4-MMC (BioDeep_00000397521)
Main id: BioDeep_00000017868
代谢物信息卡片
化学式: C11H15NO (177.115358)
中文名称: 2-(甲基氨基)-1-(4-甲基苯基)-1-丙酮
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1=CC=C(C=C1)C(=O)C(C)NC
InChI: InChI=1S/C11H15NO/c1-8-4-6-10(7-5-8)11(13)9(2)12-3/h4-7,9,12H,1-3H3
描述信息
CONFIDENCE standard compound; EAWAG_UCHEM_ID 2827
CONFIDENCE standard compound; INTERNAL_ID 1696
同义名列表
数据库引用编号
22 个数据库交叉引用编号
- ChEBI: CHEBI:59331
- PubChem: 45266826
- Metlin: METLIN96182
- DrugBank: DB13108
- ChEMBL: CHEMBL4094396
- CAS: 1189805-46-6
- MoNA: EA282714
- MoNA: EA282713
- MoNA: EA282712
- MoNA: EA282711
- MoNA: EA282710
- MoNA: EA282709
- MoNA: EA282708
- MoNA: EA282707
- MoNA: EA282706
- MoNA: EA282705
- MoNA: EA282704
- MoNA: EA282703
- MoNA: EA282702
- MoNA: EA282701
- MoNA: AU169606
- KEGG: C22785
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)
0 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
- Joanna Czerwinska, Mark C Parkin, Claire George, Andrew T Kicman, Paul I Dargan, Vincenzo Abbate. Excretion of mephedrone and its phase I metabolites in urine after a controlled intranasal administration to healthy human volunteers.
Drug testing and analysis.
2022 Apr; 14(4):741-746. doi:
10.1002/dta.3214
. [PMID: 34984836] - Georgios Christos Papaioannou, Sophia Karastogianni, Stella Girousi. Development of an Electrochemical Sensor Using a Modified Carbon Paste Electrode with Silver Nanoparticles Capped with Saffron for Monitoring Mephedrone.
Sensors (Basel, Switzerland).
2022 Feb; 22(4):. doi:
10.3390/s22041625
. [PMID: 35214527] - Julie A Marusich, Elaine A Gay, Delisha A Stewart, Bruce E Blough. Sex differences in inflammatory cytokine levels following synthetic cathinone self-administration in rats.
Neurotoxicology.
2022 01; 88(?):65-78. doi:
10.1016/j.neuro.2021.11.002
. [PMID: 34742947] - Courtney Gearlds, Jessica Brooke Bouldin, Mariah McKinney, Shannon Schreiner, Stacy D Brown, Brooks B Pond. Pharmacokinetics of Synthetic Cathinones Found in Bath Salts in Mouse Brain and Plasma Using High-Pressure Liquid Chromatography-Tandem Mass Spectrometry.
European journal of drug metabolism and pharmacokinetics.
2021 Nov; 46(6):771-778. doi:
10.1007/s13318-021-00712-1
. [PMID: 34427910] - Joanna Czerwinska, Mark C Parkin, Claire George, Andrew T Kicman, Paul I Dargan, Vincenzo Abbate. Pharmacokinetics of Mephedrone and Its Metabolites in Whole Blood and Plasma after Controlled Intranasal Administration to Healthy Human Volunteers.
Journal of analytical toxicology.
2021 Aug; 45(7):730-738. doi:
10.1093/jat/bkaa134
. [PMID: 32986113] - Sarah L Belsey, Robert J Flanagan. Analytical Detection of Novel Stimulants by Immunoassay and Liquid Chromatography-High Resolution Mass Spectrometry: Case Studies on Ethylphenidate and Mephedrone.
Journal of analytical toxicology.
2021 May; 45(5):521-528. doi:
10.1093/jat/bkaa102
. [PMID: 32816012] - Eulalia Olesti, Jose Antonio Pascual, Mireia Ventura, Esther Papaseit, Magí Farré, Rafael de la Torre, Oscar J Pozo. LC-MS/MS method for the quantification of new psychoactive substances and evaluation of their urinary detection in humans for doping control analysis.
