FI113169B - Förfarande för framställning av nya terapeutiskt användbara pyrazolderivat och utgångsämne för förfarandet - Google Patents
Förfarande för framställning av nya terapeutiskt användbara pyrazolderivat och utgångsämne för förfarandet Download PDFInfo
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- FI113169B FI113169B FI932891A FI932891A FI113169B FI 113169 B FI113169 B FI 113169B FI 932891 A FI932891 A FI 932891A FI 932891 A FI932891 A FI 932891A FI 113169 B FI113169 B FI 113169B
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Claims (14)
1. I | * I » » * I 11316? 86
1. Förfarande för framställning av pyrazolderivat med formeln (I) eller salter därav, som har affinitet tili 5 kannabinoidreceptorer, R* X-CO-R W! S} i ÄA W5 'γ w3 *4 i vilken formel g2, g3 och g6 är väteatomer; g4 är klor eller brom, (C1-C3)alkyl, trifluormetyl eller fenyl; 10 och g5 är väte eller klor; w2, w3/ w5 och w6 var och en sj älvständigt är väte-eller kloatomer; w4 är väte, klor, (C1-C3) alkyl, (C1-C3)- i<; alkoxi eller nitro; R4 är väte eller (C1-C3) alkyl; , 15 X är en direkt bindning eller en grupp - (CH2) X-N (R3) -, där R3 är väte eller (Ci~C3) alkyl och x är 0 eller 1; och (i) dä X är en direkt bindning, är R -NR3R2, där Ri är väte, (Ci-C6)alkyl eller (C5-C7)-· cykloalkyl och R2 är (Ci-C3) alkyl; en icke-aromatisk (C3-C15)- 20 karbocyklisk radikal, som kan vara substituerad med hy- droxyl, 1-3 (Cx-Cs) alkylgrupper, (C1-C5) alkoxi eller halogen; di (C3-C3) alkylamino (Ci-C4) alkyl; (C3-Ci0) cyklo alkyl (Ci-C3) alkyl; fenyl, som kan vara substituerad med ‘ halogen eller (C1-C5) alkyl; f enyl (Ci-C3) alkyl; difenyl (Ci-
25 C3)alkyl; pyrrolidin-l-yl; piperid-l-yl; hexahydroazepin- ; · ; 1-yl; morfolin-4-yl, kinuklidyl; oxabicykloheptanyl; 1- : cykloheptanyl; l-bensylpiperid-4-yl; (Ci~C3)alkylpyrrol- yl (Ci-C3) alkyl; pyridyl (Ci~C3) alkyl; eller indolyl (Ci-C3) - 11316? 87 alkyl; eller Rx och R2 tillsammans med den kväveatom, till vilken de är bundna, bildar en pyrrolidyl-, piperidyl-eller morfolinylring; eller R5, där R5 är fenyl (C1-C3) alkyl, som är substi-5 tuerad med (Ci-C5) alkyl; eller (C5-C8) cykloalkyl (Ci-C3) -alkyl; (ii) da X är en grupp -CH2-N(R3)-, är R (C5-Ci0)-cykloalkyl; indolyl, som kan vara substituerad med (Ci-C3)alkoxi; antracenyl; fenyl, som är substituerad med 10 halogen; (C5-C7) cykloalkylamino; eller fenylamino, som kan vara substituerad med en eller tvä halogener, (C1-C3)alkyl eller (C1-C3) alkoxi ; (iii) dä X är en grupp -N(R3), är R indolyl; benzyl, som i fenylringen är substituerad med halogen; 15 (C5-C10) cykloalkyl; fenylamino, som är substituerad med halogen; eller (C5-Ci0) cykloalkylamino, kännetecknat av, att en pyrazol-3-karboxylsyraklorid, som har formeln: R, COCI :: ‘ ft-vV' &> I 20 behandlas med (a) en amin, som har formeln HNRiRs, varvid erhälls en amid, som har formeln: 88 113169 η Λ W Ri <Ia) eller (b) en primär amin, som har formeln R3NH2/ varvid erhälls en mellanproduktsamid, som har formeln (V), R„ CO-NHRj (v> J w‘i i WS y W, ·: w4 5 , vilken reduceras med en metallhydrid, varvid er- \ hälls en amin, som har formeln (VI) R< CHj-NHRj .T: / n' (/_ I (vi) w< l :*. ; vilken omvandlas tili en amid eller en ureafören- 10 ing med formeln (Ib) eller (Ie), 89 113169 R, R4 CH2-N-C-Rj CH2-N-C-NH-R; 0 ‘vvO 1. ar^yJ-& l.Wj J wi"| eller ^ w< | »/γΝ " %. W, (lb) (Ic) genom att bringa denna förening att reagera med en syraklorid, som har formeln R2C0C1, eller med ett iso-cyanat, som har formeln R2-N=C=0, 5 eller (c) ett difenylfosforylazidderivat i ett basiskt medium och därefter med en syra i ett alkoholhaltigt medium, varvid erhälls en mellanproduktsamin med formeln (VII), R* NHj V: ^ <VII) % "‘XX .: ws Ύ w3 : % 10 * : vilken bringas att reagera med en syraklorid, som har formeln R2C0C1, eller med ett isocyanat, som har formeln R2N=C=0, varvid erhälls en amid eller en ureaförening med formeln (Id) eller (Ie), 5 » 90 11316? K, «. R. VJ-C-R, R4k N-C-NH-R, k \_/ Il z b \_/ Il / » 0 lrVv\ n ° w2 ^ r^vL/"’ gj li tai 6 W<TT‘ «4 % (Id) (Ie) där R3 är väte, och för framställning av sädana föreningar med formeln (Id) eller (Ie) , där R3 är annat än väte, omvandlas en 5 primär amin med formeln (VII) tili en sekundär amin med formeln (Vllb), R4 NHR'j f lf^ (vi ib) W4 • j där R'3 är (Ci-C2) alkyl, vilken förening sedan : bringas att reagera med en syraklorid, som har formeln f. 10 R2COCl, eller med ett isocyanat, som har formeln R2-N=C=0, varvid erhälls en amid eller en ureaförening med formeln (Id) eller (Ie), där R3 är annat än väte, eller (d) en organomanganförening R5MnXi, där Xi är halogen, varvid erhälls ett derivat med formeln (If), « 91 113169 O II R< C-R, Γ af) % w, w3 *4 och om sa önskas, omvandlas det sä erhällna deri-vatet tili ett sait.
2. Förfarande enligt patentkrav 1, kannet eck-5 n a t av, att man framställer ett derivat med formeln (Ia)
0 R Il / ' R\ /C”N\ «r\J? _/ \ Rj J 11^ (Ia) ‘Λτ-vV ·, ‘ -?Y^, W4 eller ett sait därav, ! i vilken formel Rx är väte eller (Ci-C6) alkyl och
10 R2 är en icke-aromatisk (C3-Ci5)-karbocyklisk radikal, 1-pyrrolidinyl, 1-piperidinyl, 1-hexahydroazepinyl eller • ‘ 4-morfolinyl.
3. Föfarande enligt patentkrav 1, känneteck- i n a t av, att man framställer ett derivat med formeln (i) t » 92 113169 O II X-C-R F c\^\J I (i) V Cl eller ett sait därav.
4. Förfarande enligt patentkrav 3, känneteck-n a t av, att man framställer ett derivat med formeln 5 (i) , där R4 är väte eller en metylgrupp, eller ett sait därav.
5. Förfarande enligt patentkrav 4, känneteck- n a t av, att man framställer ett derivat med formeln (i), där X är en direkt bindning, eller ett derivat därav. 10 6. Förfarande enligt patentkrav 5, k ä n n e- t e c k n a t av, att man framställer ett derivat med formeln (i) , där R är -NRiR2, där Rx är väte eller metyl i och R2 är en icke-aromatisk (C3-Ci5) karbocyklisk radikal, 1-pyrrolidinyl, 1-piperidinyl, 1-hexahydroazepinyl eller 15 4-morfolinyl, eller ett sait därav.
