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7-Amino-4-chloromethylcoumarin | CAS 147963-22-2
| Catalog Number | A16-0077 |
| Category | Cell Proliferation Tracer Fluorescent Probes |
| Molecular Formula | C10H8NO2Cl |
| Molecular Weight | 209.63 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
7-Amino-4-chloromethylcoumarin is a thiol-reactive, cell-permeant, fluorescent probe that is commonly used as a long-term cell tracer. It is well retained in cells for at least 24 hours.
Chemical Information
Application
Computed Properties
Literatures
Patents
| Synonyms | CellHunt Blue CMAC; 7-amino-4-(chloromethyl)-2H-chromen-2-one; 7-amino-4-(chloromethyl)chromen-2-one |
| IUPAC Name | 7-amino-4-(chloromethyl)chromen-2-one |
| Canonical SMILES | C1=CC2=C(C=C1N)OC(=O)C=C2CCl |
| InChI | InChI=1S/C10H8ClNO2/c11-5-6-3-10(13)14-9-4-7(12)1-2-8(6)9/h1-4H,5,12H2 |
| InChIKey | VIEYMVWPECAOCY-UHFFFAOYSA-N |
Cell Proliferation Assays: 7-Amino-4-chloromethylcoumarin is extensively utilized as a cell proliferation tracer due to its fluorescent properties. When introduced into live cells, it is retained and converted into a fluorescent form, allowing researchers to monitor cell division and proliferation over time. This application is critical in studies investigating the effects of various treatments, such as drugs or environmental factors, on cell growth. By providing a quantitative measure of cell proliferation, this dye enables scientists to assess therapeutic efficacy in cancer research and regenerative medicine, contributing to the development of new therapeutic strategies and understanding the mechanisms underlying cell growth.
Visualization of Cellular Processes: This compound serves as an effective fluorescent probe for visualizing various cellular processes. Its bright fluorescence allows for the real-time monitoring of cellular events such as migration, differentiation, and apoptosis. Researchers use 7-Amino-4-chloromethylcoumarin to track individual cells within a population, providing insights into how cells interact and respond to different stimuli. This application is particularly valuable in developmental biology and tissue engineering, where understanding cellular dynamics is essential for optimizing tissue regeneration and repair strategies. By facilitating the visualization of cellular behavior, this probe enhances our knowledge of fundamental biological processes.
Monitoring Drug Responses: 7-Amino-4-chloromethylcoumarin is also employed in drug response studies, enabling researchers to assess how various compounds affect cell viability and proliferation. By using this fluorescent probe in conjunction with high-throughput screening techniques, scientists can quickly evaluate the cytotoxic effects of potential drug candidates. This application is crucial in pharmaceutical research, where identifying effective and safe drugs is a primary goal. The ability to visualize and quantify changes in cell proliferation in response to treatments helps in optimizing drug formulations and understanding their mechanisms of action, ultimately advancing drug discovery efforts.
Investigation of Cancer Biology: In cancer research, 7-Amino-4-chloromethylcoumarin plays a significant role in investigating tumor biology and the mechanisms of metastasis. By tracking the proliferation and migration of cancer cells, researchers can gain insights into how tumors develop, grow, and spread. This application is essential for understanding the factors that contribute to cancer progression and for identifying potential therapeutic targets. Additionally, the ability to visualize changes in cell behavior in response to therapeutic interventions allows for the assessment of treatment efficacy and the exploration of combination therapies. This dye's contributions to cancer biology research are invaluable for developing more effective cancer treatments.
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 209.0243562 g/mol |
| Monoisotopic Mass | 209.0243562 g/mol |
| Topological Polar Surface Area | 52.3Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 277 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 20162389 | 2011-01-01 | Wallerian-like degeneration of central neurons after synchronized and geometrically registered mass axotomy in a three-compartmental microfluidic chip | Neurotoxicity research |
| 21765948 | 2011-01-01 | Calpain and PARP activation during photoreceptor cell death in P23H and S334ter rhodopsin mutant rats | PloS one |
| 21184674 | 2010-12-24 | Tetherin restricts direct cell-to-cell infection of HIV-1 | Retrovirology |
| 21049044 | 2010-10-25 | Moderation of calpain activity promotes neovascular integration and lumen formation during VEGF-induced pathological angiogenesis | PloS one |
| 19114102 | 2009-04-01 | Spitzenkörper, vacuoles, ring-like structures, and mitochondria of Phanerochaete velutina hyphal tips visualized with carboxy-DFFDA, CMAC and DiOC6(3) | Mycological research |
| Publication Number | Title | Priority Date |
|---|---|---|
| WO-2022240655-A1 | Methods of using shaped particles in flow cytometers for assays on b cells and t cells | 2021-05-10 |
| EP-4071148-A1 | Dichalcogenide prodrugs | 2021-04-07 |
| WO-2022214598-A1 | Dichalcogenide prodrugs | 2021-04-07 |
| EP-4062942-A1 | Disulfide-based prodrug compounds | 2021-03-22 |
| WO-2022200347-A1 | Disulfide-based prodrug compounds | 2021-03-22 |
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