1,3,4-Oxadiazole
Chemical compound
From Wikipedia, the free encyclopedia
1,3,4-Oxadiazole is a nitrogen and oxygen containing heterocycle, and one of the four isomers of oxadiazole.[1][2]
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| Names | |
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| Preferred IUPAC name
1,3,4-Oxadiazole | |
| Identifiers | |
3D model (JSmol) |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C2H2N2O | |
| Molar mass | 70.051 g·molâ1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Derivatives
1,3,4-Oxadiazole itself is not commonly used in organic chemistry, but many of its derivatives are important. For example, raltegravir is an HIV drug which contains an 1,3,4-oxadiazole ring. Other pharmaceutical drugs containing the 1,3,4-oxadiazole ring include fenadiazole, zibotentan, and tiodazosin.
1,3,4-Oxadiazole derivatives can be synthesized in a variety of ways.[3] One pathway is from oxidation of tetrazoles in the presence of aldehydes.[4] Similarly, the reaction of tetrazoles with acyl chlorides provides oxadiazoles.[5] Both methods involve the release of N2.
See also
- Furazan (1,2,5-oxadiazole)