Cas no 1020038-42-9 (7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid)
7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid Chemical and Physical Properties
Names and Identifiers
-
- 7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid
- 7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid hydrate
- 7-chloroH-imidazo[1,2-a]pyridine-2-carboxylic acid
- AG-C-08981
- AK104504
- ANW-71266
- CTK6H3521
- SBB053543
- SureCN1647253
- IMidazo[1,2-a]pyridine-2-carboxylic acid, 7-chloro-
- AKOS006310082
- VQB03842
- EN300-1197870
- AMY21155
- 7-Chloroimidazo[1,2-a]pyridine-2-carboxylicacid
- 7-Chloro-imidazo[1,2-a]pyridine-2-carboxylic acid
- TS-02783
- A896974
- SCHEMBL1647253
- 1020038-42-9
- CS-0443652
- DTXSID70651760
- DA-16277
-
- MDL: MFCD09991784
- Inchi: 1S/C8H5ClN2O2/c9-5-1-2-11-4-6(8(12)13)10-7(11)3-5/h1-4H,(H,12,13)
- InChI Key: BEFUOITXMHRTRQ-UHFFFAOYSA-N
- SMILES: ClC1C=CN2C=C(C(=O)O)N=C2C=1
Computed Properties
- Exact Mass: 196.00400
- Monoisotopic Mass: 196.0039551g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 13
- Rotatable Bond Count: 1
- Complexity: 224
- 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: 2.2
- Topological Polar Surface Area: 54.6?2
Experimental Properties
- Melting Point: ca 231℃
- PSA: 54.60000
- LogP: 1.68590
7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid Pricemore >>
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7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid Related Literature
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Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-Gordon Phys. Chem. Chem. Phys., 2012,14, 15328-15339
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Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. Sharada Chem. Commun., 2022,58, 1406-1409
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Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
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Chen-Yu Chien,Sheng-Sheng Yu Chem. Commun., 2020,56, 11949-11952
Additional information on 7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid
7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid (CAS No. 1020038-42-9): A Versatile Intermediate in Modern Pharmaceutical Research
7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid, identified by its chemical identifier CAS No. 1020038-42-9, is a significant intermediate in the realm of pharmaceutical chemistry. This compound, belonging to the imidazopyridine class, has garnered considerable attention due to its structural versatility and potential applications in drug development. The presence of both chloro and carboxylic acid functional groups makes it a valuable building block for synthesizing a diverse array of bioactive molecules.
The imidazopyridine scaffold is a privileged structure in medicinal chemistry, known for its ability to interact with various biological targets. The 7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid derivative offers unique chemical handles that enable medicinal chemists to design and optimize molecules with enhanced pharmacological properties. Its utility spans across multiple therapeutic areas, including oncology, inflammation, and central nervous system disorders.
In recent years, the pharmaceutical industry has witnessed a surge in the development of targeted therapies, particularly in oncology. Compounds derived from imidazopyridine have shown promise as kinase inhibitors and other small-molecule drugs that modulate critical signaling pathways. The chloro substituent on the pyridine ring enhances electrophilicity, facilitating nucleophilic substitution reactions that are pivotal in constructing complex molecular architectures. Additionally, the carboxylic acid moiety provides opportunities for further derivatization, such as esterification or amidation, to tailor solubility and metabolic stability.
One of the most compelling aspects of 7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid is its role in the synthesis of inhibitors targeting protein-protein interactions (PPIs). PPIs are involved in numerous cellular processes and are often implicated in diseases such as cancer and autoimmune disorders. By designing molecules that disrupt these interactions, researchers aim to develop novel therapeutic strategies. The structural features of this compound make it an ideal candidate for generating libraries of PPI modulators through combinatorial chemistry approaches.
Recent advancements in computational chemistry have further amplified the utility of CAS No. 1020038-42-9. High-throughput virtual screening (HTVS) and molecular docking studies have enabled researchers to rapidly identify promising candidates for further experimental validation. These computational techniques leverage the known binding preferences of imidazopyridine derivatives to predict their efficacy against specific biological targets. Such methodologies have accelerated the drug discovery pipeline, reducing the time and cost associated with traditional screening processes.
The carboxylic acid group in 7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid also facilitates its incorporation into peptidomimetics—molecules designed to mimic peptide sequences while offering improved pharmacokinetic profiles. Peptidomimetics are particularly valuable in targeting biological processes regulated by peptide hormones or growth factors. By replacing susceptible amide bonds with more stable linkages while retaining bioactivity, researchers can develop drugs with enhanced durability in vivo.
In conclusion, 7-Chloroimidazo[1,2-a]pyridine-2-carboxylic acid represents a cornerstone intermediate in modern pharmaceutical research. Its unique structural features and functional groups provide a versatile platform for designing molecules with therapeutic potential across various disease areas. As computational tools continue to evolve and high-throughput screening becomes more efficient, compounds like this are poised to play an increasingly pivotal role in the development of next-generation therapeutics.
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