Triazine

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Triazines are a class of nitrogen-containing heterocycles. The parent molecules' molecular formula is . They exist in three isomeric forms, 1,3,5-triazines being common.

Triazines are a class of nitrogen-containing heterocycles. The parent molecules' molecular formula is . They exist in three isomeric forms, 1,3,5-triazines being common.

Melamine

A well known triazine is melamine (2,4,6-triamino-1,3,5-triazine). With three amino substituents, melamine is a precursor to commercial resins. Guanamines are closely related to melamine, except with one amino substituent replaced by an organic group. This difference is exploited in the use of guanamines to modify the crosslinking density in melamine resins. Some commercially important guanamines are benzoguanamine and acetoguanamine.

Cyanuric chloride

Another important triazine is cyanuric chloride (2,4,6-trichloro-1,3,5-triazine). Chlorine-substituted triazines are components of reactive dyes. These compounds react through a chlorine group with hydroxyl groups present in cellulose fibres in nucleophilic substitution, the other triazine positions contain chromophores. Triazine compounds are often used as the basis for various herbicides, e.g. atrazine.

Pharmacology

Triazines are an uncommon but known moiety in pharmaceuticals. Lamotrigine is an antiepileptic drug containing a 1,2,4-triazine, while azacitidine is a chemotherapy drug containing a 1,3,5-triazine.

Other

Triazines also have wide use in the oil and gas and petroleum processing industries as a non-regenerating sulfide removal agent: they are applied to fluid streams to remove hydrogen sulfide gas and mercaptan species, which can decrease the quality of the processed hydrocarbon and be harmful to pipeline and facility infrastructure if not removed.

Ligands

A series of 1,2,4-triazine derivatives known as bis-triazinyl bipyridines (BTPs) have been considered as possible extractants for use in the advanced nuclear reprocessing. BTPs are molecules containing a pyridine ring bonded to two 1,2,4-triazin-3-yl groups. Triazine-based ligands have been used to bind three dinuclear arene ruthenium (or osmium) compounds to form metallaprisms.

See also

Hexahydro-1,3,5-triazine 6-membered rings with one nitrogen atom: pyridine 6-membered rings with two nitrogen atoms: diazines 6-membered rings with four nitrogen atoms: tetrazines 6-membered rings with five nitrogen atoms: pentazine 6-membered rings with six nitrogen atoms: hexazine

Text derived from https://en.wikipedia.org/w/index.php?oldid=1363278942 under CC BY-SA 4.0; modifications have been made.

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