Structures 4-n-propyl Piperazines as Non-Imidazole Histamine H3 Antagonists

Seven new low-temperature structures of 4-n-propylpiperazine derivatives, potential H3 receptor antagonists, have been determined by X-ray crystallography, with the following symmetry and unit cell parameters: 2-(4-propyl-piperazin-1-yl)oxazolo[4,5-c]pyridine (compound 1), <i>P</i>-1, 5....

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Autores principales:	Andrzej Olczak, Jarosław Sukiennik, Beata Olszewska, Monika Stefaniak, Krzysztof Walczyński, Małgorzata Szczesio
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	crystal structure non-imidazole histamine H3 antagonists Technology T Electrical engineering. Electronics. Nuclear engineering TK1-9971 Engineering (General). Civil engineering (General) TA1-2040 Microscopy QH201-278.5 Descriptive and experimental mechanics QC120-168.85
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spelling	oai:doaj.org-article:549a78d42dbc4d15a8b0b478c135a6d72021-11-25T18:16:18ZStructures 4-n-propyl Piperazines as Non-Imidazole Histamine H3 Antagonists10.3390/ma142270941996-1944https://doaj.org/article/549a78d42dbc4d15a8b0b478c135a6d72021-11-01T00:00:00Zhttps://www.mdpi.com/1996-1944/14/22/7094https://doaj.org/toc/1996-1944Seven new low-temperature structures of 4-n-propylpiperazine derivatives, potential H3 receptor antagonists, have been determined by X-ray crystallography, with the following symmetry and unit cell parameters: 2-(4-propyl-piperazin-1-yl)oxazolo[4,5-c]pyridine (compound 1), <i>P</i>-1, 5.9496 Å, 12.4570 Å, 12.8656 Å, 112.445°, 95.687°, 103.040°; 2-(4-propyl-piperazin-1-yl)thia-zolo[4,5-c]pyridine (compound 2), <i>I</i>2/<i>a,</i> 22.2087 Å, 7.5519 Å, 19.9225 Å, β = 92.368°; 2-(4-propyl-piperazin-1-yl)oxazolo[5,4-c]pyridine (compound 3), <i>C</i>2/<i>c,</i> 51.1351 Å, 9.36026 Å, 7.19352 Å, β = 93.882°; 2-(4-propyl-piperazin-1-yl)thiazolo[5,4-c]pyridine (compound 4), <i>Pbcn</i>, 19.2189 Å, 20.6172 Å, 7.4439 Å; 2-(4-propylpiperazin-1-yl)[1,3]oxazolo[4,5-b]pyridine, hydrate (structure 5), <i>Pbca</i>, 7.4967 Å, 12.2531 Å, 36.9527 Å; 2-(4-propylpiperazin-1-yl)[1,3]oxazolo[4,5-b]pyridine, first polymorph (structure 6), <i>P</i>-1, 7.2634 Å, 11.1261 Å, 18.5460 Å, 80.561°, 80.848°, 76.840°; 2-(4-propylpiperazin-1-yl)[1,3]oxazolo[4,5-b]pyridine, second polymorph (structure 7), <i>P</i>2<sub>1</sub>, 8.10852 Å, 7.06025 Å, 12.41650 Å, β = 92.2991°. All the compounds crystallized out as hydrobromides. Oxazole structures show a much greater tendency to form twin crystals than thiazole structures. All the investigated structures display N—H···Br hydrogen bonding. (ADME) analysis, including the assessment of absorption, distribution, metabolism, and excretion, determined the physicochemical properties, pharmacokinetics, drug similarity, and bioavailability radar, and confirmed the usefulness of the compounds in question for pharmaceutical utility. This work is a continuation of the research searching for a new lead of non-imidazole histamine H3 receptor antagonists.Andrzej OlczakJarosław SukiennikBeata OlszewskaMonika StefaniakKrzysztof WalczyńskiMałgorzata SzczesioMDPI AGarticlecrystal structurenon-imidazole histamine H3 antagonistsTechnologyTElectrical engineering. Electronics. Nuclear engineeringTK1-9971Engineering (General). Civil engineering (General)TA1-2040MicroscopyQH201-278.5Descriptive and experimental mechanicsQC120-168.85ENMaterials, Vol 14, Iss 7094, p 7094 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	crystal structure non-imidazole histamine H3 antagonists Technology T Electrical engineering. Electronics. Nuclear engineering TK1-9971 Engineering (General). Civil engineering (General) TA1-2040 Microscopy QH201-278.5 Descriptive and experimental mechanics QC120-168.85
