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Crystal and molecular structure of photodegradation product of nisoldipine

Kristalna i molekulska struktura fotodegradacionog proizvoda nizoldipina

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Authors
Kapor, Agneš
Ribar, Bela
Tomić, Zoran
Marinković, Valentina
Vladimirov, Sote
Article (Published version)
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Abstract
Potential and generally selective antihypertensive and antianginal activities of nisoldipine have initiated the study of its molecular structure. The single crystals, which are the potential photodegradation products, were crystallized from methanol solution of nisoldipine, which was exposed to the action of the daylight. They were assumed to be the nitrozo derivatives of nisoldipine with the melting point 151-152°C. The crystal and molecular structure was determined by the X-ray diffraction method (MoKα, λ=0.71073A). On the basis of 3858 independent reflection intensities, the structure was solved by the direct method using the program SHELXS83 and refined by the least squares method (SHELXL93) up to final R-factor R=0.0578 for 1953 reflection (F0>4σ(F0)) and 334 parameters. The molecular structure obtained was that of: isobutyl methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydro pyridine -3,5 dicarboxylate which confirmed that we are dealing with nisoldipine, so one should not speak ab...out the presence of any assumed photodegradation product. .

Potencijalna i u opštem slučaju selektivna antihipertenzivna i antianginozna aktivnost nizoldipina kao i njegova izuzetna fotosenzitivnost na dnevnom svetlu, inicirala je istraživanje njegove molekulske strukture kao i molekulske strukture njegovih produkata. Iz metanolnog rastvora nizoldipina izloženog dejstvu dnevne svetlosti dobijeni su kristalizacijom potencijalni produkti fotodegradacije. Pretpostavljeno je da se radi o nitrozo derivatu nizoldipina, tačke topljenja 151-152°C. Kristalna i molekulska struktura određena je metodom difrakcije rendgenskih zraka (MoKα, λ=0.71073A). Na osnovu 3858 izmerenih intenziteta refleksa rešena je molekulska struktura, direktnom metodom primenom programa SHELXS83 i utačnjena metodom najmanjih kvadrata (SHELXL93) do konačnog R-faktora R=0.0578 za 1953 refleksa (F0>4σ(F0)) i 334 parametra. Dobijena molekulska struktura: izobutil metil-2,6-dimetil-4-(2-nitrofenil)-1,4-dihidropiridin-3,5-dikarboksilat, potvrdila je da se radi o nizoldipinu i da nema o...snova govoriti da kristali pripadaju nekom od pretpostavljenih produkata fotodegradacije. .

Keywords:
nizoldipin / rendgenostrukturna analiza / antagonist kanala Ca2+ / veza između strukture i biološke aktivnosti
Source:
Acta periodica technologica, 2000, 31, 693-700
Publisher:
  • Univerzitet u Novom Sadu - Tehnološki fakultet, Novi Sad

