Synthesis and X-ray structural studies of pyrimidin-2,4-dione and 2-thioxo-1H-pyrimidin-4-one bearing chloroethyl moiety

Autor:	Prakas R. Maulik, Rishi Kumar, Fateh V. Singh, Ashoke Sharon, Judith A. K. Howard, Charlotte K. Broder, Atul Goel
Rok vydání:	2006
Předmět:	Stereochemistry Dimer Organic Chemistry Intermolecular force Uracil Crystal structure Thiouracil Analytical Chemistry Inorganic Chemistry chemistry.chemical_compound chemistry Side chain Moiety Spectroscopy Derivative (chemistry)
Zdroj:	Journal of Molecular Structure. 782:55-59
ISSN:	0022-2860
DOI:	10.1016/j.molstruc.2005.01.015
Popis:	The present work is aimed to investigate non-covalent bonding capabilities of uracil derivative bearing hydrophobic side chain in solid crystalline state. The synthesis and crystal structure of 5-(2-chloro-ethyl)-6-methyl-uracil 3 and 5-(2-chloro-ethyl)-6-methyl-2-thiouracil 4 are described, which revealed sulfur–π interaction including resonance-induced intermolecular H-bonding in 4 whereas compound 3 showed only strong H-bonding and formed a dimer. Thus the analysis of such moieties in solid state provides useful structural information on the binding characteristics of functional groups and has implications for the de novo design of drugs and enzyme's inhibitors.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::0756ef2bb24df0cfea47abc20f545515 https://doi.org/10.1016/j.molstruc.2005.01.015 Zobrazit plný text záznamu Full Text from ScienceDirect