
Methyltetrazine-amine | CAS 1345955-28-3
| Catalog Number | R08-0044 |
| Category | Tetrazines |
| Molecular Formula | C10H11N5 |
| Molecular Weight | 201.23 |
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Product Introduction
Methyltetrazine-amine is one of the reagents used in the in situ activation of a doxorubicin prodrug using imaging-capable nanoparticles.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | Methyltetrazine-amine HCl salt;4-(6-Methyl-1,2,4,5-tetrazin-3-yl)benzenemethanamine |
| Purity | 95% |
| IUPAC Name | [4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methanamine |
| SMILES | CC1=NN=C(N=N1)C2=CC=C(C=C2)CN |
| InChI | InChI=1S/C10H11N5/c1-7-12-14-10(15-13-7)9-4-2-8(6-11)3-5-9/h2-5H,6,11H2,1H3 |
| InChIKey | ZWKQKWLZKSZYAT-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
| Signal | Danger |
| GHSHazardStatements | H301 (100%): Toxic if swallowed [Danger 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+P316, 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.) |
Application
Methyltetrazine-amine is a functionalized tetrazine building block designed for fast, bioorthogonal click chemistry in tetrazine–based ligation workflows. As a tetrazine-containing amine, it combines a reactive tetrazine handle with an amine functionality that supports conjugation to biomolecules, polymers, or surfaces used in chemical biology and molecular imaging research. This reagent is commonly selected when researchers need a compact tetrazine motif for downstream labeling, capture, and modular assembly of probes and materials.
1. Protein Labeling Workflows
Methyltetrazine-amine is widely used to install tetrazine reactivity onto proteins and protein-derived reagents for subsequent click-based coupling to complementary partners. In chemical biology laboratories, the amine functionality enables practical conjugation strategies that generate tetrazine-functional protein constructs used for tracking, affinity reagent development, and multi-component assay assembly. The resulting tetrazine-bearing biomolecules are frequently incorporated into workflows where modular exchange of labels and orthogonal compatibility with other bioorthogonal handles are required.
2. Antibody and Affinity Probes
Methyltetrazine-amine supports the preparation of tetrazine-functional antibodies, antibody fragments, and affinity ligands used to build targeted detection and research probes. Teams developing immunoreagents for imaging and assay development often rely on tetrazine handles to enable rapid, selective coupling to imaging tags, reporter payloads, or secondary binding components. The amine-bearing functionality helps integrate the tetrazine motif into affinity reagents that are then used as central platforms for constructing multi-modal labeling reagents and panel-ready probe libraries.
3. Surface and Material Conjugation
Methyltetrazine-amine is commonly applied to functionalize polymeric materials, nanoparticles, and solid supports where tetrazine reactivity is needed for subsequent click attachment of reporters or capture elements. Biomaterials and materials chemistry groups use tetrazine-functional surfaces to create modular interfaces for assembling diagnostic-reagent architectures, including layered labeling schemes and spatially defined probe immobilization. The amine functionality provides a convenient route to tether tetrazine groups to material backbones, supporting reproducible fabrication of conjugate-bearing surfaces used in research instrumentation and platform development.
4. Molecular Imaging Probe Assembly
Methyltetrazine-amine is frequently incorporated into molecular imaging and fluorescence-labeling pipelines as a tetrazine precursor for constructing image-ready probes through click-based assembly. Research groups building probe sets for microscopy, flow-based readouts, and multimodal imaging reagents often choose tetrazine chemistry to streamline the integration of imaging reporters onto biomolecular scaffolds. The reagent’s tetrazine–amine design supports creation of modular imaging components that can be rapidly coupled to complementary partners during probe fabrication, enabling efficient iteration of labeling formats for experimental development.
Computed Properties
| XLogP3 | -0.5 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 2 |
| Exact Mass | 201.10144537 g/mol |
| Monoisotopic Mass | 201.10144537 g/mol |
| Topological Polar Surface Area | 77.6Ų |
| Heavy Atom Count | 15 |
| Formal Charge | 0 |
| Complexity | 182 |
| 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 |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| EP-3919091-A1 | Bioink for reversibly forming a hydrogel by light | 2020-06-05 |
| US-2021325398-A1 | Targeted sialic acid labeling compounds, methods, and uses thereof | 2020-04-15 |
| WO-2021155297-A1 | Methods for labeling and targeting cells | 2020-01-29 |
| CN-111732576-B | Time-resolved response type rare earth probe activated in bioorthogonal manner, and preparation method and application thereof | 2019-12-11 |
| WO-2021007160-A1 | Trans-cyclooctene bioorthogonal agents and uses in cancer and immunotherapy | 2019-07-05 |
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