Synthesis and crystal structure of topiramate azidosulfate at 90 K and 298 K

被引:0
作者
Priyanka, Prabhakar [1 ]
Jayanna, Bidarur K. [1 ]
Kumar, Haruvegowda Kiran [2 ]
Vinaya [2 ]
Divakara, Thayamma R. [3 ]
Yathirajan, Hemmige S. [2 ]
Glidewell, Christopher [4 ]
Parkin, Sean [5 ]
机构
[1] BNM Inst Technol, Dept Chem, Bengaluru 560070, India
[2] Univ Mysore, Dept Studies Chem, Manasagangotri 570006, Mysuru, India
[3] T John Inst Technol, Bengaluru 560083, India
[4] Univ St Andrews, Sch Chem, St Andrews KY16 9ST, Fife, Scotland
[5] Univ Kentucky, Dept Chem, Lexington, KY 40506 USA
来源
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS | 2022年 / 78卷
关键词
topiramate azidosulfate; inter-mediate; anti-convulsant; crystal structure; absolute configuration; INTRAMOLECULAR MOTIONS; CONFORMATION; BROMIDES;
D O I
10.1107/S2056989022008799
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The low (90 K) and room (298 K) temperature crystal structures of topiramate azidosulfate [systematic name 2,3:4,5-bis-O-(1-methylethylidene)-beta-D-fructopyranose azidosulfate], C12H19N3O8S, an intermediate in the synthesis of the anti-convulsant drug topiramate, are described. Topiramate azidosulfate (I) finds use as a reference impurity standard for topiramate. A modified synthesis and some spectroscopic details are also presented.
引用
收藏
页码:984 / +
页数:15
相关论文
共 32 条
  • [1] [Anonymous], 2016, APEX3
  • [2] Arvai G, 2006, US Patent, Patent No. [0040874A1, 0040874]
  • [3] CONFORMATION OF 6-MEMBERED RINGS
    BOEYENS, JCA
    [J]. JOURNAL OF CRYSTAL AND MOLECULAR STRUCTURE, 1978, 8 (06): : 317 - 320
  • [4] Bolte M, 2005, CSD COMMUNICATION
  • [5] VAN DER WAALS VOLUMES + RADII
    BONDI, A
    [J]. JOURNAL OF PHYSICAL CHEMISTRY, 1964, 68 (03) : 441 - +
  • [6] GENERAL DEFINITION OF RING PUCKERING COORDINATES
    CREMER, D
    POPLE, JA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (06) : 1354 - 1358
  • [7] GRAPH-SET ANALYSIS OF HYDROGEN-BOND PATTERNS IN ORGANIC-CRYSTALS
    ETTER, MC
    MACDONALD, JC
    BERNSTEIN, J
    [J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 1990, 46 : 256 - 262
  • [8] ON ENANTIOMORPH-POLARITY ESTIMATION
    FLACK, HD
    [J]. ACTA CRYSTALLOGRAPHICA SECTION A, 1983, 39 (NOV): : 876 - 881
  • [9] The Cambridge Structural Database
    Groom, Colin R.
    Bruno, Ian J.
    Lightfoot, Matthew P.
    Ward, Suzanna C.
    [J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2016, 72 : 171 - 179
  • [10] Determination of absolute structure using Bayesian statistics on Bijvoet differences
    Hooft, Rob W. W.
    Straver, Leo H.
    Spek, Anthony L.
    [J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2008, 41 : 96 - 103