14141-65-2

Upstream product

• 140-29-4 phenylacetonitrile 
• 100-47-0 benzonitrile 
• 455-18-5 4-CF₃C₆H₄CN 
• 623-03-0 4-Cyanochlorobenzene 
• 53460-57-4 dihydro-1,2,4,5-tetrazine-3,6-dibenzyl 

Downstream Products

• 71200-55-0 3-benzyl-7-methoxy-6-phenyl-imidazo[1,2-b][1,2,4,5]tetrazine 
• 71200-56-1 3-(4-chlorobenzyl)-6-(4-chlorophenyl)-7-methoxyimidazo<1,2-b>-s-tetrazine 
• 82481-34-3 7-methoxy-3-(4-methoxybenzyl)-6-(4-methoxyphenyl)imidazo-<1,2-b>-s-tetrazine 
• 840-68-6 3-benzyl-5-phenyl-1H-1,2,4-triazole 
• 117594-56-6 3,7-dibenzyl-6-phenylimidazo<1,2-b>-s-tetrazine 
• 117594-57-7 3-benzyl-7-benzyloxy-6-phenylimidazo<1,2-b>-s-tetrazine 
• 117594-55-5 3-benzyl-6-(α-methylbenzyl)-s-tetrazine 
• 117594-54-4 3,6-bis(α-methylbenzyl)-s-terazine 
• 840-68-6 3-benzyl-5-phenyl-1,2,4(4H)-triazole 

Relevant academic research and scientific papers

ADDITIVE FOR IMPARTING LOW HEAT BUILD-UP TO RUBBER COMPONENT

Provided is an additive for imparting low heat build-up to a rubber component, wherein the additive includes a tetrazine compound represented by general formula (1): (wherein X1 and X2 are the same or different and represent a hydrogen atom or an alkyl, alkylthio, aralkyl, aryl, arylthio, heterocyclic, or amino group; and each of these groups may have one or more substituents), or a salt thereof.

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.

NOVEL TETRAZINES AND METHOD OF SYNTHESIZING THE SAME

Provided herein, inter alia, are compositions and methods of synthesis and detection of tetrazines and diazonorcaradienes.

Metal-catalyzed one-pot synthesis of tetrazines directly from aliphatic nitriles and hydrazine

Paving the way: The lack of convenient synthetic methods is a significant roadblock to the broader use of 1,2,4,5-tetrazines in bioorthogonal chemistry and functional materials. Lewis acid metal catalysts-most notably divalent nickel and zinc salts-are described to catalyze the one-pot synthesis of 1,2,4,5-tetrazines directly from aliphatic nitriles (see scheme). Copyright

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.

Synthesis and antitumor activity of s-tetrazine derivatives

Fifty-five compounds of s-tetrazine derivative including hexahydro-, 1,6-dihydro, 1,4-dihydro-, 1,2-dihydro- and aromatic s-tetrazine were prepared. Their antitumor activities were evaluated in vitro by MTT method for P-388 cell and SRB method for A-549 cell. The results show that there are 9 compounds which in 10-6 μM have more than 50% inhibition rate to A-549 cancer cell growth, and 7 compounds in 10-6 μM have more than 50% inhibition rate to P-388 cancer cell growth. The IC50 of compound 3q for P-388, Bel-7402, MCF-7 and A-549 are 0.6 μM, 0.6 μM, 0.5 μM and 0. 7 μM, respectively. So s-tetrazine derivative is a kind of compound which possesses potential antitumor activities and is worth to research further.