A mixture of the RR/SS and RS/SR diastereoisomeric pairs of methyl 4-(2,4-dichlorophenyl)-2,7-dimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, C19H19Cl2NO3, forms cocrystals in which there is one unique molecule in the asymmetric unit, but the molecule displays disorder in the region of the 7-position of the quinoline ring system as a result of the random occurrence of the diastereoisomers at the same crystallographic site. A similar arrangement exists in the monohydrate cocrystals that form from a mixture of the RR/SS and RS/SR diastereoisomeric pairs of methyl 4-(2,4-dichlorophenyl)-2-methyl-7-phenyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate monohydrate, C24H21Cl2NO3·H2O. These compounds belong to a class of 1,4-dihydropyridines whose members have calcium modulatory properties. The 1,4-dihydropyridine rings have the usual shallow boat conformation. In each structure, the 2,4-dichlorophenyl ring is oriented such that the 2-chloro substituent is in a synperiplanar orientation with respect to the 1,4-dihydropyridine ring plane. In each crystal structure, the molecules are linked into chains by N—H⋯O hydrogen-bonding interactions.

Quinoline

Diastereomer

10.1107/s0108270106007530

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Citations (12)

Biginelli dihydropyrimidines carrying azole rings: Synthesis, computational studies, and evaluation of alpha‐glucosidase inhibitory and antimicrobial activities

Journal of Molecular Structure (2024)

Ebru Koçak Aslan Sanja J. Armaković Stevan Armaković Nadire Özenver Ceren Özkul

Azole

Alpha (finance)

10.1016/j.molstruc.2024.137802

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Citations (2)

Synthesis and Evaluation of 1,4-Dihydropyridine Derivatives with Calcium Channel Blocking Activity

Pflügers Archiv - European Journal of Physiology (2013)

Chris Bladen Miyase Gözde Gündüz Rahime Şimşek Cihat Şafak Gerald W. Zamponi

DHPS

Moiety

10.1007/s00424-013-1376-z

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Citations (63)

Molecular dynamics, viscoelastic properties and physical stability studies of a new amorphous dihydropyridine derivative with T-type calcium channel blocking activity

European Journal of Pharmaceutical Sciences (2019)

Justyna Knapik-Kowalczuk Miyase Gözde Gündüz Krzysztof Chmiel Karolina Jurkiewicz Mateusz Kurek

Thermogravimetry

Supercooling

Thermal Stability

10.1016/j.ejps.2019.105083

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Citations (8)

Synthesis, crystal structure and antimycobacterial activities of 4-indolyl-1,4-dihydropyridine derivatives possessing various ester groups

Research on Chemical Intermediates (2017)

Ece Baydar Miyase Gözde Gündüz Vagolu Siva Krishna Rahime Şimşek Dharmarajan Sriram

Antimycobacterial

INHA

Moiety

Proton NMR

10.1007/s11164-017-3087-0

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Citations (12)

Substituted 9-aryl-1,8-acridinedione derivatives and their effects on potassium channels

Medicinal Chemistry Research (2008)

Miyase Gözde Gündüz Ali Evrim Doğan Rahime Şimşek Kevser Erol Cihat Şafak

Pinacidil

Potassium channel opener

Proton NMR

10.1007/s00044-008-9129-9

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Citations (16)

7-Substituted Hexahydroquinoline Derivatives and their Calcium Channel Modulator Effects

Latin American Journal of Pharmacy (2009)

Miyase Gözde Gündüz Semra Çelebi Bilgin Kaygısız Rahime Şimşek Kevser Erol

SUMMARY. In this study, calcium antagonistic activity of sixteen hexahydroquinoline derivatives have been elucidated in rat ileum and rat thorasic aorta. In the studies on isolated rat ileum, it has been observed that all compounds showed meaningfull activity. In rat thorasic aorta studies, compound 3a has been found more active than nicardipine.

Nicardipine

Source

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Citations (3)

CCDC 1884410: Experimental Crystal Structure Determination

The Cambridge Structural Database (2019)

Miyase Gözde Gündüz Muhammad Nawaz Tahir Stevan Armaković Ceren Özkul Sanja J. Armaković

10.5517/ccdc.csd.cc217wfm

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