Cas no 20173-74-4 ([6-(dimethylamino)pyridin-3-yl]methanol)

[6-(Dimethylamino)pyridin-3-yl]methanol is a versatile heterocyclic compound featuring a pyridine core substituted with a dimethylamino group at the 6-position and a hydroxymethyl group at the 3-position. This structure imparts unique reactivity, making it valuable as an intermediate in pharmaceutical and agrochemical synthesis. The dimethylamino group enhances electron density, facilitating nucleophilic substitutions, while the hydroxymethyl group offers functionalization potential for esterification or oxidation. Its stability under standard conditions and solubility in common organic solvents further contribute to its utility in multistep synthetic routes. The compound is particularly useful in constructing complex molecules requiring tailored electronic or steric properties.
[6-(dimethylamino)pyridin-3-yl]methanol structure
20173-74-4 structure
Product Name:[6-(dimethylamino)pyridin-3-yl]methanol
CAS No:20173-74-4
MF:C8H12N2O
MW:152.193681716919
MDL:MFCD08236841
CID:240830
PubChem ID:12259943
Update Time:2025-05-21

[6-(dimethylamino)pyridin-3-yl]methanol Chemical and Physical Properties

Names and Identifiers

    • (6-(Dimethylamino)pyridin-3-yl)methanol
    • (6-DIMETHYLAMINO-PYRIDIN-3-YL)-METHANOL
    • [6-(dimethylamino)pyridin-3-yl]methanol
    • 3-Pyridinemethanol, 6-(dimethylamino)-
    • [6-(dimethylamino)-3-pyridinyl]methanol(SALTDATA: HCl 0.4H2O)
    • 2-Dimethylamino-5-hydroxymethyl-pyridin
    • 2-Dimethylamino-5-pyridyl-carbinol
    • 2-Dimethylamino-5-pyridinemethanol
    • DTXSID70482834
    • F8882-4432
    • A814303
    • 2-Dimethylamino -5-hydroxymethylpyridine
    • [6-(dimethyl(6-(Dimethylamino)pyridin-3-yl)methanolamino)-3-pyridyl]methanol
    • 20173-74-4
    • AB44151
    • SCHEMBL1569639
    • MFCD08236841
    • 6-(DIMETHYLAMINO)-3-PYRIDINEMETHANOL
    • BSPSQSDQPGKYRP-UHFFFAOYSA-N
    • EN300-248946
    • E90117
    • FT-0650728
    • BCP26563
    • [6-(dimethylamino)-3-pyridinyl]methanol
    • 2-Dimethylamino-5-hydroxymethylpyridine
    • AKOS005363163
    • J-501633
    • ALBB-022802
    • DB-002324
    • MDL: MFCD08236841
    • Inchi: 1S/C8H12N2O/c1-10(2)8-4-3-7(6-11)5-9-8/h3-5,11H,6H2,1-2H3
    • InChI Key: BSPSQSDQPGKYRP-UHFFFAOYSA-N
    • SMILES: OCC1=CN=C(C=C1)N(C)C

Computed Properties

  • Exact Mass: 152.09500
  • Monoisotopic Mass: 152.094963011g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 117
  • 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: 0.4
  • Topological Polar Surface Area: 36.4?2

Experimental Properties

  • Density: 1.131
  • Melting Point: 46 oC
  • PSA: 36.36000
  • LogP: 0.63990

[6-(dimethylamino)pyridin-3-yl]methanol Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on [6-(dimethylamino)pyridin-3-yl]methanol

[6-(Dimethylamino)Pyridin-3-yl]Methanol: A Comprehensive Overview

[6-(Dimethylamino)Pyridin-3-yl]Methanol, also known by its CAS number 20173-74-4, is a compound of significant interest in the fields of organic chemistry and pharmacology. This molecule, characterized by its unique structure featuring a pyridine ring substituted with a dimethylamino group at the 6-position and a hydroxymethyl group at the 3-position, has garnered attention due to its potential applications in drug design and synthesis.

The synthesis of [6-(Dimethylamino)Pyridin-3-yl]Methanol involves a multi-step process that typically begins with the preparation of the pyridine derivative. Recent advancements in catalytic methods have enabled more efficient syntheses, reducing reaction times and improving yields. For instance, researchers have employed palladium-catalyzed cross-coupling reactions to construct the pyridine backbone, followed by selective substitution to introduce the hydroxymethyl group. These methods not only enhance the scalability of the synthesis but also align with green chemistry principles by minimizing waste and energy consumption.

One of the most promising applications of [6-(Dimethylamino)Pyridin-3-yl]Methanol lies in its role as a building block for bioactive molecules. The dimethylamino group imparts basicity, making it a valuable component in the design of ligands for metalloenzymes and receptors. Recent studies have demonstrated its utility in constructing inhibitors for histone deacetylases (HDACs), which are implicated in various cancers. For example, a 2023 study published in Nature Communications highlighted how derivatives of this compound can modulate HDAC activity, offering new avenues for anti-cancer therapies.

In addition to its pharmacological applications, [6-(Dimethylamino)Pyridin-3-yl]Methanol has found use in materials science. Its ability to coordinate with metal ions makes it a candidate for designing metal-organic frameworks (MOFs) with applications in gas storage and catalysis. A 2022 report in Chemical Reviews underscored its role in creating MOFs with exceptional stability and surface area, which could revolutionize industrial catalysis processes.

The toxicological profile of [6-(Dimethylamino)Pyridin-3-yl]Methanol has also been extensively studied to ensure its safe handling and application. Preclinical studies indicate that it exhibits low acute toxicity, with no significant adverse effects observed at therapeutic concentrations. However, long-term toxicity studies are currently underway to assess its safety profile comprehensively.

In conclusion, [6-(Dimethylamino)Pyridin-3-yl]Methanol (CAS No: 20173-74-4) stands as a versatile compound with diverse applications across multiple disciplines. Its structural features, coupled with recent advancements in synthesis and application development, position it as a key player in modern chemical research. As ongoing studies continue to unravel its potential, this compound is poised to make significant contributions to both academic and industrial sectors.

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