Cas no 1638767-59-5 ((3-Amino-5-chloropyridin-2-yl)methanol)

(3-Amino-5-chloropyridin-2-yl)methanol is a versatile pyridine derivative featuring both amino and hydroxymethyl functional groups, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its chlorinated pyridine core enhances reactivity, enabling selective modifications for targeted applications. The compound’s dual functionality allows for further derivatization, such as amidation or etherification, facilitating the development of complex molecules. High purity and stability under standard conditions ensure consistent performance in research and industrial processes. Its structural features are particularly useful in constructing heterocyclic compounds, contributing to advancements in medicinal chemistry and material science. Proper handling and storage are recommended to maintain its integrity.
(3-Amino-5-chloropyridin-2-yl)methanol structure
1638767-59-5 structure
Product Name:(3-Amino-5-chloropyridin-2-yl)methanol
CAS No:1638767-59-5
MF:C6H7ClN2O
MW:158.58558011055
MDL:MFCD27986948
CID:4610286
PubChem ID:105431106
Update Time:2025-08-05

(3-Amino-5-chloropyridin-2-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • (3-Amino-5-chloropyridin-2-yl)methanol
    • 3-Amino-5-chloropyridine-2-methanol
    • AKOS027336871
    • 3-Amino-5-chloro-2-pyridinemethanol
    • (3-Amino-5-chloro-2-pyridyl)methanol
    • MFCD27986948
    • PB41080
    • 1638767-59-5
    • AS-52059
    • P14259
    • CS-0053389
    • DTXSID501293934
    • SY233897
    • MDL: MFCD27986948
    • Inchi: 1S/C6H7ClN2O/c7-4-1-5(8)6(3-10)9-2-4/h1-2,10H,3,8H2
    • InChI Key: XTCCQZCCCJDJLV-UHFFFAOYSA-N
    • SMILES: ClC1=CN=C(CO)C(=C1)N

Computed Properties

  • Exact Mass: 158.0246905 g/mol
  • Monoisotopic Mass: 158.0246905 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 112
  • 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
  • Molecular Weight: 158.58
  • XLogP3: 0.5
  • Topological Polar Surface Area: 59.1

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Additional information on (3-Amino-5-chloropyridin-2-yl)methanol

Introduction to (3-Amino-5-chloropyridin-2-yl)methanol (CAS No. 1638767-59-5)

(3-Amino-5-chloropyridin-2-yl)methanol, with the chemical formula C?H?ClN?O, is a significant compound in the field of pharmaceutical and chemical research. This compound, identified by its CAS number 1638767-59-5, has garnered attention due to its versatile applications in drug development and synthetic chemistry. The unique structural properties of this molecule, featuring both an amino group and a chloropyridine core, make it a valuable intermediate in the synthesis of various bioactive molecules.

The< strong>amino group at the 3-position and the< strong>chloropyridine moiety at the 5-position contribute to the compound's reactivity and functionality. This dual nature allows for diverse chemical modifications, making it a preferred choice for medicinal chemists exploring novel therapeutic agents. The< strong>methanol side chain further enhances its utility by providing a hydroxyl group that can participate in hydrogen bonding and other interactions with biological targets.

In recent years, there has been a growing interest in developing small-molecule inhibitors targeting various disease pathways. The< strong>chloropyridine scaffold is particularly prominent in this context, as it is found in numerous approved drugs and drug candidates. For instance, compounds containing this moiety have shown promise in inhibiting kinases and other enzymes involved in cancer signaling pathways. The< strong>amino group in (3-Amino-5-chloropyridin-2-yl)methanol can be further functionalized to introduce additional pharmacophores, enhancing its binding affinity and selectivity.

One of the most exciting applications of this compound is in the development of antiviral agents. The structural features of< strong>(3-Amino-5-chloropyridin-2-yl)methanol allow it to mimic natural substrates or inhibitors of viral enzymes. Recent studies have demonstrated that derivatives of this compound can interfere with viral replication by inhibiting key enzymes such as proteases or polymerases. The< strong>methanol group plays a crucial role in these interactions by forming hydrogen bonds with amino acid residues in the enzyme active site.

The synthesis of< strong>(3-Amino-5-chloropyridin-2-yl)methanol involves multi-step organic reactions that highlight its synthetic versatility. Common synthetic routes include nucleophilic substitution reactions on halogenated pyridines, followed by functional group transformations to introduce the< strong>amino and< strong>methanol groups. These synthetic strategies are well-documented in the literature and have been optimized for high yields and purity.

In addition to its pharmaceutical applications, this compound has potential uses in materials science and agrochemicals. The< strong>chloropyridine core is known to interact with metal ions, making it a candidate for designing metal-organic frameworks (MOFs) or coordination polymers. Such materials have applications in gas storage, catalysis, and sensing technologies. Furthermore, derivatives of this compound can be explored as intermediates in the synthesis of agrochemicals that target plant pathogens or pests.

The pharmacological profile of< strong>(3-Amino-5-chloropyridin-2-yl)methanol has been extensively studied in recent years. Preclinical studies have shown that certain derivatives exhibit significant anti-inflammatory, antitumor, and antimicrobial properties. These findings have spurred further research into optimizing the structure-activity relationships (SAR) of this class of compounds. The< strong>methanol group, in particular, has been found to modulate solubility and bioavailability, making it an important consideration in drug design.

The regulatory landscape for compounds like< strong>(3-Amino-5-chloropyridin-2-yl)methanol is another critical aspect to consider. While not classified as a controlled substance or hazardous material, compliance with good manufacturing practices (GMP) is essential for ensuring product quality and consistency. Manufacturers must adhere to stringent guidelines regarding purity standards, impurity profiling, and stability testing.

In conclusion, (3-Amino-5-chloropyridin-2-yl)methanol (CAS No. 1638767-59-5) is a multifaceted compound with significant potential in pharmaceutical research and beyond. Its unique structural features make it a valuable building block for synthesizing bioactive molecules targeting various diseases. As research continues to uncover new applications for this compound, its importance in drug discovery and material science is likely to grow even further.

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