4-Bromomethcathinone

4-Bromomethcathinone
Legal status
Legal status
  • BR: Class F2 (Prohibited psychotropics)
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class B
Identifiers
IUPAC name
  • 1-(4-bromophenyl)-2-(methylamino)propan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H12BrNO
Molar mass242.116 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
SMILES
  • CC(C(=O)C1=CC=C(C=C1)Br)NC
InChI
  • InChI=1S/C10H12BrNO/c1-7(12-2)10(13)8-3-5-9(11)6-4-8/h3-7,12H,1-2H3 ☒N
  • Key:OOJXMFNDUXHDOV-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

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-norepinephrine-dopamine releasing agent (SNDRA), and to a lesser degree, as a serotonin-norepinephrine-dopamine reuptake inhibitor (SNDRI).[1][2] Cathinones, including 4-BMC, possess neurotoxic and cytotoxic properties.[3]

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

See also

References

  1. ↑ Bonano JS, Banks ML, Kolanos R, Sakloth F, Barnier ML, Glennon RA, et al. (May 2015). "Quantitative structure-activity relationship analysis of the pharmacology of para-substituted methcathinone analogues". British Journal of Pharmacology. 172 (10): 2433–2444. doi:10.1111/bph.13030. PMC 4409897. PMID 25438806.
  2. ↑ Rickli A, Hoener MC, Liechti ME (March 2015). "Monoamine transporter and receptor interaction profiles of novel psychoactive substances: para-halogenated amphetamines and pyrovalerone cathinones". European Neuropsychopharmacology. 25 (3): 365–376. doi:10.1016/j.euroneuro.2014.12.012. PMID 25624004.
  3. ↑ Wojcieszak J, Kuczyńska K, Zawilska JB (August 2020). "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. doi:10.1007/s12640-020-00227-8. PMC 7334283. PMID 32506339.
  4. ↑ "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" [Notice on the Issuance of the "Regulations on the Listing of Non-pharmaceutical Narcotic Drugs and Psychotropic Drugs"] (in Chinese). China Food and Drug Administration. 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015.
  5. ↑ "18VAC110-20-322. Placement of Chemicals in Schedule I." Commonwealth of Virginia. 2 December 2015. Retrieved 11 March 2016.
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