7. Förfarande enligt patentkrav 3, känneteck-·, n a t av, att man framställer ett derivat med formeln .! (i) , där R4 är väte eller metyl och X är - (CH2) X-N (R3) -, där x är noll eller ett och R3 är väte eller metyl, och 20 (i) dä X är -CH2-N(R3)-, är R (C5-C7) cyklo- alkylamino eller fenylamino, som eventuellt är substi-tuerad med en eller tvä halogener, (Ci-C3) alkyl eller 1 · (Ci-C3) alkoxi ; (ii) dä X är -N(R3)-, är R fenylamino, som är sub-25 stituerad med halogen; eller (C5-Ci0) cykloalkylamino, eller ett sait därav. » 93 113169
8. Förfarande enligt patentkrav 1, känneteck-n a t av, att man framställer ett derivat med formeln (ii) , * X-C-R αΛ^ X Y W4 5 eller ett sait därav, där R4 är väte, w4 är en metyl- eller metoxigrupp, X är en direkt bindning eller -CH=N(R3)-, där R3 är väte eller (C!-C3) alkyl, och (i) da X är en direkt bindning, är R -NRiR2, där Ri 10 är väte eller (Οχ-Οβ) alkyl och R2 är (Ci-C6) alkyl; en icke-aromatisk (C5-Ci0) -karbocyklisk radikal, som kan vara substituerad med (Ci-C5) alkyl; indolyl (Cx-C3) alkyl; eller . Ri och R2 tillsammans med den kolatom, tili vilken de är bundna, bildar pyrrolidinyl; 15 (ii) da X är -CH2-N(R3)-, är R (C5-C7) cykloalkyl, indolyl eller fenylamino, som är substituerad med halogen, •j 9. Förfarande enligt patentkrav 8, k ä n n e- ' tecknat av, att man framställer ett derivat med for- : meln (ii) , där X är en direkt bindninng och R är en grupp 2 0 -NR]R2, där Rx är väte eller metyl och R2 är en icke-aromatisk (C5-Ci0) karbocyklisk radikal, » eller ett sait därav.
10. Förfarande enligt patentkrav 8, k ä n n e-' tecknat av, att man framställer ett derivat med • 25 formeln (ii) , där X är -CH2-N(R3)-, där R3 är väte eller . metyl, eller ett sait därav.
11. Förfarande enligt patentkrav 1, känne- tecknat av, att man framställer ett derivat med 94 113169 formeln (I) , där R4 är väte, X är en direkt bindning och R är -NRiR2, där Ri är väte eller (Ci-C6) alkyl och R2 är 2-eller 3 - indolyl (Ci-C3) alkyl, eller ett sait därav. 5 12. Förfarande enligt patentkrav 1, känne- t e c k n a t därav, att man framställer ett derivat med formeln (iii) X-C-R SSL (iii) W4 eller ett sait därav, 10 där X är en direkt bindning, R är -NRiR2, där Ri är väte eller (Ci-C6) alkyl och R2 är en 2- eller 3-indolyl-(Ci-C3) alkylgrupp, och antingen w2 är väte och w4 är metyl ; eller metoxi eller w2 och w4 är kloratomer. '2 13. Förfarande enligt patentkrav 1, känne- 15 tecknat av, att man framställer ett derivat med ; formeln (iv) k X-C-R ^ ΓΛ 0 ci : eller ett sait därav, 95 113169 där g4 är en bromatom eller en metyl- eller tri-fluormetylgrupp, X är en direkt bindning och R är -NRiR2, där Rx är väte eller (Ci-C6) alkyl och R2 är en icke-aromatisk (C5-Ci0)-karbocyklisk radikal, sora eventuellt är 5 substituerad med en eller tvä (Ci-C5) alkylgrupper eller (Ci-C5) alkoxi ; eller f enyl (C1-C3) alkyl.
14. Utgängsämne för ett förfarande enligt patent-krav 1, kännetecknat därav, att den har for-meln (II) R, COjR Cl n (ID V Cl 10 där R4 är (C2.-C3) alkyl och R är H eller (C2.-C3) - ,: alkyl. s » • I t
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9207645 | 1992-06-23 | ||
FR9207645A FR2692575B1 (fr) | 1992-06-23 | 1992-06-23 | Nouveaux derives du pyrazole, procede pour leur preparation et compositions pharmaceutiques les contenant. |
Publications (3)
Publication Number | Publication Date |
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FI932891A0 FI932891A0 (fi) | 1993-06-22 |
FI932891A FI932891A (fi) | 1993-12-24 |
FI113169B true FI113169B (sv) | 2004-03-15 |
Family
ID=9431062
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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FI932891A FI113169B (sv) | 1992-06-23 | 1993-06-22 | Förfarande för framställning av nya terapeutiskt användbara pyrazolderivat och utgångsämne för förfarandet |
Country Status (26)
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US (1) | US5624941A (sv) |
EP (1) | EP0576357B1 (sv) |
JP (1) | JP3238801B2 (sv) |
KR (1) | KR100307050B1 (sv) |
AT (1) | ATE149489T1 (sv) |
AU (1) | AU664281B2 (sv) |
BR (2) | BR9302435A (sv) |
CA (1) | CA2098944C (sv) |
CZ (1) | CZ289487B6 (sv) |
DE (1) | DE69308395T2 (sv) |
DK (1) | DK0576357T3 (sv) |
ES (1) | ES2101258T3 (sv) |
FI (1) | FI113169B (sv) |
FR (1) | FR2692575B1 (sv) |
GR (1) | GR3023535T3 (sv) |
HU (2) | HU222577B1 (sv) |
IL (2) | IL106099A (sv) |
MX (1) | MX9303664A (sv) |
MY (1) | MY113022A (sv) |
NO (1) | NO302819B1 (sv) |
NZ (1) | NZ247961A (sv) |
RU (1) | RU2119917C1 (sv) |
SK (1) | SK283399B6 (sv) |
TW (1) | TW494096B (sv) |
UA (1) | UA27728C2 (sv) |
ZA (1) | ZA934511B (sv) |
Families Citing this family (364)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2713225B1 (fr) * | 1993-12-02 | 1996-03-01 | Sanofi Sa | N-pipéridino-3-pyrazolecarboxamide substitué. |
FR2692575B1 (fr) * | 1992-06-23 | 1995-06-30 | Sanofi Elf | Nouveaux derives du pyrazole, procede pour leur preparation et compositions pharmaceutiques les contenant. |
FR2713224B1 (fr) * | 1993-12-02 | 1996-03-01 | Sanofi Sa | N-pipéridino-3-pyrazolecarboxamide substitué. |
FR2714057B1 (fr) * | 1993-12-17 | 1996-03-08 | Sanofi Elf | Nouveaux dérivés du 3-pyrazolecarboxamide, procédé pour leur préparation et compositions pharmaceutiques les contenant. |
CA2200981A1 (en) * | 1994-10-04 | 1996-04-11 | Hisashi Takasugi | Urea derivatives and their use as acat-inhibitors |
FR2732967B1 (fr) * | 1995-04-11 | 1997-07-04 | Sanofi Sa | 1-phenylpyrazole-3-carboxamides substitues, actifs sur la neurotensine, leur preparation, les compositions pharmaceutiques en contenant |
FR2741621B1 (fr) * | 1995-11-23 | 1998-02-13 | Sanofi Sa | Nouveaux derives de pyrazole, procede pour leur preparation et compositions pharmaceutiques en contenant |
FR2742148B1 (fr) * | 1995-12-08 | 1999-10-22 | Sanofi Sa | Nouveaux derives du pyrazole-3-carboxamide, procede pour leur preparation et compositions pharmaceutiques les contenant |
FR2758723B1 (fr) * | 1997-01-28 | 1999-04-23 | Sanofi Sa | Utilisation des antagonistes des recepteurs aux cannabinoides centraux pour la preparation de medicaments |
DE19706903A1 (de) | 1997-02-21 | 1998-08-27 | Bayer Ag | Verwendung von bekannten Agonisten des zentralen Cannabinoid-Rezeptors CB 1 |
WO1998041519A1 (en) * | 1997-03-18 | 1998-09-24 | Smithkline Beecham Corporation | Novel cannabinoid receptor agonists |
