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A simple and high-yield synthesis of (S)-BZM, (R)-BZM and (S)-IBZM for the preparation of (S)- sup 123 I-IBZM. [(S)-2-hydroxy-3- sup 123 I-iodo-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methy l)benzamide]

Abstract

(S)-2-Hydroxy-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methyl)benzamide ((S)-BZM), the precursor of (S)-2-hydroxy-3-{sup 123}I-iodo-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methyl )benzamide ((S)-{sup 123}I-IBZM) was synthesized via a simple method and in high yield starting from 2,6-dimethoxybenzoic acid (1a). N-Hydroxysuccinimide/dicyclohexyl-carbodiimide (DCC) was used as activating system in the reaction of 2,6-dimethoxybenzoic acid with (S)-2-aminomethyl-1-ethylpyrrolidine. (author).
Authors:
Bobeldijk, M; Doremalen, P.A.P.M. van; Hoof, J.J. van; Janssen, A G.M.; [1]  Verhoeff, N P.L.G.; Vekemans, J A.J.M.; Buck, H M [2] 
  1. Technische Univ. Eindhoven (Netherlands) Cygne B.V., Eindhoven (Netherlands)
  2. Technische Univ. Eindhoven (Netherlands)
Publication Date:
Nov 01, 1990
Product Type:
Journal Article
Reference Number:
AIX-22-049740; EDB-91-083468
Resource Relation:
Journal Name: Journal of Labelled Compounds and Radiopharmaceuticals; (UK); Journal Volume: 28:11
Subject:
38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY; AMIDES; IODINE 123; LABELLING; RADIOPHARMACEUTICALS; CHEMICAL PREPARATION; BRAIN; DOPAMINE; PRECURSOR; RECEPTORS; AMINES; AROMATICS; AUTONOMIC NERVOUS SYSTEM AGENTS; BETA DECAY RADIOISOTOPES; BODY; CARDIOTONICS; CARDIOVASCULAR AGENTS; CENTRAL NERVOUS SYSTEM; DRUGS; ELECTRON CAPTURE RADIOISOTOPES; HOURS LIVING RADIOISOTOPES; HYDROXY COMPOUNDS; INTERMEDIATE MASS NUCLEI; IODINE ISOTOPES; ISOTOPES; LABELLED COMPOUNDS; MEMBRANE PROTEINS; NERVOUS SYSTEM; NEUROREGULATORS; NUCLEI; ODD-EVEN NUCLEI; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; ORGANS; PHENOLS; POLYPHENOLS; PROTEINS; RADIOISOTOPES; SYMPATHOMIMETICS; SYNTHESIS; 400703* - Radiochemistry & Nuclear Chemistry- Radioisotope Production
OSTI ID:
5843683
Country of Origin:
United Kingdom
Language:
English
Other Identifying Numbers:
Journal ID: ISSN 0362-4803; CODEN: JLCRD
Submitting Site:
GBN
Size:
Pages: 1247-1256
Announcement Date:
Jul 01, 1991

Citation Formats

Bobeldijk, M, Doremalen, P.A.P.M. van, Hoof, J.J. van, Janssen, A G.M., Verhoeff, N P.L.G., Vekemans, J A.J.M., and Buck, H M. A simple and high-yield synthesis of (S)-BZM, (R)-BZM and (S)-IBZM for the preparation of (S)- sup 123 I-IBZM. [(S)-2-hydroxy-3- sup 123 I-iodo-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methy l)benzamide]. United Kingdom: N. p., 1990. Web. doi:10.1002/jlcr.2580281104.
Bobeldijk, M, Doremalen, P.A.P.M. van, Hoof, J.J. van, Janssen, A G.M., Verhoeff, N P.L.G., Vekemans, J A.J.M., & Buck, H M. A simple and high-yield synthesis of (S)-BZM, (R)-BZM and (S)-IBZM for the preparation of (S)- sup 123 I-IBZM. [(S)-2-hydroxy-3- sup 123 I-iodo-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methy l)benzamide]. United Kingdom. https://doi.org/10.1002/jlcr.2580281104
Bobeldijk, M, Doremalen, P.A.P.M. van, Hoof, J.J. van, Janssen, A G.M., Verhoeff, N P.L.G., Vekemans, J A.J.M., and Buck, H M. 1990. "A simple and high-yield synthesis of (S)-BZM, (R)-BZM and (S)-IBZM for the preparation of (S)- sup 123 I-IBZM. [(S)-2-hydroxy-3- sup 123 I-iodo-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methy l)benzamide]." United Kingdom. https://doi.org/10.1002/jlcr.2580281104.
@misc{etde_5843683,
title = {A simple and high-yield synthesis of (S)-BZM, (R)-BZM and (S)-IBZM for the preparation of (S)- sup 123 I-IBZM. [(S)-2-hydroxy-3- sup 123 I-iodo-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methy l)benzamide]}
author = {Bobeldijk, M, Doremalen, P.A.P.M. van, Hoof, J.J. van, Janssen, A G.M., Verhoeff, N P.L.G., Vekemans, J A.J.M., and Buck, H M}
abstractNote = {(S)-2-Hydroxy-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methyl)benzamide ((S)-BZM), the precursor of (S)-2-hydroxy-3-{sup 123}I-iodo-6-methoxy-N-((1-ethyl-2-pyrrolidinyl)methyl )benzamide ((S)-{sup 123}I-IBZM) was synthesized via a simple method and in high yield starting from 2,6-dimethoxybenzoic acid (1a). N-Hydroxysuccinimide/dicyclohexyl-carbodiimide (DCC) was used as activating system in the reaction of 2,6-dimethoxybenzoic acid with (S)-2-aminomethyl-1-ethylpyrrolidine. (author).}
doi = {10.1002/jlcr.2580281104}
journal = []
volume = {28:11}
journal type = {AC}
place = {United Kingdom}
year = {1990}
month = {Nov}
}