54001-17-1

Basic information

• Product Name: 2-(4-CHLOROPHENYL)-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID
• Synonyms: OTAVA-BB BB7020331260;2-(4-CHLOROPHENYL)-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID;4-Methyl-2-(4-chlorophenyl)thiazole-5-carboxylicacid;2-(4-chlorophenyl)-4-Methylthiazole-5-carboxylic acid
• CAS NO: 54001-17-1
• Molecular Formula: C₁₁H₈ClNO₂S
• Molecular Weight: 253.7
• Mol File: 54001-17-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 268-269°C
• Boiling Point: 445.8 ºC at 760 mmHg
• Flash Point: 223.4 ºC
• Appearance: /
• Density: 1.423 g/cm³
• Vapor Pressure: 9.94E-09mmHg at 25°C
• CAS DataBase Reference: 2-(4-CHLOROPHENYL)-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLOROPHENYL)-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID(54001-17-1)
• EPA Substance Registry System: 2-(4-CHLOROPHENYL)-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID(54001-17-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 54001-17-1(Hazardous Substances Data)

Usage

General Description

2-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxylic acid is a chemical compound with the molecular formula C12H9ClNO2S. It is a thiazole derivative with a carboxylic acid functional group, and a chlorophenyl and a methyl group attached to the thiazole ring. 2-(4-CHLOROPHENYL)-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID has potential pharmaceutical applications, specifically as an anti-bacterial or anti-fungal agent. It may also have use as a building block in organic synthesis. The presence of the carboxylic acid group suggests that it could be involved in forming covalent bonds with other molecules, making it potentially useful in medicinal chemistry or chemical biology research. However, it is important to note that this compound should be handled with care due to its potential hazards and should only be used by qualified individuals in appropriate laboratory settings.

InChI:InChI=1/C11H8ClNO2S/c1-6-9(11(14)15)16-10(13-6)7-2-4-8(12)5-3-7/h2-5H,1H3,(H,14,15)/p-1

Upstream product

• 619-56-7 4-chlorobenzamide 
• 2521-24-6 4-chlorothiobenzamide 
• 54001-12-6 ethyl 2-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxylate 
• 337924-65-9 2-(4-chlorophenyl)-4-methyl-thiazole-5-carboxylic acid methyl ester 

Downstream Products

• 1048364-20-0 2-(4-chloro-phenyl)-4-methyl-thiazole-5-carboxylic acid adamantan-1-ylmethyl ester 
• 1048364-19-7 2-(4-chloro-phenyl)-4-methyl-thiazole-5-carboxylic acid 3,4-dichloro-benzylamide 
• 1227747-55-8 C₂₂H₁₇ClN₂O₃S 
• 876147-73-8 (R)-N-[(1-tert-butoxycarbonyl)piperidin-3-yl]-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide 
• 876148-25-3 N-[[4-(tert-butoxycarbonyl)morpholin-2-yl]methyl]-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide 
• 876147-65-8 N-[[(1-tert-butoxycarbonyl)perhydroazepin-3-yl]methyl]-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide 
• 876147-69-2 N-[(1-tert-butoxycarbonyl)piperidin-3-yl]-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide 
• 876147-75-0 (S)-N-[(1-tert-butoxycarbonyl)piperidin-3-yl]-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide 
• 876147-63-6 N-[[(1-tert-butoxycarbonyl)pyrrolidin-3-yl]methyl]-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide 
• 876147-76-1 (S)-N-(piperidin-3-yl)-2-(4-chlorophenyl)-4-methylthiazol-5-ylcarboxamide 
• 876147-74-9 (R)-N-(piperidin-3-yl)-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide 
• 1354948-43-8 C₂₃H₂₂ClN₃O₃S 
• 1354948-41-6 C₂₄H₂₄ClN₃O₃S 
• 1354948-48-3 C₁₇H₂₀ClN₃OS 

Relevant articles and documents

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.

Design, synthesis, and biological evaluation of antiviral agents targeting flavivirus envelope proteins

Flavivirus envelope proteins (E proteins) have been shown to play a pivotal role in virus assembly, morphogenesis, and infection of host cells. Inhibition of flavivirus infection of a host cell by means of a small molecule envelope protein antagonist is an attractive strategy for the development of antiviral agents. Virtual screening of the NCI chemical database using the dengue virus envelope protein structure revealed several hypothetical hit compounds. Bioassay results identified a class of thiazole compounds with antiviral potency in cell-based assays. Modification of these lead compounds led to a series of analogues with improved antiviral activity and decreased cytotoxicity. The most active compounds 11 and 36 were effective in the low micromolar concentration range in a cellular assay system.