SYNTHESIS OF A RADIOTRACER FOR STUDYING KAPPA-SUBTYPE OPIATE RECEPTORS - N-[C-11-METHYL]-N-(TRANS-2-PYRROLIDINYL-CYCLOHEXYL)-3,4-DICHLOROPHENYLACETAMIDE ([C-11](+/-)U-50488H)

被引:13
作者
NOBLE, GD
DANNALS, RF
RAVERT, HT
WILSON, AA
WAGNER, HN
机构
[1] JOHNS HOPKINS UNIV,DIV NUCL MED,615 N WOLFE ST,BALTIMORE,MD 21218
[2] JOHNS HOPKINS UNIV,DIV RADIAT HLTH SCI,BALTIMORE,MD 21218
关键词
RADIOTRACER; SYNTHESIS; KAPPA OPIATE RECEPTOR; C-11; POSITRON EMISSION TOMOGRAPHY;
D O I
10.1002/jlcr.2580310202
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
The radiochemical synthesis of a kappa-subtype opiate receptor ligand, [C-11](+/-)U-50488H, was accomplished either in two steps or by direct methylation with [C-11]iodomethane. The radiotracer was purified using reversed phase semipreparative HPLC. The average specific activity was 1830 mCi/mu-mole (calculated at the end-of-synthesis; EOS) for the direct methylation and 2140 mCi/mu-mole EOS for the two-step one-pot synthesis. The average time of synthesis including formulation was approximately 22 minutes for the direct methylation and 27 minutes for the two-step one-pot synthesis.
引用
收藏
页码:81 / 89
页数:9
相关论文
共 36 条
[1]  
BOYLE S J, 1990, Molecular Neuropharmacology, V1, P23
[2]  
BURNS HD, 1984, J LABELLED COMPD RAD, V21, P1167
[3]  
BURNS HD, 1984, J NUCL MED, V25, P1222
[4]   POSSIBLE ROLE OF DISTINCT MORPHINE AND ENKEPHALIN RECEPTORS IN MEDIATING ACTIONS OF BENZOMORPHAN DRUGS (PUTATIVE-KAPPA AND SIGMA-AGONISTS) [J].
CHANG, KJ ;
HAZUM, E ;
CUATRECASAS, P .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1980, 77 (08) :4469-4473
[5]   NOVEL OPIATE BINDING-SITES SELECTIVE FOR BENZOMORPHAN DRUGS [J].
CHANG, KJ ;
HAZUM, E ;
CUATRECASAS, P .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1981, 78 (07) :4141-4145
[6]   SYNTHESIS OF (1',2'-TRANS)-3-PHENYL-1-[2'-(N-PYRROLIDINYL)CYCLOHEXYL]-PYRROLID-2-ONES AS K-SELECTIVE OPIATES [J].
CHENG, CY ;
LU, HY ;
LEE, FM ;
TAM, SW .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1990, 79 (08) :758-762
[7]   SYNTHESIS AND INVITRO CHARACTERIZATION OF FLUORINATED U-50488 ANALOGS FOR PET STUDIES OF KAPPA-OPIOID RECEPTORS [J].
CHESIS, PL ;
WELCH, MJ .
APPLIED RADIATION AND ISOTOPES, 1990, 41 (03) :267-273
[8]   OPIATE RECEPTOR-BINDING AFFECTED DIFFERENTIALLY BY OPIATES AND OPIOID PEPTIDES [J].
CHILDERS, SR ;
CREESE, I ;
SNOWMAN, AM ;
SNYDER, SH .
EUROPEAN JOURNAL OF PHARMACOLOGY, 1979, 55 (01) :11-18
[9]   HIGHLY SELECTIVE KAPPA-OPIOID ANALGESICS - SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF NOVEL N-[(2-AMINOCYCLOHEXYL)ARYL]ACETAMIDE AND N-[(2-AMINOCYCLOHEXYL)ARYLOXY]ACETAMIDE DERIVATIVES [J].
CLARK, CR ;
HALFPENNY, PR ;
HILL, RG ;
HORWELL, DC ;
HUGHES, J ;
JARVIS, TC ;
REES, DC ;
SCHOFIELD, D .
JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (04) :831-836
[10]  
COHEN R M, 1988, Journal of Nuclear Medicine, V29, P796