4-羥基苯基丙酮

4-羥基苯基丙酮（4-Hydroxyphenylacetone）是苯基丙酮（苯丙胺在人體中的不活潑代謝產物）的羥基類似物。^[1][2]當它作為苯丙胺的代謝產物出現時，它通常是由不活潑的代謝物苯基丙酮中直接產生。^[1][3]

苯丙胺的代謝途徑[sources 1] 4-羥基苯基丙酮 苯基丙酮 苯甲酸 馬尿酸 苯丙胺 苯丙醇胺 4-Hydroxyamphetamine（英語：4-Hydroxyamphetamine） 4-Hydroxynorephedrine（英語：p-Hydroxynorephedrine） Para- Hydroxylation Para- Hydroxylation Para- Hydroxylation Beta- Hydroxylation Beta- Hydroxylation Oxidative Deamination Oxidation Glycine Conjugation 人體中，4-羥基苯基丙酮是苯丙胺和苯基丙酮的代謝產物。

4-羥基苯基丙酮
IUPAC名 1-(4-Hydroxyphenyl)propan-2-one
別名	p-Hydroxyphenylacetone; para-Hydroxyphenylacetone
識別
CAS號	770-39-8
PubChem	7019274
ChemSpider	5382241
SMILES	CC(=O)CC1=CC=C(C=C1)O
InChI	1S/C9H10O2/c1-7(10)6-8-2-4-9(11)5-3-8/h2-5,11H,6H2,1H3
InChIKey	VWMVAQHMFFZQGD-UHFFFAOYSA-N
性質
化學式	C9H10O2
摩爾質量	150.17 g·mol−1
若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

參注

1. ^{[3][4][5][6][7][8][9][10]}

參考資料

1. Santagati NA, Ferrara G, Marrazzo A, Ronsisvalle G. Simultaneous determination of amphetamine and one of its metabolites by HPLC with electrochemical detection. J. Pharm. Biomed. Anal. September 2002, 30 (2): 247–55. PMID 12191709. doi:10.1016/S0731-7085(02)00330-8.
2. 4-Hydroxyphenylacetone. NCBI. PubChem Compound. [2013-10-25]. （原始內容存檔於2014-01-08）.
3. Adderall XR Prescribing Information (PDF). United States Food and Drug Administration. Shire US Inc: 12–13. December 2013 [30 December 2013]. （原始內容存檔 (PDF)於2018-07-18）.
4. Glennon RA. Phenylisopropylamine stimulants: amphetamine-related agents. Lemke TL, Williams DA, Roche VF, Zito W (編). Foye's principles of medicinal chemistry 7th. Philadelphia, USA: Wolters Kluwer Health/Lippincott Williams & Wilkins. 2013: 646–648 [2018-06-20]. ISBN 9781609133450. （原始內容存檔於2020-07-26）.
5. Taylor KB. Dopamine-beta-hydroxylase. Stereochemical course of the reaction (PDF). J. Biol. Chem. January 1974, 249 (2): 454–458 [6 November 2014]. PMID 4809526. （原始內容存檔 (PDF)於2019-04-04）.
6. Krueger SK, Williams DE. Mammalian flavin-containing monooxygenases: structure/function, genetic polymorphisms and role in drug metabolism. Pharmacol. Ther. June 2005, 106 (3): 357–387. PMC 1828602 . PMID 15922018. doi:10.1016/j.pharmthera.2005.01.001.
   Table 5: N-containing drugs and xenobiotics oxygenated by FMO （頁面存檔備份，存於網際網路檔案館）
7. Cashman JR, Xiong YN, Xu L, Janowsky A. N-oxygenation of amphetamine and methamphetamine by the human flavin-containing monooxygenase (form 3): role in bioactivation and detoxication. J. Pharmacol. Exp. Ther. March 1999, 288 (3): 1251–1260. PMID 10027866.
8. Santagati NA, Ferrara G, Marrazzo A, Ronsisvalle G. Simultaneous determination of amphetamine and one of its metabolites by HPLC with electrochemical detection. J. Pharm. Biomed. Anal. September 2002, 30 (2): 247–255. PMID 12191709. doi:10.1016/S0731-7085(02)00330-8.
9. Sjoerdsma A, von Studnitz W. Dopamine-beta-oxidase activity in man, using hydroxyamphetamine as substrate. Br. J. Pharmacol. Chemother. April 1963, 20: 278–284. PMC 1703637 . PMID 13977820. doi:10.1111/j.1476-5381.1963.tb01467.x.
10. Badenhorst CP, van der Sluis R, Erasmus E, van Dijk AA. Glycine conjugation: importance in metabolism, the role of glycine N-acyltransferase, and factors that influence interindividual variation. Expert Opin. Drug Metab. Toxicol. September 2013, 9 (9): 1139–1153. PMID 23650932. doi:10.1517/17425255.2013.796929.

外部連結

• 醫學主題詞表（MeSH）：4-hydroxyphenylacetone