Cas no 5315-73-1 (3-Chloroimidazo1,2-apyridine)

3-Chloroimidazo[1,2-a]pyridine is a heterocyclic compound featuring a fused imidazole and pyridine ring system with a chloro substituent at the 3-position. This structure imparts significant reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its electron-rich aromatic system facilitates electrophilic substitution reactions, while the chloro group offers a handle for further functionalization via cross-coupling or nucleophilic displacement. The compound’s rigid bicyclic framework enhances binding affinity in medicinal chemistry applications, particularly in the development of kinase inhibitors and antimicrobial agents. High purity and stability under standard conditions ensure consistent performance in synthetic workflows.
3-Chloroimidazo1,2-apyridine structure
3-Chloroimidazo1,2-apyridine structure
Product Name:3-Chloroimidazo1,2-apyridine
CAS No:5315-73-1
MF:C7H5ClN2
MW:152.581000089645
MDL:MFCD07778355
CID:377535
PubChem ID:329767678
Update Time:2025-06-30

3-Chloroimidazo1,2-apyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Chloroimidazo[1,2-a]pyridine
    • IMIDAZO[1,2-A]PYRIDINE, 3-CHLORO-
    • 2-chloro-caprolactam
    • 3-Chlor-hexahydro-azepin-2-on
    • 3-Chlor-imidazo<1,2-a>pyridin
    • 3-chlorohexahydro-2H-azepin-2-one
    • 3-chloro-hexahydro-azepin-2-one
    • 3-Chloroimidazo[1,2]-pyridine
    • AKOS006285654
    • IMIDAZO[1,2-A]PYRIDINE,3-CHLORO-
    • MFCD07778355
    • CS-0145146
    • 2-Fluoro-2-nitrodiphenylamine
    • FT-0694578
    • SCHEMBL13325708
    • F18114
    • 5315-73-1
    • AS-8546
    • A870806
    • 3-Chloroimidazo[1,2-a]pyridine, 97%
    • 7SX58CN5U7
    • DB-087316
    • 3-Chloroimidazo1,2-apyridine
    • MDL: MFCD07778355
    • Inchi: 1S/C7H5ClN2/c8-6-5-9-7-3-1-2-4-10(6)7/h1-5H
    • InChI Key: DZHPZIQQEVQDEJ-UHFFFAOYSA-N
    • SMILES: ClC1=CN=C2C=CC=CN21

Computed Properties

  • Exact Mass: 152.01400
  • Monoisotopic Mass: 152.0141259g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 129
  • 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: 2.7
  • Topological Polar Surface Area: 17.3?2

Experimental Properties

  • Melting Point: 42-47?°C
  • PSA: 17.30000
  • LogP: 1.98770

3-Chloroimidazo1,2-apyridine Security Information

3-Chloroimidazo1,2-apyridine 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 3-Chloroimidazo1,2-apyridine

3-Chloroimidazo[1,2-a]pyridine (CAS No. 5315-73-1): A Comprehensive Overview

3-Chloroimidazo[1,2-a]pyridine, also known by its CAS number 5315-73-1, is a heterocyclic aromatic compound belonging to the imidazopyridine family. This compound has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science due to its unique structural properties and potential applications. Recent advancements in synthetic methodologies and computational modeling have further enhanced our understanding of its chemical behavior and functionalization possibilities.

The molecular structure of 3-Chloroimidazo[1,2-a]pyridine consists of a fused bicyclic system comprising an imidazole ring fused to a pyridine ring. The presence of a chlorine substituent at the 3-position introduces electronic and steric effects that significantly influence its reactivity and biological activity. This makes it a versatile building block for the synthesis of various bioactive molecules. For instance, researchers have explored its role as a precursor in the development of antitumor agents and neuroprotective drugs, where its ability to modulate key cellular pathways has been extensively studied.

Recent studies have highlighted the potential of 3-Chloroimidazo[1,2-a]pyridine in drug discovery programs targeting cancer therapy and neurodegenerative diseases. For example, a 2023 study published in *Nature Communications* demonstrated that derivatives of this compound exhibit selective inhibition against certain oncogenic kinases, suggesting their potential as lead compounds for anticancer drug development. Additionally, computational docking studies have revealed that this compound can interact with key proteins involved in Alzheimer's disease, opening new avenues for its application in neuroprotective therapies.

In terms of synthesis, traditional methods for preparing 3-Chloroimidazo[1,2-a]pyridine involve multi-step reactions such as cyclization followed by halogenation. However, recent advancements in catalytic chemistry have enabled more efficient and environmentally friendly routes. For instance, the use of transition metal catalysts like palladium(II) has been reported to facilitate one-pot synthesis with improved yields and selectivity. These developments not only enhance the scalability of production but also pave the way for further functionalization of this compound.

The application of 3-Chloroimidazo[1,2-a]pyridine extends beyond pharmaceuticals into materials science. Its aromaticity and heterocyclic nature make it a promising candidate for use in organic electronics. Researchers have explored its potential as an electron-deficient component in π-conjugated systems, which could be utilized in the development of advanced materials such as organic semiconductors and light-emitting diodes (OLEDs). Preliminary studies indicate that derivatives of this compound exhibit desirable electronic properties, making them suitable for high-performance electronic devices.

In conclusion, 3-Chloroimidazo[1,2-a]pyridine (CAS No. 5315-73-1) stands out as a multifaceted compound with diverse applications across various scientific disciplines. Its unique chemical properties, combined with recent breakthroughs in synthesis and functionalization techniques, position it as a valuable tool in modern research and development. As ongoing studies continue to uncover new insights into its potential uses, this compound is poised to play an increasingly important role in advancing both therapeutic interventions and materials innovation.

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