Drug testing and analysis.
2020 Jun; 12(6):785-797. doi:
10.1002/dta.2768
. [PMID: 31950617] - L Anzillotti, L Calò, A Banchini, M L Schirripa, F Marezza, R Cecchi. Mephedrone and chemsex: a case report.
Legal medicine (Tokyo, Japan).
2020 Feb; 42(?):101640. doi:
10.1016/j.legalmed.2019.101640
. [PMID: 31751794] - Eulàlia Olesti, Magí Farré, Marcel Lí Carbó, Esther Papaseit, Clara Perez-Mañá, Marta Torrens, Samanta Yubero-Lahoz, Mitona Pujadas, Óscar J Pozo, Rafael de la Torre. Dose-Response Pharmacological Study of Mephedrone and Its Metabolites: Pharmacokinetics, Serotoninergic Effects, and Impact of CYP2D6 Genetic Variation.
Clinical pharmacology and therapeutics.
2019 09; 106(3):596-604. doi:
10.1002/cpt.1417
. [PMID: 30815856] - Albert Pérez-Alcaraz, Francesc Borrull, Carme Aguilar, Marta Calull. Enantioselective determination of cathinones in urine by high pressure in-line SPE-CE.
Electrophoresis.
2019 07; 40(14):1762-1770. doi:
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Psychopharmacology.
2019 Mar; 236(3):881-890. doi:
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Journal of psychopharmacology (Oxford, England).
2019 03; 33(3):347-354. doi:
10.1177/0269881118812103
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Sexually transmitted infections.
2019 02; 95(1):67-70. doi:
10.1136/sextrans-2017-053410
. [PMID: 29535222] - Felix P Mayer, Diethart Schmid, Marion Holy, Lynette C Daws, Harald H Sitte. "Polytox" synthetic cathinone abuse: A potential role for organic cation transporter 3 in combined cathinone-induced efflux.
Neurochemistry international.
2019 02; 123(?):7-12. doi:
10.1016/j.neuint.2018.09.008
. [PMID: 30248432] - Lilian H J Richter, Andreas Beck, Veit Flockerzi, Hans H Maurer, Markus R Meyer. Cytotoxicity of new psychoactive substances and other drugs of abuse studied in human HepG2 cells using an adopted high content screening assay.
Toxicology letters.
2019 Feb; 301(?):79-89. doi:
10.1016/j.toxlet.2018.11.007
. [PMID: 30465810] - Piotr Tarkowski, Krzysztof Jankowski, Barbara Budzyńska, Grażyna Biała, Anna Boguszewska-Czubara. Potential pro-oxidative effects of single dose of mephedrone in vital organs of mice.
Pharmacological reports : PR.
2018 Dec; 70(6):1097-1104. doi:
10.1016/j.pharep.2018.05.010
. [PMID: 30308460] - Rajan Patel, Neha Maurya, Mehraj Ud Din Parray, Nida Farooq, Abrar Siddique, Kanak Lata Verma, Neeraj Dohare. Esterase activity and conformational changes of bovine serum albumin toward interaction with mephedrone: Spectroscopic and computational studies.
Journal of molecular recognition : JMR.
2018 11; 31(11):e2734. doi:
10.1002/jmr.2734
. [PMID: 29920814] - Steven J Simmons, Jonna M Leyrer-Jackson, Chicora F Oliver, Callum Hicks, John W Muschamp, Scott M Rawls, M Foster Olive. DARK Classics in Chemical Neuroscience: Cathinone-Derived Psychostimulants.
ACS chemical neuroscience.
2018 10; 9(10):2379-2394. doi:
10.1021/acschemneuro.8b00147
. [PMID: 29714473] - Gabriella Zsilla, Daniella E Hegyi, Mária Baranyi, E Sylvester Vizi. 3,4-Methylenedioxymethamphetamine, mephedrone, and β-phenylethylamine release dopamine from the cytoplasm by means of transporters and keep the concentration high and constant by blocking reuptake.
