Chemistry:4-Bromomethcathinone

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Short description: Psychoactive drug and research chemical
4-Bromomethcathinone
4-bromomethcathinone.svg
Legal status
Legal status
  • BR: F2
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class B
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC10H12BrNO
Molar mass242.116 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
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4-Bromomethcathinone (4-BMC, Brephedrone) is a psychoactive drug and research chemical of the phenethylamine, amphetamine, and cathinone chemical classes. It acts as a serotonin and norepinephrine reuptake inhibitor,[1][2] but acts more like an antidepressant than a stimulant.[3] Some 4-halogenated cathinones seem to share the selective serotonergic neurotoxicity of their corresponding amphetamine analogues.[4]

Legal status

As of October 2015, 4-BMC is a controlled substance in China.[5] 4-Bromomethcathinone is considered a Schedule 1 substance in Virginia.[6]

See also

References

  1. "Bromine substitution at the ring 3- or 4-position of methcathinone enhances potency at serotonin uptake transporters". Society for Neuroscience Abstracts 25 (1–2): 1701. 1999. 678.17. http://www.neurophys.wisc.edu/~cozzi/sfnabs25.html. Retrieved 2013-07-28. 
  2. "Inhibition of transport function and desipramine binding at the human noradrenaline transporter by N-ethylmaleimide and protection by substrate analogs". Naunyn-Schmiedeberg's Archives of Pharmacology 365 (6): 457–461. June 2002. doi:10.1007/s00210-002-0532-3. PMID 12070759. 
  3. "Novel aminopropiophenones as potential antidepressants". Drug Development Research 60 (4): 252–260. 2003. doi:10.1002/ddr.10297. https://ewsd.wiv-isp.be/Publications%20on%20new%20psychoactive%20substances/Mephedrone/Foley2003_methcathinone-analogs.pdf. Retrieved 2015-09-09. 
  4. "Four Synthetic Cathinones: 3-Chloromethcathinone, 4-Chloromethcathinone, 4-Fluoro-α-Pyrrolidinopentiophenone, and 4-Methoxy-α-Pyrrolidinopentiophenone Produce Changes in the Spontaneous Locomotor Activity and Motor Performance in Mice with Varied Profiles". Neurotoxicity Research 38 (2): 536–551. August 2020. doi:10.1007/s12640-020-00227-8. PMID 32506339. 
  5. "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. http://www.sfda.gov.cn/WS01/CL0056/130753.html. 
  6. "18VAC110-20-322. Placement of Chemicals in Schedule I." (in English). Commonwealth of Virginia. 2 December 2015. http://law.lis.virginia.gov/admincode/title18/agency110/chapter20/section322/.