FR2761266B1 (fr) * | 1997-03-28 | 1999-07-02 | Sanofi Sa | Composition pharmaceutique formee par granulation humide pour l'administration orale d'un derive du n-piperidino-3- pyrazolecarboxamide, de ses sels et de leurs solvates |
JP2002512188A (ja) | 1998-04-21 | 2002-04-23 | ザ ガバメント オブ ザ ユナイテッド ステイツ オブ アメリカ, アズ レプレゼンテッド バイ ザ セクレタリー, デパートメント オブ ヘルス アンド ヒューマン サービシーズ | 抗酸化剤及び神経保護剤としてのカンナビノイド類 |
US20010009965A1 (en) * | 1998-05-04 | 2001-07-26 | Alexandros Makriyannis | Novel analgesic and immunomodulatory cannabinoids |
US7589220B2 (en) | 1998-06-09 | 2009-09-15 | University Of Connecticut | Inhibitors of the anandamide transporter |
US7897598B2 (en) | 1998-06-09 | 2011-03-01 | Alexandros Makriyannis | Inhibitors of the anandamide transporter |
US7161016B1 (en) | 1998-11-24 | 2007-01-09 | University Of Connecticut | Cannabimimetic lipid amides as useful medications |
US7276613B1 (en) | 1998-11-24 | 2007-10-02 | University Of Connecticut | Retro-anandamides, high affinity and stability cannabinoid receptor ligands |
FR2789079B3 (fr) | 1999-02-01 | 2001-03-02 | Sanofi Synthelabo | Derive d'acide pyrazolecarboxylique, sa preparation, les compositions pharmaceutiques en contenant |
HUP0203437A3 (en) | 1999-03-22 | 2003-07-28 | Immugen Pharmaceuticals Inc So | Use of resorcinol derivatives for producing pharmaceutical compositions for treatment of immune diseases |
US6566560B2 (en) | 1999-03-22 | 2003-05-20 | Immugen Pharmaceuticals, Inc. | Resorcinolic compounds |
CO5180550A1 (es) | 1999-04-19 | 2002-07-30 | Smithkline Beecham Corp | Inhibidores de fab i |
CO5370679A1 (es) | 1999-06-01 | 2004-02-27 | Smithkline Beecham Corp | Inhibidores fab 1 |
PT1144382E (pt) * | 1999-08-03 | 2005-02-28 | Ortho Mcneil Pharm Inc | Processo para a preparacao de 1,5-diaril-3-(substituido)pirazoles |
FR2799124B1 (fr) * | 1999-10-01 | 2004-08-13 | Sanofi Synthelabo | Utilisation des antagonistes des recepteurs aux cannabinoides centraux pour la preparation de medicaments |
US6762201B1 (en) | 1999-10-08 | 2004-07-13 | Affinium Pharmaceuticals, Inc. | Fab I inhibitors |
US6730684B1 (en) | 1999-10-08 | 2004-05-04 | Affinium Pharmaceuticals, Inc. | Fab I inhibitors |
CO5251397A1 (es) * | 1999-10-08 | 2003-02-28 | Smithkline Beecham Corp | Inhibidores de fab i |
WO2001027103A1 (en) * | 1999-10-08 | 2001-04-19 | Smithkline Beecham Corporation | Fab i inhibitors |
CA2286442A1 (en) * | 1999-10-15 | 2001-04-15 | Universite De Montreal | Compositions for increasing the concentration of cannabinoids as vasodilators and cardioprotectors againts ischaemia |
US8084467B2 (en) | 1999-10-18 | 2011-12-27 | University Of Connecticut | Pyrazole derivatives as cannabinoid receptor antagonists |
JP2003512357A (ja) * | 1999-10-18 | 2003-04-02 | ユニバーシティ オブ コネチカット | カンナビノイドレセプタ拮抗物質としてのピラゾール誘導体 |
US7393842B2 (en) * | 2001-08-31 | 2008-07-01 | University Of Connecticut | Pyrazole analogs acting on cannabinoid receptors |
US6900236B1 (en) | 1999-10-18 | 2005-05-31 | University Of Connecticut | Cannabimimetic indole derivatives |
US6943266B1 (en) | 1999-10-18 | 2005-09-13 | University Of Connecticut | Bicyclic cannabinoid agonists for the cannabinoid receptor |
JP2003511469A (ja) | 1999-10-18 | 2003-03-25 | ユニバーシティ オブ コネチカット | 抹消カンナビノイド受容体(cb2)選択的配位子 |
US7119108B1 (en) | 1999-10-18 | 2006-10-10 | University Of Connecticut | Pyrazole derivatives as cannabinoid receptor antagonists |
US7741365B2 (en) | 1999-10-18 | 2010-06-22 | University Of Connecticut | Peripheral cannabinoid receptor (CB2) selective ligands |
FR2800372B1 (fr) | 1999-11-03 | 2001-12-07 | Sanofi Synthelabo | Derives tricycliques d'acide 1-benzylpyrazole-3- carboxylique, leur preparation, les medicaments en contenant |
FR2800375B1 (fr) | 1999-11-03 | 2004-07-23 | Sanofi Synthelabo | Derives tricycliques d'acide pyrazolecarboxylique, leur preparation, les compositions pharmaceutiques en contenant |
FR2804604B1 (fr) * | 2000-02-09 | 2005-05-27 | Sanofi Synthelabo | Utilisation d'un antagoniste des recepteurs aux cannabinoides centraux pour la preparation de medicaments utiles pour faciliter l'arret de la consommation de tabac |
MXPA02009258A (es) * | 2000-03-23 | 2005-04-19 | Solvay Pharm Bv | Derivados de 4,5-dihidro-1h-pirazol que tienen actividad antagonistica de cannabis-1. |
US6492385B2 (en) | 2000-08-18 | 2002-12-10 | Pharmacia & Upjohn Company | Quinuclidine-substituted heteroaryl moieties for treatment of disease |
WO2002015662A2 (en) | 2000-08-21 | 2002-02-28 | Pharmacia & Upjohn Company | Quinuclidine-substituted heteroaryl moieties for treatment of disease (nicotinic acetylcholine receptor antagonists |
AU2001282875A1 (en) | 2000-08-21 | 2002-03-04 | Pharmacia And Upjohn Company | Quinuclidine-substituted heteroaryl moieties for treatment of disease |
AU2001296402A1 (en) * | 2000-09-28 | 2002-04-08 | Immugen Pharmaceuticals, Inc. | Methods and compounds for inhibiting eicosanoid metabolism and platelet aggregation |
AU2002213429A1 (en) * | 2000-09-28 | 2002-04-08 | Immugen Pharmaceuticals, Inc. | Antiviral methods and compounds |
US20020091114A1 (en) * | 2000-10-04 | 2002-07-11 | Odile Piot-Grosjean | Combination of a CB1 receptor antagonist and of sibutramine, the pharmaceutical compositions comprising them and their use in the treatment of obesity |
EP1361876A4 (en) | 2001-01-26 | 2004-03-31 | Univ Connecticut | NEW CANNABIMIMETIC LIGANDS |
ATE478670T1 (de) | 2001-01-29 | 2010-09-15 | Univ Connecticut | Rezeptor-selektive cannabimimetische aminoalkylindole |
US7067539B2 (en) * | 2001-02-08 | 2006-06-27 | Schering Corporation | Cannabinoid receptor ligands |
ES2229132T3 (es) | 2001-03-22 | 2005-04-16 | Solvay Pharmaceuticals B.V. | Derivados de 4,5-dihidro-1h-pirazol que tienen actividad como antagonistas de cb1. |
EP1560584B1 (en) * | 2001-04-06 | 2009-01-14 | Affinium Pharmaceuticals, Inc. | Fab i inhibitors |
CA2452881C (en) * | 2001-07-13 | 2012-03-06 | University Of Connecticut | Novel bicyclic and tricyclic cannabinoids |
WO2003007887A2 (en) | 2001-07-20 | 2003-01-30 | Merck & Co., Inc. | Substituted imidazoles as cannabinoid receptor modulators |
MXPA04001071A (es) * | 2001-08-06 | 2004-05-20 | Astrazeneca Ab | Dispersion acuosa que comprende nanoparticulas estables de un activo insoluble en agua y un excipiente como trigliceridos de cadena media (mct). |
