PL442002A1 - Method of obtaining the second polymorphic form of itraconazole - Google Patents
Method of obtaining the second polymorphic form of itraconazoleInfo
- Publication number
- PL442002A1 PL442002A1 PL442002A PL44200222A PL442002A1 PL 442002 A1 PL442002 A1 PL 442002A1 PL 442002 A PL442002 A PL 442002A PL 44200222 A PL44200222 A PL 44200222A PL 442002 A1 PL442002 A1 PL 442002A1
- Authority
- PL
- Poland
- Prior art keywords
- temperature
- range
- polymorphic form
- itraconazole
- obtaining
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Quinoline Compounds (AREA)
Abstract
Przedmiotem zgłoszenia jest sposób otrzymania II (drugiej) formy polimorficznej itrakonazolu, polegający na wykrystalizowaniu materiału wyjściowego, to jest komercyjnie dostępnego materiału w I (pierwszej) odmianie polimorficznej, po uprzedniej zmianie uporządkowania jego formy nematycznej na skutek działania siły ścinającej. Sposób polega na tym, że materiał wyjściowy stanowiący itrakonazol (2-(butan-2-yl)-4-{4-[4-(4-{[2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one w krystalicznej I odmianie polimorficznej, przedstawiony strukturalnym wzorem 1, topi się, korzystnie w temperaturze od 439 do 483 K, następnie przechładza do temperatury z zakresu 298 - 364 K, po czym poddaje oscylacyjnemu ścinaniu w temperaturze z obszaru nematyka, to jest z zakresu 347 - 364 K, dla odkształceń (γ) z zakresu od 20 do 75%, korzystnie od 55 do 70%, aż do momentu zmiany uporządkowania molekuł materiału, to jest zmiany kierunku ich ułożenia z prostopadłego do równoległego do płaszczyzny okładek układu ścinającego, po czym wykrystalizowywuje się w temperaturze ≥ od temperatury pokojowej, najkorzystniej w temperaturze z obszaru cieczy izotropowej 364 < T < 439 K.The subject of the application is a method of obtaining the II (second) polymorphic form of itraconazole, consisting in crystallization of the starting material, i.e. commercially available material in the I (first) polymorphic form, after changing the order of its nematic form as a result of the action of shear force. The method is that the starting material itraconazole (2-(butan-2-yl)-4-{4-[4-(4-{[2R,4S)-2-(2,4-dichlorophenyl)-2 -(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1, 2,4-triazol-3-one in the crystalline polymorphic form I, represented by the structural formula 1, melts, preferably at a temperature from 439 to 483 K, then subcooled to a temperature in the range of 298 - 364 K, and then subjected to oscillatory shear at a temperature from the nematic range, i.e. in the range of 347 - 364 K, for strains (γ) in the range from 20 to 75%, preferably from 55 to 70%, until the arrangement of the material molecules changes, i.e. the direction of their arrangement changes from perpendicular to parallel to the plane of the plates of the shearing system, and then crystallizes at a temperature ≥ room temperature, most preferably at a temperature in the isotropic liquid region of 364 < T < 439 K.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL442002A PL248925B1 (en) | 2022-08-11 | 2022-08-11 | Method of obtaining the second polymorphic form of itraconazole |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL442002A PL248925B1 (en) | 2022-08-11 | 2022-08-11 | Method of obtaining the second polymorphic form of itraconazole |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL442002A1 true PL442002A1 (en) | 2024-02-12 |
| PL248925B1 PL248925B1 (en) | 2026-02-09 |
Family
ID=89855709
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL442002A PL248925B1 (en) | 2022-08-11 | 2022-08-11 | Method of obtaining the second polymorphic form of itraconazole |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL248925B1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL447909A1 (en) * | 2024-03-01 | 2025-09-08 | Uniwersytet Śląski W Katowicach | Method for obtaining itraconazole in a stable nematic phase |
-
2022
- 2022-08-11 PL PL442002A patent/PL248925B1/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL447909A1 (en) * | 2024-03-01 | 2025-09-08 | Uniwersytet Śląski W Katowicach | Method for obtaining itraconazole in a stable nematic phase |
Also Published As
| Publication number | Publication date |
|---|---|
| PL248925B1 (en) | 2026-02-09 |
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