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3,6-Di-4-pyridyl-1,2,4,5-tetrazine, a tetrazine derivative with the molecular formula C8H6N6, is a chemical compound that is widely recognized for its stability under physiological conditions and its fast, selective reactivity with trans-cyclooctene. This unique combination of properties makes it an indispensable tool in the realms of bioconjugation, chemical biology, and bioorthogonal chemistry, where it serves as a versatile labeling reagent for biomolecules such as proteins and peptides.

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  • 57654-36-1 Structure
  • Basic information

    1. Product Name: 3,6-DI-4-PYRIDYL-1,2,4,5-TETRAZINE
    2. Synonyms: 3,6-DI-4-PYRIDYL-1,2,4,5-TETRAZINE;3,6-BIS(4-PYRIDYL)-1,2,4,5-TETRAZINE;2,5-DI-(4-PYRIDYL)-S-TETRAZINE;3,6-di(pyridin-4-yl)-1,2,4,5-tetrazine;3,6-Di(pyridin-4-yl)
    3. CAS NO:57654-36-1
    4. Molecular Formula: C12H8N6
    5. Molecular Weight: 236.23
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 57654-36-1.mol
  • Chemical Properties

    1. Melting Point: 257 °C
    2. Boiling Point: 528.1°C at 760 mmHg
    3. Flash Point: 255.9°C
    4. Appearance: /
    5. Density: 1.317g/cm3
    6. Vapor Pressure: 1.04E-10mmHg at 25°C
    7. Refractive Index: 1.632
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. PKA: -0.88±0.10(Predicted)
    11. CAS DataBase Reference: 3,6-DI-4-PYRIDYL-1,2,4,5-TETRAZINE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3,6-DI-4-PYRIDYL-1,2,4,5-TETRAZINE(57654-36-1)
    13. EPA Substance Registry System: 3,6-DI-4-PYRIDYL-1,2,4,5-TETRAZINE(57654-36-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 57654-36-1(Hazardous Substances Data)

57654-36-1 Usage

Uses

Used in Bioconjugation:
3,6-Di-4-pyridyl-1,2,4,5-tetrazine is used as a labeling reagent for biomolecules such as proteins and peptides, facilitating the study and manipulation of these molecules in various biological applications.
Used in Chemical Biology:
In the field of chemical biology, 3,6-Di-4-pyridyl-1,2,4,5-tetrazine is employed for its fast and selective reactivity with trans-cyclooctene, enabling the development of innovative techniques for the study of biological systems.
Used in Bioorthogonal Chemistry:
3,6-Di-4-pyridyl-1,2,4,5-tetrazine is utilized in bioorthogonal chemistry applications, where its unique reactivity allows for the selective modification of biomolecules within complex biological environments without disrupting native biochemical processes.
Used in In Vivo Imaging and Drug Delivery Studies:
Due to its stability under physiological conditions, 3,6-Di-4-pyridyl-1,2,4,5-tetrazine is used in in vivo imaging and drug delivery studies, providing a reliable platform for the development of new diagnostic and therapeutic approaches.

Check Digit Verification of cas no

The CAS Registry Mumber 57654-36-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,6,5 and 4 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 57654-36:
(7*5)+(6*7)+(5*6)+(4*5)+(3*4)+(2*3)+(1*6)=151
151 % 10 = 1
So 57654-36-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H8N6/c1-5-13-6-2-9(1)11-15-17-12(18-16-11)10-3-7-14-8-4-10/h1-8H

57654-36-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,6-Di(4-pyridyl)-1,2,4,5-tetrazine

1.2 Other means of identification

Product number -
Other names 3,6-dipyridin-4-yl-1,2,4,5-tetrazine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:57654-36-1 SDS

57654-36-1Relevant articles and documents

Post-synthetic Modification of a Dinuclear Spin Crossover Iron(III) Complex

Komatsumaru, Yuki,Nakaya, Manabu,Kobayashi, Fumiya,Ohtani, Ryo,Nakamura, Masaaki,Lindoy, Leonard F.,Hayami, Shinya

, p. 729 - 734 (2018)

The dinuclear iron(III) complex [Fe(salten)2(bipytz)](BPh4)2·EtOH (1) was synthesized and its post-synthesis modification yielded [Fe(salten)2(bipydz)](BPh4)2·EtOH (2). The crystal structures and magnetic behaviors of 1 and 2 were investigated by variable temperature XRD, magnetic susceptibility, and M?ssbauer spectra measurements, with each of these dinuclear iron(III) complexes exhibiting gradual spin crossover behavior.

