144059-86-9

Basic information

• Product Name: 4-METHYL-2-[4-(TRIFLUOROMETHYL)PHENYL]THIAZOLE-5-CARBOXYLIC ACID
• Synonyms: BUTTPARK 43\57-61;4-METHYL-2-[4-(TRIFLUOROMETHYL)PHENYL]THIAZOLE-5-CARBOXYLIC ACID;4-METHYL-2-[4-(TRIFLUOROMETHYL)PHENYL]-1,3-THIAZOLE-5-CARBOXYLIC ACID;TIMTEC-BB SBB005443;Methyltrifluoromethylphenylthiazolecarboxylicacid;4-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazole-5-carboxylic;4-Methyl-2-[4-(trifluoromethyl)phenyl]thiazole-5-carboxylic acid 97%;4-Methyl-2-[4-(trifluoromethyl)phenyl]thiazole-5-carboxylicacid97%
• CAS NO: 144059-86-9
• Molecular Formula: C₁₂H₈F₃NO₂S
• Molecular Weight: 287.26
• EINECS: 200-589-5
• Mol File: 144059-86-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 237 °C
• Boiling Point: 413.2 °C at 760 mmHg
• Flash Point: 203.7 °C
• Appearance: /
• Density: 1.438 g/cm³
• Vapor Pressure: 1.44E-07mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 2.26±0.37(Predicted)
• Sensitive: Stench
• CAS DataBase Reference: 4-METHYL-2-[4-(TRIFLUOROMETHYL)PHENYL]THIAZOLE-5-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-2-[4-(TRIFLUOROMETHYL)PHENYL]THIAZOLE-5-CARBOXYLIC ACID(144059-86-9)
• EPA Substance Registry System: 4-METHYL-2-[4-(TRIFLUOROMETHYL)PHENYL]THIAZOLE-5-CARBOXYLIC ACID(144059-86-9)

Safety Data

• Hazard Codes: Xi,T
• Statements: 20/21/22-36/37/38-25
• Safety Statements: 22-36/37/39-37/39-26-45
• Hazardous Substances Data: 144059-86-9(Hazardous Substances Data)

Usage

Uses

4-Methyl-2-(4-(trifluoromethyl)phenyl)thiazole-5-carboxylic Acid can be used to prepare pharmaceutical compositions.

InChI:InChI=1/C12H8F3NO2S/c1-6-9(11(17)18)19-10(16-6)7-2-4-8(5-3-7)12(13,14)15/h2-5H,1H3,(H,17,18)

Upstream product

• 72505-21-6 4-trifluoromethylbenzthioamide 
• 175277-03-9 4-methyl-2-[4-(trifluoromethyl)phenyl]thiazole-5-carboxylic acid ethyl ester 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 455-18-5 4-CF₃C₆H₄CN 
• 53137-15-8 ethyl 2-iodo-4-methylthiazole-5-carboxylate 
• 7210-76-6 ethyl-2-amino-4-methylthiazole-5-carboxylate 

Downstream Products

• 639784-20-6 [4-METHYL-2-(4-TRIFLUOROMETHYL-PHENYL)-THIAZOL-5-YI]-CARBAMIC acid TERT-BUTYL ester 
• 702683-75-8 C,C,C-trifluoro-N-(2-methyl-5-{1-[4-methyl-2-(4-trifluoromethylphenyl)thiazole-5-carbonyl]piperidin-3-yl}phenyl)methanesulfonamide 
• 800373-89-1 (6-hydroxy-3,4-dihydro-1H-isoquinolin-2-yl)-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methanone 
• 1227747-54-7 C₂₃H₁₇F₃N₂O₃S 

Relevant articles and documents

Synthesis, biological evaluation and molecular modeling studies of the PPARβ/δ antagonist CC618

Herein, we describe the synthesis, biological evaluation and molecular docking of the selective PPARβ/δ antagonist (4-methyl-2-(4-(trifluoromethyl)phenyl)-N-(2-(5-(trifluoromethyl)-pyridin-2-ylsulfonyl)ethyl)thiazole-5-carboxamide)), CC618. Results from in vitro luciferase reporter gene assays against the three known human PPAR subtypes revealed that CC618 selectively antagonizes agonist-induced PPARβ/δ activity with an IC50 Combining double low line 10.0 μM. As observed by LC-MS/MS analysis of tryptic digests, the treatment of PPARβ/δ with CC618 leads to a covalent modification of Cys249, located centrally in the PPARβ/δ ligand binding pocket, corresponding to the conversion of its thiol moiety to a 5-trifluoromethyl-2-pyridylthioether. Finally, molecular docking is employed to shed light on the mode of action of the antagonist and its structural consequences for the PPARβ/δ ligand binding pocket.

Synthesis of Novel Thiazolyl Hydrazine Derivatives and Their Antifungal Activity

A series of novel thiazolyl hydrazine derivatives 3a-3o were synthesized and evaluated for their in vitro antifungal activity against six phytopathogenic strains, namely, Botryosphaeria dothidea (B. d.), Gibberella sanbinetti (G. s.), Fusarium oxysporum (F. o.), Thanatephorus cucumeris (T. c.), Sclerotinia sclerotiorum (S. s.), and Verticillium dahliae (V. d.), by the classical mycelial growth rate method. Biological assessment results showed that most of these target compounds showed good antifungal activity toward tested strains. Especially, compound 3l showed excellent antifungal activities against B. d. and G. s. with relatively lower EC50 values of 0.59 and 0.69 μg/mL, respectively, which were extremely superior to those of commercial fungicides fluopyram, boscalid, and hymexazol and were comparable to those of carbendazim. Given the excellent bioactivity of designed compounds, this kind of thiazolyl hydrazine framework can provide a suitable point for exploring highly efficient antifungal agents.

Identification, synthesis and photo-protection evaluation of arylthiazole derivatives as a novel series of sunscreens

A novel series of arylthiazole derivatives have been designed, synthesized and evaluated in preventing keratinocytes cell (HaCaT) from UVB exposure induced cellar damage. The structure-activity relationship (SAR) was discussed. More importantly, compound 5a significantly protected the dorsal skin of BALB/c-nu mice against UVB-induced decrustation in vivo. The in vitro and in vivo data for these arylthiazole derivatives suggest further studies for their potential use as photo-protection agents as well as sunscreen candidates.