Cas no 39541-91-8 (2-methyl-4-(3-nitrophenyl)-1,3-thiazole)

2-Methyl-4-(3-nitrophenyl)-1,3-thiazole is a heterocyclic compound featuring a thiazole core substituted with a methyl group at the 2-position and a 3-nitrophenyl moiety at the 4-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis and pharmaceutical research. The nitro group enhances reactivity for further functionalization, while the thiazole ring contributes to its potential biological activity. Its well-defined molecular architecture allows for precise modifications in drug discovery and material science applications. The compound is characterized by high purity and stability, ensuring consistent performance in synthetic workflows. Its utility lies in its versatility as a building block for more complex molecular frameworks.
2-methyl-4-(3-nitrophenyl)-1,3-thiazole structure
39541-91-8 structure
Product Name:2-methyl-4-(3-nitrophenyl)-1,3-thiazole
CAS No:39541-91-8
MF:C10H8N2O2S
MW:220.247720718384
MDL:MFCD00838954
CID:3066514
PubChem ID:804928
Update Time:2025-06-26

2-methyl-4-(3-nitrophenyl)-1,3-thiazole Chemical and Physical Properties

Names and Identifiers

    • 2-Methyl-4-(3-nitro-phenyl)-thiazole
    • 2-methyl-4-(3-nitrophenyl)-1,3-thiazole
    • AE-848/10137063
    • F0191-3958
    • DB-122251
    • CBMicro_008304
    • Oprea1_616521
    • SMSF0006081
    • SCHEMBL7093116
    • Cambridge id 5545457
    • 2-Methyl-4-(3-nitrophenyl)-thiazole
    • CB11237
    • 2-Methyl-4-(3-nitrophenyl)thiazole
    • AS-5654
    • Thiazole, 2-methyl-4-(3-nitrophenyl)-
    • VWKXLZKNKFOCCW-UHFFFAOYSA-N
    • AKOS000599011
    • G64677
    • 3-(2-Methylthiazol-4-yl)nitrobenzene
    • MFCD00838954
    • Z48850718
    • BIM-0008262.P001
    • 39541-91-8
    • MDL: MFCD00838954
    • Inchi: 1S/C10H8N2O2S/c1-7-11-10(6-15-7)8-3-2-4-9(5-8)12(13)14/h2-6H,1H3
    • InChI Key: VWKXLZKNKFOCCW-UHFFFAOYSA-N
    • SMILES: S1C(C)=NC(=C1)C1C=CC=C(C=1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 220.03064868g/mol
  • Monoisotopic Mass: 220.03064868g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 244
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.8
  • Topological Polar Surface Area: 87?2

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2-methyl-4-(3-nitrophenyl)-1,3-thiazole Suppliers

Amadis Chemical Company Limited
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(CAS:39541-91-8)2-methyl-4-(3-nitrophenyl)-1,3-thiazole
Order Number:A1160017
Stock Status:in Stock
Quantity:1g/5g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 23:57
Price ($):189.0/662.0

Additional information on 2-methyl-4-(3-nitrophenyl)-1,3-thiazole

Introduction to 2-Methyl-4-(3-Nitrophenyl)-1,3-Thiazole (CAS No. 39541-91-8)

2-Methyl-4-(3-nitrophenyl)-1,3-thiazole (CAS No. 39541-91-8) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the thiazole class, which is known for its diverse biological activities and potential therapeutic applications. The unique structural features of 2-methyl-4-(3-nitrophenyl)-1,3-thiazole make it a valuable intermediate in the synthesis of various bioactive molecules, particularly those with anti-inflammatory, antimicrobial, and anticancer properties.

The chemical structure of 2-methyl-4-(3-nitrophenyl)-1,3-thiazole consists of a thiazole ring substituted with a methyl group at the 2-position and a 3-nitrophenyl group at the 4-position. The thiazole ring is a five-membered heterocycle containing sulfur and nitrogen atoms, which contribute to its stability and reactivity. The presence of the nitro group in the phenyl substituent enhances the compound's electronic properties, making it an attractive candidate for further chemical modifications and biological evaluations.

In recent years, significant advancements have been made in understanding the biological activities of 2-methyl-4-(3-nitrophenyl)-1,3-thiazole. Studies have shown that this compound exhibits potent anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. These findings have implications for the development of new treatments for inflammatory diseases, including rheumatoid arthritis and inflammatory bowel disease.

Beyond its anti-inflammatory properties, 2-methyl-4-(3-nitrophenyl)-1,3-thiazole has also demonstrated promising antimicrobial activity against a range of bacterial and fungal pathogens. Research has indicated that this compound can effectively inhibit the growth of both Gram-positive and Gram-negative bacteria, as well as fungi such as Candida albicans. This broad-spectrum activity makes it a potential lead compound for the development of new antimicrobial agents to combat drug-resistant infections.

In the realm of cancer research, 2-methyl-4-(3-nitrophenyl)-1,3-thiazole has shown potential as an anticancer agent. Preclinical studies have demonstrated its ability to induce apoptosis in various cancer cell lines, including those derived from breast, lung, and colon cancers. The mechanism of action appears to involve the modulation of key signaling pathways involved in cell proliferation and survival. These findings suggest that 2-methyl-4-(3-nitrophenyl)-1,3-thiazole could be further developed into a novel therapeutic agent for cancer treatment.

The synthesis of 2-methyl-4-(3-nitrophenyl)-1,3-thiazole typically involves multi-step reactions starting from readily available starting materials. One common synthetic route involves the condensation of 2-aminothiophenol with 3-nitrobenzaldehyde followed by cyclization under acidic conditions to form the thiazole ring. The subsequent methylation step completes the synthesis of the target compound. This synthetic pathway is well-documented in the literature and can be optimized for large-scale production.

The physicochemical properties of 2-methyl-4-(3-nitrophenyl)-1,3-thiazole, such as its solubility, stability, and melting point, are crucial for its application in pharmaceutical formulations. These properties are influenced by the presence of functional groups in its structure and can be fine-tuned through chemical modifications to enhance its pharmacological profile. For example, substituting different groups on the phenyl ring or modifying the thiazole ring can lead to derivatives with improved bioavailability and reduced toxicity.

In conclusion, 2-methyl-4-(3-nitrophenyl)-1,3-thiazole (CAS No. 39541-91-8) is a multifunctional compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its anti-inflammatory, antimicrobial, and anticancer activities make it an attractive candidate for further development into therapeutic agents. Ongoing research continues to explore new derivatives and analogs of this compound to optimize its biological properties and expand its therapeutic potential.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:39541-91-8)2-methyl-4-(3-nitrophenyl)-1,3-thiazole
A1160017
Purity:99%/99%
Quantity:1g/5g
Price ($):189.0/662.0
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