RU2012136148A - Новая кристаллическая форма производного циклопропилбензамида - Google Patents
Новая кристаллическая форма производного циклопропилбензамида Download PDFInfo
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- RU2012136148A RU2012136148A RU2012136148/04A RU2012136148A RU2012136148A RU 2012136148 A RU2012136148 A RU 2012136148A RU 2012136148/04 A RU2012136148/04 A RU 2012136148/04A RU 2012136148 A RU2012136148 A RU 2012136148A RU 2012136148 A RU2012136148 A RU 2012136148A
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- NDWNDEKSLWBEML-UHFFFAOYSA-N 2-cyclopropylbenzamide Chemical class NC(=O)C1=CC=CC=C1C1CC1 NDWNDEKSLWBEML-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 26
- 238000000634 powder X-ray diffraction Methods 0.000 claims abstract 16
- 230000005855 radiation Effects 0.000 claims abstract 13
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims abstract 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract 2
- 230000007278 cognition impairment Effects 0.000 claims 6
- 201000000980 schizophrenia Diseases 0.000 claims 6
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims 3
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims 3
- 208000007590 Disorders of Excessive Somnolence Diseases 0.000 claims 3
- 208000008589 Obesity Diseases 0.000 claims 3
- 208000002193 Pain Diseases 0.000 claims 3
- 206010041349 Somnolence Diseases 0.000 claims 3
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 201000003631 narcolepsy Diseases 0.000 claims 3
- 208000004296 neuralgia Diseases 0.000 claims 3
- 208000021722 neuropathic pain Diseases 0.000 claims 3
- 235000020824 obesity Nutrition 0.000 claims 3
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 238000000113 differential scanning calorimetry Methods 0.000 claims 2
- 238000001938 differential scanning calorimetry curve Methods 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 239000002671 adjuvant Substances 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 238000001757 thermogravimetry curve Methods 0.000 claims 1
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- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
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- C07C233/65—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
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- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/4965—Non-condensed pyrazines
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- C07C235/84—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
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Abstract
1. Кристаллическая форма соединения (I), 4-{(1S,2S)-2-[(4-клобутилпиперазин-1-ил)карбонил]-циклопропил}-бензамида,2. Кристаллическая форма соединения (I) по п.1, отличающаяся тем, что указанная форма имеет картину XRPD (рентгеновской порошковой дифракции) (CuKα) по меньшей мере с одним пиком при примерно 18,3 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.3. Кристаллическая форма соединения (I) по п.1, отличающаяся тем, что указанная форма имеет картину XRPD (CuKα) по меньшей мере с двумя пиками при примерно 4,9 и примерно 18,3 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.4. Кристаллическая форма соединения (I) по п.1, отличающаяся тем, что указанная форма имеет картину XRPD (CuKα) по меньшей мере с тремя пиками при примерно 4,9, примерно 18,3 и примерно 20,4 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.5. Кристаллическая форма соединения (I) по п.1, отличающаяся тем, что указанная форма имеет картину XRPD (CuKα) по меньшей мере с четырьмя пиками при примерно 4,9, примерно 18,3, примерно 19,6 и при 20,4 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.6. Кристаллическая форма соединения (I) по п.3, где картина XRPD (CuKα) дополнительно содержит пики при примерно 16,4 и примерно 16,6, примерно 18,3 и примерно 19,6 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.7. Кристаллическая форма соединения (I) по п.3, где картина XRPD (CuKα) дополнительно содержит пик при примерно 5,3 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.8. Кристаллическая форма соединения (I) по п.1, отлич
Claims (18)
1. Кристаллическая форма соединения (I), 4-{(1S,2S)-2-[(4-клобутилпиперазин-1-ил)карбонил]-циклопропил}-бензамида,
2. Кристаллическая форма соединения (I) по п.1, отличающаяся тем, что указанная форма имеет картину XRPD (рентгеновской порошковой дифракции) (CuKα) по меньшей мере с одним пиком при примерно 18,3 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.
3. Кристаллическая форма соединения (I) по п.1, отличающаяся тем, что указанная форма имеет картину XRPD (CuKα) по меньшей мере с двумя пиками при примерно 4,9 и примерно 18,3 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.
4. Кристаллическая форма соединения (I) по п.1, отличающаяся тем, что указанная форма имеет картину XRPD (CuKα) по меньшей мере с тремя пиками при примерно 4,9, примерно 18,3 и примерно 20,4 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.
5. Кристаллическая форма соединения (I) по п.1, отличающаяся тем, что указанная форма имеет картину XRPD (CuKα) по меньшей мере с четырьмя пиками при примерно 4,9, примерно 18,3, примерно 19,6 и при 20,4 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.
6. Кристаллическая форма соединения (I) по п.3, где картина XRPD (CuKα) дополнительно содержит пики при примерно 16,4 и примерно 16,6, примерно 18,3 и примерно 19,6 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.
7. Кристаллическая форма соединения (I) по п.3, где картина XRPD (CuKα) дополнительно содержит пик при примерно 5,3 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.
8. Кристаллическая форма соединения (I) по п.1, отличающаяся тем, что указанная форма имеет картину XRPD (CuKα) с пиками при примерно 4,9, примерно 5,3, примерно 9,0, примерно 12,6, примерно 16,4, примерно 16,6, примерно 18,3, примерно 19,6, примерно 20,4, примерно 21,2, примерно 23,2 и примерно 24,6 °2-тета при измерении с использованием излучения с длиной волны примерно 1,54 ангстрема.
