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2CLisaB

Column 1

Serotonin receptor modulator
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IUPAC name
2-[2-(4-bromo-2,5-dimethoxyphenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline
C19H22BrNO2
376.294 g·mol−1
Interactive image
SMILES
COc1cc(Br)c(cc1CCN1CCc2c(C1)cccc2)OC
InChI
InChI=1S/C19H22BrNO2/c1-22-18-12-17(20)19(23-2)11-15(18)8-10-21-9-7-14-5-3-4-6-16(14)13-21/h3-6,11-12H,7-10,13H2,1-2H3Key:FUQOBJZWVZVGDO-UHFFFAOYSA-N

2CLisaB, also known as 2-[2-(4-bromo-2,5-dimethoxyphenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline, is a serotonin receptor modulator of the phenethylamine, 2C, and N-benzylphenethylamine families. It is a cyclized phenethylamine analogue of the serotonergic psychedelic 25B-NBOMe in which the N-benzyl group has been cyclized with the amine to form a tetrahydroisoquinoline ring. The drug shows affinity for the serotonin 5-HT2A and 5-HT2C receptors (Ki = 45–1,580 nM and 270–77,680 nM, respectively). 2CLisaB was first described in the scientific literature by Michael Robert Braden of the lab of David E. Nichols at Purdue University in 2007.

The compound without the 4-bromo substitution is known as 2CLisaH. It shows much lower affinities for the serotonin 5-HT2A and 5-HT2C receptors (Ki = 690–1,158 nM and 1,303–1,404 nM, respectively).

Substituted methoxyphenethylamine
Cyclized phenethylamine
25-NB
2CBecca
2CJP
2C-B-3PIP-NBOMe
2C-B-3PIP-POMe
2CLisaB - Isomer Design

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