European journal of pharmacology.
2018 Oct; 837(?):72-80. doi:
10.1016/j.ejphar.2018.08.037
. [PMID: 30172789] - John H Anneken, Mariana Angoa-Perez, Girish C Sati, David Crich, Donald M Kuhn. Assessing the role of dopamine in the differential neurotoxicity patterns of methamphetamine, mephedrone, methcathinone and 4-methylmethamphetamine.
Neuropharmacology.
2018 05; 134(Pt A):46-56. doi:
10.1016/j.neuropharm.2017.08.033
. [PMID: 28851615] - Dino Luethi, Karolina E Kolaczynska, Luca Docci, Stephan Krähenbühl, Marius C Hoener, Matthias E Liechti. Pharmacological profile of mephedrone analogs and related new psychoactive substances.
Neuropharmacology.
2018 05; 134(Pt A):4-12. doi:
10.1016/j.neuropharm.2017.07.026
. [PMID: 28755886] - Erika Castrignanò, Marie Mardal, Axel Rydevik, Bram Miserez, John Ramsey, Trevor Shine, G Dan Pantoș, Markus R Meyer, Barbara Kasprzyk-Hordern. A new approach towards biomarker selection in estimation of human exposure to chiral chemicals: a case study of mephedrone.
Scientific reports.
2017 11; 7(1):13009. doi:
10.1038/s41598-017-12581-3
. [PMID: 29097766] - Eulàlia Olesti, Magí Farré, Esther Papaseit, Aristotelis Krotonoulas, Mitona Pujadas, Rafael de la Torre, Óscar J Pozo. Pharmacokinetics of Mephedrone and Its Metabolites in Human by LC-MS/MS.
The AAPS journal.
2017 11; 19(6):1767-1778. doi:
10.1208/s12248-017-0132-2
. [PMID: 28828691] - Michelle Williams, Jennifer Martin, Peter Galettis. A Validated Method for the Detection of 32 Bath Salts in Oral Fluid.
Journal of analytical toxicology.
2017 Oct; 41(8):659-669. doi:
10.1093/jat/bkx055
. [PMID: 28985394] - Listos Joanna, Talarek Sylwia, Gryzinska Magdalena, Listos Piotr, Kedzierska Ewa, Orzelska-Gorka Jolanta, Dylewska Malgorzata, Lupina Malgorzata, Jolanta H Kotlinska. Mephedrone exposure in adolescent rats alters the rewarding effect of morphine in adults.
European journal of pharmacology.
2017 Sep; 810(?):63-69. doi:
10.1016/j.ejphar.2017.06.007
. [PMID: 28603042] - Lauren G Strange, Kerri Kochelek, Robert Keasling, Stacy D Brown, Brooks B Pond. The pharmacokinetic profile of synthetic cathinones in a pregnancy model.
Neurotoxicology and teratology.
2017 Sep; 63(?):9-13. doi:
10.1016/j.ntt.2017.08.001
. [PMID: 28811141] - Alyssa F DeLarge, Laura L Erwin, Peter J Winsauer. Atypical binding at dopamine and serotonin transporters contribute to the discriminative stimulus effects of mephedrone.
Neuropharmacology.
2017 06; 119(?):62-75. doi:
10.1016/j.neuropharm.2017.04.006
. [PMID: 28396142] - Eulàlia Olesti, Mitona Pujadas, Esther Papaseit, Clara Pérez-Mañá, Óscar J Pozo, Magí Farré, Rafael de la Torre. GC-MS Quantification Method for Mephedrone in Plasma and Urine: Application to Human Pharmacokinetics.
Journal of analytical toxicology.
2017 Mar; 41(2):100-106. doi:
10.1093/jat/bkw120
. [PMID: 27798075] - Gavin McLaughlin, Noreen Morris, Pierce V Kavanagh, John D Power, Geraldine Dowling, Brendan Twamley, John O'Brien, Brian Talbot, Donna Walther, John S Partilla, Michael H Baumann, Simon D Brandt. Synthesis, characterization and monoamine transporter activity of the new psychoactive substance mexedrone and its N-methoxy positional isomer, N-methoxymephedrone.
