
1-Aminopyrene | CAS 1606-67-3
| Catalog Number | F08-0013 |
| Category | Pyrene Dyes |
| Molecular Formula | C16H11N |
| Molecular Weight | 217.27 |
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Product Introduction
1-Aminopyrene (CAS# 1606-67-3) is used in the synthesis of novel fluorescent nanoscale ionic silicate platelets for use in bacterial detection and other biosensor applications.
Chemical Information
Product Specification
Application
Computed Properties
Literatures
Patents
Chemical Information
| Synonyms | pyren-1-amine |
| Purity | > 98.0 % (LC) (T) |
| IUPAC Name | pyren-1-amine |
| SMILES | C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)N |
| InChI | InChI=1S/C16H11N/c17-14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9H,17H2 |
| InChIKey | YZVWKHVRBDQPMQ-UHFFFAOYSA-N |
| Density | 1.322 g/cm3 |
| Appearance | Colorless crystals. yellow needles from hexane, melting point 117-8°c. |
| Boiling Point | 440.8 °C at 760 mmHg |
| Melting Point | 115-117 °C |
| MDL Number | MFCD00004140 |
| Vapor Pressure | 0.00000016 [mmHg] |
| LogP | 4.31 |
Product Specification
| Condition To Avoid | Air Sensitive |
| Store Under Inert Gas | Store under inert gas |
| Signal | Warning |
| GHSHazardStatements | H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] H312 (86.36%): Harmful in contact with skin [Warning Acute toxicity, dermal] |
| Precautionary Statement Codes | P264, P270, P280, P301+P317, P302+P352, P317, P321, P330, P362+P364, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Application
1-Aminopyrene is a small-molecule pyrene derivative featuring an aniline functional group that enables straightforward incorporation into fluorescence labeling and materials workflows. Its extended aromatic system provides strong light absorption and characteristic pyrene fluorescence, which is frequently leveraged as a robust reporter for tracking hydrophobic environments, polymer microdomains, and surface-associated species in chemical biology and materials research.
1. Fluorescent Polymer Labeling
1-Aminopyrene is used as a fluorescent tag for polymer and biomaterials studies where aromatic reporters are needed to visualize local microenvironments. Researchers incorporate the aniline handle to attach the pyrene moiety to polymer backbones, side chains, or surface coatings, enabling imaging of material distribution, diffusion, and phase behavior under fluorescence microscopy. This approach is common in studies of polymer blend morphology, hydrogel component mapping, and surface-associated layer formation, where the pyrene signal provides a sensitive optical readout of where the labeled component resides.
1-Aminopyrene is also applied in fluorescence-based characterization of hydrophobic domains and adsorption phenomena. In soft-matter and interface science, pyrene-containing labels are often used to report on local polarity and packing effects around the aromatic chromophore, supporting qualitative comparisons of formulation-dependent localization. The aniline functionality helps users prepare conjugates or incorporate the dye into functional materials without requiring specialized fluorophore-derivatization platforms.
2. Surface Adsorption Tracing
1-Aminopyrene is employed as a fluorescent reporter to monitor adsorption and retention of aromatic-containing species on surfaces. Materials scientists and assay developers use pyrene fluorescence to track how coatings, nanoparticles, or functional layers assemble and remain associated with substrates during washing or incubation steps. The aniline group supports coupling strategies to create surface-reactive constructs or to tether the pyrene label into coating chemistries used for optical verification of surface coverage and stability.
In fluorescence microscopy workflows, 1-Aminopyrene-derived surface labels are used to visualize spatial uniformity and to compare batch-to-batch coating behavior. This is particularly useful in research settings where rapid optical readouts are needed to confirm that a functional layer has formed on glass, polymer films, or other lab substrates prior to downstream experiments.
3. Fluorescence Standards And Calibration
1-Aminopyrene is used as a convenient fluorescence reference compound in method development and instrument setup for pyrene-related optical channels. Researchers preparing fluorescence imaging or spectroscopy workflows often rely on stable aromatic fluorophores to validate excitation/emission alignment, check optical alignment, and support routine performance verification during microscopy, plate reader measurements, or spectral scans.
The aniline functionality also makes 1-Aminopyrene a practical starting point for preparing derivatives used as internal standards or labeling controls in fluorescence labeling experiments. In chemical biology and materials characterization, these controls help interpret signal changes arising from labeling density, local environment effects, or experimental handling differences across samples.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 0 |
| Exact Mass | 217.089149355 g/mol |
| Monoisotopic Mass | 217.089149355 g/mol |
| Topological Polar Surface Area | 26Ų |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Complexity | 300 |
| 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 |
|---|---|---|---|
| 36399404 | 2022-12-19 | Role of Human Aldo-Keto Reductases in the Nitroreduction of 1-Nitropyrene and 1,8-Dinitropyrene | Chemical research in toxicology |
| 29094189 | 2018-02-01 | Comparative developmental toxicity of a comprehensive suite of polycyclic aromatic hydrocarbons | Archives of toxicology |
| 28186253 | 2017-05-01 | Mechanistic Investigations Into the Developmental Toxicity of Nitrated and Heterocyclic PAHs | Toxicological sciences : an official journal of the Society of Toxicology |
| 23458896 | 2013-05-23 | Mechanisms of chemokine responses by polycyclic aromatic hydrocarbons in bronchial epithelial cells: sensitization through toll-like receptor-3 priming | Toxicology letters |
| 23037011 | 2012-11-18 | Excess electron transfer dynamics in DNA hairpins conjugated with N,N-dimethylaminopyrene as a photosensitizing electron donor | Chemical communications (Cambridge, England) |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114685571-A | A kind of oligosaccharide fluorescent label and its preparation method and application | 2022-04-18 |
| CN-114685571-B | A kind of oligosaccharide fluorescent marker and its preparation method and application | 2022-04-18 |
| CN-114487084-A | A vertical nanowire substrate and its preparation method and application | 2022-01-26 |
| CN-114212782-A | A high-strength electromagnetic shielding graphene film with both antibacterial and weather resistance | 2022-01-17 |
| CN-114212782-B | A high-strength electromagnetic shielding graphene film with antibacterial and weather resistance | 2022-01-17 |
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