spellingShingle	crystal structure non-imidazole histamine H3 antagonists Technology T Electrical engineering. Electronics. Nuclear engineering TK1-9971 Engineering (General). Civil engineering (General) TA1-2040 Microscopy QH201-278.5 Descriptive and experimental mechanics QC120-168.85 Andrzej Olczak Jarosław Sukiennik Beata Olszewska Monika Stefaniak Krzysztof Walczyński Małgorzata Szczesio Structures 4-n-propyl Piperazines as Non-Imidazole Histamine H3 Antagonists
description	Seven new low-temperature structures of 4-n-propylpiperazine derivatives, potential H3 receptor antagonists, have been determined by X-ray crystallography, with the following symmetry and unit cell parameters: 2-(4-propyl-piperazin-1-yl)oxazolo[4,5-c]pyridine (compound 1), <i>P</i>-1, 5.9496 Å, 12.4570 Å, 12.8656 Å, 112.445°, 95.687°, 103.040°; 2-(4-propyl-piperazin-1-yl)thia-zolo[4,5-c]pyridine (compound 2), <i>I</i>2/<i>a,</i> 22.2087 Å, 7.5519 Å, 19.9225 Å, β = 92.368°; 2-(4-propyl-piperazin-1-yl)oxazolo[5,4-c]pyridine (compound 3), <i>C</i>2/<i>c,</i> 51.1351 Å, 9.36026 Å, 7.19352 Å, β = 93.882°; 2-(4-propyl-piperazin-1-yl)thiazolo[5,4-c]pyridine (compound 4), <i>Pbcn</i>, 19.2189 Å, 20.6172 Å, 7.4439 Å; 2-(4-propylpiperazin-1-yl)[1,3]oxazolo[4,5-b]pyridine, hydrate (structure 5), <i>Pbca</i>, 7.4967 Å, 12.2531 Å, 36.9527 Å; 2-(4-propylpiperazin-1-yl)[1,3]oxazolo[4,5-b]pyridine, first polymorph (structure 6), <i>P</i>-1, 7.2634 Å, 11.1261 Å, 18.5460 Å, 80.561°, 80.848°, 76.840°; 2-(4-propylpiperazin-1-yl)[1,3]oxazolo[4,5-b]pyridine, second polymorph (structure 7), <i>P</i>2<sub>1</sub>, 8.10852 Å, 7.06025 Å, 12.41650 Å, β = 92.2991°. All the compounds crystallized out as hydrobromides. Oxazole structures show a much greater tendency to form twin crystals than thiazole structures. All the investigated structures display N—H···Br hydrogen bonding. (ADME) analysis, including the assessment of absorption, distribution, metabolism, and excretion, determined the physicochemical properties, pharmacokinetics, drug similarity, and bioavailability radar, and confirmed the usefulness of the compounds in question for pharmaceutical utility. This work is a continuation of the research searching for a new lead of non-imidazole histamine H3 receptor antagonists.
format	article
author	Andrzej Olczak Jarosław Sukiennik Beata Olszewska Monika Stefaniak Krzysztof Walczyński Małgorzata Szczesio
author_facet	Andrzej Olczak Jarosław Sukiennik Beata Olszewska Monika Stefaniak Krzysztof Walczyński Małgorzata Szczesio
author_sort	Andrzej Olczak
title	Structures 4-n-propyl Piperazines as Non-Imidazole Histamine H3 Antagonists
title_short	Structures 4-n-propyl Piperazines as Non-Imidazole Histamine H3 Antagonists
title_full	Structures 4-n-propyl Piperazines as Non-Imidazole Histamine H3 Antagonists
title_fullStr	Structures 4-n-propyl Piperazines as Non-Imidazole Histamine H3 Antagonists
title_full_unstemmed	Structures 4-n-propyl Piperazines as Non-Imidazole Histamine H3 Antagonists
title_sort	structures 4-n-propyl piperazines as non-imidazole histamine h3 antagonists
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/549a78d42dbc4d15a8b0b478c135a6d7
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Structures 4-n-propyl Piperazines as Non-Imidazole Histamine H3 Antagonists

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