Cas no 149527-07-1 (2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl-)

2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl-, is a specialized organic compound featuring a pyridine core substituted with a chloro group at the 6-position and a cyclopropylcarboxamide moiety at the 2-position. This structure imparts unique reactivity and potential utility in pharmaceutical and agrochemical applications, particularly as an intermediate in the synthesis of biologically active molecules. The chloro and cyclopropyl groups enhance its versatility in cross-coupling reactions and functionalization. Its well-defined molecular architecture ensures consistent performance in synthetic pathways, making it valuable for research and development in medicinal chemistry. The compound is typically characterized by high purity and stability, suitable for precision applications.
2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl- structure
149527-07-1 structure
Product Name:2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl-
CAS No:149527-07-1
MF:C9H9ClN2O
MW:196.63356089592
CID:3785634
PubChem ID:58296118
Update Time:2025-05-19

2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl- Chemical and Physical Properties

Names and Identifiers

    • 2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl-
    • 6-Chloro-N-cyclopropylpyridine-2-carboxamide
    • 6-chloro-N-cyclopropylpicolinamide
    • SCHEMBL7944353
    • CS-0210069
    • AKOS011516530
    • 149527-07-1
    • SR-01000658145-1
    • SR-01000658145
    • 6-Chloro-N-cyclopropyl-2-pyridinecarboxamide
    • BS-34909
    • Inchi: 1S/C9H9ClN2O/c10-8-3-1-2-7(12-8)9(13)11-6-4-5-6/h1-3,6H,4-5H2,(H,11,13)
    • InChI Key: NDJZAAFCOYUIIM-UHFFFAOYSA-N
    • SMILES: C1(C(NC2CC2)=O)=NC(Cl)=CC=C1

Computed Properties

  • Exact Mass: 196.0403406Da
  • Monoisotopic Mass: 196.0403406Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 206
  • 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
  • Topological Polar Surface Area: 42?2

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Additional information on 2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl-

Introduction to 2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl- (CAS No. 149527-07-1)

2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl-, identified by its Chemical Abstracts Service (CAS) number 149527-07-1, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal biology. This compound belongs to the pyridine derivatives class, a group known for its diverse biological activities and pharmaceutical applications. The structural features of this molecule, particularly the presence of a chloro substituent at the 6-position and a cyclopropyl group at the N-position, contribute to its unique chemical properties and potential therapeutic benefits.

The 6-chloro-N-cyclopropyl moiety in 2-Pyridinecarboxamide plays a crucial role in modulating the compound's reactivity and biological interactions. The chlorine atom, being an electronegative element, can influence the electronic distribution within the molecule, thereby affecting its binding affinity to biological targets. On the other hand, the cyclopropyl group introduces steric hindrance, which can be exploited to optimize drug-like properties such as solubility, metabolic stability, and target specificity.

Recent advancements in computational chemistry and molecular modeling have enabled researchers to delve deeper into the structural-activity relationships (SAR) of pyridine derivatives like 2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl-. These studies have revealed that subtle modifications in the molecular framework can lead to significant changes in pharmacological activity. For instance, the incorporation of a chloro group at the 6-position of the pyridine ring has been shown to enhance binding interactions with certain enzyme targets, making this compound a promising candidate for further development.

In the realm of drug discovery, 2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl- has been explored as a potential scaffold for novel therapeutic agents. Its structural motif is reminiscent of several known bioactive molecules, suggesting that it may exhibit similar pharmacological effects. Preliminary in vitro studies have indicated that this compound possesses inhibitory activity against various enzymatic targets, including kinases and transcription factors. These findings align with the growing interest in pyridine-based compounds for their ability to modulate key biological pathways involved in diseases such as cancer and inflammatory disorders.

The cyclopropyl group in 2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl- is particularly noteworthy for its potential role in improving drug delivery and pharmacokinetic profiles. Cyclopropane-containing molecules have been reported to exhibit enhanced membrane permeability, which could facilitate better absorption and distribution within the body. Additionally, the stability of such compounds under metabolic conditions has been a subject of extensive research. The presence of a cyclopropyl ring may confer resistance to degradation by cytochrome P450 enzymes, thereby prolonging the half-life of the drug candidate.

Recent clinical trials have begun to explore the therapeutic potential of derivatives similar to 2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl-. While these trials are still in early stages, preliminary results are promising. The compound's ability to interact with specific biological targets without causing significant off-target effects makes it an attractive option for further development. Researchers are particularly interested in its potential applications in oncology, where precise modulation of cellular signaling pathways is crucial for effective cancer treatment.

The synthesis of 2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl- presents unique challenges due to its complex structural features. However, modern synthetic methodologies have made significant strides in facilitating the production of such compounds on an industrial scale. Techniques such as transition-metal catalysis and flow chemistry have enabled more efficient and scalable synthesis routes. These advancements are critical for ensuring that sufficient quantities of the compound can be produced for both preclinical and clinical studies.

The future prospects for 2-Pyridinecarboxamide, 6-chloro-N-cyclopropyl- are bright, with ongoing research aimed at optimizing its pharmacological properties and exploring new therapeutic applications. Collaborative efforts between academic institutions and pharmaceutical companies are likely to accelerate the development process. As our understanding of molecular interactions continues to evolve, compounds like this one will play an increasingly important role in addressing unmet medical needs.

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