30748-47-1

Basic information

• Product Name: 2-Amino-4-methyl-5-acetylthiazole
• Synonyms: AURORA 8418;ASINEX-REAG BAS 00393372;IFLAB-BB F0060-0057;2-AMINO-4-METHYL-ACETYLTHIAZOLE HYDROCHLORIDE;2-AMINO-4-METHYL-5-ACETYLTHIAZOLE;1-(2-AMINO-4-METHYL-1,3-THIAZOL-5-YL)ETHANONE;1-(2-AMINO-4-METHYL-THIAZOL-5-YL)-ETHANONE;5-ACETYL-2-AMINO-4-METHYLTHIAZOLE
• CAS NO: 30748-47-1
• Molecular Formula: C₆H₈N₂OS
• Molecular Weight: 156.21
• EINECS: -0
• Product Categories: pharmacetical;Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Thiazoles
• Mol File: 30748-47-1.mol
• Article Data: 32

Chemical Properties

• Melting Point: 265-266 °C
• Boiling Point: 312.8 °C at 760 mmHg
• Flash Point: 143 °C
• Appearance: white to off-white powder
• Density: 1.278 g/cm³
• Vapor Pressure: 0.000515mmHg at 25°C
• Refractive Index: 1.6
• PKA: 3.58±0.10(Predicted)
• Water Solubility: Insoluble
• BRN: 127111
• CAS DataBase Reference: 2-Amino-4-methyl-5-acetylthiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4-methyl-5-acetylthiazole(30748-47-1)
• EPA Substance Registry System: 2-Amino-4-methyl-5-acetylthiazole(30748-47-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 36/37/39-26-36/37
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 30748-47-1(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white powder

InChI:InChI=1/C6H8N2OS/c1-3-5(4(2)9)10-6(7)8-3/h1-2H3,(H2,7,8)

Upstream product

• 3043-28-5 3-bromopentane-2,4-dione 
• 17356-08-0 thiourea 
• 123-54-6 acetylacetone 
• 78-95-5 chloroacetone 
• 3256-06-2 formamidine disulfide 
• 1694-29-7 3-chloropentane-2,4-dione 

Downstream Products

• 475108-51-1 N-(5-Acetyl-4-methyl-1,3-thiazol-2-yl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}urea 
• 38205-55-9 1-(4-methyl-thiazol-5-yl)-ethanone 
• 866040-57-5 1-(6-(4-chlorophenyl)-3-methylimidazo[2,1-b]thiazol-2-yl)ethanone 
• 303127-29-9 N?(5?acetyl?4?methylthiazol?2?yl)?2?chlorobenzamide 
• 94284-80-7 1-(2-amino-4-methyl-1,3-thiazol-5-yl)-2-bromoethanone hydrobromide 
• 39884-12-3 5-acetyl-2-(N-acetylamino)-4-methylthiazole 

Relevant articles and documents

Antiviral drugs. XVIII: 2-Aminothiazoles by cleavage of the S-S-bond of disulfidodicarbamidine

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N-(5-acetyl-4-methylthiazol-2-yl)arylamide derivatives as multi-target-directed ligands: design, synthesis, biochemical evaluation and computational analysis

In the present study, we are reporting the synthesis of a total eight derivatives of N-(5-acetyl-4-methylthiazol-2-yl) Arylamide derivatives (3a-h). The products obtained in good to excellent yield represents drug-like molecules with a well-developed structure-activity relationship. All the synthesized compounds were further subjected to chemical characterization (NMR, FTIR and elemental analysis) and further tested for biological activities (antioxidant, antibacterial, antifungal and α-glucosidase). The anti-oxidant properties of compound 3h (IC50 ± SEM = 141.9 ± 1.12?μg/mL) were found maximum in comparison to the rest of the derivatives. The antibacterial results showed the compounds 3d and 3h as a significant bacterial inhibitor. The significant fungicidal activity was observed by compound 3a with the zone of inhibition up to 24 mm which in comparison with the results of positive control (Terbinafine). When the effect was observed on α-glucosidase activity, the highest enzyme inhibition activity was observed by 3h (IC50 ± SEM 134.4 ± 1.01?μg/mL) followed by 3c (IC50 ± SEM = 157.3 ± 1.11?μg/mL). The results were further supported by molecular docking studies and the chemical stability of the derivatives was also performed by density functional theory (DFTs) calculations. The data revealed that most of the derivatives are multi-target ligands and can be used as lead molecules for the synthesis of derivatives for their further evaluation at molecular targets for the treatment of specific diseases. Graphical abstract: [Figure not available: see fulltext.] Synopsis This article reports the synthesis of a total of eight derivatives of N-(5-acetyl-4-methylthiazol-2-yl) Arylamide derivatives. The products obtained in good to excellent yield represents drug-like molecules with a well-developed structure-activity relationship.

Synthesis, Characterization, Crystal Structure and Biological Study of Carboxamides Obtained from 2-Aminothiazole Derivatives

Abstract: Two series of novel thiazolylcarboxamide derivatives were synthesized by the reaction of ethyl 2-amino-4-methylthiazole-5-carboxylate or 1-(2-amino-4-methylthiazol-5-yl)ethan-1-one with four substituted carbonyl chlorides at 0?°C in excellent yi

Nitrogenous condensed heterocyclic compound as well as preparation method, intermediate, composition and application thereof

The invention discloses a nitrogenous condensed heterocyclic compound as well as a preparation method, an intermediate, a composition and application thereof. The compound disclosed by the invention has high inhibition activity for different subtypes of CDK (Cyclin-Dependent Kinase) at a molecular level, has good inhibition activity on breast cancer cells at a cell level, has a remarkable proliferation inhibition function on tumor cells related to cyclin-dependent kinase activity at an animal level, is good in liver microsome stability upon human beings, mice, and the like, is good in in-vivoabsorption in mice and rats, is high in bioavailability and is good in druggability.