Self-assembly molecular complex by 3,6-di(pyridin-4-yl)-1,2,4,5-tetrazine with trimesic acid through H-bonding

Hsu, Chia-Jung,Tang, Shang-Wei,Wang, Jau-Shuenn,Wang, Wen-Jwu

, p. 201 - 208 (2006)

The reaction of 3,6-di(pyridin-4-yl)-1,2,4,5-tetrazine (4-PTA) with trimesic acid (TMA) in methanol solution in a 1.5:1 mole proportion affords molecular complex 1. The structure was confirmed by single crystal X-ray diffraction study. The compound crystallizes in the triclinic space group P-1 with a = 9.7625(11), b = 11.7298(13), c = 13.0734(13), α = 68.849(10)°, β = 72.701(8)°, γ = 83.937(9)° and Z = 2. The crystal structure of 1 shows hydrogen bonding between 4-PTA and TMA, and the presence of an interstitial H2O molecule in the crystal. The zigzag 1-dimensional framework was constructed by the intermolecular hydrogen bond containing O-H...N, O-H...O and C-H...O interactions. The π-π interactions are the non-covalent forces operating between the pyridine ring in 4-PTA and benzene ring in TMA to generate 3-dimensional network.

Improvement of Methane-Framework Interaction by Controlling Pore Size and Functionality of Pillared MOFs

Razavi, Sayed Ali Akbar,Masoomi, Mohammad Yaser,Islamoglu, Timur,Morsali, Ali,Xu, Yan,Hupp, Joseph T.,Farha, Omar K.,Wang, Jun,Junk, Peter C.

, p. 2581 - 2588 (2017)

The rational design of functionalized porous metal-organic frameworks (MOFs) for gas adsorption applications has been applied using three spacer ligands H2DPT (3,6-di(pyridin-4-yl)-1,4-dihydro-1,2,4,5-tetrazine), DPT (3,6-di(pyridin-4-yl)-1,2,4

Highly Thermally and Chemically Stable Nickel(II) Coordination Polymers: Tentative Studies on Their Sorption, Catalysis, and Magnetism

Liu, Hua,Kang, Yi-Fan,Fan, Yan-Ping,Guo, Fu-Sheng,Liu, Lang,Li, Jian-Li,Liu, Ping,Wang, Yao-Yu

, p. 797 - 807 (2019)

The five new Ni(II) coordination polymers (CPs) {[Ni(bitp)(bpe)0.5(H2O)2]·0.5bpe}n (1), {[Ni(bitp)(bpa)0.5(H2O)2]·0.5bpa}n (2), {[Ni(bitp)(4,4′-bpy)0.5(H2O)]·H2O}n (3), {[Ni1.5(bitp)(Hbitp)(2,2′-bpy)(H2O)]·3H2O}n (4), and [Ni(bitp)(bipyam)]n (5), where H2bitp = 2-(benzimidazol-1-yl)terephthalic acid, bpe = 1,2-bis(4-pyridyl)ethylene, bpa = 1,2-bis(4-pyridyl)ethylane, 4,4′-bpy = 4,4′-bipyridine, 2,2′-bpy = 2,2′-bipyridine, and bipyam = 2,2′-bipyridylamine, were prepared under the same hydrothermal environments except for various N-donor ligands which can effectively regulate the structures of the complexes. For the bridging N-donor ligands bpe, bpa, and 4,4′-bpy, isostructural 1 and 2 feature three-dimensional (3D) layered-pillared frameworks with one-dimensional (1D) channels that house free bpe or bpa, while 3 is a wavelike two-dimensional (2D) stacked layer with similar 4,4′-bpy bridging auxiliary ligands. However, when terminal ligands 2,2′-bpy and bipyam are used, 2D 4 and 1D ladder chains 5 are obtained, respectively. Interestingly, 1-5 exhibit outstanding thermostability (up to 320 °C) and chemical stabilities (against boiling water, acids, bases, and organic solvents). Furthermore, on the basis of their highly thermal and chemical stability, tentative studies on the structures and properties (such as adsorption, catalysis, and magnetic properties) were undertaken. The gas sorption measurements show that 1 and 2 exhibit high adsorption selectivity of CO2 over CH4. The catalytic reactions demonstrate the role of catalysts 1-5 to synthesize 3,6-bis(pyridin-4-yl)-1,2,4,5-tetrazine. The magnetic analyses indicate that there exist a zero field splitting (ZFS) on the Ni(II) ions in 1-5.

