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Three new structural forms of thiocolchicoside, a muscle relaxant, as shown by X-ray powder diffraction

Published online by Cambridge University Press:  03 January 2014

R. Toro ,
J. Contreras ,
G. Díaz de Delgado ,
J. M. Delgado ,
J.L. Pinto  and
J.A. Henao
R. Toro
Affiliation:
Laboratorio de Cristalografía-LNDRX, Departamento de Química, Facultad de Ciencias, Universidad de Los Andes, Mérida 5101, Venezuela
J. Contreras
Affiliation:
Laboratorio de Cristalografía-LNDRX, Departamento de Química, Facultad de Ciencias, Universidad de Los Andes, Mérida 5101, Venezuela
G. Díaz de Delgado
Affiliation:
Laboratorio de Cristalografía-LNDRX, Departamento de Química, Facultad de Ciencias, Universidad de Los Andes, Mérida 5101, Venezuela
J. M. Delgado*
Affiliation:
Laboratorio de Cristalografía-LNDRX, Departamento de Química, Facultad de Ciencias, Universidad de Los Andes, Mérida 5101, Venezuela
J.L. Pinto
Affiliation:
Grupo de Investigación en Química Estructural (GIQUE), Escuela de Química, Facultad de Ciencias, Universidad Industrial de Santander, A.A. 678, Carrera 27, Calle 9, Ciudadela Universitaria, Bucaramanga, Colombia
J.A. Henao
Affiliation:
Grupo de Investigación en Química Estructural (GIQUE), Escuela de Química, Facultad de Ciencias, Universidad Industrial de Santander, A.A. 678, Carrera 27, Calle 9, Ciudadela Universitaria, Bucaramanga, Colombia
*
a) Author to whom correspondence should be addressed. Electronic mail: [email protected]
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Abstract

Thiocolchicoside (THC) is an important active pharmaceutical ingredient (API) used as a muscle relaxant because of its anti-inflammatory and analgesic effects. The only entry for a THC-related compound present in the Cambridge Structural Database (CSD) corresponds to a THC ethanol solvate hydrate (refcode: THCLCS). The diffraction pattern recorded for the THC raw material (C27H33NO10S·xH2O) is different from the pattern calculated using the THCLCS crystallographic data contained in the CSD. The indexing of the THC raw material pattern, produced an orthorhombic unit cell with a  = 28.018(7) Å, b  = 12.519(2) Å, c  = 8.519(1) Å, and V = 2988.01 Å3. All the diffraction maxima of the powder pattern of a phase recrystallized in water (C27H33NO10S·2H2O) can be indexed in an orthorhombic cell with a  = 25.264(4) Å, b  = 13.537(3) Å, c  = 8.553(1) Å, and V = 2925.12 Å3. Thermogravimetric analysis shows that this compound is a dihydrate phase. Upon heating, a new anhydrous phase (C27H33NO10S) with a monoclinic cell and unit cell parameters: a  = 17.090(5) Å, b  = 19.485(5) Å, c  = 8.526(3) Å, β = 100.30(2)°, and V = 2793.34 Å3 is obtained.

Keywords

thiocolchicosideX-ray powder diffraction datamuscle relaxant
Type
New Diffraction Data
Information
Powder Diffraction , Volume 29 , Issue 1 , March 2014 , pp. 62 - 68
Copyright
Copyright © International Centre for Diffraction Data 2013 

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