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9-Acridinecarboxylic acid | 5336-90-3
| Catalog Number | A19-0035 |
| Category | DNA Stains |
| Molecular Formula | C14H9NO2 |
| Molecular Weight | 223.23 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| A19-0035 | -- | $-- |
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Product Introduction
It is a chemiluminescent reagent, used to mark proteins, antigens, antibodies, nucleic acids (DNA, RNA), etc. It is also used in the synthesis of short DNA-binding peptides.
Chemical Information |
|
|---|---|
| Related CAS | 332927-03-4 (hydrate) |
| Synonyms | Acridine carboxylic acid; 9-Carboxyacridine; 9-carboxy-acridine |
| Purity | ≥96% |
| IUPAC Name | acridine-9-carboxylic acid |
| Canonical SMILES | C1=CC=C2C(=C1)C(=C3C=CC=CC3=N2)C(=O)O |
| InChI | InChI=1S/C14H9NO2/c16-14(17)13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H,(H,16,17) |
| InChI Key | IYRYQBAAHMBIFT-UHFFFAOYSA-N |
| Solubility | Soluble in Water; Slightly soluble in DMSO |
| Density | 1.366±0.06 g/cm3 (Predicted) |
| Appearance | Light Yellow Solid |
| Boiling Point | 480.4±18.0°C (Predicted) |
| Melting Point | 290°C (dec.) |
- Product Specification
- Application
| Storage | -20°C |
| Signal | Warning |
| GHS Hazard Statements | H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
9-Acridinecarboxylic acid, an aromatic heterocyclic compound, boasts a multitude of applications in bioscience and related fields. Here are four key applications:
Anticancer Research: Delving into the realm of cancer treatment, researchers explore the potential of 9-Acridinecarboxylic acid due to its unique ability to intercalate into DNA. This intercalation disrupts DNA replication and transcription, triggering cell cycle arrest and apoptosis specifically in cancer cells. By harnessing this compound, scientists strive to develop novel chemotherapeutic agents with enhanced efficacy, aiming to revolutionize the landscape of cancer treatment.
Fluorescent Probes: With its remarkable fluorescence properties, 9-Acridinecarboxylic acid serves as a valuable fluorescent probe in biochemical assays. This compound is utilized to stain and visualize nucleic acids, proteins, and other biomolecules in diverse laboratory techniques, enabling intricate studies of molecular interactions and cellular structures under the lens of a microscope. Through this application, researchers gain deeper insights into the intricacies of biological systems.
Antimicrobial Activity: Unveiling its antimicrobial prowess, 9-Acridinecarboxylic acid emerges as a promising candidate for the development of novel antibacterial and antifungal agents. Its mechanism revolves around disrupting microbial DNA function, resulting in the hindrance of growth and replication of harmful microorganisms. This application plays a pivotal role in combating antibiotic resistance and exploring alternative treatments for infections.
Analytical Chemistry: In the domain of analytical chemistry, 9-Acridinecarboxylic acid assumes the role of a versatile reagent for the detection and quantification of diverse substances. Its unique ability to form complexes with metal ions and organic molecules facilitates the development of sensitive and specific assays, particularly invaluable in environmental monitoring and pharmaceutical quality control. Through this application, scientists propel the boundaries of analytical chemistry, enhancing the precision and efficacy of analytical methods.
Computed Properties | |
|---|---|
| XLogP3 | 3.1 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 223.063328530 g/mol |
| Monoisotopic Mass | 223.063328530 g/mol |
| Topological Polar Surface Area | 50.2Ų |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Complexity | 283 |
| 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 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 23075300 | 2012-11-05 | Facile metalation of Hbzq by [cis-Pt(C6F5)2(thf)2]: a route to a pentafluorophenyl benzoquinolate solvate complex that easily coordinates terminal alkynes. Spectroscopic and optical properties | Inorganic chemistry |
| 22459174 | 2012-05-01 | Synthesis, cytotoxicity and structure-activity relationships between ester and amide functionalities in novel acridine-based platinum(II) complexes | Journal of inorganic biochemistry |
| 22307049 | 2012-03-28 | Benzoquinolateplatinum(II) complexes as building blocks in the synthesis of Pt-Ag extended structures | Dalton transactions (Cambridge, England : 2003) |
| 22412532 | 2012-03-01 | 9-(3-Fluoro-phen-oxy-carbon-yl)-10-methyl-acridinium trifluoro-methane-sulfonate monohydrate | Acta crystallographica. Section E, Structure reports online |
| 22199724 | 2011-12-01 | 9-(2,5-Dimethyl-phen-oxy-carbon-yl)-10-methyl-acridinium trifluoro-methane-sulfonate | Acta crystallographica. Section E, Structure reports online |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-115028580-A | A kind of synthetic method of chemiluminescence reagent APS-5 for immunoassay | 2022-06-22 |
| WO-2022174058-A1 | Thiophosphopeptides for ultrafast targeting of the golgi apparatus | 2021-02-11 |
| JP-2022037478-A | Compounds, compositions and cured products containing the compounds | 2020-08-25 |
| JP-2022037479-A | Compounds, compositions and cured products containing the compounds | 2020-08-25 |
| CN-111777556-B | The method for preparing acridine 9-carboxylic acid by oxidation method | 2020-07-15 |
Applications of Fluorescent Probes & Dyes
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