Phenmetrazine (BioDeep_00000002086)

 

Secondary id: BioDeep_00000406246

human metabolite Endogenous blood metabolite Chemicals and Drugs


代谢物信息卡片


Hydrochloride, phenmetrazine

化学式: C11H15NO (177.115358)
中文名称: 芬美曲秦
谱图信息: 最多检出来源 Homo sapiens(blood) 0.43%

分子结构信息

SMILES: CC1C(c2ccccc2)OCCN1
InChI: InChI=1S/C11H15NO/c1-9-11(13-8-7-12-9)10-5-3-2-4-6-10/h2-6,9,11-12H,7-8H2,1H3

描述信息

Phenmetrazine is only found in individuals that have used or taken this drug. It is a sympathomimetic drug used primarily as an appetite depressant. Its actions and mechanisms are similar to dextroamphetamine. [PubChem]Phenmetrazine is thought to block the reuptake of norepinephrine and dopamine into the presynaptic neuron leading to an increase in the release of these monoamines into the extraneuronal space. Dopamine integrates incoming sensory stimuli, initiates and controls fine movement (nigro-neostriatal pathway), controls emotional behavior (midbrain mesolimbic-forebrain system) and controls hypothalamic-pituitary endocrine system (tubero-infundibular system). It is this latter effect on the tubero-infundibular systm that seems to lead to reduced food intake. Phenmetrazine also acts as a monoamine oxidase inhibitor.
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013566 - Sympathomimetics
D002491 - Central Nervous System Agents > D000697 - Central Nervous System Stimulants
D019440 - Anti-Obesity Agents > D001067 - Appetite Depressants

同义名列表

12 个代谢物同义名

Hydrochloride, phenmetrazine; Phenmetrazine hydrochloride; 2-Phenyl-3-methylmorpholine; 3-Methyl-2-phenylmorpholine; Dexphenmetrazine; phenmetrazine; Phenmetraline; Defenmetrazin; Oxazimedrine; Fenmetrazin; USAF ge-1; Preludin



