RU2005127216A - Новая кристаллическая модификация 2-(3, 5-бис-трифторметилфенил)-n-[6-(1, 1-диоксо-1-тиоморфолин-4-ил)-4-(4-фтор-2-метилфенил)пиримидин-3-ил]-n-метилизобутирамида - Google Patents

Новая кристаллическая модификация 2-(3, 5-бис-трифторметилфенил)-n-[6-(1, 1-диоксо-1-тиоморфолин-4-ил)-4-(4-фтор-2-метилфенил)пиримидин-3-ил]-n-метилизобутирамида Download PDF

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RU2005127216A
RU2005127216A RU2005127216/04A RU2005127216A RU2005127216A RU 2005127216 A RU2005127216 A RU 2005127216A RU 2005127216/04 A RU2005127216/04 A RU 2005127216/04A RU 2005127216 A RU2005127216 A RU 2005127216A RU 2005127216 A RU2005127216 A RU 2005127216A
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thiomorpholin
dioxo
methylphenyl
fluoro
bis
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RU2330022C2 (ru
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Торстен ХОФФМАНН (DE)
Торстен Хоффманн
Фабинне ХОФФМАНН-ЭМЕРИ (DE)
Фабинне ХОФФМАНН-ЭМЕРИ
Сон НИКК (CH)
Соня НИКК
Урс ШВИТТЕР (CH)
Урс ШВИТТЕР
Пиус ВАЛЬДМАЙЕР (CH)
Пиус ВАЛЬДМАЙЕР
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Ф.Хоффманн-Ля Рош Аг (Ch)
Ф.Хоффманн-Ля Рош Аг
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Claims (6)

1. Новая кристаллическая модификация 2-(3,5-бис-трифторметилфенил)-N-[6-(1,1-диоксо-1λ6-тиоморфолин-4-ил)-4-(4-фтор-2-метилфенил)пиридин-3-ил]-N-метилизобутирамида, отличающаяся следующими параметрами рентгеновской дифрактограммы, полученной с использованием CuKα излучения, при 2θ (угол 2 тэта): 4,5, 6,4, 7,5, 7,7, 8,0, 8,2, 10,0, 10,2, 10,9, 11,1, 12,9, 13,4, 14,0, 14,5, 15,1, 15,6, 16,2, 16,5, 17,3, 17,5, 18,0, 18,9, 19,3, 19,5, 19,9, 20,1, 20,6, 21,0, 21,4, 22,7, 23,1 и 23,6, а также инфракрасным спектром с характеристическими полосами при 2925, 2854, 1637, 1604, 1484, 1395, 1375, 1285, 1230, 1172, 1125, 1082,999, 943, 893, 868, 860, 782, 705, 684 см-1, и обладающая экстраполированной температурой плавления по данным дифференциальной сканирующей калориметрии (ДСК), составляющей 137,2°С.
2. Применение кристаллической модификации 2-(3,5-бис-трифторметилфенил)-N-[6-(1,1-диоксо-1λ6-тиоморфолин-4-ил)-4-(4-фтор-2-метилфенил)пиридин-3-ил]-N-метилизобутирамида по п.1 для получения лекарственных средств для лечения расстройств центральной нервной системы.
3. Применение кристаллической модификации 2-(3,5-бис-трифторметилфенил)-N-[6-(1,1-диоксо-1λ6-тиоморфолин-4-ил)-4-(4-фтор-2-метилфенил)пиридин-3-ил]-N-метилизобутирамида по п.2 для лечения мигрени, прогрессирующего деформирующего артрита (ревматоидного артрита), астмы, бронхиальной гиперреактивности, воспалительного заболевания желудочно-кишечного тракта или для лечения заболеваний, включающих болезнь Паркинсона, беспокойство, депрессию, страх, тревогу, боль, головную боль, болезнь Альцгеймера, рассеянный склероз, отек, аллергический ринит, болезнь Крона, травмы глаз, воспалительные заболевания глаз, психоз, морскую болезнь; тошноту, возникающую при езде или в полете, рвоту, непроизвольное мочеиспускание (энурез), психоиммунологические или психосоматические нарушения или расстройства, рак, синдром отмены у лиц, употреблявших наркотические лекарственные средства, седативные средства или никотин, травматические повреждения мозга или доброкачественная гиперплазия предстательной железы.
4. Применение кристаллической модификации 2-(3,5-бис-трифторметилфенил)-N-[6-(1,1-диоксо-1λ6-тиоморфолин-4-ил)-4-(4-фтор-2-метилфенил)пиридин-3-ил]-N-метилизобутирамида по пп.2 и 3 для лечения депрессии.
5. Фармацевтически приемлемая композиция, включающая кристаллическую модификацию 2-(3,5-бис-трифторметилфенил)-N-[6-(1,1-диоксо-1λ6-тиоморфолин-4-ил)-4-(4-фтор-2-метилфенил)пиридин-3-ил]-N-метилизобутирамида по п.1 и фармацевтически приемлемый носитель.
6. Фармацевтически приемлемая композиция по п.5, где кристаллическую модификацию 2-(3,5-бис-трифторметилфенил)-N-[6-(1,1-диоксо-1λ6-тиоморфолин-4-ил)-4-(4-фтор-2-метилфенил)пиридин-3-ил]-N-метилизобутирамида вводят в виде порошка в желатиновых капсулах.
RU2005127216/04A 2003-01-31 2004-01-23 НОВАЯ КРИСТАЛЛИЧЕСКАЯ МОДИФИКАЦИЯ 2-(3, 5-БИС-ТРИФТОРМЕТИЛФЕНИЛ)-N-[6-(1, 1-ДИОКСО-1 λ6-ТИОМОРФОЛИН-4-ИЛ)-4-(4-ФТОР-2-МЕТИЛФЕНИЛ)ПИРИДИН-3-ИЛ]-N-МЕТИЛИЗОБУТИРАМИДА RU2330022C2 (ru)

