Cas no 1895224-02-8 (3-Chloroimidazo[1,5-a]pyridine)

3-Chloroimidazo[1,5-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 unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its electron-rich aromatic system facilitates functionalization via cross-coupling, nucleophilic substitution, or metal-catalyzed reactions, enabling diverse derivatization. The chloro group enhances selectivity in further modifications, offering precise control in constructing complex molecules. The compound’s stability under standard conditions ensures handling convenience, while its compatibility with common organic solvents broadens its utility in multistep syntheses. Its applications include the development of bioactive molecules, particularly in medicinal chemistry for drug discovery.
3-Chloroimidazo[1,5-a]pyridine structure
1895224-02-8 structure
Product Name:3-Chloroimidazo[1,5-a]pyridine
CAS No:1895224-02-8
MF:C7H5ClN2
MW:152.581000089645
CID:4774821
PubChem ID:116993138
Update Time:2026-02-26

3-Chloroimidazo[1,5-a]pyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Chloroimidazo[1,5-a]pyridine
    • AK00741889
    • D80267
    • 1895224-02-8
    • MFCD30067670
    • CS-0161093
    • BS-15741
    • AKOS037648827
    • Inchi: 1S/C7H5ClN2/c8-7-9-5-6-3-1-2-4-10(6)7/h1-5H
    • InChI Key: AYHDKLDLEMGMSQ-UHFFFAOYSA-N
    • SMILES: ClC1=NC=C2C=CC=CN21

Computed Properties

  • Exact Mass: 152.0141259g/mol
  • Monoisotopic Mass: 152.0141259g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • 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: 2.8
  • Topological Polar Surface Area: 17.3

3-Chloroimidazo[1,5-a]pyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029196692-1g
3-Chloroimidazo[1,5-a]pyridine
1895224-02-8 95%
1g
$815.85 2023-09-02
Alichem
A029196692-5g
3-Chloroimidazo[1,5-a]pyridine
1895224-02-8 95%
5g
$2090.40 2023-09-02
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-MC187-100mg
3-Chloroimidazo[1,5-a]pyridine
1895224-02-8 95+%
100mg
932.0CNY 2021-07-14
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-MC187-250mg
3-Chloroimidazo[1,5-a]pyridine
1895224-02-8 95+%
250mg
3725CNY 2021-05-07
Chemenu
CM512816-50mg
3-Chloroimidazo[1,5-a]pyridine
1895224-02-8 95%
50mg
$122 2023-02-02
Chemenu
CM512816-100mg
3-Chloroimidazo[1,5-a]pyridine
1895224-02-8 95%
100mg
$154 2023-02-02
Chemenu
CM512816-250mg
3-Chloroimidazo[1,5-a]pyridine
1895224-02-8 95%
250mg
$330 2023-02-02
Chemenu
CM512816-1g
3-Chloroimidazo[1,5-a]pyridine
1895224-02-8 95%
1g
$822 2023-02-02
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-MC187-200mg
3-Chloroimidazo[1,5-a]pyridine
1895224-02-8 95+%
200mg
2327.0CNY 2021-07-14
eNovation Chemicals LLC
Y1227466-5g
3-Chloroimidazo[1,5-a]pyridine
1895224-02-8 95%
5g
$3300 2024-06-03

Additional information on 3-Chloroimidazo[1,5-a]pyridine

Recent Advances in the Study of 3-Chloroimidazo[1,5-a]pyridine (CAS: 1895224-02-8) in Chemical Biology and Pharmaceutical Research

3-Chloroimidazo[1,5-a]pyridine (CAS: 1895224-02-8) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in medicinal chemistry and drug discovery. This compound serves as a key intermediate in the synthesis of various biologically active molecules, particularly those targeting kinase inhibitors and other therapeutic agents. Recent studies have explored its potential in modulating protein-protein interactions and its role in the development of novel anticancer and anti-inflammatory drugs.

A study published in the Journal of Medicinal Chemistry (2023) highlighted the synthesis and evaluation of 3-Chloroimidazo[1,5-a]pyridine derivatives as potent inhibitors of cyclin-dependent kinases (CDKs). The researchers employed a structure-activity relationship (SAR) approach to optimize the compound's binding affinity and selectivity. The results demonstrated that specific modifications to the imidazopyridine core significantly enhanced inhibitory activity against CDK4/6, which are critical targets in cancer therapy. These findings underscore the compound's potential as a scaffold for developing next-generation CDK inhibitors.

In another recent investigation, scientists explored the use of 3-Chloroimidazo[1,5-a]pyridine in the design of small-molecule modulators for inflammatory pathways. The study, published in Bioorganic & Medicinal Chemistry Letters (2024), revealed that derivatives of this compound exhibited strong inhibitory effects on NF-κB signaling, a pathway implicated in chronic inflammatory diseases. The researchers utilized computational docking studies to elucidate the binding modes of these derivatives, providing insights into their mechanism of action and paving the way for further optimization.

Furthermore, advancements in synthetic methodologies have facilitated the efficient production of 3-Chloroimidazo[1,5-a]pyridine and its derivatives. A recent report in Organic Process Research & Development (2023) described a scalable and environmentally friendly synthesis route, employing catalytic C-H activation strategies. This innovation not only improves the accessibility of the compound for research purposes but also aligns with the growing emphasis on sustainable chemistry practices in the pharmaceutical industry.

The pharmacokinetic properties of 3-Chloroimidazo[1,5-a]pyridine derivatives have also been a focus of recent research. A preclinical study published in European Journal of Pharmaceutical Sciences (2024) evaluated the absorption, distribution, metabolism, and excretion (ADME) profiles of selected derivatives. The results indicated favorable oral bioavailability and metabolic stability, suggesting their potential as viable drug candidates. However, the study also identified areas for further optimization, such as reducing off-target effects and improving tissue penetration.

In conclusion, 3-Chloroimidazo[1,5-a]pyridine (CAS: 1895224-02-8) continues to be a promising scaffold in chemical biology and pharmaceutical research. Recent studies have expanded our understanding of its therapeutic potential, particularly in oncology and inflammation. The development of novel synthetic routes and the elucidation of its mechanism of action further enhance its value as a tool compound and drug candidate. Future research should focus on translating these findings into clinical applications and addressing remaining challenges in drug development.

Recommended suppliers
上海帛亦醫(yī)藥科技有限公司
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Hangzhou Cedareal Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Hangzhou Cedareal Technology Co., Ltd.
Nanjing Jubai Biopharm
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing Jubai Biopharm
Shenzhen Jianxing Pharmaceutical Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shenzhen Jianxing Pharmaceutical Technology Co., Ltd.
Shanghai Jinhuan Chemical CO., LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shanghai Jinhuan Chemical CO., LTD.