Cas no 954226-94-9 (2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde)

2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde is a versatile heterocyclic aldehyde featuring a pyridine-pyrimidine hybrid scaffold. Its bifunctional structure, combining an electron-deficient pyrimidine ring with a reactive formyl group, makes it a valuable intermediate in organic synthesis and pharmaceutical research. The compound is particularly useful in constructing complex molecules, such as ligands for coordination chemistry or building blocks for drug discovery. Its rigid aromatic framework enhances stability, while the aldehyde functionality allows for further derivatization via condensation or nucleophilic addition reactions. This compound is well-suited for applications in medicinal chemistry, materials science, and catalysis due to its predictable reactivity and structural modularity.
2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde structure
954226-94-9 structure
Product Name:2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde
CAS No:954226-94-9
MF:C10H7N3O
MW:185.182081460953
MDL:MFCD09863209
CID:878670
PubChem ID:24903632
Update Time:2025-10-22

2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde
    • 2-pyridin-2-ylpyrimidine-5-carbaldehyde
    • 2-pyridin-2-ylpyrimidine-5-carbaldehyde(SALTDATA: FREE)
    • CHEMBL4587308
    • 2-(2-pyridinyl)-5-pyrimidinecarbaldehyde
    • SMSSF-0625515
    • SB53194
    • YKKGUSHYAFNZLB-UHFFFAOYSA-N
    • F9994-0006
    • AKOS000284186
    • SCHEMBL15009184
    • 954226-94-9
    • DTXSID80647957
    • AMS_CNC_ID-321740928
    • MFCD09863209
    • 2-pyridin-2-ylpyrimidine-5-carbaldehyde, AldrichCPR
    • MDL: MFCD09863209
    • Inchi: 1S/C10H7N3O/c14-7-8-5-12-10(13-6-8)9-3-1-2-4-11-9/h1-7H
    • InChI Key: YKKGUSHYAFNZLB-UHFFFAOYSA-N
    • SMILES: O=CC1C=NC(C2C=CC=CN=2)=NC=1

Computed Properties

  • Exact Mass: 185.05900
  • Monoisotopic Mass: 185.058911855g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 190
  • 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: 0.3
  • Topological Polar Surface Area: 55.7?2

Experimental Properties

  • PSA: 55.74000
  • LogP: 1.35110

2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde Security Information

  • Hazard Category Code: 22
  • Hazardous Material Identification: Xn

2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. 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:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde

2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde: A Comprehensive Overview

The compound 2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde (CAS No. 954226-94-9) is a structurally unique organic compound with significant potential in the fields of medicinal chemistry and materials science. This compound, characterized by its pyridine and pyrimidine moieties, has garnered attention due to its versatile reactivity and promising applications in drug design. Recent studies have highlighted its role in the development of novel therapeutic agents, particularly in the realm of anticancer and anti-inflammatory therapies.

The molecular structure of 2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde consists of a pyrimidine ring fused with a pyridine ring, with an aldehyde group attached at the 5-position. This arrangement imparts the compound with distinct electronic properties, making it an attractive candidate for various chemical transformations. Researchers have explored its ability to undergo nucleophilic addition reactions, which are pivotal in synthesizing bioactive molecules. The presence of electron-withdrawing groups, such as the aldehyde moiety, enhances the reactivity of the compound, facilitating its use in complex molecular constructions.

Recent advancements in synthetic methodologies have further expanded the utility of CAS No. 954226-94-9. For instance, its application in click chemistry has been documented, where it serves as a key intermediate in the synthesis of macrocyclic compounds. These macrocycles hold potential as scaffolds for drug delivery systems due to their ability to encapsulate bioactive molecules and release them in a controlled manner. Additionally, the compound's role in transition metal-catalyzed reactions has been explored, showcasing its versatility in asymmetric synthesis.

In terms of biological activity, 2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde has demonstrated promising results in preclinical studies. It has been evaluated for its anti-proliferative effects against various cancer cell lines, with notable activity observed against breast and colon cancer cells. The compound's ability to modulate key signaling pathways involved in cancer progression suggests its potential as a lead molecule for anticancer drug development. Furthermore, studies have indicated its anti-inflammatory properties, attributed to its inhibitory effects on cyclooxygenase (COX) enzymes.

The synthesis of CAS No. 954226-94-9 involves a multi-step process that typically begins with the preparation of pyridine derivatives followed by their coupling with pyrimidine precursors. Recent optimizations have focused on enhancing yield and purity through the use of microwave-assisted synthesis and continuous flow reactors. These advancements not only improve the efficiency of production but also align with green chemistry principles by minimizing waste and energy consumption.

From a materials science perspective, 2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde has been investigated for its potential as a building block in supramolecular chemistry. Its ability to form hydrogen bonds and π–π interactions makes it suitable for constructing self-assembled monolayers and nanoscale architectures. Such applications could pave the way for innovative materials with tailored properties for use in electronics and sensors.

In conclusion, CAS No. 954226-94-9, or 2-(Pyridin-2-yl)pyrimidine-5-carbaldehyde, stands out as a versatile compound with multifaceted applications across diverse scientific domains. Its structural features, reactivity, and biological activity position it as a valuable tool in both academic research and industrial development. As ongoing studies continue to uncover new dimensions of its utility, this compound is poised to make significant contributions to the advancement of modern science.

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