Synthesis and autoradiographic localization of muscarinic cholinergic antagonist (+)N-[11C]methyl-3-piperidyl benzilate as a potent radioligand for positron emission tomography

Applied Radiation and Isotopes

Volumn 50, Issue 3, 1999, Pages 521-525

  Takahashi, Kazuhiro ^a   Murakami, Matsutaro ^a   Miura, Shuichi ^a   Iida, Hidehiro ^a   Kanno, Iwao ^a   Uemura, Kazuo ^a  

^a RESEARCH INSTITUTE FOR BRAIN AND BLOOD VESSELS AKITA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; CHEMICAL BONDS; MEDICAL IMAGING; POSITRON EMISSION TOMOGRAPHY; RADIOACTIVITY; SYNTHESIS (CHEMICAL);

AUTORADIOGRAPHIC LOCALIZATION; RADIOCHEMISTRY; RADIOLIGANDS;

RADIOACTIVE TRACERS;

BENZILIC ACID 3 PIPERIDYL ESTER; BENZILIC ACID DERIVATIVE; CARBON 11; MEPENZOLATE C 11; METHYL IODIDE; MUSCARINIC RECEPTOR; MUSCARINIC RECEPTOR BLOCKING AGENT; RADIOLIGAND; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; AUTORADIOGRAPHY; BRAIN CORTEX; CEREBELLUM; CORPUS STRIATUM; DRUG SYNTHESIS; HIPPOCAMPUS; IN VITRO STUDY; LIGAND BINDING; MALE; NONHUMAN; POSITRON EMISSION TOMOGRAPHY; PRIORITY JOURNAL; RAT;

ANIMALS; AUTORADIOGRAPHY; BENZILATES; BRAIN; CARBON RADIOISOTOPES; MAGNETIC RESONANCE SPECTROSCOPY; MALE; MUSCARINIC ANTAGONISTS; RADIOLIGAND ASSAY; RADIOPHARMACEUTICALS; RATS; RATS, SPRAGUE-DAWLEY; RECEPTORS, MUSCARINIC; TISSUE DISTRIBUTION; TOMOGRAPHY, EMISSION-COMPUTED;

EID: 0033103678     PISSN: 09698043     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0969-8043(97)10155-5     Document Type: Article

References (17)

1. Biel J.H., Sprengeler E.P., Leiser H.A., Horner J., Drukker A., Friedman H.L. Antispasmodics. II. Derivatives of N-substituted-3-piperidols. J. Am. Chem. Soc. 77:1955;2250.
2. Baumgold J., Abood L.G., Aronstam R. Studies on the relationship of binding affinity to psychoactive and anticholinergic potency of a group of psychotomimetic glycolates. Brain Res. 124:1977;331.
3. Crouzel C., Långström B., Pike V.W., Coenen H.H. Recommendations for a practical production of methyl iodide. Appl. Radiat. Isot. 38:1987;601.
4. 11C ]levetimide Appl. Radiat. Isot. 39:1988;291.
5. 11C -methyl]-benztropine Synapse. 5:1990;213.
6. 11C ]Tropanyl benzilate-binding to muscarinic cholinergic receptors: Methodology and kinetic modeling alternatives J. Cereb. Blood Flow Metab. 14:1994;85.
7. Kuhar M.J., Yamamura H.I. Light autoradiographic localisation of cholinergic muscarinic receptors in rat brain by specific binding of a potent antagonist. Nature. 253:1975;560.
8. Lassen N.A. Neuroreceptor quantitation in vivo by the steady state principle using constant infusion or bolus injection of radioactive tracers. J. Cerebral. Blood Flow Metab. 12:1992;709.
9. 11C ]formaldehyde Appl. Radiat. Isot. 39:1988;373.
10. Mulholland G.K., Otto C.A., Jewett D.M., Kilborn M.R., Koeppe R.A., Sherman P.S., Petry N.A., Carey J.E., Atkinson E.R., Archer S., Frey K.A., Kuhl D.E. Synthesis, rodent biodistribution, dosimetry, metabolism, and monkey images of carbon-11-labeled (+)-2α-tropanyl benzilate: a central muscarinic receptor imaging agent. J. Nucl. Med. 33:1992;423.
11. 11C ]NMPB), a muscarinic acetylcholine receptor antagonist Nucl. Med. Biol. 22:1995;13.
12. Peterson B.A., Vouros P., Parker J.M., Karger B.L. Mass spectrometry as an aid in the detection and identification of piperidyl Benzilates and related glycolates. J. Forensic Sci. 21:1976;279.
13. 11C ]QNB J. Labelled Compd. Radiopharm. 26:1988;199.
14. Takahashi, K., Murakami, M., Sasaki, H., Miura, S., Iida, H., Kanno, I., Uemura, K., Ido T., 1995. In vitro evaluation of (+)3-N-methylpiperidyl benzilate as a new potent per agent for muscarinic cholinergic receptor. Seventh Symposium on Medical Application of Cyclotrons, abstract RP01.
15. 11C ]-scopolamine: Synthesis and distribution in rat brain J. Labelled Compd. Radiopharm. 20:1983;1229.
16. Yamamura H.I., Snyder S.H. Muscarinic cholinergic binding in rat brain. Proc. Nat. Acad. Sci. U.S.A. 71:1974;1725.
17. 3H ]-labelled ligands visualized by imaging plate Neurochemistry. 3:1992;961.