Drug testing and analysis.
2017 Mar; 9(3):358-368. doi:
10.1002/dta.2053
. [PMID: 27524685] - S Stevens Negus, Matthew L Banks. Decoding the Structure of Abuse Potential for New Psychoactive Substances: Structure-Activity Relationships for Abuse-Related Effects of 4-Substituted Methcathinone Analogs.
Current topics in behavioral neurosciences.
2017; 32(?):119-131. doi:
10.1007/7854_2016_18
. [PMID: 27696217] - Mariana Angoa-Pérez, John H Anneken, Donald M Kuhn. Neurotoxicology of Synthetic Cathinone Analogs.
Current topics in behavioral neurosciences.
2017 ; 32(?):209-230. doi:
10.1007/7854_2016_21
. [PMID: 27753008] - Esther Papaseit, Eulalia Olesti, Rafael de la Torre, Marta Torrens, Magi Farre. Mephedrone Concentrations in Cases of Clinical Intoxication.
Current pharmaceutical design.
2017; 23(36):5511-5522. doi:
10.2174/1381612823666170704130213
. [PMID: 28677506] - Pascal Kintz. Evidence of 2 Populations of Mephedrone Abusers by Hair Testing. Application to 4 Forensic Expertises.
Current neuropharmacology.
2017; 15(5):658-662. doi:
10.2174/1570159x14666161026152107
. [PMID: 27784226] - Flaminia Pantano, Roberta Tittarelli, Giulio Mannocchi, Roberta Pacifici, Alessandro di Luca, Francesco Paolo Busardò, Enrico Marinelli. Neurotoxicity Induced by Mephedrone: An up-to-date Review.
Current neuropharmacology.
2017; 15(5):738-749. doi:
10.2174/1570159x14666161130130718
. [PMID: 27908258] - Bertha K Madras. The Growing Problem of New Psychoactive Substances (NPS).
Current topics in behavioral neurosciences.
2017 ; 32(?):1-18. doi:
10.1007/7854_2016_34
. [PMID: 27571747] - C Michael White. Mephedrone and 3,4-Methylenedioxypyrovalerone (MDPV): Synthetic Cathinones With Serious Health Implications.
Journal of clinical pharmacology.
2016 11; 56(11):1319-1325. doi:
10.1002/jcph.742
. [PMID: 27029951] - Esther Papaseit, Clara Pérez-Mañá, Julián-Andrés Mateus, Mitona Pujadas, Francina Fonseca, Marta Torrens, Eulàlia Olesti, Rafael de la Torre, Magí Farré. Human Pharmacology of Mephedrone in Comparison with MDMA.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
2016 10; 41(11):2704-13. doi:
10.1038/npp.2016.75
. [PMID: 27206266] - F P Mayer, L Wimmer, O Dillon-Carter, J S Partilla, N V Burchardt, M D Mihovilovic, M H Baumann, H H Sitte. Phase I metabolites of mephedrone display biological activity as substrates at monoamine transporters.
British journal of pharmacology.
2016 09; 173(17):2657-68. doi:
10.1111/bph.13547
. [PMID: 27391165] - Katarzyna Styszko, Agnieszka Dudarska, Dariusz Zuba. The Presence of Stimulant Drugs in Wastewater from Krakow (Poland): A Snapshot.
Bulletin of environmental contamination and toxicology.
2016 Sep; 97(3):310-5. doi:
10.1007/s00128-016-1869-5
. [PMID: 27365137] - Andrés Ciudad-Roberts, Leticia Duart-Castells, Jorge Camarasa, David Pubill, Elena Escubedo. The combination of ethanol with mephedrone increases the signs of neurotoxicity and impairs neurogenesis and learning in adolescent CD-1 mice.
Toxicology and applied pharmacology.