ISSN: 1450-7188

[ Google Scholar ]
Handle
https://hdl.handle.net/21.15107/rcub_farfar_256
URI
https://farfar.pharmacy.bg.ac.rs/handle/123456789/256
Collections
  • Radovi istraživača / Researchers’ publications
Institution/Community
Pharmacy
TY  - JOUR
AU  - Kapor, Agneš
AU  - Ribar, Bela
AU  - Tomić, Zoran
AU  - Marinković, Valentina
AU  - Vladimirov, Sote
PY  - 2000
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/256
AB  - Potential and generally selective antihypertensive and antianginal activities of nisoldipine have initiated the study of its molecular structure. The single crystals, which are the potential photodegradation products, were crystallized from methanol solution of nisoldipine, which was exposed to the action of the daylight. They were assumed to be the nitrozo derivatives of nisoldipine with the melting point 151-152°C. The crystal and molecular structure was determined by the X-ray diffraction method (MoKα, λ=0.71073A). On the basis of 3858 independent reflection intensities, the structure was solved by the direct method using the program SHELXS83 and refined by the least squares method (SHELXL93) up to final R-factor R=0.0578 for 1953 reflection (F0>4σ(F0)) and 334 parameters. The molecular structure obtained was that of: isobutyl methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydro pyridine -3,5 dicarboxylate which confirmed that we are dealing with nisoldipine, so one should not speak about the presence of any assumed photodegradation product. .
AB  - Potencijalna i u opštem slučaju selektivna antihipertenzivna i antianginozna aktivnost nizoldipina kao i njegova izuzetna fotosenzitivnost na dnevnom svetlu, inicirala je istraživanje njegove molekulske strukture kao i molekulske strukture njegovih produkata. Iz metanolnog rastvora nizoldipina izloženog dejstvu dnevne svetlosti dobijeni su kristalizacijom potencijalni produkti fotodegradacije. Pretpostavljeno je da se radi o nitrozo derivatu nizoldipina, tačke topljenja 151-152°C. Kristalna i molekulska struktura određena je metodom difrakcije rendgenskih zraka (MoKα, λ=0.71073A). Na osnovu 3858 izmerenih intenziteta refleksa rešena je molekulska struktura, direktnom metodom primenom programa SHELXS83 i utačnjena metodom najmanjih kvadrata (SHELXL93) do konačnog R-faktora R=0.0578 za 1953 refleksa (F0>4σ(F0)) i 334 parametra. Dobijena molekulska struktura: izobutil metil-2,6-dimetil-4-(2-nitrofenil)-1,4-dihidropiridin-3,5-dikarboksilat, potvrdila je da se radi o nizoldipinu i da nema osnova govoriti da kristali pripadaju nekom od pretpostavljenih produkata fotodegradacije. .
PB  - Univerzitet u Novom Sadu - Tehnološki fakultet, Novi Sad
T2  - Acta periodica technologica
T1  - Crystal and molecular structure of photodegradation product of nisoldipine
T1  - Kristalna i molekulska struktura fotodegradacionog proizvoda nizoldipina
IS  - 31
SP  - 693
EP  - 700
UR  - https://hdl.handle.net/21.15107/rcub_farfar_256
ER  - 
@article{
author = "Kapor, Agneš and Ribar, Bela and Tomić, Zoran and Marinković, Valentina and Vladimirov, Sote",
year = "2000",
abstract = "Potential and generally selective antihypertensive and antianginal activities of nisoldipine have initiated the study of its molecular structure. The single crystals, which are the potential photodegradation products, were crystallized from methanol solution of nisoldipine, which was exposed to the action of the daylight. They were assumed to be the nitrozo derivatives of nisoldipine with the melting point 151-152°C. The crystal and molecular structure was determined by the X-ray diffraction method (MoKα, λ=0.71073A). On the basis of 3858 independent reflection intensities, the structure was solved by the direct method using the program SHELXS83 and refined by the least squares method (SHELXL93) up to final R-factor R=0.0578 for 1953 reflection (F0>4σ(F0)) and 334 parameters. The molecular structure obtained was that of: isobutyl methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydro pyridine -3,5 dicarboxylate which confirmed that we are dealing with nisoldipine, so one should not speak about the presence of any assumed photodegradation product. ., Potencijalna i u opštem slučaju selektivna antihipertenzivna i antianginozna aktivnost nizoldipina kao i njegova izuzetna fotosenzitivnost na dnevnom svetlu, inicirala je istraživanje njegove molekulske strukture kao i molekulske strukture njegovih produkata. Iz metanolnog rastvora nizoldipina izloženog dejstvu dnevne svetlosti dobijeni su kristalizacijom potencijalni produkti fotodegradacije. Pretpostavljeno je da se radi o nitrozo derivatu nizoldipina, tačke topljenja 151-152°C. Kristalna i molekulska struktura određena je metodom difrakcije rendgenskih zraka (MoKα, λ=0.71073A). Na osnovu 3858 izmerenih intenziteta refleksa rešena je molekulska struktura, direktnom metodom primenom programa SHELXS83 i utačnjena metodom najmanjih kvadrata (SHELXL93) do konačnog R-faktora R=0.0578 za 1953 refleksa (F0>4σ(F0)) i 334 parametra. Dobijena molekulska struktura: izobutil metil-2,6-dimetil-4-(2-nitrofenil)-1,4-dihidropiridin-3,5-dikarboksilat, potvrdila je da se radi o nizoldipinu i da nema osnova govoriti da kristali pripadaju nekom od pretpostavljenih produkata fotodegradacije. .",
publisher = "Univerzitet u Novom Sadu - Tehnološki fakultet, Novi Sad",
journal = "Acta periodica technologica",
title = "Crystal and molecular structure of photodegradation product of nisoldipine, Kristalna i molekulska struktura fotodegradacionog proizvoda nizoldipina",
number = "31",
pages = "693-700",
url = "https://hdl.handle.net/21.15107/rcub_farfar_256"
}
Kapor, A., Ribar, B., Tomić, Z., Marinković, V.,& Vladimirov, S.. (2000). Crystal and molecular structure of photodegradation product of nisoldipine. in Acta periodica technologica
Univerzitet u Novom Sadu - Tehnološki fakultet, Novi Sad.(31), 693-700.
https://hdl.handle.net/21.15107/rcub_farfar_256
Kapor A, Ribar B, Tomić Z, Marinković V, Vladimirov S. Crystal and molecular structure of photodegradation product of nisoldipine. in Acta periodica technologica. 2000;(31):693-700.
https://hdl.handle.net/21.15107/rcub_farfar_256 .
Kapor, Agneš, Ribar, Bela, Tomić, Zoran, Marinković, Valentina, Vladimirov, Sote, "Crystal and molecular structure of photodegradation product of nisoldipine" in Acta periodica technologica, no. 31 (2000):693-700,
https://hdl.handle.net/21.15107/rcub_farfar_256 .

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