9. Кристаллическая форма соединения (I) по п.1, отличающаяся картиной XRPD по существу такой, как показано на фиг.1.
10. Кристаллическая форма соединения (I) по п.3, отличающаяся термограммой DSC (дифференциальная сканирующая калориметрия), содержащей эндотермический пик примерно при 235°С.
11. Кристаллическая форма соединения (I) по п.10, отличающаяся термограммой DSC, содержащей дополнительный небольшой эндотермический пик при примерно 225°С.
12. Кристаллическая форма соединения (I) по п.3, отличающаяся термограммой DSC по существу такой, как показано на фиг.2.
13. Кристаллическая форма соединения (I) по п.1, которая является по существу чистой.
14. Фармацевтическая композиция, содержащая кристаллическую форму соединения (I) по любому из пп.1-13 вместе с фармацевтически приемлемым вспомогательным средством, разбавителем и/или носителем.
15. Кристаллическая форма соединения (I) по любому из пп.1-13 для применения в терапии.
16. Кристаллическая форма соединения (I) по любому из пп.1-13 для применения в изготовлении лекарственного средства для лечения расстройства, выбранного из шизофрении, нарколепсии, чрезмерной дневной сонливости, ожирения, синдрома дефицита внимания и гиперактивности, боли, невропатической боли, болезни Альцгеймера, когнитивного дефицита и когнитивного дефицита, ассоциированного с шизофренией.
17. Кристаллическая форма соединения (I) по любому из пп.1-13 для применения в лечении шизофрении, нарколепсии, чрезмерной дневной сонливости, ожирения, синдрома дефицита внимания и гиперактивности, боли, невропатической боли, болезни Альцгеймера, когнитивного дефицита и когнитивного дефицита, ассоциированного с шизофренией.
18. Способ лечения расстройства, выбранного из шизофрении, нарколепсии, чрезмерной дневной сонливости, ожирения, синдрома дефицита внимания и гиперактивности, боли, невропатической боли, болезни Альцгеймера, когнитивного дефицита и когнитивного дефицита, ассоциированного с шизофренией, у теплокровного животного, включающий введение указанному животному, нуждающемуся в таком лечении, терапевтически эффективного количества кристаллической формы соединения (I) по любому из пп.1-13.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30558310P | 2010-02-18 | 2010-02-18 | |
| US61/305,583 | 2010-02-18 | ||
| PCT/SE2011/050172 WO2011102795A1 (en) | 2010-02-18 | 2011-02-17 | New crystalline form of a cyclopropyl benzamide derivative |
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| Publication Number | Publication Date |
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| RU2012136148A true RU2012136148A (ru) | 2014-03-27 |
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| Application Number | Title | Priority Date | Filing Date |
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| RU2012139082/04A RU2012139082A (ru) | 2010-02-18 | 2011-02-17 | Способы получения производных циклопропиламида и связанных с ними промежуточных соединений |
| RU2012136148/04A RU2012136148A (ru) | 2010-02-18 | 2011-02-17 | Новая кристаллическая форма производного циклопропилбензамида |
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| RU2012139082/04A RU2012139082A (ru) | 2010-02-18 | 2011-02-17 | Способы получения производных циклопропиламида и связанных с ними промежуточных соединений |
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| US (2) | US9012452B2 (ru) |
| EP (2) | EP2536685B1 (ru) |
| JP (3) | JP2013520414A (ru) |
| KR (2) | KR20130002316A (ru) |
| CN (2) | CN103168027B (ru) |
| AR (2) | AR080205A1 (ru) |
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| CA (2) | CA2788444A1 (ru) |
| CL (2) | CL2012002259A1 (ru) |
| CO (1) | CO6592109A2 (ru) |
| ES (1) | ES2541857T3 (ru) |
| IL (1) | IL221431A (ru) |
| MX (2) | MX2012009473A (ru) |
| NZ (2) | NZ602110A (ru) |
| RU (2) | RU2012139082A (ru) |
| SG (3) | SG182732A1 (ru) |
| TW (2) | TWI494301B (ru) |
| WO (2) | WO2011102795A1 (ru) |
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| TW201039825A (en) | 2009-02-20 | 2010-11-16 | Astrazeneca Ab | Cyclopropyl amide derivatives 983 |
| NZ602110A (en) * | 2010-02-18 | 2014-09-26 | Astrazeneca Ab | Processes for making cyclopropyl amide derivatives and intermediates associated therewith |
| AR080203A1 (es) * | 2010-02-18 | 2012-03-21 | Astrazeneca Ab | Formas solidas que comprenden una ciclopropilamida |
| WO2014146750A1 (de) * | 2013-03-22 | 2014-09-25 | Merck Patent Gmbh | Synthesebausteine für die herstellung von materialien für organische elektrolumineszenzvorrichtungen |
| FR3003466B1 (fr) * | 2013-03-22 | 2015-08-07 | Servier Lab | Utilisation du 4-{3-[cis-hexahydrocyclopenta[c]pyrrol-2(1h)-yl]propoxy}benzamide pour le traitement des douleurs neuropathiques |
| CN103342655A (zh) * | 2013-07-02 | 2013-10-09 | 扬州大学 | 取代乙二酮双苯胺希夫碱合成取代酰胺的新方法 |
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