trifluoromethyl)benzenamine 
• 1743-86-8 2-(trifluoromethyl)phenyl isothiocyanate 
• 17356-08-0 thiourea 
• 1147550-11-5 ammonium thiocyanate 
• 63494-72-4 N-((2-(trifluoromethyl)phenyl)carbamothioyl)benzamide 

Downstream Products

• 57513-63-0 N-(2-trifluormethylphenyl)-S-methylisothiourea 
• 1059176-85-0 C₂₅H₁₄ClF₆N₉O₂S₂ 
• 425658-25-9 C₁₀H₇F₃N₂OS 
• 758689-14-4 4-(4-pyridinyl)-N-[2-(trifluoromethyl)phenyl]-1,3-thiazol-2-amine 
• 1166390-14-2 2-(trifluoromethyl)phenylthiourea acrylamide 
• 35160-11-3 N-(2-(trifluoromethyl)phenyl)-4,5-dihydrothiazol-2-amine 
• 89070-00-8 N-(2-trifluoromethylphenyl)-S-ethylisothiourea 
• 60388-36-5 4-(trifluoromethyl)benzo[d]thiazol-2-amine 
• 1743-86-8 2-(trifluoromethyl)phenyl isothiocyanate 

Relevant articles and documents

Discovery of Novel Thiazol-2-Amines and Their Analogues as Bioactive Molecules: Design, Synthesis, Docking and Biological Evaluation

A simple and highly efficient procedure for the synthesis of novel thiazol-2-amines, via Mannich reaction with secondary amines, is described. The newly synthesized derivatives 8(a-e) and 9(a-e) were characterized by 1 H NMR, 13 C NMR, IR, Mass spectroscopy and elemental analysis. All the derivatives were evaluated for their in-vitro anti-microbial activity against a panel of pathogenic strains of bacteria and fungi. The SAR showed that the secondary amines had a significant impact on the in-vitro antimicrobial activity of this class of agents. The most potent analogue N-((1H-benzo[d]imidazol-1-yl)methyl)-N-(2(trifluoromethyl)phenyl)-4,5-dihydrothiazol-2-amine (8c) showed excellent inhibition with MIC (zoi) 6.25 (22.5), 25 (21.5) and 25 (18) μg/mL against E. coli, S. typhi and P. aeruginosa respectively as compared to the standard drug. Molecular docking results suggest that compound exhibited inhibitory activity by binding of the title compound within the active sites of the inhibiting Enoyl ACP reductase, Lipid A, Pyridoxal kinase and type I DHQase enzymes. The compound exhibited promising anti-microbial activity which can be further explored as potential lead for the development of cheaper, safe, effective and potent drugs against resistant microbial parasites.

4-PHENYL-N-(PHENYL)THIAZOL-2-AMINE DERIVATIVES AND RELATED COMPOUNDS AS ARYL HYDROCARBON RECEPTOR (AHR) AGONISTS FOR THE TREATMENT OF E.G. ANGIOGENESIS IMPLICATED OR INFLAMMATORY DISORDERS

4-phenyl-N-(phenyl)thiazol-2-amine and 4-(pyridin-3-yl)-N-( phenyl) thiazol-2-amine derivatives and the corresponding thiadiazole, thiophene, oxazole, oxadiazole, imidazole and triazole derivatives and related compounds as aryl hydrocarbon receptor (AHR) agonists for the treatment of angiogenesis implicated disorders, such as e.g. retinopathy, psoriasis, rheumatoid arthritis, obesity and cancer, or inflammatory disorders.

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).