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ZC-B - Wikipedia Jump to content

ZC-B

From Wikipedia, the free encyclopedia
ZC-B
Identifiers
  • 3-(4-bromo-2,5-dimethoxyphenyl)azetidine
CAS Number
PubChem CID
UNII
Chemical and physical data
FormulaC11H14BrNO2
Molar mass272.142 g·mol−1
3D model (JSmol)
  • COC1=CC(=C(C=C1C2CNC2)OC)Br
  • InChI=1S/C11H14BrNO2/c1-14-10-4-9(12)11(15-2)3-8(10)7-5-13-6-7/h3-4,7,13H,5-6H2,1-2H3
  • Key:YFCASESLVDHSAW-UHFFFAOYSA-N

ZC-B (3-(4-bromo-2,5-dimethoxyphenyl)azetidine) is a phenethylamine derivative which acts as a serotonin receptor agonist selective for the 5-HT2 subtypes, with an EC50 of 1.6nM at 5-HT2A, vs 5.8nM at 5-HT2C. It is structurally related to the psychedelic phenethylamines 2C-B and DOB, but with the amine side chain conformationally restricted as an azetidine ring.[1][2]

See also

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References

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  1. ^ US 2021/0137908, Kristensen JL, Jensen AA, Märcher-Rørsted E, "5-HT2A Agonists for Use in Treatment of Depression.", published 13 May 2021, assigned to Lophora ApS. 
  2. ^ Johnson G, Nichols DE, Maillet EL. Aryl-ring-substituted 3-phenylazetidines and their use in methods for treating 5-ht2 responsive conditions. WO 2022/221774