Pyrimidone
Chemical compound
From Wikipedia, the free encyclopedia
Pyrimidone is the name given to either of two heterocyclic compounds with the formula C4H4N2O: 2-pyrimidone[1] and 4-pyrimidone. The compounds can also be called 2-hydroxypyrimidine or 4-hydroxypyrimidine respectively, based on a substituted pyrimidine, or 1,3-diazine, ring.
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| Names | |||
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| Preferred IUPAC name
1H-Pyrimidin-6-one | |||
| Other names
Hydroxypyrimidine; Pyrimidinone | |||
| Identifiers | |||
3D model (JSmol) |
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PubChem CID |
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| Properties | |||
| C4H4N2O | |||
| Molar mass | 96.089 g·mol−1 | ||
| Appearance | White to light yellow powder | ||
| Melting point | 163 to 168 °C (325 to 334 °F; 436 to 441 K) | ||
| Hazards | |||
| Occupational safety and health (OHS/OSH): | |||
Main hazards |
Respiratory system, eye, skin irritation | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Applications
Derivatives
Derivatives of pyrimidone are the basis of many other biological molecules, including:
- Nucleobases, such as cytosine
- Barbiturates, such as metharbital
Pyrimidone-derived antiulcer drugs include temelastine, icotidine, donetidine, and lupitidine.
Methylated pyrimidone derivatives undergo pH-switched photoisomerization to the corresponding Dewar arene. The process can be used for long-term thermal energy storage with an energy density of 1.6 MJ/kg[2], approximately double that of a lithium ion battery.
