1,2,4-Trioxane

1,2,4-Trioxane
1,2,4-Trioxane
Names
	Preferred IUPAC name 1,2,4-Trioxane
Identifiers
CAS Number	7049-17-4 ;
3D model ( JSmol)	Interactive image; Interactive image;
ChemSpider	10629025 ;
PubChem CID	21584057;
UNII	X5CWB98J7S ;
CompTox Dashboard (EPA)	DTXSID30616113 ;
	InChI InChI=1S/C3H6O3/c1-2-5-6-3-4-1/h1-3H2 Key: FQERLIOIVXPZKH-UHFFFAOYSA-N ; InChI=1/C3H6O3/c1-2-5-6-3-4-1/h1-3H2 Key: FQERLIOIVXPZKH-UHFFFAOYAX;
	SMILES C1COCOO1; C1OCCOO1;
Properties
Chemical formula	C3H6O3
Molar mass	90.078 g·mol−1
Related compounds
Related compounds	1,3,5-trioxane; artemisinin
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

1,2,4-Trioxane is one of the

peroxide functional group and the other forms an ether functional group. It is like a cyclic acetal

but with one of the oxygen atoms in the acetal group being replaced by a peroxide group.

1,2,4-Trioxane itself has not been isolated or characterized, but rather only studied computationally. However, it constitutes an important structural element of some more

antimalarial drugs containing the 1,2,4-trioxane ring. Completely synthetic analogs containing the 1,2,4-trioxane ring are important potential improvements over the naturally derived artemisinins.^[1] The peroxide group in the 1,2,4-trioxane core of artemisinin is cleaved in the presence of the malaria parasite leading to reactive oxygen radicals that are damaging to the parasite.^[2]

References

PMID 9925735
.

PMID 8891104
.

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[1] PMID 9925735
.

[2] PMID 8891104
.

[1]

[2]