A comparative analysis of the crystal structure of R,S-racemate and R-enantiomer of 7-bromo-3-(2-methoxy)ethoxy-5-phenyl-l,2-dihydro-3H-1,4-benzodlazepine-2-one exhibiting a high analgesic activity
The crystal structure of racemate R,S-7-bromo-3-(2-methoxy)ethoxy-5-phenyl-1,2-dihydro-3H-1,4-benzodiazepine-2-one (1) has been compared to the structure of R-enantiomer. It has been determined that crystals of R-enantiomer and R,S-racemate are formed by the similar H-bonded chains. In the crystal o...
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| Дата: | 2011 |
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| Автори: | , , , , , , , , |
| Формат: | Стаття |
| Мова: | English |
| Опубліковано: |
Інститут органічної хімії НАН України
2011
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| Назва видання: | Журнал органічної та фармацевтичної хімії |
| Онлайн доступ: | http://dspace.nbuv.gov.ua/handle/123456789/41994 |
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| Назва журналу: | Digital Library of Periodicals of National Academy of Sciences of Ukraine |
| Цитувати: | A comparative analysis of the crystal structure of R,S-racemate and R-enantiomer of 7-bromo-3-(2-methoxy)ethoxy-5-phenyl-l,2-dihydro-3H-1,4-benzodlazepine-2-one exhibiting a high analgesic activity / Yu. Simonov, P. Bourosh, V. Kravtsov, M. Gdanets, K. Semenishyna, V. Pavlovsky, T. Kabanova, O. Khalimova, S. Andronati // Журнал органічної та фармацевтичної хімії. — 2011. — Т. 9, вип. 4(36). — С. 70-73. — Бібліогр.: 22 назв. — англ. |
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irk-123456789-419942013-03-06T03:06:52Z A comparative analysis of the crystal structure of R,S-racemate and R-enantiomer of 7-bromo-3-(2-methoxy)ethoxy-5-phenyl-l,2-dihydro-3H-1,4-benzodlazepine-2-one exhibiting a high analgesic activity Simonov, Yu. Bourosh, P. Kravtsov, V. Gdanets, M. Semenishyna, K. Pavlovsky, V. Kabanova, T. Khalimova, O. Andronati, S. The crystal structure of racemate R,S-7-bromo-3-(2-methoxy)ethoxy-5-phenyl-1,2-dihydro-3H-1,4-benzodiazepine-2-one (1) has been compared to the structure of R-enantiomer. It has been determined that crystals of R-enantiomer and R,S-racemate are formed by the similar H-bonded chains. In the crystal of racemate there are two types of chains each built up exclusively from the molecules of the same configuration whereas the crystal of R-enantiomer is formed by identical parallel chains. All the compounds studied have been found to possess a high analgesic activity, which exceeds the activity of the reference medicine. Проведено порівняння кристалічної структури R,S-7-бром-3-(2-метокси)етокси-5-феніл-1,2-дигідро-ЗН-1,4-бенздіазепін-2-ону зі структурою R-енантіомера. Встановлено, що кристали R-енантіомера і R,S-рацемату сформовані ланцюгами, зв'язаними за рахунок водневих зв'язків. У кристалі рацемату утворюються ланцюги, що складаються з молекул тільки R- або S-енантіомера, які формують протилежно спрямовані спіралі, а кристал R-енантіомера утворений ідентичними паралельними ланцюгами. Виявлено, що всі досліджені сполуки мають високу аналгетичну активність, яка перевершує активність препарату порівняння. Проведено сравнение кристаллической структуры R,S-7-бром-5-(2-метокси)этокси-5-фенил-1,2-дигидро-ЗН-1,4-бенздиазепин-2-она со структурой R-энантиомера. Установлено, что кристаллы R-энантиомера и R,S-рацемата сформированы цепями, связанными за счет водородных связей. В кристалле рацемата образуются цепи, состоящие из молекул только R- либо S-энантиомеров, которые формируют противоположно направленные спирали, а кристалл R-энантиомера образован идентичными параллельными цепями. Обнаружено, что все исследуемые соединения обладают высокой анальгетической активностью, превосходящей активность препарата сравнения. 2011 Article A comparative analysis of the crystal structure of R,S-racemate and R-enantiomer of 7-bromo-3-(2-methoxy)ethoxy-5-phenyl-l,2-dihydro-3H-1,4-benzodlazepine-2-one exhibiting a high analgesic activity / Yu. Simonov, P. Bourosh, V. Kravtsov, M. Gdanets, K. Semenishyna, V. Pavlovsky, T. Kabanova, O. Khalimova, S. Andronati // Журнал органічної та фармацевтичної хімії. — 2011. — Т. 9, вип. 4(36). — С. 70-73. — Бібліогр.: 22 назв. — англ. 0533-1153 http://dspace.nbuv.gov.ua/handle/123456789/41994 547.89: 547.022: 615.212 en Журнал органічної та фармацевтичної хімії Інститут органічної хімії НАН України |
