Pyrimidone
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| Names | |||
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| Preferred IUPAC name
1H-Pyrimidin-6-one | |||
| Other names
Hydroxypyrimidine; Pyrimidinone
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3D model (JSmol)
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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 | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Template:Chembox Footer/trackingTemplate:Short description
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.
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.
References
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- ^ Page Module:Citation/CS1/styles.css has no content.Manglik, Mr Rohit (23 June 2023). Basics of Organic Chemistry. EduGorilla Publication. p. 430. ISBN 978-93-6817-864-4.
- ^ Page Module:Citation/CS1/styles.css has no content.Nguyen, Han P. Q.; Maertens, Alexander J.; Baker, Benjamin A.; Wu, Nathan M.-W.; Ye, Zihao; Zhou, Qingyang; Qiu, Qianfeng; Kaur, Navneet; Berkinsky, David B.; Shulenberger, Katherine E.; Houk, K. N.; Han, Grace G. D. (2026-02-12). "Molecular solar thermal energy storage in Dewar pyrimidone beyond 1.6 MJ/kg". Science. 0 (0) eaec6413. doi:10.1126/science.aec6413.
