Cas no 1220020-02-9 (2-((6-chloropyrimidin-4-yl)(ethyl)amino)ethan-1-ol)

2-((6-Chloropyrimidin-4-yl)(ethyl)amino)ethan-1-ol is a versatile chemical intermediate featuring a pyrimidine core functionalized with an ethylaminoethanol side chain. Its chloropyrimidine moiety offers reactivity for further derivatization, making it valuable in pharmaceutical and agrochemical synthesis. The hydroxyl group enhances solubility and provides a handle for additional modifications, while the ethylamino linkage contributes to structural diversity. This compound is particularly useful in the development of biologically active molecules, including kinase inhibitors and antimicrobial agents, due to its balanced lipophilicity and hydrogen-bonding capacity. Its well-defined structure ensures consistent performance in coupling reactions, supporting efficient scale-up in industrial applications.
2-((6-chloropyrimidin-4-yl)(ethyl)amino)ethan-1-ol structure
1220020-02-9 structure
Product Name:2-((6-chloropyrimidin-4-yl)(ethyl)amino)ethan-1-ol
CAS No:1220020-02-9
MF:C8H12ClN3O
MW:201.653380393982
MDL:MFCD13561817
CID:1079666
PubChem ID:53408844
Update Time:2025-10-16

2-((6-chloropyrimidin-4-yl)(ethyl)amino)ethan-1-ol Chemical and Physical Properties

Names and Identifiers

    • 2-[(6-Chloro-4-pyrimidinyl)(ethyl)amino]-1-ethanol
    • 2-((6-chloropyrimidin-4-yl)(ethyl)amino)ethan-1-ol
    • 2-((6-Chloropyrimidin-4-yl)(ethyl)amino)ethanol
    • 1220020-02-9
    • 2-[(6-chloropyrimidin-4-yl)-ethylamino]ethanol
    • AKOS010529918
    • SB58878
    • F1967-4575
    • MDL: MFCD13561817
    • Inchi: 1S/C8H12ClN3O/c1-2-12(3-4-13)8-5-7(9)10-6-11-8/h5-6,13H,2-4H2,1H3
    • InChI Key: NQUVZJXGCGLHSC-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=NC=N1)N(CC)CCO

Computed Properties

  • Exact Mass: 201.0668897g/mol
  • Monoisotopic Mass: 201.0668897g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 147
  • 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: 1.3
  • Topological Polar Surface Area: 49.2?2

2-((6-chloropyrimidin-4-yl)(ethyl)amino)ethan-1-ol Pricemore >>

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Additional information on 2-((6-chloropyrimidin-4-yl)(ethyl)amino)ethan-1-ol

2-((6-Chloropyrimidin-4-yl)(ethyl)amino)ethan-1-ol: A Comprehensive Overview

The compound 2-((6-chloropyrimidin-4-yl)(ethyl)amino)ethan-1-ol (CAS No. 1220020-02-9) is a structurally complex organic molecule with significant potential in various chemical and pharmaceutical applications. This compound belongs to the class of pyrimidine derivatives, which are well-known for their diverse biological activities and roles in drug design. The molecule's structure features a 6-chloropyrimidine ring substituted at the 4-position with an N-(ethylamino)ethanol group, making it a unique member of the pyrimidine family.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of 6-chloropyrimidine derivatives, including our compound of interest. Researchers have employed various methodologies, such as the Biginelli reaction and Hantzsch dihydropyridine synthesis, to construct pyrimidine frameworks with high precision. These methods not only enhance the yield but also allow for fine-tuning of substituents, which is crucial for optimizing biological activity.

The 6-chloropyrimidinyl group in this compound plays a pivotal role in determining its physicochemical properties and biological behavior. Chlorine substitution at the 6-position introduces electron-withdrawing effects, which can modulate the molecule's reactivity and stability. This substitution pattern is particularly advantageous in drug design, where such modifications can enhance pharmacokinetic profiles, including absorption, distribution, metabolism, and excretion (ADME).

One of the most promising applications of 2-((6-chloropyrimidin-4-yl)(ethyl)amino)ethan-1-ol lies in its potential as a lead compound for developing novel therapeutic agents. Recent studies have highlighted its ability to inhibit key enzymes involved in inflammatory pathways, making it a candidate for anti-inflammatory drug development. Additionally, its structural versatility allows for further functionalization, enabling researchers to explore its potential in other therapeutic areas such as oncology and neurodegenerative diseases.

In terms of synthesis, the compound can be prepared via a multi-step process involving nucleophilic substitution and condensation reactions. The introduction of the ethylaminoethanol group is typically achieved through reductive amination or similar techniques, ensuring high stereochemical control. This approach not only simplifies scalability but also ensures compliance with Good Manufacturing Practices (GMP), which is essential for pharmaceutical applications.

The pyrimidine ring system in this compound is highly versatile, allowing for additional substitutions that can further tailor its properties. For instance, introducing electron-donating groups at specific positions can enhance its solubility and bioavailability, while electron-withdrawing groups can improve its binding affinity to target proteins. Such modifications are critical in addressing challenges related to drug delivery and efficacy.

From an environmental perspective, the synthesis and application of 2-((6-chloropyrimidin-4-yl)(ethyl)amino)ethan-1-ol align with sustainable chemistry principles. Researchers have developed eco-friendly protocols that minimize waste generation and reduce reliance on hazardous reagents. These advancements not only contribute to environmental protection but also lower production costs, making the compound more accessible for large-scale applications.

In conclusion, 2-((6-chloropyrimidin-4-y1)(ethyl)amino)ethan1 ol (CAS No. 1220020 02 9) represents a valuable addition to the portfolio of pyrimidine derivatives with immense potential across multiple disciplines. Its unique structure, combined with recent advances in synthetic methods and biological applications, positions it as a key player in future drug discovery efforts.

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