Cas no 1305712-19-9 (2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide)

2-Chloro-N-(5-chlorothiophen-2-yl)methylacetamide is a chlorinated acetamide derivative featuring a thiophene moiety, making it a versatile intermediate in organic synthesis and agrochemical applications. Its dual chloro-substitution enhances reactivity, facilitating further functionalization in the development of active pharmaceutical ingredients (APIs) or crop protection agents. The thiophene ring contributes to its potential as a building block for heterocyclic compounds, particularly in medicinal chemistry. The compound's stability and well-defined structure ensure consistent performance in synthetic pathways. Suitable for controlled reactions, it is commonly employed in nucleophilic substitution or condensation processes, offering researchers a reliable precursor for specialized chemical transformations.
2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide structure
1305712-19-9 structure
Product Name:2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide
CAS No:1305712-19-9
MF:C7H7Cl2NOS
MW:224.107578516006
CID:4587108
Update Time:2025-05-19

2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-N-((5-chlorothiophen-2-yl)methyl)acetamide
    • Acetamide, 2-chloro-N-[(5-chloro-2-thienyl)methyl]-
    • 2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide
    • Inchi: 1S/C7H7Cl2NOS/c8-3-7(11)10-4-5-1-2-6(9)12-5/h1-2H,3-4H2,(H,10,11)
    • InChI Key: DIJMRXLOJQVOSA-UHFFFAOYSA-N
    • SMILES: C(NCC1SC(Cl)=CC=1)(=O)CCl

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Boiling Point: 397.2±42.0 °C at 760 mmHg
  • Flash Point: 194.0±27.9 °C
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide Security Information

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Additional information on 2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide

Introduction to 2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide (CAS No: 1305712-19-9)

2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide, identified by its CAS number 1305712-19-9, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the class of amides, featuring a thiophene ring substituted with chlorine atoms, which contributes to its unique chemical properties and potential biological activities. The molecular structure of this compound incorporates both chloro and methyl groups, which are known to enhance its reactivity and utility in synthetic chemistry.

The significance of 2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide lies in its potential applications as a building block in the synthesis of more complex pharmaceutical molecules. The presence of the thiophene ring, a heterocyclic aromatic compound, is particularly noteworthy as thiophene derivatives are widely studied for their pharmacological properties. These derivatives have been explored for their roles in treating various diseases, including cancer, infectious diseases, and neurological disorders. The chloro substituents on the thiophene ring and the acetamide moiety further enhance the compound's versatility, making it a valuable intermediate in drug discovery.

In recent years, there has been a surge in research focused on developing novel therapeutic agents derived from thiophene-based compounds. The structural features of 2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide make it an attractive candidate for further investigation. For instance, studies have demonstrated that thiophene derivatives can interact with biological targets in unique ways due to their ability to mimic other bioactive molecules. This property is particularly relevant in the development of targeted therapies, where precise interaction with disease-causing proteins is crucial.

The chemical synthesis of 2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide involves multiple steps, each requiring careful optimization to ensure high yield and purity. The process typically begins with the functionalization of the thiophene ring, followed by the introduction of chloro groups at specific positions. The final step involves the formation of the acetamide linkage, which is critical for the compound's biological activity. Advanced synthetic techniques, such as cross-coupling reactions and palladium catalysis, are often employed to achieve these transformations efficiently.

The pharmacological potential of 2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide has been explored in several preclinical studies. These studies have highlighted its ability to modulate various biological pathways, including those involved in inflammation and cell proliferation. For example, research has indicated that derivatives of this compound may exhibit anti-inflammatory properties by inhibiting key enzymes such as cyclooxygenase (COX) and lipoxygenase (LOX). Additionally, preliminary findings suggest that it may have anticancer effects by interfering with signaling pathways that promote tumor growth.

The development of new drugs often requires a deep understanding of the molecular interactions between a compound and its biological targets. In the case of 2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide, computational methods such as molecular docking and quantum mechanics simulations have been utilized to predict how it might bind to target proteins. These computational approaches provide valuable insights into the compound's mechanism of action and help guide the design of more effective derivatives.

The role of intermediates like 2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide in drug development cannot be overstated. They serve as essential components in multi-step synthetic routes that lead to final drug candidates. The efficiency and scalability of these synthetic processes are critical factors in determining whether a drug can progress from preclinical testing to clinical trials. Recent advancements in synthetic chemistry have enabled the production of complex molecules like this one with greater precision and fewer environmental impacts.

The future prospects for 2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide are promising, given its unique structural features and potential biological activities. Ongoing research aims to further elucidate its pharmacological properties and explore new synthetic strategies for optimizing its production. Collaborative efforts between academic institutions and pharmaceutical companies are likely to drive innovation in this area, leading to novel therapeutic agents that address unmet medical needs.

In conclusion, 2-chloro-N-(5-chlorothiophen-2-yl)methylacetamide (CAS No: 1305712-19-9) represents a significant advancement in pharmaceutical chemistry. Its structural complexity and potential biological functions make it a valuable compound for further research and development. As our understanding of molecular interactions continues to grow, compounds like this one will play an increasingly important role in the discovery and creation of new medicines.

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