Cas no 156973-09-0 (5-(Aminomethyl)pyridin-2-amine)

5-(Aminomethyl)pyridin-2-amine is a bifunctional pyridine derivative featuring both a primary amine and an aminomethyl group, making it a versatile intermediate in organic synthesis and pharmaceutical applications. Its structure allows for selective functionalization, enabling the formation of heterocyclic compounds, ligands, or bioactive molecules. The compound’s dual amine functionality enhances its utility in cross-coupling reactions, Schiff base formation, and as a building block for complex molecular architectures. Its stability under standard conditions and compatibility with common reagents further contribute to its broad applicability in medicinal chemistry and material science. This compound is particularly valuable for researchers developing targeted therapeutics or functional materials.
5-(Aminomethyl)pyridin-2-amine structure
156973-09-0 structure
Product Name:5-(Aminomethyl)pyridin-2-amine
CAS No:156973-09-0
MF:C6H9N3
MW:123.155760526657
MDL:MFCD06213156
CID:136755
PubChem ID:15766771
Update Time:2025-11-01

5-(Aminomethyl)pyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 5-(Aminomethyl)pyridin-2-amine
    • 2-Amino-5-aminomethylpyridine
    • 3-Pyridinemethanamine,6-amino-
    • 3-PYRIDINEMETHANAMINE,6-AMINO-(9CI)
    • 6-amino-3-pyridinemethanamine
    • 6-Amino-3-(aminomethyl)pyridine
    • 5-Aminomethyl-2-aminopyridine
    • 5-AMinoMethyl-pyridin-2-ylaMine
    • 5-(Aminomethyl)pyridin-2-amine, (6-Aminopyridin-3-yl)methylamine
    • FT-0741570
    • EN300-174911
    • F13784
    • MFCD06213156
    • TS-01437
    • 6-Amino-3-aminomethylpyridine
    • CHEMBL4538383
    • SCHEMBL318570
    • DTXSID30578126
    • 2-Amino-5-(aminomethyl)pyridine
    • SB21137
    • CS-0112248
    • AKOS011383842
    • 5-aminomethylpyridin-2-ylamine
    • PHBVTMQLXNCAQO-UHFFFAOYSA-N
    • 156973-09-0
    • F8887-5395
    • SY035477
    • 3-Pyridinemethanamine, 6-amino-
    • DB-014009
    • MDL: MFCD06213156
    • Inchi: 1S/C6H9N3/c7-3-5-1-2-6(8)9-4-5/h1-2,4H,3,7H2,(H2,8,9)
    • InChI Key: PHBVTMQLXNCAQO-UHFFFAOYSA-N
    • SMILES: N1C(=CC=C(C=1)CN)N

Computed Properties

  • Exact Mass: 123.07977
  • Monoisotopic Mass: 123.079647300g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 84.4
  • 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: -0.5
  • Topological Polar Surface Area: 64.9?2

Experimental Properties

  • Density: 1.173±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 292.649 ℃ at 760 mmHg
  • Solubility: Soluble (202 g/l) (25 o C),
  • PSA: 64.93

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Additional information on 5-(Aminomethyl)pyridin-2-amine

Introduction to 5-(Aminomethyl)pyridin-2-amine (CAS No. 156973-09-0)

5-(Aminomethyl)pyridin-2-amine, identified by its Chemical Abstracts Service (CAS) number 156973-09-0, is a significant compound in the realm of pharmaceutical and biochemical research. This heterocyclic amine derivative has garnered attention due to its versatile structural framework, which positions it as a valuable intermediate in the synthesis of various bioactive molecules. The compound’s molecular structure, featuring a pyridine ring substituted with an amino group at the 2-position and a secondary amine at the 5-position, provides a rich scaffold for further functionalization and derivatization, making it a subject of intense interest in medicinal chemistry.

The utility of 5-(Aminomethyl)pyridin-2-amine stems from its ability to participate in multiple chemical reactions, including nucleophilic substitutions, condensations, and cyclizations. These reactivities enable the construction of complex molecular architectures, which are often essential for developing novel therapeutic agents. In recent years, the compound has been explored in the context of drug discovery programs aimed at addressing diverse therapeutic areas such as oncology, inflammation, and central nervous system disorders.

One of the most compelling aspects of 5-(Aminomethyl)pyridin-2-amine is its role as a precursor in the synthesis of small-molecule inhibitors targeting specific biological pathways. For instance, studies have demonstrated its application in generating pyridine-based ligands that interact with enzymes and receptors involved in disease mechanisms. The amine functionalities present in the molecule allow for facile coupling with other pharmacophores, enhancing binding affinity and selectivity. This adaptability has made it a preferred building block for medicinal chemists seeking to optimize lead compounds.

Recent advancements in computational chemistry have further highlighted the potential of 5-(Aminomethyl)pyridin-2-amine. Molecular modeling studies have revealed that modifications to its core structure can significantly influence its pharmacokinetic properties. By leveraging virtual screening techniques, researchers have identified derivatives of this compound that exhibit improved solubility, metabolic stability, and target engagement. Such findings underscore the importance of 5-(Aminomethyl)pyridin-2-amine as a scaffold for rational drug design.

In addition to its synthetic applications, 5-(Aminomethyl)pyridin-2-amine has been investigated for its potential biological activities. Preliminary studies suggest that certain derivatives may possess anti-inflammatory and antioxidant properties, making them promising candidates for treating chronic diseases associated with oxidative stress. The pyridine moiety is known to be present in many bioactive molecules, and 5-(Aminomethyl)pyridin-2-amine leverages this motif to interact with biological targets in a meaningful way.

The production and handling of 5-(Aminomethyl)pyridin-2-amine adhere to stringent quality control measures to ensure purity and consistency. Manufacturers employ advanced purification techniques such as column chromatography and recrystallization to isolate the compound in high yields. These processes are critical for maintaining the integrity of downstream applications, particularly in pharmaceutical research where even minor impurities can impact experimental outcomes.

The future prospects of 5-(Aminomethyl)pyridin-2-amine are promising, with ongoing research exploring its role in next-generation therapeutics. Innovations in synthetic methodologies continue to expand the toolkit available for modifying this compound’s structure, opening new avenues for drug development. Collaborative efforts between academia and industry are driving these advancements, ensuring that 5-(Aminomethyl)pyridin-2-amine remains at the forefront of pharmaceutical innovation.

As our understanding of biological systems evolves, so too does the relevance of compounds like 5-(Aminomethyl)pyridin-2-amine. Its unique structural features make it an indispensable asset in the quest for novel treatments targeting complex diseases. By integrating cutting-edge chemical synthesis with sophisticated biological evaluation, researchers are poised to unlock new therapeutic possibilities using this versatile intermediate.

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