EP1419161A1 (en) | 2001-08-24 | 2004-05-19 | PHARMACIA & UPJOHN COMPANY | Substituted-heteroaryl-7-aza 2.2.1]bicycloheptanes for the treatment of disease |
CA2457922A1 (en) * | 2001-08-31 | 2003-03-13 | University Of Connecticut | Novel pyrazole analogs acting on cannabinoid receptors |
TWI231757B (en) | 2001-09-21 | 2005-05-01 | Solvay Pharm Bv | 1H-Imidazole derivatives having CB1 agonistic, CB1 partial agonistic or CB1-antagonistic activity |
IL157704A0 (en) * | 2001-09-21 | 2004-03-28 | Solvay Pharm Bv | 4,5-dihydro-1h-pyrazole derivatives having potent cbi-antagonistic activity |
SI1429761T1 (sl) * | 2001-09-21 | 2007-02-28 | Solvay Pharm Bv | Novi 4,5-dihidro-1h-pirazolni derivati s cb1-antagonisticno aktivnostjo |
HN2002000266A (es) * | 2001-09-24 | 2003-11-16 | Bayer Corp | Preparacion y uso de derivados de imidazol para el tratamiento de la obesidad. |
WO2003035005A2 (en) | 2001-10-26 | 2003-05-01 | University Of Connecticut | Heteroindanes: a new class of potent cannabimimetic ligands |
MXPA04004464A (es) * | 2001-11-08 | 2004-08-11 | Upjohn Co | Compuestos de heteroarilo sustituido con azabiciclo para el tratamiento de enfermedades. |
FR2831883B1 (fr) * | 2001-11-08 | 2004-07-23 | Sanofi Synthelabo | Forme polymorphe du rimonabant, son procede de preparation et les compositions pharmaceutiques en contenant |
US20040171613A1 (en) * | 2001-12-27 | 2004-09-02 | Japan Tobacco Inc. | Therapeutic agent for non-immediate type allergic diseases |
AU2003209388A1 (en) * | 2002-01-29 | 2003-09-02 | Merck And Co., Inc. | Substituted imidazoles as cannabinoid receptor modulators |
WO2003075917A1 (en) * | 2002-03-08 | 2003-09-18 | Signal Pharmaceuticals, Inc. | Combination therapy for treating, preventing or managing proliferative disorders and cancers |
WO2003077847A2 (en) * | 2002-03-12 | 2003-09-25 | Merck & Co., Inc. | Substituted amides |
CN1652766A (zh) * | 2002-03-18 | 2005-08-10 | 免疫力药品有限公司 | 间苯二酚和大麻素的局部制剂及其施用方法 |
AR038966A1 (es) * | 2002-03-18 | 2005-02-02 | Solvay Pharm Bv | Derivados de tiazol que tienen actividad antagonista, agonista o agonista parcial de cb1 |
AU2003215024B2 (en) * | 2002-03-26 | 2008-02-21 | Merck Sharp & Dohme Corp. | Spirocyclic amides as cannabinoid receptor modulators |
JP2005531520A (ja) * | 2002-03-28 | 2005-10-20 | メルク エンド カムパニー インコーポレーテッド | 置換2,3−ジフェニルピリジン類 |
US7667053B2 (en) * | 2002-04-12 | 2010-02-23 | Merck & Co., Inc. | Bicyclic amides |
US7105526B2 (en) | 2002-06-28 | 2006-09-12 | Banyu Pharmaceuticals Co., Ltd. | Benzimidazole derivatives |
IN2008CN05409A (sv) | 2002-07-18 | 2015-10-02 | Cytos Biotechnology Ag | |
GB0216700D0 (en) * | 2002-07-18 | 2002-08-28 | Astrazeneca Ab | Process |
NZ537685A (en) | 2002-07-29 | 2007-06-29 | Hoffmann La Roche | Novel benzodioxoles |
AU2003253686A1 (en) | 2002-08-01 | 2004-02-23 | Pharmacia & Upjohn Company Llc | 1h-pyrazole and 1h-pyrrole-azabicyclic compounds with alfa-7 nachr activity |
UY27939A1 (es) | 2002-08-21 | 2004-03-31 | Glaxo Group Ltd | Compuestos |
EP1545502A4 (en) | 2002-08-23 | 2008-12-24 | Univ Connecticut | KETO CANNABINOIDS WITH THERAPEUTIC INDICATIONS |
US7319110B2 (en) * | 2002-09-19 | 2008-01-15 | Solvay Pharmaceuticals B.V. | 1H-1,2,4-triazole-3-carboxamide derivatives having cannabinoid-CB1 receptor agonistic, partial agonistic, inverse agonistic or antagonistic activity |
EP1546115A4 (en) | 2002-09-27 | 2010-08-04 | Merck Sharp & Dohme | SUBSTITUTED PYRIMIDINES |
AU2003267728A1 (en) * | 2002-10-18 | 2004-05-04 | Pfizer Products Inc. | Cannabinoid receptor ligands and uses thereof |
US7129239B2 (en) * | 2002-10-28 | 2006-10-31 | Pfizer Inc. | Purine compounds and uses thereof |
WO2004052890A1 (en) * | 2002-12-06 | 2004-06-24 | Affinium Pharmaceuticals, Inc. | Heterocyclic compounds, methods of making them and their use in therapy |
US7247628B2 (en) * | 2002-12-12 | 2007-07-24 | Pfizer, Inc. | Cannabinoid receptor ligands and uses thereof |
GB0230088D0 (en) * | 2002-12-24 | 2003-01-29 | Astrazeneca Ab | Therapeutic agents |
GB0230087D0 (en) * | 2002-12-24 | 2003-01-29 | Astrazeneca Ab | Therapeutic agents |
AU2003293968A1 (en) | 2003-01-02 | 2004-07-29 | F. Hoffmann-La Roche Ag | Novel cb 1 receptor inverse agonists |
CN101012193A (zh) | 2003-01-02 | 2007-08-08 | 霍夫曼-拉罗奇有限公司 | 新cb 1受体反激动剂 |
CA2512899A1 (en) | 2003-01-14 | 2004-08-05 | Arena Pharmaceuticals Inc. | 1,2,3-trisubstituted aryl and heteroaryl derivatives as modulators of metabolism and the prophylaxis and treatment of disorders related thereto such as diabetes and hyperglycemia |
US7772188B2 (en) | 2003-01-28 | 2010-08-10 | Ironwood Pharmaceuticals, Inc. | Methods and compositions for the treatment of gastrointestinal disorders |
US7329658B2 (en) * | 2003-02-06 | 2008-02-12 | Pfizer Inc | Cannabinoid receptor ligands and uses thereof |
GB0302673D0 (en) * | 2003-02-06 | 2003-03-12 | Astrazeneca Ab | Pharmaceutical formulations |
GB0302671D0 (en) * | 2003-02-06 | 2003-03-12 | Astrazeneca Ab | Pharmaceutical formulations |
GB0302672D0 (en) * | 2003-02-06 | 2003-03-12 | Astrazeneca Ab | Pharmaceutical formulations |
TW200505447A (en) * | 2003-02-07 | 2005-02-16 | Daiichi Seiyaku Co | Pyrazole derivative |
US7176210B2 (en) * | 2003-02-10 | 2007-02-13 | Pfizer Inc. | Cannabinoid receptor ligands and uses thereof |
CA2519429C (en) | 2003-03-17 | 2013-08-06 | Affinium Pharmaceuticals, Inc. | Pharmaceutical compositions comprising inhibitors of fab i and further antibiotics |
US7141669B2 (en) | 2003-04-23 | 2006-11-28 | Pfizer Inc. | Cannabiniod receptor ligands and uses thereof |
US7145012B2 (en) * | 2003-04-23 | 2006-12-05 | Pfizer Inc. | Cannabinoid receptor ligands and uses thereof |
US7268133B2 (en) * | 2003-04-23 | 2007-09-11 | Pfizer, Inc. Patent Department | Cannabinoid receptor ligands and uses thereof |
US20040214856A1 (en) * | 2003-04-23 | 2004-10-28 | Pfizer Inc | Cannabinoid receptor ligands and uses thereof |
CA2524397A1 (en) * | 2003-05-07 | 2004-11-18 | Pfizer Products Inc. | Cannabinoid receptor ligands and uses thereof |
US20040224963A1 (en) * | 2003-05-09 | 2004-11-11 | Pfizer Inc | Pharmaceutical composition for the prevention and treatment of nicotine addiction in a mammal |
MXPA05012900A (es) * | 2003-05-30 | 2006-02-22 | Ranbaxy Lab Ltd | Derivados de pirrol sustituidos. |
US7232823B2 (en) | 2003-06-09 | 2007-06-19 | Pfizer, Inc. | Cannabinoid receptor ligands and uses thereof |
