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

Prabhakar Priyanka; Bidarur K. Jayanna; Haruvegowda Kiran Kumar; Vinaya; Thayamma R. Divakara; Hemmige S. Yathirajan; Christopher Glidewell; Sean Parkin

doi:10.1107/S2056989022008799

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

Prabhakar Priyanka, Bidarur K. Jayanna, Haruvegowda Kiran Kumar, Vinaya, Thayamma R. Divakara, Hemmige S. Yathirajan, Christopher Glidewell, Sean Parkin

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

The low (90 K) and room (298 K) temperature crystal structures of topiramate azidosulfate [systematic name 2,3:4,5-bis-O-(1-methylethylidene)-β-d-fructo-pyranose 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.

Original language	English
Pages (from-to)	984-988
Number of pages	5
Journal	Acta Crystallographica Section E: Crystallographic Communications
Volume	78
Issue number	10
DOIs	https://doi.org/10.1107/S2056989022008799
State	Published - Oct 1 2022

Bibliographical note

Publisher Copyright:
© 2022 International Union of Crystallography. All rights reserved.

Funding

HSY is grateful to the UGC, New Delhi for a BSR Faculty Fellowship for three years. The D8 Venture diffractometer was funded by the NSF (MRI CHE1625732) and by the University of Kentucky.

Funders	Funder number
National Science Foundation Arctic Social Science Program	MRI CHE1625732
National Science Foundation Arctic Social Science Program
University of Kentucky
University Grants Commission

Keywords

absolute configuration
anti-convulsant
crystal structure
intermediate
topiramate azidosulfate

ASJC Scopus subject areas

General Chemistry
General Materials Science
Condensed Matter Physics

Access to Document

10.1107/S2056989022008799

Cite this

@article{2832a7dcdfe2450c95a7a490494c87e9,

title = "Synthesis and crystal structure of topiramate azidosulfate at 90 K and 298 K",

abstract = "The low (90 K) and room (298 K) temperature crystal structures of topiramate azidosulfate [systematic name 2,3:4,5-bis-O-(1-methylethylidene)-β-d-fructo-pyranose 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.",

keywords = "absolute configuration, anti-convulsant, crystal structure, intermediate, topiramate azidosulfate",

author = "Prabhakar Priyanka and Jayanna, \{Bidarur K.\} and Kumar, \{Haruvegowda Kiran\} and Vinaya and Divakara, \{Thayamma R.\} and Yathirajan, \{Hemmige S.\} and Christopher Glidewell and Sean Parkin",

year = "2022",

month = oct,

day = "1",

doi = "10.1107/S2056989022008799",

language = "English",

volume = "78",

pages = "984--988",

number = "10",

}

TY - JOUR

T1 - Synthesis and crystal structure of topiramate azidosulfate at 90 K and 298 K

AU - Priyanka, Prabhakar

AU - Jayanna, Bidarur K.

AU - Kumar, Haruvegowda Kiran

AU - Vinaya,

AU - Divakara, Thayamma R.

AU - Yathirajan, Hemmige S.

AU - Glidewell, Christopher

AU - Parkin, Sean

PY - 2022/10/1

Y1 - 2022/10/1

N2 - The low (90 K) and room (298 K) temperature crystal structures of topiramate azidosulfate [systematic name 2,3:4,5-bis-O-(1-methylethylidene)-β-d-fructo-pyranose 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.

AB - The low (90 K) and room (298 K) temperature crystal structures of topiramate azidosulfate [systematic name 2,3:4,5-bis-O-(1-methylethylidene)-β-d-fructo-pyranose 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.

KW - absolute configuration

KW - anti-convulsant

KW - crystal structure

KW - intermediate

KW - topiramate azidosulfate

UR - http://www.scopus.com/inward/record.url?scp=85185785330&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85185785330&partnerID=8YFLogxK

U2 - 10.1107/S2056989022008799

DO - 10.1107/S2056989022008799

M3 - Article

AN - SCOPUS:85185785330

SN - 2056-9890

VL - 78

SP - 984

EP - 988

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

IS - 10

ER -

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

Abstract

Bibliographical note

Funding

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this