Cas no 1186112-12-8 (2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine)

2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine structure
1186112-12-8 structure
Product Name:2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine
CAS No:1186112-12-8
MF:C9H14ClN3O
MW:215.679960727692
CID:1034246
PubChem ID:71302501
Update Time:2025-11-02

2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine
    • 2-chloro-6-[2-(dimethylamino)ethoxy]pyridin-4-amine
    • 1186112-12-8
    • DTXSID00744659
    • SCHEMBL1505515
    • SLCGQFJPFQYAOH-UHFFFAOYSA-N
    • J-512000
    • Inchi: 1S/C9H14ClN3O/c1-13(2)3-4-14-9-6-7(11)5-8(10)12-9/h5-6H,3-4H2,1-2H3,(H2,11,12)
    • InChI Key: SLCGQFJPFQYAOH-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=CC(=N1)OCCN(C)C)N

Computed Properties

  • Exact Mass: 215.0825398g/mol
  • Monoisotopic Mass: 215.0825398g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 168
  • 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: 1.5
  • Topological Polar Surface Area: 51.4?2

2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine Pricemore >>

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Additional information on 2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine

2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine: A Key Compound in Modern Pharmaceutical Development

2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine is a complex organic molecule with a unique chemical structure that has garnered significant attention in the field of pharmaceutical development. Its molecular formula, CAS No. 1186112-12-8, identifies it as a derivative of pyridine, a heterocyclic ring system commonly found in bioactive compounds. The presence of functional groups such as the chloro substituent and the dimethylamino group suggests potential interactions with biological targets, making it a promising candidate for drug discovery and targeted therapy research.

The pyridin-4-amine core of this compound is particularly noteworthy, as it provides a scaffold for the attachment of various functional groups. This structural feature allows for the design of molecules with tailored pharmacological properties, such as enhanced solubility, improved bioavailability, and selective binding to specific receptors. Recent studies have highlighted the role of pyridine derivatives in modulating ion channels and neurotransmitter systems, which are critical targets in the treatment of neurological disorders and cardiovascular diseases.

One of the most significant advancements in the study of 2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine is the application of computational chemistry in predicting its molecular interactions. Researchers have utilized molecular docking simulations to explore its potential binding affinity to G-protein coupled receptors (GPCRs) and ion channels. These simulations have revealed that the dimethylamino group plays a crucial role in stabilizing the interaction with target proteins, while the chloro substituent may influence the molecule's hydrophobicity and membrane permeability.

Experimental studies have further validated these computational findings. For instance, a 2023 publication in Journal of Medicinal Chemistry demonstrated that 2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine exhibits potent activity against NaV1.7 sodium channels, which are implicated in chronic pain conditions. This discovery underscores the compound's potential as a therapeutic agent for pain management, a field where traditional analgesics often face limitations due to side effects and tolerance development.

The ethoxy functional group in the molecule is another key element that contributes to its biological activity. This group can engage in hydrogen bonding with target proteins, enhancing the molecule's ability to modulate cellular processes. Additionally, the pyridin-4-amine core may interact with enzymes involved in metabolic pathways, offering opportunities for the development of multitarget drugs that address multiple aspects of a disease condition.

Recent advancements in drug delivery systems have also opened new avenues for the application of 2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine. Researchers are exploring the use of nanocarriers to improve the compound's solubility and targeting efficiency. For example, a study published in Nano Today in 2024 reported that encapsulating this compound in lipid nanoparticles significantly enhanced its penetration into the central nervous system, a critical factor for treating neurodegenerative diseases.

The synthesis of 2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine involves a series of well-defined chemical reactions, including nucleophilic substitution and coupling reactions. The dimethylamino group is typically introduced through amination reactions, while the chloro substituent is often achieved via chlorination of the pyridine ring. These synthetic strategies are critical for scaling up production and ensuring the compound's availability for preclinical and clinical studies.

From a pharmacokinetic perspective, the compound's metabolic profile is under investigation. Preliminary data suggest that it is metabolized primarily in the liver via cytochrome P450 enzymes, which is a common pathway for many drugs. Understanding these metabolic pathways is essential for predicting drug interactions and optimizing dosing regimens to maximize therapeutic efficacy while minimizing adverse effects.

Moreover, the pyridin-4-amine structure has been linked to the modulation of neurotransmitter receptors, including serotonin and dopamine receptors. This property makes the compound a potential candidate for the treatment of psychiatric disorders such as depression and schizophrenia. However, further research is needed to elucidate the exact mechanisms of action and to assess its safety profile in long-term use.

Current research trends indicate a growing interest in the multitarget potential of 2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine. By designing molecules that interact with multiple biological targets, scientists aim to address the complexity of diseases such as cancer and Alzheimer's, which involve multiple pathological pathways. This approach not only increases the therapeutic potential of the compound but also reduces the likelihood of resistance development.

In conclusion, 2-Chloro-6-(2-(dimethylamino)ethoxy)pyridin-4-amine represents a significant advancement in the field of pharmaceutical development. Its unique chemical structure and functional groups provide a versatile platform for the design of novel therapeutics. Ongoing research into its molecular interactions, pharmacokinetic properties, and potential applications in various disease areas is expected to further solidify its role as a key compound in modern medicine.

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