US20040259887A1 (en) * | 2003-06-18 | 2004-12-23 | Pfizer Inc | Cannabinoid receptor ligands and uses thereof |
US20060135523A1 (en) * | 2003-06-18 | 2006-06-22 | Astrazeneca Ab | 2-substituted 5,6-diaryl-pyrazine derivatives as cb1 modulator |
GB0314057D0 (en) * | 2003-06-18 | 2003-07-23 | Astrazeneca Ab | Therapeutic agents |
GB0314261D0 (en) * | 2003-06-19 | 2003-07-23 | Astrazeneca Ab | Therapeutic agents |
KR100809201B1 (ko) | 2003-06-20 | 2008-02-29 | 에프. 호프만-라 로슈 아게 | 카나바노이드 수용체 1 역작용제로서 2-아미노벤조티아졸 |
FR2856683A1 (fr) * | 2003-06-25 | 2004-12-31 | Sanofi Synthelabo | Derives de 4-cyanopyrazole-3-carboxamide, leur preparation et leur application en therapeutique |
AR045047A1 (es) | 2003-07-11 | 2005-10-12 | Arena Pharm Inc | Derivados arilo y heteroarilo trisustituidos como moduladores del metabolismo y de la profilaxis y tratamiento de desordenes relacionados con los mismos |
EP1669350B1 (en) | 2003-09-22 | 2012-02-29 | Msd K.K. | Piperidine derivatives |
FR2861992B1 (fr) * | 2003-11-10 | 2007-07-20 | Sanofi Synthelabo | Composition pharmaceutique destinee a l'administration orale d'un derive de pyrazole-3-carboxamide. |
CN100509808C (zh) | 2003-12-08 | 2009-07-08 | 霍夫曼-拉罗奇有限公司 | 新型噻唑衍生物 |
TW200522944A (en) | 2003-12-23 | 2005-07-16 | Lilly Co Eli | CB1 modulator compounds |
JP2007084437A (ja) * | 2003-12-26 | 2007-04-05 | Dai Ichi Seiyaku Co Ltd | アミノアルキルピラゾール誘導体 |
FR2864958B1 (fr) | 2004-01-12 | 2006-02-24 | Sanofi Synthelabo | Derive de n-[(1,5-diphenyl-1h-pyrazol-3-yl)methyl] sulfonamide, leur preparation et leur application en therapeutique. |
DE602005023124D1 (de) | 2004-01-28 | 2010-10-07 | Hoffmann La Roche | Spirobenzodioxole und deren verwendung als cb1-antagonisten |
US7649002B2 (en) | 2004-02-04 | 2010-01-19 | Pfizer Inc | (3,5-dimethylpiperidin-1yl)(4-phenylpyrrolidin-3-yl)methanone derivatives as MCR4 agonists |
TW200533657A (en) * | 2004-02-17 | 2005-10-16 | Esteve Labor Dr | Substituted pyrazoline compounds, their preparation and use as medicaments |
KR20060131906A (ko) * | 2004-02-20 | 2006-12-20 | 아스트라제네카 아베 | Cb1 조절제로서 유용한 3-치환 1,5-디페닐피라졸 유도체 |
WO2005080342A1 (en) * | 2004-02-24 | 2005-09-01 | Glaxo Group Limited | Pyridine derivatives and their use as cb2 receptor modulators |
EP1574211A1 (en) | 2004-03-09 | 2005-09-14 | Inserm | Use of antagonists of the CB1 receptor for the manufacture of a composition useful for the treatment of hepatic diseases |
US7262318B2 (en) * | 2004-03-10 | 2007-08-28 | Pfizer, Inc. | Substituted heteroaryl- and phenylsulfamoyl compounds |
FR2867685B1 (fr) * | 2004-03-17 | 2008-05-23 | Sanofi Synthelabo | Utilisation d'un derive du pyrazole, pour la preparation de medicaments utiles dans la prevention et le traitement de la bronchite chronique et de la broncho-pneumopathie chronique obstructive |
AU2005230864A1 (en) | 2004-03-29 | 2005-10-20 | Merck Sharp & Dohme Corp. | Diaryltriazoles as inhibitors of 11-beta-hydroxysteroid dehydrogenase-1 |
US20080125403A1 (en) | 2004-04-02 | 2008-05-29 | Merck & Co., Inc. | Method of Treating Men with Metabolic and Anthropometric Disorders |
US7799804B2 (en) * | 2004-04-03 | 2010-09-21 | Astrazeneca Ab | Therapeutic agents |
ES2324720T3 (es) | 2004-05-10 | 2009-08-13 | F. Hoffmann-La Roche Ag | Pirrol o imidazol amidas para tratar la obesidad. |
FR2869905B1 (fr) | 2004-05-10 | 2008-09-05 | Sanofi Synthelabo | Procede de preparation d'ester de l'acide 1,5-diphenylpyrazole carboxylique. |
ITMI20041033A1 (it) * | 2004-05-24 | 2004-08-24 | Neuroscienze S C A R L | Composti farmaceutici |
TW200602314A (en) * | 2004-05-28 | 2006-01-16 | Tanabe Seiyaku Co | A novel pyrrolidine compound and a process for preparing the same |
PT1828167E (pt) * | 2004-06-04 | 2014-10-08 | Debiopharm Int Sa | Derivados de acrilamida como agentes antibióticos |
DE602005010698D1 (de) | 2004-06-09 | 2008-12-11 | Glaxo Group Ltd | Pyrrolopyridinderivate |
US20050288340A1 (en) * | 2004-06-29 | 2005-12-29 | Pfizer Inc | Substituted heteroaryl- and phenylsulfamoyl compounds |
JP2008505965A (ja) | 2004-07-12 | 2008-02-28 | カディラ ヘルスケア リミティド | カンナビノイド受容体修飾因子としての三環式ピラゾール誘導体 |
US20060025448A1 (en) | 2004-07-22 | 2006-02-02 | Cadila Healthcare Limited | Hair growth stimulators |
WO2006014005A1 (ja) * | 2004-08-06 | 2006-02-09 | Daiichi Pharmaceutical Co., Ltd. | ピラゾール誘導体 |
EP1797034B1 (en) | 2004-08-06 | 2010-06-30 | Merck Sharp & Dohme Corp. | Sulfonyl compounds as inhibitors of 11-beta-hydroxysteroid dehydrogenase-1 |
MX2007001566A (es) * | 2004-08-06 | 2007-04-16 | Daiichi Seiyaku Co | Agente antiplaqueta y procedimiento para producir el mismo. |
GB0417910D0 (en) * | 2004-08-11 | 2004-09-15 | Novartis Ag | Organic compounds |
US7572783B2 (en) * | 2004-08-13 | 2009-08-11 | Amgen Inc. | Substituted benzofused heterocycles |
FR2875409B1 (fr) * | 2004-09-17 | 2010-05-07 | Sanofi Aventis | Composition pharmaceutique comprenant une dispersion solide a matrice polymere comprenant une phase continue de polydextrose et une phase continue d'un polymere autre que du polydextrose |
MX2007003732A (es) * | 2004-09-29 | 2007-04-23 | Schering Corp | Combinaciones de azetidononas sustituidas y antagonistas de receptor de canabinoide 1. |
BRPI0517369A (pt) | 2004-10-27 | 2008-10-07 | Hoffmann La Roche | compostos, processo para a sua manufatura, composições que os compreendem, método para o tratamento e/ou profilaxia de enfermidades que estão associadas com a modulação de receptores de cb1 e sua utilização |
CN101094689B (zh) | 2004-11-01 | 2013-06-12 | 安米林药品有限责任公司 | 治疗肥胖以及肥胖相关疾病和病症的方法 |
US8394765B2 (en) * | 2004-11-01 | 2013-03-12 | Amylin Pharmaceuticals Llc | Methods of treating obesity with two different anti-obesity agents |
EP1812418B1 (en) | 2004-11-09 | 2010-10-27 | F. Hoffmann-La Roche AG | Dibenzosuberone derivatives |
KR101351209B1 (ko) * | 2004-12-03 | 2014-02-06 | 머크 샤프 앤드 돔 코포레이션 | Cb1 길항제로서 치환된 피페라진 |
EP1831177A1 (en) * | 2004-12-23 | 2007-09-12 | AstraZeneca AB | Therapeutic agents |
JP2008525401A (ja) * | 2004-12-23 | 2008-07-17 | アストラゼネカ アクチボラグ | 治療薬 |
FR2880023B1 (fr) | 2004-12-23 | 2007-02-23 | Sanofi Aventis Sa | Derives de n-[(4,5-diphenyl-3-alkyl-2-thienyl) methyl] amine leur preparation et leur application en therapeutique |
WO2006087732A1 (en) * | 2005-01-06 | 2006-08-24 | Cadila Healthcare Limited | An amorphous and three crystalline forms of rimonabant hydrochloride |
