Chemistry:Parapropamol
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Parapropamol is a non-narcotic analgesic and impurity found in samples of the related and widely used analgesic paracetamol (acetaminophen).[1][2][3]
Appearance
Parapropamol is a pale purple solid at room temperature.[2]
Structure
Parapropamol is a structural analogue of paracetamol, containing an extra carbon in its chain. In the solid state, the compound assembles into multiple entangled 3-dimensional, hydrogen-bonded networks, like intertwined nets, called a 3D-interpenetrated supramolecular network. These networks have been reported for inorganic compounds such as SrAl2 and CeCu2,[4][5] but parapropamol may be the first reported instance of an organic compound to exhibit this structure.[1][6]
References
- ↑ 1.0 1.1 Li, Lin; Fei, Zhuan; Meng, Xiang-gao; Cao, Li-ping; Cai, Qun; Sun, Ren-qiang; Wu, An-xin (2013). "Organic hydrogen-bonded assembly of asymmetric phenol amide molecules" (in en). Structural Chemistry 24 (5): 1419–1428. doi:10.1007/s11224-012-0168-y. ISSN 1040-0400. http://link.springer.com/10.1007/s11224-012-0168-y.
- ↑ 2.0 2.1 GHS, UN (2019). "N-(4-Hydroxyphenyl)propanamide Safety Data Sheets". https://www.echemi.com/sds/acetaminophen-impurity-b-pd180613109465.html.
- ↑ "Acetaminophen Related Compound B (30 mg) (N-(4-hydroxyphenyl)propanamide)" (in en). https://store.usp.org/product/1003027.
- ↑ O’Keeffe, Michael; Peskov, Maxim A.; Ramsden, Stuart J.; Yaghi, Omar M. (2008-12-16). "The Reticular Chemistry Structure Resource (RCSR) Database of, and Symbols for, Crystal Nets" (in en). Accounts of Chemical Research 41 (12): 1782–1789. doi:10.1021/ar800124u. ISSN 0001-4842. https://pubs.acs.org/doi/10.1021/ar800124u.
- ↑ Nuspl, Gerhard; Polborn, Kurt; Evers, Jürgen; Landrum, Gregory A.; Hoffmann, Roald (1996-11-20). "The Four-Connected Net in the CeCu(2) Structure and Its Ternary Derivatives. Its Electronic and Structural Properties". Inorganic Chemistry 35 (24): 6922–6932. doi:10.1021/ic9602557. ISSN 1520-510X. PMID 11666868. https://pubmed.ncbi.nlm.nih.gov/11666868.
- ↑ Batten, Stuart R. (2010) (in en). Metal-Organic Frameworks: Design and Application. Hoboken, New Jersey: John Wiley & Sons, Inc.. pp. 100-103. ISBN 978-0-470-19556-7.
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