Organic Letters

, том 15 , издание 17 , страницы 4312-4315

Synthesis and Stability of Oxetane Analogs of Thalidomide and Lenalidomide

Тип публикации: Journal Article

Дата публикации: 2013-08-12

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

БС1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5

ISSN: 15237060, 15237052

DOI: 10.1021/ol401705a

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PubMed ID: 23937240

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Краткое описание

Oxetanes are used in drug discovery to enable physicochemical and metabolic property enhancement for the structures to which they are grafted. An imide C═O to oxetane swap on thalidomide and lenalidomide templates provides analogs with similar physicochemical and in vitro properties of the parent drugs, with an important exception: oxetane analog 2 displays a clear differentiation with respect to human plasma stability. The prospect of limiting in vivo stability/metabolism, blocking in vivo racemization, and potentially altering teratogenicity is appealing.

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Burkhard J. A. et al. Synthesis and Stability of Oxetane Analogs of Thalidomide and Lenalidomide // Organic Letters. 2013. Vol. 15. No. 17. pp. 4312-4315.

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Burkhard J. A., Wuitschik G., Plancher J., Rogers-Evans M., Carreira E. Synthesis and Stability of Oxetane Analogs of Thalidomide and Lenalidomide // Organic Letters. 2013. Vol. 15. No. 17. pp. 4312-4315.

RIS |

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TY - JOUR

DO - 10.1021/ol401705a

UR - https://doi.org/10.1021/ol401705a

TI - Synthesis and Stability of Oxetane Analogs of Thalidomide and Lenalidomide

T2 - Organic Letters

AU - Burkhard, Johannes A

AU - Wuitschik, Georg

AU - Plancher, Jean-Marc

AU - Rogers-Evans, Mark

AU - Carreira, Erick

PY - 2013

DA - 2013/08/12

PB - American Chemical Society (ACS)

SP - 4312-4315

IS - 17

VL - 15

PMID - 23937240

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

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@article{2013_Burkhard,

author = {Johannes A Burkhard and Georg Wuitschik and Jean-Marc Plancher and Mark Rogers-Evans and Erick Carreira},

title = {Synthesis and Stability of Oxetane Analogs of Thalidomide and Lenalidomide},

journal = {Organic Letters},

year = {2013},

volume = {15},

publisher = {American Chemical Society (ACS)},

month = {aug},

url = {https://doi.org/10.1021/ol401705a},

number = {17},

pages = {4312--4315},

doi = {10.1021/ol401705a}

}

MLA

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MLA Скопировать

Burkhard, Johannes A., et al. “Synthesis and Stability of Oxetane Analogs of Thalidomide and Lenalidomide.” Organic Letters, vol. 15, no. 17, Aug. 2013, pp. 4312-4315. https://doi.org/10.1021/ol401705a.

Издатель

American Chemical Society (ACS)

Журнал

Organic Letters

scimago Q1

wos Q1

БС1

SJR

1.235

CiteScore

8.7

Impact factor

ISSN

15237060 (Print)

15237052 (Electronic)