2016 Feb; 293(?):10-20. doi:
10.1016/j.taap.2015.12.019
. [PMID: 26747301] - Igor Linhart, Michal Himl, Monika Židková, Marie Balíková, Eva Lhotková, Tomáš Páleníček. Metabolic profile of mephedrone: Identification of nor-mephedrone conjugates with dicarboxylic acids as a new type of xenobiotic phase II metabolites.
Toxicology letters.
2016 Jan; 240(1):114-21. doi:
10.1016/j.toxlet.2015.10.025
. [PMID: 26541208] - Wei-Yin Hong, Ya-Chun Ko, Mei-Chih Lin, Po-Yu Wang, Yu-Pen Chen, Lih-Ching Chiueh, Daniel Yang-Chih Shih, Hsiu-Kuan Chou, Hwei-Fang Cheng. Determination of Synthetic Cathinones in Urine Using Gas Chromatography-Mass Spectrometry Techniques.
Journal of analytical toxicology.
2016 Jan; 40(1):12-6. doi:
10.1093/jat/bkv108
. [PMID: 26410364] - Julie A Suyama, Farhana Sakloth, Renata Kolanos, Richard A Glennon, Matthew F Lazenka, S Stevens Negus, Matthew L Banks. Abuse-Related Neurochemical Effects of Para-Substituted Methcathinone Analogs in Rats: Microdialysis Studies of Nucleus Accumbens Dopamine and Serotonin.
The Journal of pharmacology and experimental therapeutics.
2016 Jan; 356(1):182-90. doi:
10.1124/jpet.115.229559
. [PMID: 26645638] - Raúl López-Arnau, José Martínez-Clemente, Teresa Rodrigo, David Pubill, Jorge Camarasa, Elena Escubedo. Neuronal changes and oxidative stress in adolescent rats after repeated exposure to mephedrone.
Toxicology and applied pharmacology.
2015 Jul; 286(1):27-35. doi:
10.1016/j.taap.2015.03.015
. [PMID: 25817894] - Christian Pifl, Harald Reither, Oleh Hornykiewicz. The profile of mephedrone on human monoamine transporters differs from 3,4-methylenedioxymethamphetamine primarily by lower potency at the vesicular monoamine transporter.
European journal of pharmacology.
2015 May; 755(?):119-26. doi:
10.1016/j.ejphar.2015.03.004
. [PMID: 25771452] - Barbara Budzynska, Anna Boguszewska-Czubara, Marta Kruk-Slomka, Jacek Kurzepa, Grazyna Biala. Mephedrone and nicotine: oxidative stress and behavioral interactions in animal models.
Neurochemical research.
2015 May; 40(5):1083-93. doi:
10.1007/s11064-015-1566-5
. [PMID: 25862193] - Óscar J Pozo, María Ibáñez, Juan V Sancho, Julio Lahoz-Beneytez, Magí Farré, Esther Papaseit, Rafael de la Torre, Félix Hernández. Mass spectrometric evaluation of mephedrone in vivo human metabolism: identification of phase I and phase II metabolites, including a novel succinyl conjugate.
Drug metabolism and disposition: the biological fate of chemicals.
2015 Feb; 43(2):248-57. doi:
10.1124/dmd.114.061416
. [PMID: 25468950] - Matilda Bäckberg, Erik Lindeman, Olof Beck, Anders Helander. Characteristics of analytically confirmed 3-MMC-related intoxications from the Swedish STRIDA project.
Clinical toxicology (Philadelphia, Pa.).
2015 Jan; 53(1):46-53. doi:
10.3109/15563650.2014.981823
. [PMID: 25422862] - Jolanta Opacka-Juffry, Thomas Pinnell, Nisha Patel, Melissa Bevan, Meghan Meintel, Colin Davidson. Stimulant mechanisms of cathinones - effects of mephedrone and other cathinones on basal and electrically evoked dopamine efflux in rat accumbens brain slices.
Progress in neuro-psychopharmacology & biological psychiatry.
2014 Oct; 54(?):122-30. doi:
10.1016/j.pnpbp.2014.04.009
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Forensic science international.