| institution |
Digital Library of Periodicals of National Academy of Sciences of Ukraine |
| collection |
DSpace DC |
| language |
English |
| description |
The crystal structure of racemate R,S-7-bromo-3-(2-methoxy)ethoxy-5-phenyl-1,2-dihydro-3H-1,4-benzodiazepine-2-one (1) has been compared to the structure of R-enantiomer. It has been determined that crystals of R-enantiomer and R,S-racemate are formed by the similar H-bonded chains. In the crystal of racemate there are two types of chains each built up exclusively from the molecules of the same configuration whereas the crystal of R-enantiomer is formed by identical parallel chains. All the compounds studied have been found to possess a high analgesic activity, which exceeds the activity of the reference medicine. |
| format |
Article |
| author |
Simonov, Yu. Bourosh, P. Kravtsov, V. Gdanets, M. Semenishyna, K. Pavlovsky, V. Kabanova, T. Khalimova, O. Andronati, S. |
| spellingShingle |
Simonov, Yu. Bourosh, P. Kravtsov, V. Gdanets, M. Semenishyna, K. Pavlovsky, V. Kabanova, T. Khalimova, O. Andronati, S. A comparative analysis of the crystal structure of R,S-racemate and R-enantiomer of 7-bromo-3-(2-methoxy)ethoxy-5-phenyl-l,2-dihydro-3H-1,4-benzodlazepine-2-one exhibiting a high analgesic activity Журнал органічної та фармацевтичної хімії |
| author_facet |
Simonov, Yu. Bourosh, P. Kravtsov, V. Gdanets, M. Semenishyna, K. Pavlovsky, V. Kabanova, T. Khalimova, O. Andronati, S. |
| author_sort |
Simonov, Yu. |
| title |
A comparative analysis of the crystal structure of R,S-racemate and R-enantiomer of 7-bromo-3-(2-methoxy)ethoxy-5-phenyl-l,2-dihydro-3H-1,4-benzodlazepine-2-one exhibiting a high analgesic activity |
| title_short |
A comparative analysis of the crystal structure of R,S-racemate and R-enantiomer of 7-bromo-3-(2-methoxy)ethoxy-5-phenyl-l,2-dihydro-3H-1,4-benzodlazepine-2-one exhibiting a high analgesic activity |
| title_full |
A comparative analysis of the crystal structure of R,S-racemate and R-enantiomer of 7-bromo-3-(2-methoxy)ethoxy-5-phenyl-l,2-dihydro-3H-1,4-benzodlazepine-2-one exhibiting a high analgesic activity |
| title_fullStr |
A comparative analysis of the crystal structure of R,S-racemate and R-enantiomer of 7-bromo-3-(2-methoxy)ethoxy-5-phenyl-l,2-dihydro-3H-1,4-benzodlazepine-2-one exhibiting a high analgesic activity |
| title_full_unstemmed |
A comparative analysis of the crystal structure of R,S-racemate and R-enantiomer of 7-bromo-3-(2-methoxy)ethoxy-5-phenyl-l,2-dihydro-3H-1,4-benzodlazepine-2-one exhibiting a high analgesic activity |
| title_sort |
comparative analysis of the crystal structure of r,s-racemate and r-enantiomer of 7-bromo-3-(2-methoxy)ethoxy-5-phenyl-l,2-dihydro-3h-1,4-benzodlazepine-2-one exhibiting a high analgesic activity |
| publisher |
Інститут органічної хімії НАН України |
| publishDate |
2011 |
| url |
http://dspace.nbuv.gov.ua/handle/123456789/41994 |
| citation_txt |
A comparative analysis of the crystal structure of R,S-racemate and R-enantiomer of 7-bromo-3-(2-methoxy)ethoxy-5-phenyl-l,2-dihydro-3H-1,4-benzodlazepine-2-one exhibiting a high analgesic activity / Yu. Simonov, P. Bourosh, V. Kravtsov, M. Gdanets, K. Semenishyna, V. Pavlovsky, T. Kabanova, O. Khalimova, S. Andronati // Журнал органічної та фармацевтичної хімії. — 2011. — Т. 9, вип. 4(36). — С. 70-73. — Бібліогр.: 22 назв. — англ. |
| series |
Журнал органічної та фармацевтичної хімії |
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