US8853205B2 (en) | 2005-01-10 | 2014-10-07 | University Of Connecticut | Heteropyrrole analogs acting on cannabinoid receptors |
DOP2006000010A (es) | 2005-01-10 | 2006-07-31 | Arena Pharm Inc | Procedimiento para preparar eteres aromáticos |
JP2008526887A (ja) * | 2005-01-10 | 2008-07-24 | ユニバーシティ オブ コネチカット | カンナビノイド受容体に作用する新規なヘテロピロール類似体 |
FR2880890B1 (fr) * | 2005-01-19 | 2007-03-30 | Sanofi Aventis Sa | Derives de n-[(4,5-diphenyl-2-thienyl)methyl]sulfonamide, leur preparation et leur application en therapeutique |
PA8660701A1 (es) | 2005-02-04 | 2006-09-22 | Pfizer Prod Inc | Agonistas de pyy y sus usos |
FR2881744B1 (fr) * | 2005-02-09 | 2007-04-27 | Sanofi Aventis Sa | Derives de n-[(4,5-diphenyl-2-thienyl)methyl]amine, leur preparation et leur application en therapeutique |
FR2882054B1 (fr) * | 2005-02-17 | 2007-04-13 | Sanofi Aventis Sa | Derives de 1,5-diarylpyrrole, leur preparation et leur application en therapeutique |
FR2882263B1 (fr) * | 2005-02-23 | 2007-04-06 | Sanofi Aventis Sa | Utilisation d'un derive du pyrazole pour la preparation de medicaments utiles dans la prevention et le traitement des maladies renales |
FR2882931B1 (fr) * | 2005-03-14 | 2007-05-18 | Sanofi Aventis Sa | Compositions pharmaceutiques contenant en association un compose antagoniste des recepteurs aux cannabinoidess et un agent antipsychotique |
CN101155781B (zh) | 2005-04-06 | 2012-11-07 | 霍夫曼-拉罗奇有限公司 | 作为cb1逆激动剂的吡啶-3-甲酰胺衍生物 |
US7737155B2 (en) | 2005-05-17 | 2010-06-15 | Schering Corporation | Nitrogen-containing heterocyclic compounds and methods of use thereof |
EP1890767A2 (en) * | 2005-05-27 | 2008-02-27 | Pfizer Products Inc. | Combination of a cannabinoid-1- receptor-antagonist and a microsomal triglyceride transfer protein inhibitor for treating obesity or mainataining weight loss |
RU2417985C2 (ru) | 2005-05-30 | 2011-05-10 | Баниу Фармасьютикал Ко., Лтд. | Новые производные пиперидина |
US7923465B2 (en) | 2005-06-02 | 2011-04-12 | Glenmark Pharmaceuticals S.A. | Cannabinoid receptor ligands, pharmaceutical compositions containing them, and process for their preparation |
EP1896445B1 (en) * | 2005-06-22 | 2010-11-10 | F. Hoffmann-La Roche AG | ( 6-FLU0R0-BENZ0[l, 3] DIOXOLYL) -MORPHOLIN-4-YL-METHANONES AND THEIR USE AS CBl LIGANDS |
FR2887550A1 (fr) * | 2005-06-24 | 2006-12-29 | Sanofi Aventis Sa | Derives de 1-benzylpyrazole-3-acetamide, leur preparation et leur application en therapeutique |
FR2887548B1 (fr) * | 2005-06-27 | 2007-09-21 | Sanofi Aventis Sa | Derives de 4,5-diarylpyrrole, leur preparation et leur application en therapeutique |
AU2006264649A1 (en) | 2005-06-30 | 2007-01-11 | Prosidion Limited | GPCR agonists |
AU2006268680B2 (en) * | 2005-07-11 | 2012-11-22 | Msd Oss B.V. | Synergistic combination for the treatment of pain (cannabioid receptor agonist and opiod receptor agonist) |
EP1743892A1 (en) * | 2005-07-15 | 2007-01-17 | Laboratorios del Dr. Esteve S.A. | Substituted pyrazoline compounds, their preparation and use as medicaments |
EP1743890A1 (en) * | 2005-07-15 | 2007-01-17 | Laboratorios Del Dr. Esteve, S.A. | 4,5-Dihydro-1H-pyrazole derivatives, their preparation and use as medicaments |
WO2007131538A1 (en) * | 2005-07-15 | 2007-11-22 | Laboratorios Del Dr. Esteve, S.A. | Azepane- or azocane-substituted pyrazoline compounds, their preparation and use as medicaments |
EP1757588A1 (en) * | 2005-07-29 | 2007-02-28 | Laboratorios Del Dr. Esteve, S.A. | Polymorph of N-Piperidinyl-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4,5-dihydro-1H-pyrazole-3-carboxamide and its use as a cannabinoid receptor modulator |
ES2316306B1 (es) * | 2005-07-15 | 2009-11-23 | Laboratorios Del Dr. Esteve, S.A. | Combinacion de un compuesto de pirazolina sustituido y un farmaco utilizado en trastornos relacionados con los alimentos. |
EP1743637A1 (en) | 2005-07-15 | 2007-01-17 | Laboratorios Del Dr. Esteve, S.A. | Use of substituted pyrazole compounds and combinations thereof for the treatment of the metabolic syndrome |
EP1743636A1 (en) * | 2005-07-15 | 2007-01-17 | Laboratorios Del Dr. Esteve, S.A. | Combination of a substituted pyrazoline compound and a drug used in food-related disorders |
EP1910300A2 (en) * | 2005-07-15 | 2008-04-16 | Laboratorios del Dr. Esteve S.A. | Prodrugs of pyrazoline compounds, their preparation and use as medicaments |
GB0514738D0 (en) * | 2005-07-19 | 2005-08-24 | Astrazeneca Ab | Therapeutic agents |
GB0514739D0 (en) * | 2005-07-19 | 2005-08-24 | Astrazeneca Ab | Therapeutic agents |
EP1752149A1 (en) | 2005-07-29 | 2007-02-14 | Laboratorios Del Dr. Esteve, S.A. | CB1 Antagonists or inverse agonists as therapeutical agents for the treatment of inflammation involving gene expression |
WO2007017126A2 (en) * | 2005-07-29 | 2007-02-15 | Laboratorios Del Dr. Esteve, S.A. | POLYMORPH OF N-PIPERIDINYL-5- (4-CHLOROPHENYL) -1- (2, 4-DICHLOROPHENYL) -4, 5-DIHYDRO-lH-PYRAZOLE- 3 -CARBOXAMIDE AND ITS USE AS A CAMNABINOID RECEPTOR MODULATOR |
CA2617654A1 (en) * | 2005-08-04 | 2007-02-08 | Pfizer Limited | Piperidinoyl-pyrrolidine and piperidinoyl-piperidine compounds |
CA2518579A1 (en) * | 2005-08-05 | 2007-02-05 | University Technologies International Inc. | Method for appetite suppression |
CA2618165A1 (en) * | 2005-08-09 | 2007-02-15 | Glaxo Group Limited | Imidazopyridine derivatives as cannabinoid receptor ligands |
CA2618112A1 (en) | 2005-08-10 | 2007-02-15 | Banyu Pharmaceutical Co., Ltd. | Pyridone compound |
EP1922336B1 (en) | 2005-08-11 | 2012-11-21 | Amylin Pharmaceuticals, LLC | Hybrid polypeptides with selectable properties |
BRPI0614649A2 (pt) | 2005-08-11 | 2011-04-12 | Amylin Pharmaceuticals Inc | polipeptìdeos hìbridos com propriedades selecionáveis |
AU2006280511A1 (en) * | 2005-08-12 | 2007-02-22 | Astrazeneca Ab | Process |
EP1757290A1 (en) * | 2005-08-16 | 2007-02-28 | Zentaris GmbH | Novel triazole derivatives as ghrelin analogue ligands of growth hormone secretagogue receptors |
AU2006282260A1 (en) | 2005-08-24 | 2007-03-01 | Msd K.K. | Phenylpyridone derivative |
CA2621470A1 (en) | 2005-09-07 | 2007-03-15 | Banyu Pharmaceutical Co., Ltd. | Bicyclic aromatic substituted pyridone derivative |
GB0518819D0 (en) * | 2005-09-15 | 2005-10-26 | Astrazeneca Ab | Therapeutic agents |
EP1937646A1 (en) * | 2005-09-23 | 2008-07-02 | Janssen Pharmaceutica N.V. | Tetrahydro-cyclopentyl pyrazole cannabinoid modulators |
