33102-81-7

Basic information

• Product Name: 2-methyl-4-(4-nitrophenyl)thiazole
• Synonyms: Thiazole, 2-Methyl-4-(4-nitrophenyl)-;2-methyl-4-(4-nitrophenyl)-1,3-thiazole;2-Methyl-4-(para-nitrophenyl)thiazole;2-Mnpt
• CAS NO: 33102-81-7
• Molecular Formula: C₁₀H₈N₂O₂S
• Molecular Weight: 220.25
• Mol File: 33102-81-7.mol

Chemical Properties

• Boiling Point: 376.9°Cat760mmHg
• Flash Point: 181.8°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 1.52E-05mmHg at 25°C
• Refractive Index: 1.627
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-methyl-4-(4-nitrophenyl)thiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-4-(4-nitrophenyl)thiazole(33102-81-7)
• EPA Substance Registry System: 2-methyl-4-(4-nitrophenyl)thiazole(33102-81-7)

Safety Data

• Hazardous Substances Data: 33102-81-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-methyl-4-(4-nitrophenyl)thiazole is used as a key intermediate in the synthesis of various pharmaceuticals for its antimicrobial and antifungal properties. It aids in the development of new drugs targeting a range of microbial infections.
Used in Agrochemical Industry:
In the agrochemical sector, 2-methyl-4-(4-nitrophenyl)thiazole is utilized as a component in the creation of pesticides and fungicides, leveraging its antimicrobial and antifungal activities to protect crops from diseases and pests.
Used in Disease Treatment Research:
2-methyl-4-(4-nitrophenyl)thiazole is employed as a subject of research for its potential application in the treatment of various diseases and conditions. Its unique structure and properties are being explored for possible therapeutic effects, making it a candidate for future medicinal advancements.
Used in Medicinal Chemistry Research:
As a promising candidate in medicinal chemistry, 2-methyl-4-(4-nitrophenyl)thiazole is used in research to understand its structure-activity relationships and to develop new compounds with improved pharmacological profiles. This research is crucial for enhancing drug discovery and optimization processes.

InChI:InChI=1/C10H8N2O2S/c1-7-11-10(6-15-7)8-2-4-9(5-3-8)12(13)14/h2-6H,1H3

Upstream product

• 1826-16-0 2-methyl-4-phenylthiazole 
• 10342-64-0 p-nitroacetophenone oxime 
• 108-24-7 acetic anhydride 
• 99-81-0 4-Nitrophenacyl bromide 
• 100-19-6 (4-nitrophenyl)ethanone 
• 64611-67-2 2-hydroxy-1-(4-nitrophenyl)ethanone 
• 62-55-5 thioacetamide 
• 6531-13-1 1-[4-nitrophenyl]-1-ethanol 
• 56177-37-8 1-(4-nitrophenyl)-2-(p-tolylsulfonyloxy)ethanone 

Downstream Products

• 93326-72-8 4-(4-nitro-phenyl)-2-styryl-thiazole 
• 96504-58-4 2-(4-methoxy-styryl)-4-(4-nitro-phenyl)-thiazole 
• 25021-49-2 4-(2-methylthiazol-4-yl)benzenamine 
• 7021-78-5 1-(4-methoxy-phenyl)-3-[4-(2-methyl-thiazol-4-yl)-phenyl]-thiourea 
• 7091-89-6 1-(4-ethoxy-phenyl)-3-[4-(2-methyl-thiazol-4-yl)-phenyl]-thiourea 
• 10212-85-8 1-[4-(2-methyl-thiazol-4-yl)-phenyl]-3-(4-propoxy-phenyl)-thiourea 
• 7021-79-6 1-(4-isopropoxy-phenyl)-3-[4-(2-methyl-thiazol-4-yl)-phenyl]-thiourea 
• 7021-81-0 1-(4-isobutoxy-phenyl)-3-[4-(2-methyl-thiazol-4-yl)-phenyl]-thiourea 
• 7021-80-9 1-(4-butoxy-phenyl)-3-[4-(2-methyl-thiazol-4-yl)-phenyl]-thiourea 
• 7021-82-1 1-[4-(2-methyl-thiazol-4-yl)-phenyl]-3-(4-pentyloxy-phenyl)-thiourea 
• 25020-75-1 1,3-bis-[4-(2-methyl-thiazol-4-yl)-phenyl]-thiourea 
• 1314976-48-1 Br^(1-)*C₂₈H₂₂N₂O₂PS⁽¹⁺⁾ 
• 1314976-49-2 C₂₁H₂₁N₃O₄S 
• 1314976-45-8 C₁₀H₇BrN₂O₂S 

Relevant articles and documents

Access to Thiazole via Copper-Catalyzed [3+1+1]-Type Condensation Reaction under Redox-Neutral Conditions

A new strategy for thiazoles via copper-catalyzed [3+1+1]-type condensation reaction from oximes, anhydrides and potassiumthiocyanate (KSCN) is developed herein. The transformation has good functional group tolerance and various thiazoles were formed smoothly in good to excellent yields under mild reaction conditions. This process involves copper-catalyzed N-O/C-S bond cleavages, activation of vinyl sp2 C-H bond, and C-S/C-N bond formations which are under redox-neutral conditions as well as operational simplicity.

