The Molecular Structures of the Phenothiazine Derivatives, Chlorpromazine, Thiethylperazine and Thioridazine, and a Discussion Of The Mechanism Of Action

McDowell, J. J. H.

doi:10.1007/978-94-010-1758-9_20

Cited by 4 publications

(2 citation statements)

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“…During the 1970s, McDowell (1974) conducted a series of systematic studies aimed at developing a better understanding of the relationship between the structure and biochemical action of compounds from the phenothiazine family. The presence of a Cl or CF 3 substituent on the phenothiazine ring was found to be critical to their psychotropic, antibacterial and antiplasmid activities of phenothiazine-based compounds (McDowell, 1974).…”

Section: Introductionmentioning

confidence: 99%

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Fluphenazine: From an isolated molecule to its interaction with lipid bilayers

Petrus

Czarnik-Matusewicz

Petrus

et al. 2015

Chemistry and Physics of Lipids

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Section: Introductionmentioning

confidence: 99%

“…The presence of a Cl or CF 3 substituent on the phenothiazine ring was found to be critical to their psychotropic, antibacterial and antiplasmid activities of phenothiazine-based compounds (McDowell, 1974).…”

Section: Introductionmentioning

confidence: 99%

Fluphenazine: From an isolated molecule to its interaction with lipid bilayers

Petrus

Czarnik-Matusewicz

Petrus

et al. 2015

Chemistry and Physics of Lipids

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Phenothiazine and Derivatives

Taurand¹

2000

Ullmann's Encyclopedia of Industrial Chemistry

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The article contains sections titled: 1. Introduction 2. Uses and Biological Activity 2.1. Therapeutic Uses 2.2. Biological Activity 2.3. Other Uses 3. Syntheses and Reactions 3.1. Ring Syntheses 3.2. N‐Substituted Phenothiazines 3.3. C‐Substituted Phenothiazines 3.4. Analogues and Miscellaneous Compounds 3.5. Other Chemical Properties of the Phenothiazine Nucleus 4. Physical Properties 5. Toxicology

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The so‐called “interconversion” of stereoisomeric drugs: An attempt at clarification

1993

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A variety of reactions can be categorized under the global concept of the "interconversion of stereoisomers." Thus, racemization or epimerization can result from inversion of labile chiral centers. From the examples available, some predictive rules are suggested for a chiral center of the type R"R'RC-H undergoing base-catalyzed inversion and a provisional table of affecting groups is presented. Unimolecular inversion of nonsymmetrical, nonplanar ring systems can also result in racemization or epimerization, but no generalization can yet be offered. Beside these cases of nonenzymatic reactions, a limited variety of enzymatic reactions can operate to interconvert stereoisomers, the outcome rarely being a racemic mixture. An important aspect of stereoisomer interconversion is the time scale in which the phenomenon is observed. Thus, several reactions to nonezymatic racemization or epimerization are fast compared to the duration of action of the drug and therefore have pharmacological significance, while other are slower and are of pharmaceutical relevance only.

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The Molecular Structures of the Phenothiazine Derivatives, Chlorpromazine, Thiethylperazine and Thioridazine, and a Discussion Of The Mechanism Of Action

Cited by 4 publications

References 30 publications

Fluphenazine: From an isolated molecule to its interaction with lipid bilayers

Fluphenazine: From an isolated molecule to its interaction with lipid bilayers

Phenothiazine and Derivatives

The so‐called “interconversion” of stereoisomeric drugs: An attempt at clarification

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