Stabilization of a metastable polymorph of sulfamerazine by structurally related additives

Chong Hui Gu; Koustuv Chatterjee; Victor G Young; David J.W. Grant

doi:10.1016/S0022-0248(01)01784-5

Stabilization of a metastable polymorph of sulfamerazine by structurally related additives

Chong Hui Gu, Koustuv Chatterjee, Victor G Young, David J.W. Grant

Chemistry (Twin Cities)

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

68 Scopus citations

Abstract

The influence of structurally related additives, namely N4-acetylsulfamerazine (NSMZ), sulfadiazine (SD) or sulfamethazine (SM), on the rate of the solvent-mediated polymorphic transformation (I→II) of sulfamerazine in acetonitrile (ACN) at 24°C was studied. The transformation rate is controlled by the crystallization rate of the more stable Polymorph II. All three impurities exhibit inhibitory effects on the crystallization of Polymorph II and hence stabilize the metastable Polymorph I in ACN suspension. The rank order of the inhibitory effect (NSMZ ≫ SD > SM) is the same as the rank order of the binding energy of the impurity molecule to the surface of the host crystal. The relationship between the concentration of the impurity and the inhibitory effect was fitted to various models and was found to be best described by a model based on the Langmuir adsorption isotherm.

Original language	English (US)
Pages (from-to)	471-481
Number of pages	11
Journal	Journal of Crystal Growth
Volume	235
Issue number	1-4
DOIs	https://doi.org/10.1016/S0022-0248(01)01784-5
State	Published - Feb 2002

Bibliographical note

Funding Information:
We thank Bristol–Myers Squibb for an unrestricted grant and also the Supercomputing Institute of the University of Minnesota for financially supporting our use of the Medicinal Chemistry/Supercomputing Institute Visualization—Workstation Laboratory.

Copyright:
Copyright 2008 Elsevier B.V., All rights reserved.

Keywords

A1. Adsorption
A1. Computer simulation
A1. Crystal structure
A1. Impurities
A1. Nucleation
A2. Growth from solutions

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title = "Stabilization of a metastable polymorph of sulfamerazine by structurally related additives",

abstract = "The influence of structurally related additives, namely N4-acetylsulfamerazine (NSMZ), sulfadiazine (SD) or sulfamethazine (SM), on the rate of the solvent-mediated polymorphic transformation (I→II) of sulfamerazine in acetonitrile (ACN) at 24°C was studied. The transformation rate is controlled by the crystallization rate of the more stable Polymorph II. All three impurities exhibit inhibitory effects on the crystallization of Polymorph II and hence stabilize the metastable Polymorph I in ACN suspension. The rank order of the inhibitory effect (NSMZ ≫ SD > SM) is the same as the rank order of the binding energy of the impurity molecule to the surface of the host crystal. The relationship between the concentration of the impurity and the inhibitory effect was fitted to various models and was found to be best described by a model based on the Langmuir adsorption isotherm.",

keywords = "A1. Adsorption, A1. Computer simulation, A1. Crystal structure, A1. Impurities, A1. Nucleation, A2. Growth from solutions",

author = "Gu, {Chong Hui} and Koustuv Chatterjee and Young, {Victor G} and Grant, {David J.W.}",

note = "Funding Information: We thank Bristol–Myers Squibb for an unrestricted grant and also the Supercomputing Institute of the University of Minnesota for financially supporting our use of the Medicinal Chemistry/Supercomputing Institute Visualization—Workstation Laboratory. Copyright: Copyright 2008 Elsevier B.V., All rights reserved.",

year = "2002",

month = feb,

doi = "10.1016/S0022-0248(01)01784-5",

language = "English (US)",

volume = "235",

pages = "471--481",

journal = "Journal of Crystal Growth",

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AU - Gu, Chong Hui

AU - Chatterjee, Koustuv

AU - Young, Victor G

AU - Grant, David J.W.

N1 - Funding Information: We thank Bristol–Myers Squibb for an unrestricted grant and also the Supercomputing Institute of the University of Minnesota for financially supporting our use of the Medicinal Chemistry/Supercomputing Institute Visualization—Workstation Laboratory. Copyright: Copyright 2008 Elsevier B.V., All rights reserved.

PY - 2002/2

Y1 - 2002/2

N2 - The influence of structurally related additives, namely N4-acetylsulfamerazine (NSMZ), sulfadiazine (SD) or sulfamethazine (SM), on the rate of the solvent-mediated polymorphic transformation (I→II) of sulfamerazine in acetonitrile (ACN) at 24°C was studied. The transformation rate is controlled by the crystallization rate of the more stable Polymorph II. All three impurities exhibit inhibitory effects on the crystallization of Polymorph II and hence stabilize the metastable Polymorph I in ACN suspension. The rank order of the inhibitory effect (NSMZ ≫ SD > SM) is the same as the rank order of the binding energy of the impurity molecule to the surface of the host crystal. The relationship between the concentration of the impurity and the inhibitory effect was fitted to various models and was found to be best described by a model based on the Langmuir adsorption isotherm.

AB - The influence of structurally related additives, namely N4-acetylsulfamerazine (NSMZ), sulfadiazine (SD) or sulfamethazine (SM), on the rate of the solvent-mediated polymorphic transformation (I→II) of sulfamerazine in acetonitrile (ACN) at 24°C was studied. The transformation rate is controlled by the crystallization rate of the more stable Polymorph II. All three impurities exhibit inhibitory effects on the crystallization of Polymorph II and hence stabilize the metastable Polymorph I in ACN suspension. The rank order of the inhibitory effect (NSMZ ≫ SD > SM) is the same as the rank order of the binding energy of the impurity molecule to the surface of the host crystal. The relationship between the concentration of the impurity and the inhibitory effect was fitted to various models and was found to be best described by a model based on the Langmuir adsorption isotherm.

KW - A1. Adsorption

KW - A1. Computer simulation

KW - A1. Crystal structure

KW - A1. Impurities

KW - A1. Nucleation

KW - A2. Growth from solutions

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M3 - Article

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VL - 235

SP - 471

EP - 481

JO - Journal of Crystal Growth

JF - Journal of Crystal Growth

SN - 0022-0248

IS - 1-4

ER -

Stabilization of a metastable polymorph of sulfamerazine by structurally related additives

Abstract

Bibliographical note

Keywords

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