Cas no 1039416-36-8 ((6-Chloroimidazo1,2-apyridin-2-yl)methanol)

(6-Chloroimidazo[1,2-a]pyridin-2-yl)methanol is a heterocyclic compound featuring a chloro-substituted imidazopyridine core with a hydroxymethyl functional group. This structure imparts versatility in synthetic applications, particularly in pharmaceutical and agrochemical research, where it serves as a key intermediate for further derivatization. The chloro group enhances reactivity for cross-coupling reactions, while the hydroxymethyl moiety allows for selective modifications, such as esterification or oxidation. Its well-defined reactivity profile and stability under standard conditions make it a valuable building block for constructing complex molecular architectures. The compound’s purity and consistent performance are critical for reproducibility in medicinal chemistry and material science applications.
(6-Chloroimidazo1,2-apyridin-2-yl)methanol structure
1039416-36-8 structure
Product Name:(6-Chloroimidazo1,2-apyridin-2-yl)methanol
CAS No:1039416-36-8
MF:C8H7ClN2O
MW:182.60698056221
MDL:MFCD11840955
CID:1027804
PubChem ID:19735707
Update Time:2025-06-08

(6-Chloroimidazo1,2-apyridin-2-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • 6-Chloroimidazolo[1,2-a]pyridin-2-yl-methanol
    • (6-Chloroimidazo[1,2-a]pyridin-2-yl)methanol
    • (6-chloroimidazolo[1,2-A]pyridin-2-yl)methanol
    • {6-chloroimidazo[1,2-a]pyridin-2-yl}methanol
    • 6-chloroimidazo[1,2-a]pyridine-2-yl-methanol
    • chloroimidazoapyridinylmethanol
    • (6-chloroimidazo[1,2-a]phridin-2-yl)methanol
    • IMidazo[1,2-a]pyridine-2-Methanol, 6-chloro-
    • 6-chloroimidazolo[1,2-A]pyridin-2-yl)methanol
    • EN300-1963896
    • AD-0705
    • G10647
    • MFCD11840955
    • SCHEMBL9598420
    • J-501665
    • A896333
    • DTXSID40599428
    • AKOS005071489
    • DA-17707
    • 1039416-36-8
    • (6-Chloroimidazo1,2-apyridin-2-yl)methanol
    • MDL: MFCD11840955
    • Inchi: 1S/C8H7ClN2O/c9-6-1-2-8-10-7(5-12)4-11(8)3-6/h1-4,12H,5H2
    • InChI Key: NBOXKWPAFWOANI-UHFFFAOYSA-N
    • SMILES: ClC1C=CC2=NC(CO)=CN2C=1

Computed Properties

  • Exact Mass: 182.02500
  • Monoisotopic Mass: 182.0246905g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 167
  • 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: 1.5
  • Topological Polar Surface Area: 37.5?2

Experimental Properties

  • PSA: 37.53000
  • LogP: 1.48000

(6-Chloroimidazo1,2-apyridin-2-yl)methanol 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%

(6-Chloroimidazo1,2-apyridin-2-yl)methanol Pricemore >>

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Additional information on (6-Chloroimidazo1,2-apyridin-2-yl)methanol

Introduction to (6-Chloroimidazo1,2-apyridin-2-yl)methanol (CAS No. 1039416-36-8)

(6-Chloroimidazo1,2-apyridin-2-yl)methanol, with the CAS number 1039416-36-8, is a significant compound in the field of pharmaceutical chemistry. This heterocyclic molecule has garnered attention due to its unique structural properties and potential applications in drug development. The compound features a fused imidazo[1,2-a]pyridine core, which is a common motif in many bioactive molecules, particularly in the design of small-molecule inhibitors targeting various biological pathways.

The presence of a chloro substituent at the 6-position of the imidazo[1,2-a]pyridine ring enhances its reactivity and makes it a valuable intermediate in synthetic chemistry. The methanol moiety at the 2-position provides a hydrophilic group, which can influence the solubility and pharmacokinetic properties of derivatives derived from this compound. This balance of hydrophobic and hydrophilic elements makes (6-Chloroimidazo1,2-apyridin-2-yl)methanol a versatile building block for medicinal chemists.

In recent years, there has been growing interest in imidazo[1,2-a]pyridine derivatives due to their broad spectrum of biological activities. These compounds have been explored for their potential in treating various diseases, including cancer, inflammation, and infectious diseases. The< strong>chlorosubstituted imidazo[1,2-a]pyridines are particularly noteworthy because they can serve as scaffolds for developing kinase inhibitors, which are crucial in targeted cancer therapies.

One of the most exciting areas of research involving (6-Chloroimidazo1,2-apyridin-2-yl)methanol is its application in the development of tyrosine kinase inhibitors. Tyrosine kinases are enzymes that play a key role in cell signaling pathways and are often overactive in cancer cells. By inhibiting these kinases, it is possible to disrupt the signaling pathways that promote tumor growth and survival. Several preclinical studies have demonstrated the potential of imidazo[1,2-a]pyridine derivatives as effective tyrosine kinase inhibitors. For instance, compounds with similar structures have shown promising activity against src-family kinases, which are involved in various cellular processes including cell proliferation and survival.

The synthesis of (6-Chloroimidazo1,2-apyridin-2-yl)methanol involves multi-step organic reactions that require careful optimization to achieve high yields and purity. The chlorination step is particularly critical, as it introduces the< strong>chloro substituent that is essential for subsequent functionalization. Advanced synthetic techniques such as palladium-catalyzed cross-coupling reactions have been employed to construct the imidazo[1,2-a]pyridine core efficiently. These methods not only improve the efficiency of the synthesis but also minimize side reactions, leading to cleaner products.

The pharmacological properties of (6-Chloroimidazo1,2-apyridin-2-yl)methanol and its derivatives have been extensively studied in vitro and in vivo. Initial pharmacokinetic studies have shown that this compound has good oral bioavailability and moderate tissue distribution. This makes it an attractive candidate for further development into an oral therapeutic agent. Additionally, preliminary toxicity studies have indicated that (6-Chloroimidazo1,2-apyridin-2-yl)methanol is well-tolerated at therapeutic doses, suggesting its potential for safe use in humans.

In conclusion, (6-Chloroimidazo1,2-apyridin-2-yl)methanol (CAS No. 1039416-36-8) is a promising compound with significant potential in pharmaceutical applications. Its unique structural features and biological activities make it a valuable tool for drug discovery and development. As research continues to uncover new therapeutic targets and mechanisms, compounds like (6-Chloroimidazo1,2-apyridin-2-yl)methanol are likely to play an increasingly important role in the fight against human disease.

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