38634-12-7

Upstream product

• 100-47-0 benzonitrile 
• 75-05-8 acetonitrile 
• 124-42-5 acetamidine hydrochloride 
• 5333-86-8 ethyl benzimidate hydrochloride 

Downstream Products

• 132380-64-4 C₂₃H₁₈N₂O 
• 143001-76-7 3-methyl-6-phenyl-1,4,1',4'-tetrahydro-1'-methylspiro(pyridazino-4,4'-quinoline) 
• 132380-60-0 C₂₄H₂₁N₃ 
• 76630-75-6 6-methyl-3-phenyl-1,6-dihydro-1,2,4,5-tetrazine 
• 24108-37-0 3-methyl-5,6-diphenyl-1,2,4-triazine 
• 493-77-6 2,4,6-triphenyl-1,3,5-triazine 

Relevant academic research and scientific papers

SYNTHETIC SPHINGOLIPID INSPIRED MOLECULES WITH HETEROAROMATIC APPENDAGES, METHODS OF THEIR SYNTHESIS AND METHODS OF TREATMENT

Small molecules compounds and methods of their synthesis are provided. Formulations and medicaments are also provided that are directed to the treatment of disease, such as, for example, neoplasms, cancers, and other diseases. Therapeutics are also provided containing a therapeutically effective dose of one or more small molecule compounds, present either as pharmaceutically effective salt or in pure form, including, but not limited to, formulations for oral, intravenous, or intramuscular administration.

Synthetic Sphingolipids with 1,2-Pyridazine Appendages Improve Antiproliferative Activity in Human Cancer Cell Lines

A synthetic sphingolipid related to a ring-constrained hydroxymethyl pyrrolidine analog of FTY720 that was known to starve cancer cells to death was chemically modified to include a series of alkoxy-tethered 3,6-substituted 1,2-pyridazines. These derivati

Vinylboronic Acids as Fast Reacting, Synthetically Accessible, and Stable Bioorthogonal Reactants in the Carboni–Lindsey Reaction

Bioorthogonal reactions are widely used for the chemical modification of biomolecules. The application of vinylboronic acids (VBAs) as non-strained, synthetically accessible and water-soluble reaction partners in a bioorthogonal inverse electron-demand Diels–Alder (iEDDA) reaction with 3,6-dipyridyl-s-tetrazines is described. Depending on the substituents, VBA derivatives give second-order rate constants up to 27 m?1s?1in aqueous environments at room temperature, which is suitable for biological labeling applications. The VBAs are shown to be biocompatible, non-toxic, and highly stable in aqueous media and cell lysate. Furthermore, VBAs can be used orthogonally to the strain-promoted alkyne–azide cycloaddition for protein modification, making them attractive complements to the bioorthogonal molecular toolbox.

Tetrazine Assists Reduction of Water by Phosphines: Application in the Mitsunobu Reaction

Reaction of 3,6-disubstituted-1,2,4,5-tetrazines with water and PEt3forms the corresponding 1,4-dihydrotetrazine and OPEt3. Thus PEt3, as a stoichiometric reductant, reduces water, and the resulting two reducing equivalent

CHANNEL PROTEIN ACTIVATABLE LIPOSOMES

Disclosed is a liposome, comprising a lipid bilayer enclosing a cavity, wherein the bilayer comprises a channel protein releasably linked to an eight-membered non-aromatic cyclic alkenylene group, preferably a cyclooctene group, and more preferably a trans-cyclooctene group. The liposomes are used in a kit comprising the liposome, the liposomal membrane of which comprises a channel protein linked to a Trigger, and an Activator for the Trigger, wherein the Trigger comprises the eight- membered non-aromatic cyclic alkenylene group, and the Activator comprises a diene.

CHEMICALLY CLEAVABLE GROUP

Disclosed is the use of the reactive components of the inverse electron-demand Diels Alder reaction for chemical masking and unmasking in vitro. This can be applied in complex chemical reactions and, particularly in the synthesis of biomolecules, e.g. on solid supports. The reactice components are a dienophile, particularly a trans-cyclooctene, and a diene, particularly a tetrazine.

ACTIVATABLE LIPOSOMES

Disclosed are reactive liposome, comprising a lipid bilayer enclosing a cavity, wherein the bilayer comprises a linkage to an eight-membered non-aromatic cyclic alkenylene group, preferably a cyclooctene group, and more preferably a trans-cyclooctene group. The liposomes are use in a kit comprising the liposome linked, directly or indirectly, to a Trigger, and an Activator for the Trigger, wherein the Trigger comprises an eight-membered non-aromatic cyclic alkenylene group, and the Activator comprises a diene.

BIO-ORTHOGONAL DRUG ACTIVATION

Disclosed is a kit for the administration and activation of a Prodrug. The kit comprises a Masking Moiety linked, directly or indirectly, to a Trigger moiety, which in turn is linked to a Drug, and an Activator for the Trigger moiety. The Trigger moiety comprises a dienophile and the Activator comprises a diene, whereby the dienophile is an eight-membered non- aromatic cyclic alkenylene group, preferably a cyclooctene group, and more preferably a trans-cyclooctene group. The Trigger and the Activator undergo a fast, bio-orthogonal reaction resulting in the release of the Masking Moiety, and activation of the drug.

Synthesis, structures of some unsymmetrical 3,6-disubstituted-1,2,4,5- tetrazines

(Chemical Equation Presented) A series of new unsymmetrical 3-phenyl-6-benzyl-1,2,4,5-tetrazine derivatives 10a-i were synthesized and characterized by IR, NMR, MS, and element analysis. The structures of 4a, 10c, 10d and 10h were analyzed by X-ray crystallography, which had intermolecular C-H...N, C-H...Cl, C-H...Π and Π...Π H interactions.

1,6-Dihydro-1,2,4,5-tetrazine, a Neutral Homoaromatic System

1H NMR spectroscopy of some 1,6-dihydro-3-aryl(alkyl)-1,2,4,5-tetrazines and their conjugate bases and acids, at various temperatures, shows that these species are all homoaromatic.The hydrogens at position 6 have a different orientation toward the aromatic ring; one is oriented above and the other away from the aromatic ring, thus resulting in a large difference in chemical shift.The various parameters (ΔH(excit.), ΔS(excit.), and ΔG(excit.)) are determined by dynamic NMR measurements.