An Analytical Reference Standard
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Isomer(s)
2733725C-NB4OMe (hydrochloride)
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25C-NBOMe (hydrochloride)

Item No. 9001096

Restricted Product (Schedule I)
Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • 2C-C-NBOMe
Technical Information
Formal Name
2-(4-chloro-2,5-dimethoxyphenyl)-N-(2-methoxybenzyl)ethanamine, monohydrochloride
CAS Number
1539266-19-7
Molecular Formula
C18H22ClNO3 • HCl
Formula Weight
372.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS (pH 7) (1:10): 0.09 mg/mlDMSO: 3 mg/mlEthanol: 5 mg/ml
λmax
205, 295 nm
SMILES
ClC1=CC(OC)=C(CCNCC2=C(OC)C=CC=C2)C=C1OC.Cl
InChi Code
InChI=1S/C18H22ClNO3.ClH/c1-21-16-7-5-4-6-14(16)12-20-9-8-13-10-18(23-3)15(19)11-17(13)22-2;/h4-7,10-11,20H,8-9,12H2,1-3H3;1H
InChi Key
PMTKNKZAOWWYGW-UHFFFAOYSA-N
Regulatory Information
DEA Schedule
I
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    2C-NBOMe (Item No. 9001096) is an analytical reference standard that is structurally categorized as a phenethylamine. 25C-NBOMe is a derivative of 2C-C having an N-(2-methoxybenzyl) addition at the amine. 2C-C is a known hallucinogen that stimulates monoamine receptor activity and inhibits the re-uptake of serotonin and norepinephrine in rat brain synaptosomes (IC50 = 31 and 63 μM, respectively).1,2 The N-(2-methoxybenzyl) addition to 2C-NBOMe increases the affinity and selectivity for the 5-HT2A receptor over other serotonin receptors.3 Radiolabeled 25C-NBOMe has been used for positron emission tomography imaging of the 5-HT2A receptor in porcine brain.4 This product is intended for forensic and research uses.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nonaka, R., Nagai, F., Ogata, A., et al. In vitro screening of psychoactive drugs by [35S]GTPγS binding in rat brain membranes. Biol. Pharm. Bull. 30(12), 2328-2333 (2007).

    2. Nagai, F., Nonaka, R., and Satoh Hisashi Kamimura, K. The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain. Eur. J. Pharmacol. 559(2-3), 132-137 (2007).

    3. Braden, M.R., Parrish, J.C., Naylor, J.C., et al. Molecular interaction of serotonin 5-HT2A receptor residues Phe3396.51 and Phe3406.52 with superpotent N-benzyl phenethylamine agonists. Mol. Pharm. 70(6), 1956-1965 (2006).

    4. Ettrup, A., Hansen, M., Santini, M.A., et al. Radiosynthesis and in vivo evaluation of a series of substituted 11C-phenethylamines as 5-HT2A agonist PET tracers. Eur. J. Nucl. Med. Mol. Imaging 38(4), 681-693 (2011).