RU2008116844A (ru) | 2005-09-29 | 2009-11-10 | Мерк энд Ко., Инк. (US) | Ацилированные производные спиропиперидина как модуляторы рецептора меланокортина-4 |
EP1935881B1 (en) * | 2005-09-30 | 2012-04-04 | Msd K.K. | Aryl-substituted nitrogen-containing heterocyclic compound |
AR056560A1 (es) * | 2005-10-06 | 2007-10-10 | Astrazeneca Ab | Pirrolopiridinonas como moduladores cb1 |
US7741317B2 (en) | 2005-10-21 | 2010-06-22 | Bristol-Myers Squibb Company | LXR modulators |
EP1944301A4 (en) | 2005-10-27 | 2012-01-04 | Msd Kk | NEW BENZOXATHIIN DERIVATIVES |
CA2627599A1 (en) * | 2005-11-08 | 2007-05-18 | Ranbaxy Laboratories Limited | Process for (3r,5r)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-[(4-hydroxy methyl phenyl amino)carbonyl]-pyrrol-1-yl]-3,5-dihydroxy-heptanoic acid hemi calcium salt |
NZ568292A (en) | 2005-11-10 | 2011-08-26 | Msd Kk | Spiro[cyclohexane-1,1'-(3'H)-4'-azaisobenzofuran]-4-carboxamide derivatives |
US7888376B2 (en) | 2005-11-23 | 2011-02-15 | Bristol-Myers Squibb Company | Heterocyclic CETP inhibitors |
CA2632476A1 (en) * | 2005-12-05 | 2007-06-14 | Affinium Pharmaceuticals, Inc. | Heterocyclylacrylamide compounds as fabi inhibitors and antibacterial agents |
FR2894578B1 (fr) | 2005-12-12 | 2008-02-01 | Sanofi Aventis Sa | Derives heterocycliques, leur preparation et leur application en therapeutique. |
FR2894579B1 (fr) * | 2005-12-12 | 2008-01-18 | Sanofi Aventis Sa | Derives diaryltriazolmethylamine, leur preparation et leur application en therapeutique. |
EP1801098A1 (en) | 2005-12-16 | 2007-06-27 | Merck Sante | 2-Adamantylurea derivatives as selective 11B-HSD1 inhibitors |
CN100999517B (zh) * | 2006-01-11 | 2010-12-15 | 北京摩力克科技有限公司 | 吡唑甲酰胺衍生物,药物组合物和其制备方法 |
PE20071320A1 (es) | 2006-01-18 | 2007-12-29 | Schering Corp | Moduladores de receptores cannabinoides |
US8138188B2 (en) * | 2006-02-23 | 2012-03-20 | Pfizer Inc. | Melanocortin type 4 receptor agonist piperidinoylpyrrolidines |
CN101437398A (zh) * | 2006-03-10 | 2009-05-20 | 詹里恩探索公司 | 用于治疗肥胖症的大麻素受体拮抗剂/反向激动剂 |
TW200744583A (en) * | 2006-03-14 | 2007-12-16 | Ranbaxy Lab Ltd | Statin stabilizing dosage formulations |
WO2007121466A2 (en) * | 2006-04-18 | 2007-10-25 | Dr. Reddy's Laboratories Ltd. | Process for preparing rimonabant |
US20070287734A1 (en) * | 2006-06-09 | 2007-12-13 | Auspex Pharmaceuticals, Inc. | Preparation and utility of substituted pyrazole compounds with cannabinoid receptor activity |
US7629346B2 (en) | 2006-06-19 | 2009-12-08 | Hoffmann-La Roche Inc. | Pyrazinecarboxamide derivatives as CB1 antagonists |
AR061606A1 (es) * | 2006-06-22 | 2008-09-10 | Medichem Sa | Formas solidas de rimonabant y procesos para su preparacion |
US7803799B2 (en) * | 2006-07-07 | 2010-09-28 | National Health Research Institutes | Selenophene compounds |
EP1878723B1 (fr) * | 2006-07-11 | 2010-05-26 | Sanofi-Aventis | Dérivés de N-[(1,5-diphényl-1H-pyrazol-3-yl)méthyl]sulfonamide antagonistes des récepteurs CB1 des cannabinoïdes |
BRPI0714361A2 (pt) * | 2006-07-14 | 2013-03-26 | Ranbaxy Lab Ltd | polimorfo cristalino, composiÇço farmacÊutica contendo o mesmo, mÉtodo para sua preparaÇço e mÉtodo de tratamento |
EP2687533B1 (en) | 2006-07-20 | 2017-07-19 | Debiopharm International SA | Acrylamide derivatives as FAB I inhibitors |
EP2057144A4 (en) * | 2006-09-01 | 2010-06-02 | Hetero Drugs Ltd | NEW POLYMORPHIC FROM RIMONABANT |
CA2662084A1 (en) | 2006-09-07 | 2008-03-13 | Nycomed Gmbh | Combination treatment for diabetes mellitus |
WO2008032330A2 (en) * | 2006-09-11 | 2008-03-20 | Hetero Drugs Limited | Improved process for rimonabant |
US7781593B2 (en) | 2006-09-14 | 2010-08-24 | Hoffmann-La Roche Inc. | 5-phenyl-nicotinamide derivatives |
WO2008035023A1 (en) * | 2006-09-19 | 2008-03-27 | Cipla Limited | Polymorphs of rimonabant |
EP2083831B1 (en) | 2006-09-22 | 2013-12-25 | Merck Sharp & Dohme Corp. | Method of treatment using fatty acid synthesis inhibitors |
JPWO2008038692A1 (ja) | 2006-09-28 | 2010-01-28 | 萬有製薬株式会社 | ジアリールケチミン誘導体 |
TWI408136B (zh) * | 2006-10-02 | 2013-09-11 | Nat Health Research Institutes | 噻吩化合物及其醫藥組成物 |
TWI339205B (en) * | 2006-10-02 | 2011-03-21 | Nat Health Research Institutes | Pyrazole compounds and pharmaceutical composition |
WO2008063847A2 (en) * | 2006-11-03 | 2008-05-29 | Forest Laboratories Holdings Limited | Method for treating autism |
AU2007320906A1 (en) | 2006-11-13 | 2008-05-22 | Pfizer Products Inc. | Diaryl, dipyridinyl and aryl-pyridinyl derivatives and uses thereof |
FR2909090B1 (fr) | 2006-11-23 | 2009-01-09 | Sanofi Aventis Sa | Derives de 2,5-dihydro-3h-pyrazolo[4,3-c]pyridazin-3-one substitues,leur preparation et leur application en therapeutique. |
WO2008062480A2 (en) * | 2006-11-24 | 2008-05-29 | Ind-Swift Laboratories Limited | An improved process for the preparation of rimonabant |
EP2094643B1 (en) | 2006-12-01 | 2012-02-29 | Bristol-Myers Squibb Company | N-((3-benzyl)-2,2-(bis-phenyl)-propan-1-amine derivatives as cetp inhibitors for the treatment of atherosclerosis and cardiovascular diseases |
CA2673177A1 (en) * | 2006-12-18 | 2008-06-26 | 7Tm Pharma A/S | Modulators of cb1 receptors |
EP1935420A1 (en) | 2006-12-21 | 2008-06-25 | Merck Sante | 2-Adamantyl-butyramide derivatives as selective 11beta-HSD1 inhibitors |
GB0700122D0 (en) | 2007-01-04 | 2007-02-14 | Prosidion Ltd | GPCR agonists |
AR064736A1 (es) | 2007-01-04 | 2009-04-22 | Prosidion Ltd | Agonistas de gpcr |
BRPI0806312A2 (pt) | 2007-01-04 | 2011-09-06 | Prosidion Ltd | agonistas cgpr piperidina |
PL2114933T3 (pl) | 2007-01-04 | 2012-02-29 | Prosidion Ltd | Piperydyny jako agoniści GPCR |
AR064735A1 (es) | 2007-01-04 | 2009-04-22 | Prosidion Ltd | Agonistas de gpcr y composicion farmaceutica en base al compuesto |
US20080182877A1 (en) * | 2007-01-05 | 2008-07-31 | Westheim Raymond J H | Rimonabant forms and methods of making the same |
FR2911136B1 (fr) * | 2007-01-05 | 2009-02-20 | Sanofi Aventis Sa | Derives de n-(4-cyano-1h-pyrazol-3-yl)methylamine substitues leur preparation et leur application en therapeutique. |
WO2008088900A2 (en) * | 2007-01-18 | 2008-07-24 | Teva Pharmaceutical Industries Ltd. | Polymorphic forms of rimonabant base and processes for preparation thereof |
TW200848039A (en) * | 2007-02-09 | 2008-12-16 | Astrazeneca Ab | Pharmaceutical compositions |
