Synthese potentieller Cytostatica. III. 4‐Brombutyläther von Aminoalkoholen

Sieber, Gerhard; Ulbricht, Irmhild

doi:10.1002/prac.19650290107

Cited by 3 publications

(1 citation statement)

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“…Compounds 1 − 17 were synthesized as reported in Scheme . The halo esters 33 − 38 , obtained by esterification of the corresponding haloalkyl alcohol (2-bromoethanol, 3-bromopropan-1-ol, 5-chloropentan-1-ol, 6-chlorohexan-1-ol, or 7-bromoheptan-1-ol) with trans -3-(3,4,5-trimethoxyphenyl)acryloyl chloride or anthracene-9-carbonyl chloride, were reacted with the commercially available amino alcohols 2-(methylamino)ethanol, 3-aminopropan-1-ol, 5-aminopentan-1-ol, 6-aminohexan-1-ol or 3-methylaminopropan-1-ol, and 7-aminoheptan-1-ol to give 39 − 45 .…”

Section: Chemistrymentioning

confidence: 99%

Exploratory Chemistry toward the Identification of a New Class of Multidrug Resistance Reverters Inspired by Pervilleine and Verapamil Models

et al. 2005

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On the basis of the present knowledge of the substrate recognition site of ABC transporter proteins and inspired by the structures of verapamil and pervilleine A, a new class of Pgp-mediated multidrug resistance (MDR) reverters has been designed and synthesized. The new compounds are flexible molecules carrying one or two basic nitrogen atoms flanked, at properly modulated distance, by two aromatic moieties. Most of the molecules studied possess MDR inhibitory activity on anthracycline-resistant erythroleukemia K 562 cells, showing a potency that is higher than that of the reference compound verapamil and, in a few cases (7, 12, 13,17, 20, 22, 28), is in the high nanomolar range. These compounds may be useful leads to develop new MDR reverting agents. In fact, the chemical structure of the class is fairly simple and can be implemented in a variety of ways that will allow the synthesis of new compounds that might be useful leads for the development of drugs to control Pgp-dependent MDR.

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Section: Chemistrymentioning

confidence: 99%

Exploratory Chemistry toward the Identification of a New Class of Multidrug Resistance Reverters Inspired by Pervilleine and Verapamil Models

et al. 2005

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Synthese potentieller Cytostatica. IV. Harnstoffkomplexe aliphatischer Brombutyläther

Sieber

1966

J. Prakt. Chem.

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Synthese potentieller Cytostatica. V. 4‐Brom‐butyläther von mehrbasischen Aminoäthanolen

Sieber¹

1970

J. Prakt. Chem.

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Zur Untersuchung an experimentellem Tierkrebs wurden 12 4‐Brom‐butyläther zwei‐und dreibasischer Äthanolamine aus den 4‐Hydroxybutoxy‐äthern und PBr3 hergestellt, wobei bei einigen Verbindungen besonders schonende Bedingungen nötig waren. Die Hydroxyäther wurden nach drei verschiedenen Methoden hergestellt: 1. aus Chloräthylaminen und Mono‐Na‐butandiolat‐(1,4), 2. ausgehend von 4‐(Hydroxy‐butoxy)‐acetaldoxim über [2‐(4‐Hydroxy‐butoxy)‐äthyl]‐amin und 3. über 4‐Hydroxy‐butoxy‐essigsäure‐methylester. Die Struktur des 4‐Hydroxy‐butoxy‐essigsäure‐methylesters wurde untersucht.

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Synthese potentieller Cytostatica. III. 4‐Brombutyläther von Aminoalkoholen

Cited by 3 publications

References 4 publications

Exploratory Chemistry toward the Identification of a New Class of Multidrug Resistance Reverters Inspired by Pervilleine and Verapamil Models

Exploratory Chemistry toward the Identification of a New Class of Multidrug Resistance Reverters Inspired by Pervilleine and Verapamil Models

Synthese potentieller Cytostatica. IV. Harnstoffkomplexe aliphatischer Brombutyläther

Synthese potentieller Cytostatica. V. 4‐Brom‐butyläther von mehrbasischen Aminoäthanolen

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