Synthetic approaches to site selective deuterium incorporation in a novel CRTh2 receptor antagonist clinical candidate

被引:2
作者
Sandham, David A. [1 ]
Page, Christopher J. [1 ]
机构
[1] Horsham Res Ctr, Novartis Inst Biomed Res, Horsham RH12 5AB, W Sussex, England
关键词
selective deuteration; clinical candidate; CRTh2; antagonist; D2O;
D O I
10.1002/jlcr.3174
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Selection of acidic or basic reaction conditions, combined with appropriate temperatures, allowed for site selective direct incorporation of deuterium at multiple positions in the 7-azaindole-3-acetic acid CRTh2 receptor antagonist clinical candidate NVP-QAV680.
引用
收藏
页码:175 / 177
页数:3
相关论文
共 6 条
  • [1] EXCHANGE REACTIONS OF CARBOXYLIC ACID SALTS . A FACILE PREPARATION OF ALPHA-DEUTERIOCARBOXYLIC ACIDS
    ATKINSON, JG
    CSAKVARY, JJ
    HERBERT, GT
    STUART, RS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (02) : 498 - &
  • [2] Synthesis of stable isotope labelled internal standards for drug-drug interaction (DDI) studies
    Atzrodt, J.
    Blankenstein, J.
    Brasseur, D.
    Calvo-Vicente, S.
    Denoux, M.
    Derdau, V.
    Lavisse, M.
    Perard, S.
    Roy, S.
    Sandvoss, M.
    Schofield, J.
    Zimmermann, J.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (18) : 5658 - 5667
  • [3] Brown L. N., 2005, [No title captured], Patent No. [WO 2005123731, 2005123731, 2005/123731]
  • [4] Fleming S. A., 1995, J LABELLED COMPD RAD, V38, P13
  • [5] Triazabicyclodecene:: An effective isotope exchange catalyst in CDCl3
    Sabot, Cyrille
    Kumar, Kanduluru Ananda
    Antheaume, Cyril
    Mioskowski, Charles
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (13) : 5001 - 5004
  • [6] Discovery and characterization of NVP-QAV680, a potent and selective CRTh2 receptor antagonist suitable for clinical testing in allergic diseases
    Sandham, David A.
    Arnold, Nicola
    Aschauer, Heinrich
    Bala, Kamlesh
    Barker, Lucy
    Brown, Lyndon
    Brown, Zarin
    Budd, David
    Cox, Brian
    Docx, Cerys
    Dubois, Gerald
    Duggan, Nicholas
    England, Karen
    Everatt, Brian
    Furegati, Marcus
    Hall, Edward
    Kalthoff, Frank
    King, Anna
    Leblanc, Catherine J.
    Manini, Jodie
    Meingassner, Josef
    Profit, Rachael
    Schmidt, Alfred
    Simmons, Jennifer
    Sohal, Bindi
    Stringer, Rowan
    Thomas, Matthew
    Turner, Katharine L.
    Walker, Christoph
    Watson, Simon J.
    Westwick, John
    Willis, Jennifer
    Williams, Gareth
    Wilson, Caroline
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (21) : 6582 - 6591