Invention Grant
US09441006B2 Polymorph of 2-[4-[(methylamino)carbonyl]-1H-pyrazol-1-yl]adenosine
有权
2- [4 - [(甲基氨基)羰基] -1H-吡唑-1-基]腺苷的多晶型物
- Patent Title: Polymorph of 2-[4-[(methylamino)carbonyl]-1H-pyrazol-1-yl]adenosine
- Patent Title (中): 2- [4 - [(甲基氨基)羰基] -1H-吡唑-1-基]腺苷的多晶型物
-
Application No.: US13929005Application Date: 2013-06-27
-
Publication No.: US09441006B2Publication Date: 2016-09-13
- Inventor: Lubomir Kvapil , Pavel Hradil , Martin Grepl , Petr Slezar , Barbora Dvorakova
- Applicant: Farmak, a.s.
- Applicant Address: CZ Olomouc
- Assignee: Farmak, a.s.
- Current Assignee: Farmak, a.s.
- Current Assignee Address: CZ Olomouc
- Agency: Pearl Cohen Zedek Latzer Baratz LLP
- Priority: CZ2013-320 20130429
- Main IPC: C07H19/00
- IPC: C07H19/00 ; C07H19/19 ; C07H19/16 ; C07H1/06 ; C07H1/00 ; C07H19/167
![Polymorph of 2-[4-[(methylamino)carbonyl]-1H-pyrazol-1-yl]adenosine](/abs-image/US/2016/09/13/US09441006B2/abs.jpg.150x150.jpg)
Abstract:
The invention relates to a compound which is, 2-[4-[(methylamino)carbonyl]-1H-pyrazol-1-yl]adenosine, which is a selective A2A adenosine receptor agonist in myocardial imaging. The new polymorph of 2-[4-[(methylamino)carbonyl]-1H-pyrazol-1-yl]adenosine (designated as polymorph E) is characterized by an X-ray diffraction pattern of X-RPD showing the following reflections at 2 Theta=5.8°, 12.3°, 15.9°, 17.3°, 20.5°, 22.6°, 23.6°, 27.7°, and 29.2°; and further characterized by a DSC scan showing marked endotherm in the range of 258 to 264° C.; and further characterized by a specific IR spectra. The invention further relates to a method of preparing the polymorph by recrystallization from other polymorphic forms of 2-[4-[(methylamino)carbonyl]-1H-pyrazol-1-yl]adenosine by a procedure comprising the following operations: mixing of 2-[4-[(methylamino)carbonyl]-1H-pyrazol-1-yl]adenosine with a polar aprotic solvent, preferably with dimethylsulfoxide, and heating to form a saturated solution; cooling of the saturated solution with formation of a turbid solution of 2-[4-[(methylamino)carbonyl]-1H-pyrazol-1-yl]adenosine; addition of the turbid solution of 2-[4-[(methylamino)carbonyl]-1H-pyrazol-1-yl]adenosine to a protic solvent, preferably methanol, with separation of a gel-like precipitate; heating of the separated gel-like precipitate in the protic solvent to a boil with formation of a suspension of polymorph E; and cooling of the suspension, isolation and drying of polymorph E.
Public/Granted literature
- US20140323712A1 POLYMORPH OF 2-[4-[(METHYLAMINO)CARBONYL]-1H-PYRAZOL-1-YL]ADENOSINE Public/Granted day:2014-10-30
Information query