Crystallization Behavior and Relaxation Dynamics of Supercooled S‑Ketoprofen and the Racemic Mixture along an Isochrone

Karolina Adrjanowicz, Kamil Kaminski, Marian Paluch, Kristine Niss

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

Resumé

In this paper, we study crystallization behavior and molecular dynamics in the supercooled liquid state of the pharmaceutically important compound ketoprofen at various thermodynamic conditions. Dielectric relaxation for a racemic mixture was investigated in a wide range of temperatures and pressures (up to 350 MPa), whereas crystallization kinetics for racemic and single enantiomers was studied along a (T, p) curve characterized by the same structural relaxation time, τα ≅ 10–6 s, a so-called isochrone. The aim was to investigate the effect of pressure on the crystallization tendencies of pure enantiomers and their 50–50 equimolar mixture in the metastable supercooled liquid state. Crystallization kinetic studies revealed that at the same isochronal conditions the behavior of the S-enantiomer and R,S-racemic mixture of ketoprofen is entirely different. This was examined in the context of previous results and in view of the possibility of inducing changes in the enantiomeric composition or enantiomers separation from a racemic mixture as the effect of high pressure
OriginalsprogEngelsk
TidsskriftCrystal Growth & Design
Vol/bind15
Udgave nummer7
Sider (fra-til)3257-3263
ISSN1528-7483
DOI
StatusUdgivet - 5 jun. 2015

Citer dette

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title = "Crystallization Behavior and Relaxation Dynamics of Supercooled S‑Ketoprofen and the Racemic Mixture along an Isochrone",
abstract = "In this paper, we study crystallization behavior and molecular dynamics in the supercooled liquid state of the pharmaceutically important compound ketoprofen at various thermodynamic conditions. Dielectric relaxation for a racemic mixture was investigated in a wide range of temperatures and pressures (up to 350 MPa), whereas crystallization kinetics for racemic and single enantiomers was studied along a (T, p) curve characterized by the same structural relaxation time, τα ≅ 10–6 s, a so-called isochrone. The aim was to investigate the effect of pressure on the crystallization tendencies of pure enantiomers and their 50–50 equimolar mixture in the metastable supercooled liquid state. Crystallization kinetic studies revealed that at the same isochronal conditions the behavior of the S-enantiomer and R,S-racemic mixture of ketoprofen is entirely different. This was examined in the context of previous results and in view of the possibility of inducing changes in the enantiomeric composition or enantiomers separation from a racemic mixture as the effect of high pressure",
author = "Karolina Adrjanowicz and Kamil Kaminski and Marian Paluch and Kristine Niss",
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Crystallization Behavior and Relaxation Dynamics of Supercooled S‑Ketoprofen and the Racemic Mixture along an Isochrone. / Adrjanowicz, Karolina; Kaminski, Kamil ; Paluch, Marian; Niss, Kristine.

I: Crystal Growth & Design, Bind 15, Nr. 7, 05.06.2015, s. 3257-3263.

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

TY - JOUR

T1 - Crystallization Behavior and Relaxation Dynamics of Supercooled S‑Ketoprofen and the Racemic Mixture along an Isochrone

AU - Adrjanowicz, Karolina

AU - Kaminski, Kamil

AU - Paluch, Marian

AU - Niss, Kristine

PY - 2015/6/5

Y1 - 2015/6/5

N2 - In this paper, we study crystallization behavior and molecular dynamics in the supercooled liquid state of the pharmaceutically important compound ketoprofen at various thermodynamic conditions. Dielectric relaxation for a racemic mixture was investigated in a wide range of temperatures and pressures (up to 350 MPa), whereas crystallization kinetics for racemic and single enantiomers was studied along a (T, p) curve characterized by the same structural relaxation time, τα ≅ 10–6 s, a so-called isochrone. The aim was to investigate the effect of pressure on the crystallization tendencies of pure enantiomers and their 50–50 equimolar mixture in the metastable supercooled liquid state. Crystallization kinetic studies revealed that at the same isochronal conditions the behavior of the S-enantiomer and R,S-racemic mixture of ketoprofen is entirely different. This was examined in the context of previous results and in view of the possibility of inducing changes in the enantiomeric composition or enantiomers separation from a racemic mixture as the effect of high pressure

AB - In this paper, we study crystallization behavior and molecular dynamics in the supercooled liquid state of the pharmaceutically important compound ketoprofen at various thermodynamic conditions. Dielectric relaxation for a racemic mixture was investigated in a wide range of temperatures and pressures (up to 350 MPa), whereas crystallization kinetics for racemic and single enantiomers was studied along a (T, p) curve characterized by the same structural relaxation time, τα ≅ 10–6 s, a so-called isochrone. The aim was to investigate the effect of pressure on the crystallization tendencies of pure enantiomers and their 50–50 equimolar mixture in the metastable supercooled liquid state. Crystallization kinetic studies revealed that at the same isochronal conditions the behavior of the S-enantiomer and R,S-racemic mixture of ketoprofen is entirely different. This was examined in the context of previous results and in view of the possibility of inducing changes in the enantiomeric composition or enantiomers separation from a racemic mixture as the effect of high pressure

U2 - 10.1021/acs.cgd.5b00373

DO - 10.1021/acs.cgd.5b00373

M3 - Journal article

VL - 15

SP - 3257

EP - 3263

JO - Crystal Growth & Design

JF - Crystal Growth & Design

SN - 1528-7483

IS - 7

ER -