A precursor used in PET imaging studies of dopamine receptor availability
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Small Molecule Modulators
Receptor Pharmacology

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Neuroscience

Fluoroclebopride

Item No. 23447

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-amino-5-chloro-N-[1-[(4-fluorophenyl)methyl]-4-piperidinyl]-2-methoxy-benzamide
CAS Number
154540-49-5
Molecular Formula
C20H23ClFN3O2
Formula Weight
391.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:9): 0.1 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/ml
λmax
212, 274, 309 nm
SMILES
COC1=C(C(NC2CCN(CC3=CC=C(F)C=C3)CC2)=O)C=C(Cl)C(N)=C1
InChi Code
InChI=1S/C20H23ClFN3O2/c1-27-19-11-18(23)17(21)10-16(19)20(26)24-15-6-8-25(9-7-15)12-13-2-4-14(22)5-3-13/h2-5,10-11,15H,6-9,12,23H2,1H3,(H,24,26)
InChi Key
HKDIGEWWDHALIS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Fluoroclebopride is a benzamide analog that is used in positron emission tomography (PET) applications.1,2 It binds reversibly to dopamine receptors (Kis = 0.95, 5.7, 5.46, and 144 nM for D2-like, D2(long), D3, and D4 receptors, respectively, in radioligand binding assays).3 It is selective for these receptors over D1, serotonin 5-HT2, and α2-adrenergic receptors (Kis = >10,000, 283, and 1,300 nM, respectively).4,5 A fluorine-18 moiety has been used to label this compound for use as a probe for studying D2/D3 receptor availability via PET in various monkey models.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nader, M.A., and Czoty, P.W. PET imaging of dopamine D2 receptors in monkey models of cocaine abuse: Genetic predispostion versus environmental modulation. Am. J. Psychiatry 162(8), 1473-1482 (2005).

    2. Czoty, P.W., Gage, H.D., Garg, P.K., et al. Effects of repeated treatment with the dopamine D2/D3 receptor partial agonist aripiprazole on striatal D2/D3 receptor availability in monkeys. Psychoparmacol. (Berl.) (2013).

    3. Mach, R.H., Nader, M.A., Ehrenkaufer, R.L., et al. Comparison of two fluorine-18 labeled benzamide derivatives that bind reversibly to dopamine D2 receptors: In vitro binding studies and positron emission tomography. Synapse 24(4), 322-333 (1996).

    4. Mach, R.H., Elder, S.T., Morton, T.E., et al. The use of [18F]4-fluorobenzyl iodide (FBI) in PET radiotracer synthesis: Model alkylation studies and its application in the design of dopamine D1 and D2 receptor-based imaging agents. Nucl. Med. Biol. 20(6), 777-794 (1993).

    5. Mach, R.H., Luedtke, R.R., Unsworth, C.D., et al. 18F-labeled benzamides for studying the dopamine D2 receptor with positron emission tomography. J. Med. Chem. 36(23), 3707-3720 (1993).