Double Solvent Sensing Method for Improving Sensitivity and Accuracy of Hg(II) Detection Based on Different Signal Transduction of a Tetrazine-Functionalized Pillared Metal-Organic Framework

Razavi, Sayed Ali Akbar,Masoomi, Mohammad Yaser,Morsali, Ali

, p. 9646 - 9652 (2017)

To design a robust, π-conjugated, low-cost, and easy to synthesize metal-organic framework (MOF) for cation sensing by the photoluminescence (PL) method, 4,4′-oxybis(benzoic acid) (H2OBA) has been used in combination with 3,6-di(pyridin-4-yl)-1

Analysis of the contribution of the π-acidity of the s-tetrazine ring in the crystal packing of coordination polymers

Seth, Piya,Bauza, Antonio,Frontera, Antonio,Massera, Chiara,Gamez, Patrick,Ghosh, Ashutosh

, p. 3031 - 3039 (2013)

Reaction of manganese(ii) with the electron-deficient ligand 3,6-bis(4-pyridyl)-1,2,4,5-tetrazine (pbptz) leads to distinct coordination networks whose topologies are influenced by the nature of the anions used. As anticipated, the linear ditopic ligand pbptz is involved in various types of supramolecular π interactions, i.e. π...π, lone pair...π and C-H...π interactions, which clearly play a role in the formation of the different solid-state architectures obtained, as shown by DFT calculations.

Template-directed synthesis of pyridazine-containing tetracationic cyclophane for construction of [2]rotaxane

Fang, Qiu-Sheng,Chen, Ling,Liu, Qing-Yan

, p. 1013 - 1017 (2017)

Benefiting from its bent molecular structure, 3,6-pyridazinyl contained tetracationic cyclophane (1) is synthesized by template-directed method with high isolated yield up to 92%. This template-directed strategy is further utilized to efficiently construct [2]rotaxane.

Topological control of 3,4-connected frameworks based on the Cu2-paddle-wheel node: Tbo or pto, and why?

Müller, Philipp,Grünker, Ronny,Bon, Volodymyr,Pfeffermann, Martin,Senkovska, Irena,Weiss, Manfred S.,Feng, Xinliang,Kaskel, Stefan

, p. 8164 - 8171 (2016/11/09)

Two trigonal tritopic ligands with different conformational degree of freedom: conformationally labile H3tcbpa (tris((4-carboxyl)phenylduryl)amine) and conformationally obstructed H3hmbqa (4,4′,4′′-(4,4,8,8,12,12-hexamethyl-8,12-dihy

Pretargeting kit, method and agents used therein

-

Page/Page column 35, (2016/10/31)

Described is a pretargeting method, and related kits, for targeted medical imaging and/or therapeutics, wherein use is made of abiotic reactive chemical groups that exhibit bio-orthogonal reactivity towards each other. The invention involves the use of [4

Novel 3,6-unsymmetrically disubstituted-1,2,4,5-tetrazines: S-induced one-pot synthesis, properties and theoretical study

Li, Chen,Ge, Haixia,Yin, Bing,She, Mengyao,Liu, Ping,Li, Xiangdong,Li, Jianli

, p. 12277 - 12286 (2015/02/19)

18 unprecedented tetrazines unsymmetrically substituted at C3 and C6 by an aromatic heterocycle have been successfully prepared by the S-induced reaction of aromatic nitriles with hydrazine hydrate under thermal conditions. The spectral property investiga

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