3,4-Dichloromethylphenidate

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3,4-Dichloromethylphenidate
Dichloromethylphenidate.png
Systematic (IUPAC) name
Methyl (2R)-2-(3,4-dichlorophenyl)-2-[(2R)-piperidin-2-yl]acetate
Clinical data
Legal status
Routes of
administration		 Oral
Identifiers
CAS Number 1400742-68-8 N (recemic)
Template:CAS (R, R absolute stereochemistry)
ATC code none
PubChem CID: 44296390
ChemSpider 23104857 YesY
Chemical data
Formula C14H17Cl2NO2
Molecular mass 302.196 g/mol
  • N2CCCCC2C(C(=O)OC)c(cc1Cl)ccc1Cl
  • InChI=1S/C14H17Cl2NO2.ClH/c1-19-14(18)13(12-4-2-3-7-17-12)9-5-6-10(15)11(16)8-9;/h5-6,8,12-13,17H,2-4,7H2,1H3;1H/p-1/t12-,13+;/m1./s1 YesY
  • Key:DJQISAOWJXQDPU-KZCZEQIWSA-M YesY
 NYesY (what is this?)  (verify)

3,4-Dichloromethylphenidate is a stimulant drug related to methylphenidate. Dichloromethylphenidate is a potent psychostimulant that acts as both a dopamine reuptake inhibitor and norepinephrine reuptake inhibitor, meaning it effectively boosts the levels of the norepinephrine and dopamine neurotransmitters in the brain, by binding to, and partially blocking the transporter proteins that normally remove those monoamines from the synaptic cleft

3,4-CTMP, the threo-diastereomer, is approximately seven times more potent than methylphenidate in animal studies, but has weaker reinforcing effects due to its slower onset of action.[1][2][3][4][5] However, H. M. Deutsch's discrimination ratio implies it to be more reinforcing than cocaine.[3]

Legality

As of October 2015 3,4-CTMP is a controlled substance in China.[6]

3,4-CTMP was banned in the UK as a Temporary Class Drug from April 2015 following its unapproved sale as a designer drug.[7]

Sweden's public health agency suggested to classify 3,4-CTMP as hazardous substance on November 10, 2014.[8]

See also

References

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  2. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ 3.0 3.1 Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  7. ↑ Methylphenidate-based NPS: A review of the evidence of use and harm. Advisory Council on the Misuse of Drugs, 31 March 2015
  8. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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