Exploration and Optimization of an Efficient One-pot Sequential Synthesis of Di/tri-substituted Thiazoles from α-Bromoketones, Thioacids Salt, and Ammonium Acetate

Exploration of scope of an optimized one-pot sequential procedure for preparing of 2,4-di- and 2,4,5-tri-substituted thiazoles has been accomplished. The synthesis was performed by the initial formation of a β-keto-thioester intermediate from nucleophilic substitution of α-bromoketones with thioacid potassium salts, followed by treatment with ammonium acetate and one equivalent of acetic acid in toluene to form imine intermediate eventually leading to cyclization yielding thiazoles. This procedure should be highlighted with a flexible way to control the substitution pattern around thiazole ring by choosing appropriately substituted α-bromoketones even containing acid labile functionality and thioacid potassium salts, and thus its applicability is very wide.

Lipase and deep eutectic mixture catalyzed efficient synthesis of thiazoles in water at room temperature

Lipase bio-catalyst or ammonium based deep eutectic mixture efficiently catalyzed aqueous phase synthesis of methyl-thiazole and amino-thiazole derivatives. The simple ammonium deep eutectic catalyst, easily synthesized from choline chloride and urea, is inexpensive, recyclable and bio-degradable, making it suitable for industrial applications. Springer Science+Business Media, LLC 2012.

Synthesis and characterization of thermally stable second-order nonlinear optical side-chain polyurethanes containing nitro-substituted oxadiazole and thiazole chromophores

We have newly synthesized nonlinear optical (NLO) active nitro-substituted thiazole and oxadiazole chromophores and condensed with tolylene-2,4- diisocyanate and 4,4′-methylenedi(phenyl isocyanate) to yield a series of polyurethanes. Molecular structural characterization of the resulting chromophores and polyurethanes was achieved by FTIR, UV-vis, 1H NMR and CHN elemental analyzer. The inherent viscosities (η inh) of polyurethanes measured with an Ubbelohde viscometer were in the range of 0.26-0.30 dl/g. Thermal behavior of polyurethanes was investigated using differential scanning calorimetry and thermogravimetric analysis. The glass transition temperatures (Tg) of the polyurethanes were in the range of 121-192 °C. Thin films of polyurethanes were prepared and achieved molecular orientation by inducing electric field. The change in the surface morphology of polyurethanes films before and after poling was investigated using atomic force microscopy. All the polyurethanes exhibited an excellent solubility in most of the common organic solvents, suggesting that these polyurethanes offered good processability. The second harmonic generation (SHG) coefficients (d33) of the poled polyurethanes ranged from 29.7 to 44.2 pm/V at 532 nm. High thermal endurance of the poled dipoles was observed for all the polyurethanes and this was attributed to the formation of extensive hydrogen bonds between urethane linkages. Furthermore, none of the developed polyurethanes showed SHG decay below 115 °C, and this signified their acceptability for nonlinear optical devices.

NOVEL 2,6-SUBSTITUTED-3-NITROPYRIDINE DERIVATIVE, METHOD FOR PREPARING SAME, AND PHARMACEUTICAL COMPOSITION INCLUDING SAME

The present invention relates to a novel 2,6-substituted-3-nitropyridine derivative compound, a method for preparing the same, and a pharmaceutical composition including the same for prevention and treatment of osteoporosis. The 2,6-substituted-3-nitropyr

NOVEL 2,6-SUBSTITUTED-3-NITROPYRIDINE DERIVATIVE, METHOD FOR PREPARING SAME, AND PHARMACEUTICAL COMPOSITION INCLUDING SAME

The present invention relates to a novel 2,6-substituted-3-nitropyridine derivative compound, a method for preparing the same, and a pharmaceutical composition including the same for prevention and treatment of osteoporosis. The 2,6-substituted-3-nitropyr

Efficient and expeditious synthesis of di- and trisubstituted thiazoles in PEG under catalyst-free conditions

An efficient and expeditious catalyst-free protocol was developed for the construction of di- and trisubstituted thiazoles from -haloketones and thioureas/thioamides in PEG. The reaction was carried out at ambient temperature, and the products were obtained in excellent isolated yields (91-98%). Additionally, PEG could be recovered easily and was reused without evident loss in activity.

An efficient, catalyst- and solvent-free synthesis of imidazo[1,2-a] pyridines and 2,4-disubstituted thiazoles on grinding

An efficient synthesis of imidazo[1,2-a]pyridines and 2,4-disubstituted thiazoles in excellent yield under catalyst-and solvent-free conditions at room temperature on grinding has been developed. The important features of this method are that it is reasonably fast, very clean, high yielding, simple workup and environmentally benign.

Liquid-phase organic synthesis of thiazoles using poly(ethylene glycol)-bound sulfonyl chloride resin

Reaction of poly(ethylene glycol) (PEG)-bound sulfonic acid with thionyl chloride formed difunctionalized PEG-bound sulfonyl chloride, which was treated with α-hydroxyketones, followed by treatment with thioamides in the presence of potassium carbonate, to afford thiazoles in good yields with a facile workup procedure. Copyright Taylor & Francis Group, LLC.

AZAINDOLE INHIBITORS OF AURORA KINASES

The present invention relates to a compound represented by Formula (I): and pharmaceutically acceptable salts. Compounds of the present invention inhibit Aurora kinase, making them especially suitable for the treatment of a number of diseases, including s