1,3-Diallyl-6-bromo-1H-imidazo[4,5-b]pyridin-2(3H)-one

被引:0
作者
Dahmani, Siham [1 ]
Rodi, Youssef Kandri [1 ]
Luis, Santiago V. [2 ]
Bolte, Michael [3 ]
El Ammari, Lahcen [4 ]
机构
[1] Univ Sidi Mohamed, Lab Chim Organ App, Fac Sci & Tech, Fes, Morocco
[2] Univ Jaume 1, Dept Quim Inorgan & Organ, ESTCE, E-12080 Castellon de La Plana, Spain
[3] Goethe Univ Frankfurt, Inst Anorgan Chem, D-60438 Frankfurt, Germany
[4] Univ Mohammed V Agdal, Lab Chim Solide Appl, Fac Sci, Rabat, Morocco
来源
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE | 2011年 / 67卷
关键词
AURORA KINASES; DERIVATIVES; INHIBITORS; ISOMAZOLE; ANALOGS;
D O I
10.1107/S1600536811026869
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
In the molecule of the title compound, C12H12BrN3O, the fused-ring system is essentially planar, the largest deviation from the mean plane being 0.0148 (3) angstrom. The two allyl groups are nearly perpendicular to the imidazo[4,5-b] pyridine plane [C-C-N-C torsion angles of 81.6 (4) and -77.2 (4)degrees] and point in the same direction. The planes through the atoms forming each allyl group are nearly perpendicular to the imidazo[4,5-b] pyridin-2-one system, as indicated by the dihedral angles between them of 80.8 (5) and 73.6 (5)degrees.
引用
收藏
页码:O1986 / U2529
页数:8
相关论文
共 12 条
[1]   INOTROPIC ACTIVITY OF HETEROCYCLIC-ANALOGS OF ISOMAZOLE [J].
BARRACLOUGH, P ;
BEAMS, RM ;
BLACK, JW ;
CAMBRIDGE, D ;
COLLARD, D ;
DEMAINE, DA ;
FIRMIN, D ;
GERSKOWITCH, VP ;
GLEN, RC ;
GILES, H ;
HILL, AP ;
HULL, RAD ;
IYER, R ;
KING, WR ;
LIVINGSTONE, DJ ;
NOBBS, MS ;
RANDALL, P ;
SHAH, G ;
VINE, SJ ;
WHITING, MV .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1990, 25 (06) :467-477
[2]   Hit generation and exploration:: Imidazo[4,5-b] pyridine derivatives as inhibitors of Aurora kinases [J].
Bavetsias, Vassilios ;
Sun, Chongbo ;
Bouloc, Nathalie ;
Reynisson, Johannes ;
Workman, Paul ;
Linardopoulos, Spiros ;
McDonald, Edward .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (23) :6567-6571
[3]   Imidazo[4,5-b]pyridine Derivatives As Inhibitors of Aurora Kinases: Lead Optimization Studies toward the Identification of an Orally Bioavailable Preclinical Development Candidates [J].
Bavetsias, Vassilios ;
Large, Jonathan M. ;
Sun, Chongbo ;
Bouloc, Nathalie ;
Kosmopoulou, Magda ;
Matteucci, Mizio ;
Wilsher, Nicola E. ;
Martins, Vanessa ;
Reynisson, Johannes ;
Atrash, Butrus ;
Faisal, Amir ;
Urban, Frederique ;
Valenti, Melanie ;
Brandon, Alexis de Haven ;
Box, Gary ;
Raynaud, Florence I. ;
Workman, Paul ;
Eccles, Suzanne A. ;
Bayliss, Richard ;
Blagg, Julian ;
Linardopoulos, Spiros ;
McDonald, Edward .
JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (14) :5213-5228
[4]  
*BRUK AXS INC, 1997, SMART SAINT SADABS
[5]   CYCLIC-NUCLEOTIDE PHOSPHODIESTERASE INHIBITION BY IMIDAZOPYRIDINES - ANALOGS OF SULMAZOLE AND ISOMAZOLE AS INHIBITORS OF THE CGMP SPECIFIC PHOSPHODIESTERASE [J].
COATES, WJ ;
CONNOLLY, B ;
DHANAK, D ;
FLYNN, ST ;
WORBY, A .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (10) :1387-1392
[6]  
Farrugia L.J., 1997, J. Appl. Crystallogr., V30, P565, DOI [10.1107/S0021889897003117, DOI 10.1107/S0021889897003117]
[7]  
Farrugia L. J., 1999, Journal of Applied Crystallography, V32, P837, DOI [DOI 10.1107/S0021889812029111, 10.1107/S0021889899006020, DOI 10.1107/S0021889899006020]
[8]   ON ENANTIOMORPH-POLARITY ESTIMATION [J].
FLACK, HD .
ACTA CRYSTALLOGRAPHICA SECTION A, 1983, 39 (NOV) :876-881
[9]   Synthesis of derivatives of imidazo[4,5-b]pyridine: Novel sulfur contained side chains for macrolide antibiotics [J].
Liu, Lu ;
Xu, Peng ;
Zhou, Liang ;
Lei, Ping Sheng .
CHINESE CHEMICAL LETTERS, 2008, 19 (01) :1-4
[10]   Synthesis of fused imidazoles and benzothiazoles from (hetero)aromatic ortho-diamines or ortho-aminothiophenol and aldehydes promoted by chlorotrimethylsilane [J].
Ryabukhin, Sergey V. ;
Plaskon, Andrey S. ;
Volochnyuk, Dmitriy M. ;
Tolmachev, Andrey A. .
SYNTHESIS-STUTTGART, 2006, 21 (21) :3715-3726