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Sabrina Lehmann, Alissa Sczyslo, Judith Froch-Cortis, Markus Alexander Rothschild, Mario Thevis, Hilke Andresen-Streichert, Katja Mercer-Chalmers-Bender. Organ distribution of diclazepam, pyrazolam and 3-fluorophenmetrazine. Forensic science international. 2019 Oct; 303(?):109959. doi: 10.1016/j.forsciint.2019.109959. [PMID: 31546164]
  • Christina Grumann, Kerstin Henkel, Alexander Stratford, Maren Hermanns-Clausen, Torsten Passie, Simon D Brandt, Volker Auwärter. Validation of an LC-MS/MS method for the quantitative analysis of 1P-LSD and its tentative metabolite LSD in fortified urine and serum samples including stability tests for 1P-LSD under different storage conditions. Journal of pharmaceutical and biomedical analysis. 2019 Sep; 174(?):270-276. doi: 10.1016/j.jpba.2019.05.062. [PMID: 31181490]
  • Christina Grumann, Laura M Huppertz, Philippe Bisel, Verena Angerer, Volker Auwärter. Method validation and preliminary pharmacokinetic studies on the new designer stimulant 3-fluorophenmetrazine (3-FPM). Drug testing and analysis. 2019 Jul; 11(7):1009-1017. doi: 10.1002/dta.2577. [PMID: 30784204]
  • Gavin McLaughlin, Michael H Baumann, Pierce V Kavanagh, Noreen Morris, John D Power, Geraldine Dowling, Brendan Twamley, John O'Brien, Gary Hessman, Folker Westphal, Donna Walther, Simon D Brandt. Synthesis, analytical characterization, and monoamine transporter activity of the new psychoactive substance 4-methylphenmetrazine (4-MPM), with differentiation from its ortho- and meta- positional isomers. Drug testing and analysis. 2018 Sep; 10(9):1404-1416. doi: 10.1002/dta.2396. [PMID: 29673128]
  • Felix P Mayer, Nadine V Burchardt, Ann M Decker, John S Partilla, Yang Li, Gavin McLaughlin, Pierce V Kavanagh, Walter Sandtner, Bruce E Blough, Simon D Brandt, Michael H Baumann, Harald H Sitte. Fluorinated phenmetrazine "legal highs" act as substrates for high-affinity monoamine transporters of the SLC6 family. Neuropharmacology. 2018 05; 134(Pt A):149-157. doi: 10.1016/j.neuropharm.2017.10.006. [PMID: 28988906]
  • Matilda Bäckberg, Jenny Westerbergh, Olof Beck, Anders Helander. Adverse events related to the new psychoactive substance 3-fluorophenmetrazine - results from the Swedish STRIDA project. Clinical toxicology (Philadelphia, Pa.). 2016 Nov; 54(9):819-825. doi: 10.1080/15563650.2016.1211288. [PMID: 27491700]
  • Marie Mardal, Bram Miserez, Richard Bade, Tania Portolés, Markus Bischoff, Félix Hernández, Markus R Meyer. 3-Fluorophenmetrazine, a fluorinated analogue of phenmetrazine: Studies on in vivo metabolism in rat and human, in vitro metabolism in human CYP isoenzymes and microbial biotransformation in Pseudomonas Putida and wastewater using GC and LC coupled to (HR)-MS techniques. Journal of pharmaceutical and biomedical analysis. 2016 Sep; 128(?):485-495. doi: 10.1016/j.jpba.2016.06.011. [PMID: 27372653]
  • Ernesto Solis, Julie A Suyama, Matthew F Lazenka, Louis J DeFelice, S Stevens Negus, Bruce E Blough, Matthew L Banks. Dissociable effects of the prodrug phendimetrazine and its metabolite phenmetrazine at dopamine transporters. Scientific reports. 2016 08; 6(?):31385. doi: 10.1038/srep31385. [PMID: 27514281]
  • Matthew L Banks, Bruce E Blough, Timothy R Fennell, Rodney W Snyder, S Stevens Negus. Role of phenmetrazine as an active metabolite of phendimetrazine: evidence from studies of drug discrimination and pharmacokinetics in rhesus monkeys. Drug and alcohol dependence. 2013 Jun; 130(1-3):158-66. doi: 10.1016/j.drugalcdep.2012.10.026. [PMID: 23211394]
  • Viorica Lopez-Avila, James Cooley, Randall Urdahl, Mario Thevis. Determination of stimulants using gas chromatography/high-resolution time-of-flight mass spectrometry and a soft ionization source. Rapid communications in mass spectrometry : RCM. 2012 Dec; 26(23):2714-24. doi: 10.1002/rcm.6398. [PMID: 23124661]
  • Hyeyoung Choi, Seungkyung Baeck, Moonhee Jang, Sooyeun Lee, Hwakyung Choi, Heesun Chung. Simultaneous analysis of psychotropic phenylalkylamines in oral fluid by GC-MS with automated SPE and its application to legal cases. Forensic science international. 2012 Feb; 215(1-3):81-7. doi: 10.1016/j.forsciint.2011.02.011. [PMID: 21377815]
  • A Dasgupta, A Hart, P Humphrey, W Blackwell. Gas chromatography-electron ionization and chemical ionization mass spectrometric analysis of urinary phenmetrazine after derivatization with 4-carbethoxyhexafluorobutyryl chloride--a new derivative. Journal of forensic sciences. 1998 May; 43(3):636-40. doi: . [PMID: 9608702]
  • A Dasgupta, M S Handler, J S Nine. A convenient derivatization method for gas chromatography/mass spectrometric determination of phenmetrazine in urine using 2,2,2-trichloroethyl chloroformate. Journal of forensic sciences. 1998 May; 43(3):630-5. doi: . [PMID: 9608701]
  • A Dasgupta, C E Mahle. Determination of phenmetrazine in urine by gas chromatography-mass spectrometry after liquid-liquid extraction and derivatization with perfluorooctanoyl chloride. Journal of forensic sciences. 1997 Sep; 42(5):937-41. doi: . [PMID: 9304848]
  • R Kronstrand, M Hatanpää, J A Jonsson. Determination of Phenmetrazine in urine by gas chromatography-mass spectrometry. Journal of analytical toxicology. 1996 Sep; 20(5):277-80. doi: 10.1093/jat/20.5.277. [PMID: 8872234]
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  • M H Greene, N Turner, R L DuPont. Amphetamines in the District of Columbia. III. Stimulant abuse in narcotics addicts in treatment, with an emphasis on phenmetrazine. The International journal of the addictions. 1974; 9(5):652-62. doi: NULL. [PMID: 4155405]
  • G Norheim. A fatal case of phenmetrazine poisoning. Journal - Forensic Science Society. 1973 Oct; 13(4):287-9. doi: 10.1016/s0015-7368(73)70827-6. [PMID: 4791233]
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  • A H Beckett, M A Salami. A note on the identification of N-hydroxyphenmetrazine as a metabolic product of phendimetrazine and phenmetrazine. The Journal of pharmacy and pharmacology. 1972 Nov; 24(11):900-2. doi: 10.1111/j.2042-7158.1972.tb08910.x. [PMID: 4405654]
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