4-羟基苯基丙酮

4-羟基苯基丙酮（4-Hydroxyphenylacetone）是苯基丙酮（苯丙胺在人体中的不活泼代谢产物）的羟基类似物。^[1][2]当它作为苯丙胺的代谢产物出现时，它通常是由不活泼的代谢物苯基丙酮中直接产生。^[1][3]

苯丙胺的代谢途径[sources 1] 4-羟基苯基丙酮 苯基丙酮 苯甲酸 马尿酸 苯丙胺 苯丙醇胺 4-Hydroxyamphetamine（英语：4-Hydroxyamphetamine） 4-Hydroxynorephedrine（英语：p-Hydroxynorephedrine） Para- Hydroxylation Para- Hydroxylation Para- Hydroxylation Beta- Hydroxylation Beta- Hydroxylation Oxidative Deamination Oxidation Glycine Conjugation 人体中，4-羟基苯基丙酮是苯丙胺和苯基丙酮的代谢产物。

4-羟基苯基丙酮
IUPAC名 1-(4-Hydroxyphenyl)propan-2-one
别名	p-Hydroxyphenylacetone; para-Hydroxyphenylacetone
识别
CAS号	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
性质
化学式	C9H10O2
摩尔质量	150.17 g·mol−1
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

参注

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

参考资料

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2. 4-Hydroxyphenylacetone. NCBI. PubChem Compound. [2013-10-25]. （原始内容存档于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]. （原始内容存档 (PDF)于2018-07-18）.
4. Glennon RA. Phenylisopropylamine stimulants: amphetamine-related agents. Lemke TL, Williams DA, Roche VF, Zito W (编). Foye's principles of medicinal chemistry 7th. Philadelphia, USA: Wolters Kluwer Health/Lippincott Williams & Wilkins. 2013: 646–648 [2018-06-20]. ISBN 9781609133450. （原始内容存档于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. （原始内容存档 (PDF)于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 （页面存档备份，存于互联网档案馆）
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.

外部链接

• 医学主题词表（MeSH）：4-hydroxyphenylacetone