The “Cyclopropyl Fragment” is a Versatile Player that Frequently Appears in Preclinical/Clinical Drug Molecules
1
Department of Pharmaceutical Sciences, College of Pharmacy and Health Sciences, St. John’s University, 8000 Utopia Parkway, Queens, New York 11439, United States
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Publication type: Journal Article
Publication date: 2016-06-30
scimago Q1
wos Q1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
27299736
Drug Discovery
Molecular Medicine
Abstract
Recently, there has been an increasing use of the cyclopropyl ring in drug development to transition drug candidates from the preclinical to clinical stage. Important features of the cyclopropane ring are, the (1) coplanarity of the three carbon atoms, (2) relatively shorter (1.51 Å) C-C bonds, (3) enhanced π-character of C-C bonds, and (4) C-H bonds are shorter and stronger than those in alkanes. The present review will focus on the contributions that a cyclopropyl ring makes to the properties of drugs containing it. Consequently, the cyclopropyl ring addresses multiple roadblocks that can occur during drug discovery such as (a) enhancing potency, (b) reducing off-target effects,
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GOST
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Talele T. T. The “Cyclopropyl Fragment” is a Versatile Player that Frequently Appears in Preclinical/Clinical Drug Molecules // Journal of Medicinal Chemistry. 2016. Vol. 59. No. 19. pp. 8712-8756.
GOST all authors (up to 50)
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Talele T. T. The “Cyclopropyl Fragment” is a Versatile Player that Frequently Appears in Preclinical/Clinical Drug Molecules // Journal of Medicinal Chemistry. 2016. Vol. 59. No. 19. pp. 8712-8756.
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RIS
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TY - JOUR
DO - 10.1021/acs.jmedchem.6b00472
UR - https://doi.org/10.1021/acs.jmedchem.6b00472
TI - The “Cyclopropyl Fragment” is a Versatile Player that Frequently Appears in Preclinical/Clinical Drug Molecules
T2 - Journal of Medicinal Chemistry
AU - Talele, Tanaji T.
PY - 2016
DA - 2016/06/30
PB - American Chemical Society (ACS)
SP - 8712-8756
IS - 19
VL - 59
PMID - 27299736
SN - 0022-2623
SN - 1520-4804
ER -
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BibTex (up to 50 authors)
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@article{2016_Talele,
author = {Tanaji T. Talele},
title = {The “Cyclopropyl Fragment” is a Versatile Player that Frequently Appears in Preclinical/Clinical Drug Molecules},
journal = {Journal of Medicinal Chemistry},
year = {2016},
volume = {59},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acs.jmedchem.6b00472},
number = {19},
pages = {8712--8756},
doi = {10.1021/acs.jmedchem.6b00472}
}
Cite this
MLA
Copy
Talele, Tanaji T.. “The “Cyclopropyl Fragment” is a Versatile Player that Frequently Appears in Preclinical/Clinical Drug Molecules.” Journal of Medicinal Chemistry, vol. 59, no. 19, Jun. 2016, pp. 8712-8756. https://doi.org/10.1021/acs.jmedchem.6b00472.