Synthesis of stable isotope-labeled metabolites of asenapine

被引：3

作者：

Kuethe, Jeffrey T. ^{[1
]}

机构：

[1] Merck & Co Inc, Labeled Compound Synth Grp, Dept Proc Res, Rahway, NJ 08065 USA

来源：

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 2012年 / 55卷 / 05期

关键词：

asenapine; metabolites; 13CD3]-asenapine N-oxide; 13CD3]-asenapine 11-hydroxysulfate; 13C6]-N-desmethylasenapine; and [13CD3]-asenapine N plus -glucuronide;

D O I：

10.1002/jlcr.2924

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

The stable isotope-labeled synthesis of four of the major metabolites of asenapine is described. The synthesis of [13CD3]-asenapine N-oxide proceeded in two synthetic steps. Preparation of [13CD3]-asenapine 11-hydroxysulfate and [13C6]-N-desmethylasenapine paralleled established synthetic protocols with effective utilization of labeled precursors. The synthesis of [13CD3]-asenapine N+-glucuronide was achieved in three chemical steps followed by purification.

引用

页码：180 / 185

页数：6

共 50 条

[1] Synthesis of stable isotope-labeled chloroquine and amodiaquine and their metabolites
Wu, Ruilian
Williams, Robert F.
Silks, L. A. Pete
Schmidt, Jurgen G.
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2019, 62 (05): : 230 - 248
[2] SYNTHESIS OF C-14-LABELED AND STABLE ISOTOPE-LABELED CGS 16617
CHAUDHURI, NK
MARKUS, B
SUNG, MS
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1988, 25 (07): : 739 - 748
[3] STEREOCHEMICAL COMPOSITION OF PROPRANOLOL METABOLITES IN THE DOG USING STABLE ISOTOPE-LABELED PSEUDORACEMATES
WALLE, T
WILSON, MJ
WALLE, UK
BAI, SA
DRUG METABOLISM AND DISPOSITION, 1983, 11 (06) : 544 - 549
[4] Assessment of Peripheral Serotonin Synthesis Using Stable Isotope-Labeled Tryptophan
Gehin, Martine
Welford, Richard W. D.
Garzotti, Marco
Vercauteren, Magali
Groenen, Peter M. A.
Nayler, Oliver
Sidharta, Patricia N.
Dingemanse, Jasper
CLINICAL PHARMACOLOGY & THERAPEUTICS, 2018, 104 (06) : 1260 - 1267
[5] Synthesis of Stable Isotope-Labeled Precursors for the Biosyntheses of Capsaicinoids, Capsinoids, and Capsiconinoids
Kobata, Kenji
Mimura, Makoto
Sugawara, Mai
Watanabe, Tatsuo
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2011, 75 (08) : 1611 - 1614
[6] Syntheses of three stable isotope-labeled ethylcyclopropanes
Baldwin, John E.
O'Neil, Edward J.
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2009, 52 (9-10): : 427 - 430
[7] SYNTHESIS OF MURAMOYLTRIPEPTIDES AND THEIR ISOTOPE-LABELED ANALOGS
ZEMLYAKOV, AE
ANDRYAKOVA, IM
CHIRVA, VY
KHIMIYA PRIRODNYKH SOEDINENII, 1990, (02): : 245 - 248
[8] STABLE ISOTOPE-LABELED VITAMIN-D, METABOLITES AND CHEMICAL ANALOGS - SYNTHESIS AND USE IN MASS-SPECTROMETRIC STUDIES
COLDWELL, RD
TRAFFORD, DJH
VARLEY, MJ
KIRK, DN
MAKIN, HLJ
STEROIDS, 1990, 55 (10) : 418 - 432
[9] SELECTIVE DETECTION OF STABLE ISOTOPE-LABELED DRUGS AND METABOLITES USING REACTION INTERFACE GC/MS
ABRAMSON, FP
CHACE, DH
APPLIED RADIATION AND ISOTOPES, 1988, 39 (06) : 531 - 531
[10] Stable isotope-labeled peptides in study of protein aggregation
Baldwin, MA
AMYLOID, PRIONS, AND OTHER PROTEIN AGGREGATES, 1999, 309 : 576 - 591

← 1 2 3 4 5 →