Metacetamol
Appearance
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Clinical data | |
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Other names | N-Acetyl-meta-aminophenol; AMAP; meta-acetyl-aminophenol; 3-hydroxyacetanilide |
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CAS Number | |
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UNII | |
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CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.009.717 |
Chemical and physical data | |
Formula | C8H9NO2 |
Molar mass | 151.165 g·mol−1 |
3D model (JSmol) | |
Melting point | 146 to 149 °C (295 to 300 °F) |
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Metacetamol (developmental code name BS-749), also known as 3-hydroxyacetanilide and AMAP, is a non-toxic regioisomer of paracetamol with analgesic and antipyretic properties, but has never been marketed as a drug.[1][2]
Metacetamol is known to have several polymorphs.[3] Form II is metastable, while form I is stable.[3] Metacetamol polymorph II transforms to form I upon water moisture or direct contact with water and other popular solvents.[3] Metacetamol II form may be obtained on cooling in narrow temperature regime.[4]
References
[edit]- ^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 67–. ISBN 978-1-4757-2085-3.
- ^ "CHEBI:76987 - metacetamol".
- ^ a b c McGregor L, Rychkov DA, Coster PL, Day S, Drebushchak VA, Achkasov AF, et al. (2015). "A new polymorph of metacetamol" (PDF). CrystEngComm. 17 (32): 6183–6192. doi:10.1039/C5CE00910C. ISSN 1466-8033.
- ^ Drebushchak VA, McGregor L, Rychkov DA (February 2017). "Cooling rate "window" in the crystallization of metacetamol form II". Journal of Thermal Analysis and Calorimetry. 127 (2): 1807–1814. doi:10.1007/s10973-016-5954-0. ISSN 1388-6150. S2CID 99391719.