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WO2006002860A1 (en) 2004-07-06 2006-01-12 F. Hoffmann-La Roche Ag Process for preparing carboxamide pyridine derivatives used as intermediates in the synthesis of nk-1 receptor antagonists
RU2007129642A (ru) 2005-02-25 2009-03-27 Ф.Хоффманн-Ля Рош Аг (Ch) Таблетки с улучшенным распределением лекарственного вещества
ES2440938T3 (es) * 2009-08-27 2014-01-31 Nerre Therapeutics Limited Formas anhidrato de un derivado de piridina
CN103755592A (zh) * 2013-12-30 2014-04-30 镇江圣安医药有限公司 (2z)-氰基-3-羟基-n-[4-(三氟甲基)苯基]-2-丁烯酰胺的衍生物及其应用

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IL111960A (en) 1993-12-17 1999-12-22 Merck & Co Inc Morpholines and thiomorpholines their preparation and pharmaceutical compositions containing them
EP0737192B1 (en) 1993-12-29 2001-10-31 Merck Sharp & Dohme Ltd. Substituted morpholine derivatives and their use as therapeutic agents
TW385308B (en) 1994-03-04 2000-03-21 Merck & Co Inc Prodrugs of morpholine tachykinin receptor antagonists
US5972938A (en) * 1997-12-01 1999-10-26 Merck & Co., Inc. Method for treating or preventing psychoimmunological disorders
SE1035115T5 (sv) 1999-02-24 2015-08-04 Hoffmann La Roche 4-fenylpyridin-derivat och deras anvaendning som NK-1 receptor-antagonister
DE60210760T2 (de) * 2001-04-23 2006-11-23 F. Hoffmann-La Roche Ag Verwendung von nk-1-rezeptorantagonisten gegen benigne prostatahyperplasie
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KR100700421B1 (ko) 2007-03-28
CO5580750A2 (es) 2005-11-30
KR20050096964A (ko) 2005-10-06
ZA200505567B (en) 2007-05-30
CA2514037A1 (en) 2004-08-12
BRPI0406702A (pt) 2005-12-20
AR042980A1 (es) 2005-07-13
RU2330022C2 (ru) 2008-07-27
AU2004208483B8 (en) 2008-04-03
MXPA05008171A (es) 2005-10-05
NO20053431L (no) 2005-10-05
TWI293294B (en) 2008-02-11
NZ541243A (en) 2008-04-30
AU2004208483B2 (en) 2008-03-06
PA8594601A1 (es) 2004-09-16
GT200400009A (es) 2004-12-01
CN100562320C (zh) 2009-11-25
ATE366576T1 (de) 2007-08-15
PL378404A1 (pl) 2006-04-03
CA2514037C (en) 2012-03-13
HRP20050664A2 (en) 2006-12-31
CN1744900A (zh) 2006-03-08
TW200510358A (en) 2005-03-16
WO2004067007A1 (en) 2004-08-12
NO20053431D0 (no) 2005-07-14
ES2290666T3 (es) 2008-02-16
MY135785A (en) 2008-06-30
DE602004007486T2 (de) 2008-04-30
US20040186100A1 (en) 2004-09-23
EP1592428A1 (en) 2005-11-09
AU2004208483A1 (en) 2004-08-12
IL169600A (en) 2010-11-30
CL2004000150A1 (es) 2005-01-07
PE20040944A1 (es) 2004-12-14

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