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Amitriptyline
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==Chemistry== [[File:Synthesis of amitriptyline.png|class=skin-invert-image|thumb|right|upright=1.6|Chemical synthesis of amitriptyline.]] Amitriptyline is a highly lipophilic molecule having an [[octanol-water partition coefficient]] (pH 7.4) of 3.0,<ref>The Pharmaceutical Codex. 1994. Principles and practice of pharmaceutics, 12th edn. Pharmaceutical press</ref> while the [[Partition coefficient|log P]] of the free base was reported as 4.92.<ref>Hansch C, Leo A, Hoekman D. 1995. Exploring QSAR.Hydrophobic, electronic and steric constants. Washington, DC: American Chemical Society.</ref> Solubility of the free base amitriptyline in water is 14 mg/L.<ref name="pmid16552741">{{cite journal | vauthors = Box KJ, Völgyi G, Baka E, Stuart M, Takács-Novák K, Comer JE | title = Equilibrium versus kinetic measurements of aqueous solubility, and the ability of compounds to supersaturate in solution--a validation study | journal = Journal of Pharmaceutical Sciences | volume = 95 | issue = 6 | pages = 1298–1307 | date = June 2006 | pmid = 16552741 | doi = 10.1002/jps.20613 }}</ref> Amitriptyline is prepared by reacting [[dibenzosuberane]] with 3-(dimethylamino)propylmagnesium chloride and then heating the resulting intermediate product with [[hydrochloric acid]] to [[Elimination reaction|eliminate]] water.<ref name="pmid33438398"/>
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