2014 Oct; 243(?):68-73. doi:
10.1016/j.forsciint.2014.04.038
. [PMID: 24846124] - Martin Švidrnoch, Ludmila Lněníčková, Ivo Válka, Peter Ondra, Vítězslav Maier. Utilization of micellar electrokinetic chromatography-tandem mass spectrometry employed volatile micellar phase in the analysis of cathinone designer drugs.
Journal of chromatography. A.
2014 Aug; 1356(?):258-65. doi:
10.1016/j.chroma.2014.06.058
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Toxicology letters.
2014 Aug; 229(1):220-8. doi:
10.1016/j.toxlet.2014.06.012
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Drug testing and analysis.
2014 Jul; 6(7-8):728-38. doi:
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British journal of pharmacology.
2014 May; 171(9):2251-68. doi:
10.1111/bph.12628
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Life sciences.
2014 Feb; 97(1):31-6. doi:
10.1016/j.lfs.2013.07.015
. [PMID: 23892197] - José Martínez-Clemente, Raúl López-Arnau, Sonia Abad, David Pubill, Elena Escubedo, Jorge Camarasa. Dose and time-dependent selective neurotoxicity induced by mephedrone in mice.
PloS one.
2014; 9(6):e99002. doi:
10.1371/journal.pone.0099002
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Clinical nephrology.
2014 Jan; 81(1):63-6. doi:
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Psychopharmacology.
2013 Sep; 229(2):295-306. doi:
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. [PMID: 23649883] - Shawn M Aarde, Deepshikha Angrish, Deborah J Barlow, M Jerry Wright, Sophia A Vandewater, Kevin M Creehan, Karen L Houseknecht, Tobin J Dickerson, Michael A Taffe. Mephedrone (4-methylmethcathinone) supports intravenous self-administration in Sprague-Dawley and Wistar rats.
Addiction biology.
2013 Sep; 18(5):786-99. doi:
10.1111/adb.12038
. [PMID: 23363010] - Craig P Motbey, Kelly J Clemens, Nadine Apetz, Adam R Winstock, John Ramsey, Kong M Li, Naomi Wyatt, Paul D Callaghan, Michael T Bowen, Jennifer L Cornish, Iain S McGregor. High levels of intravenous mephedrone (4-methylmethcathinone) self-administration in rats: neural consequences and comparison with methamphetamine.
Journal of psychopharmacology (Oxford, England).
2013 Sep; 27(9):823-36. doi:
10.1177/0269881113490325
. [PMID: 23739178] - Kenneth Blum, M Foster Olive, Kevin K W Wang, Marcelo Febo, Joan Borsten, John Giordano, Mary Hauser, Mark S Gold. Hypothesizing that designer drugs containing cathinones ('bath salts') have profound neuro-inflammatory effects and dangerous neurotoxic response following human consumption.
Medical hypotheses.
2013 Sep; 81(3):450-5. doi:
10.1016/j.mehy.2013.06.007
. [PMID: 23845561] - Fatma Gurdal, Mahmut Asirdizer, Rezzan Gulhan Aker, Senol Korkut, Yasemin Gocer, E Esra Kucukibrahimoglu, C Haluk Ince. Review of detection frequency and type of synthetic cannabinoids in herbal compounds analyzed by Istanbul Narcotic Department of the Council of Forensic Medicine, Turkey.
Journal of forensic and legal medicine.
2013 Aug; 20(6):667-72. doi:
10.1016/j.jflm.2013.03.041
. [PMID: 23910858] - Jared Lenz, Jaime Brown, Seth Flagg, Robert Oh, Kenneth Batts, Thomas Ditzler, Jeremy Johnson. Cristalius: a case in designer drugs.
Military medicine.
2013 Jul; 178(7):e893-5. doi:
10.7205/milmed-d-12-00393
. [PMID: 23820374] - Amy J Eshleman, Katherine M Wolfrum, Meagan G Hatfield, Robert A Johnson, Kevin V Murphy, Aaron Janowsky. Substituted methcathinones differ in transporter and receptor interactions.
Biochemical pharmacology.
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