GB0702862D0 (en) * | 2007-02-14 | 2007-03-28 | Univ Aberdeen | Therapeutic compounds |
EP2125802A4 (en) | 2007-02-16 | 2014-08-20 | Debiopharm Int Sa | SALTS, PRODRUGS AND POLYMORPHES OF FAB I INHIBITORS |
US20080221057A1 (en) * | 2007-02-16 | 2008-09-11 | Wyeth | Secreted protein ccdc80 regulates adipocyte differentiation |
WO2008102367A1 (en) * | 2007-02-19 | 2008-08-28 | Darmesh Mahendrabhai Shah | Process for preparation of pyrazole derivatives |
WO2008101860A1 (en) * | 2007-02-20 | 2008-08-28 | Sandoz Ag | Novel process for the preparation of 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-n-(piperidin-1-yl)pyrazole-3-carboxamide |
JP5319518B2 (ja) | 2007-04-02 | 2013-10-16 | Msd株式会社 | インドールジオン誘導体 |
US7705024B2 (en) * | 2007-04-12 | 2010-04-27 | National Health Research Institutes | Oxadiazole compounds |
US20100197564A1 (en) * | 2007-04-19 | 2010-08-05 | Schering Corporation | Diaryl morpholines as cb1 modulators |
CN101314591B (zh) * | 2007-05-30 | 2010-09-29 | 上海阳帆医药科技有限公司 | 吡唑类高选择性大麻受体-1拮抗剂和/或反向激动剂 |
US8969514B2 (en) | 2007-06-04 | 2015-03-03 | Synergy Pharmaceuticals, Inc. | Agonists of guanylate cyclase useful for the treatment of hypercholesterolemia, atherosclerosis, coronary heart disease, gallstone, obesity and other cardiovascular diseases |
PL2152663T3 (pl) | 2007-06-04 | 2014-09-30 | Ben Gurion Univ Of The Negev Research And Development Authority | Związki triarylowe oraz kompozycje zawierające te związki |
CN101772513B (zh) | 2007-06-04 | 2013-11-13 | 协同医药品公司 | 有效用于胃肠功能紊乱、炎症、癌症和其他疾病治疗的鸟苷酸环化酶激动剂 |
AU2008266185B2 (en) * | 2007-06-15 | 2011-12-08 | Irm Llc | Compounds and compositions as ITPKb inhibitors |
KR20100051625A (ko) * | 2007-06-28 | 2010-05-17 | 인터벳 인터내셔널 비.브이. | Cb1 길항제로서의 치환된 피페라진 |
CN101790521A (zh) * | 2007-06-28 | 2010-07-28 | 英特维特国际股份有限公司 | 作为cb1拮抗剂的取代哌嗪 |
US8338623B2 (en) * | 2007-07-09 | 2012-12-25 | Abbvie Inc. | Compounds as cannabinoid receptor ligands |
FR2919184A1 (fr) * | 2007-07-26 | 2009-01-30 | Sanofi Aventis Sa | L'acide 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4- methylpyrazole-3-carboxylique, ses esters, ses sels pharmaceutiquement acceptables et leurs solvates pour leur utilisation comme medicament. |
EP2176208B1 (en) * | 2007-07-30 | 2015-01-21 | Zynerba Pharmaceuticals, Inc. | Prodrugs of cannabidiol, compositions comprising prodrugs of cannabidiol and methods of using the same |
US8133904B2 (en) * | 2007-09-07 | 2012-03-13 | Jenrin Discovery, Inc. | Cannabinoid receptor antagonists/inverse agonists useful for treating obesity |
WO2009063495A2 (en) * | 2007-09-20 | 2009-05-22 | Cadila Healthcare Limited | Substituted indole and its derivatives as cannabinoid modulators |
GB0720390D0 (en) | 2007-10-18 | 2007-11-28 | Prosidion Ltd | G-Protein coupled receptor agonists |
GB0720389D0 (en) | 2007-10-18 | 2008-11-12 | Prosidion Ltd | G-Protein Coupled Receptor Agonists |
BRPI0722276A2 (pt) * | 2007-11-14 | 2014-04-22 | Amylin Pharmaceuticals Inc | Métodos para tratar obesidade e doenças e distúrbios relacionados à obesidade |
US8829043B2 (en) | 2008-02-08 | 2014-09-09 | Nektar Therapeutics | Oligome-cannabinoid conjugates |
EP2264026A4 (en) | 2008-03-06 | 2012-03-28 | Msd Kk | ALKYLAMINOPYRIDINE DERIVATIVE |
US20090247619A1 (en) * | 2008-03-06 | 2009-10-01 | University Of Kentucky | Cannabinoid-Containing Compositions and Methods for Their Use |
DE102008015033A1 (de) | 2008-03-17 | 2009-09-24 | Aicuris Gmbh & Co. Kg | Substituierte (Pyrazolyl-carbonyl)imidazolidinone und ihre Verwendung |
DE102008015032A1 (de) * | 2008-03-17 | 2009-09-24 | Aicuris Gmbh & Co. Kg | Substituierte Pyrazolamide und ihre Verwendung |
EP2103602A1 (en) | 2008-03-17 | 2009-09-23 | AEterna Zentaris GmbH | Novel 1,2,4-triazole derivatives and process of manufacturing thereof |
JPWO2009119726A1 (ja) | 2008-03-28 | 2011-07-28 | Msd株式会社 | メラニン凝集ホルモン受容体拮抗作用を有するジアリールメチルアミド誘導体 |
EP2110374A1 (en) | 2008-04-18 | 2009-10-21 | Merck Sante | Benzofurane, benzothiophene, benzothiazol derivatives as FXR modulators |
EP2328910B1 (en) | 2008-06-04 | 2014-08-06 | Synergy Pharmaceuticals Inc. | Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders |
AU2009261248A1 (en) | 2008-06-19 | 2009-12-23 | Banyu Pharmaceutical Co., Ltd. | Spirodiamine-diarylketoxime derivative |
EP3241839B1 (en) | 2008-07-16 | 2019-09-04 | Bausch Health Ireland Limited | Agonists of guanylate cyclase useful for the treatment of gastrointestinal, inflammation, cancer and other disorders |
EP2151234A1 (en) * | 2008-07-28 | 2010-02-10 | Laboratorios Del. Dr. Esteve, S.A. | Pharmaceutical formulation comprising a CB1-receptor compound in a solid solution and/or solid dispersion |
EP2319841A1 (en) | 2008-07-30 | 2011-05-11 | Msd K.K. | (5-membered)-(5-membered) or (5-membered)-(6-membered) fused ring cycloalkylamine derivative |
AU2009278838B2 (en) * | 2008-08-06 | 2013-07-25 | Pfizer Limited | Diazepine and diazocane compounds as MC4 agonists |
US8410284B2 (en) | 2008-10-22 | 2013-04-02 | Merck Sharp & Dohme Corp | Cyclic benzimidazole derivatives useful as anti-diabetic agents |
WO2010051236A1 (en) | 2008-10-30 | 2010-05-06 | Merck Sharp & Dohme Corp. | Isonicotinamide orexin receptor antagonists |
AU2009309037A1 (en) | 2008-10-31 | 2010-05-06 | Merck Sharp & Dohme Corp. | Novel cyclic benzimidazole derivatives useful anti-diabetic agents |
TWI434686B (zh) * | 2008-11-03 | 2014-04-21 | Nat Health Research Institutes | 咪唑-4-酮及咪唑-4-硫酮化合物 |
AU2009314200B2 (en) | 2008-11-17 | 2011-11-17 | Merck Sharp & Dohme Corp. | Substituted bicyclic amines for the treatment of diabetes |
WO2010075069A1 (en) | 2008-12-16 | 2010-07-01 | Schering Corporation | Bicyclic pyranone derivatives as nicotinic acid receptor agonists |
US20110245209A1 (en) | 2008-12-16 | 2011-10-06 | Schering Corporation | Pyridopyrimidine derivatives and methods of use thereof |
DE102008062863A1 (de) | 2008-12-17 | 2010-06-24 | Aicuris Gmbh & Co. Kg | Substituierte (Thiophenyl-carbonyl)imidazolidinone und ihre Verwendung |
DE102008062878A1 (de) | 2008-12-17 | 2010-06-24 | Aicuris Gmbh & Co. Kg | Substituierte Furancarboxamide und ihre Verwendung |
WO2010079241A1 (es) | 2009-01-12 | 2010-07-15 | Fundacion Hospital Nacional De Paraplejicos Para La Investigacion Y La Integracion | Uso de antagonistas y/o agonistas inversos de los receptores cb1 para la preparación de medicamentos que incrementen la excitabilidad de las motoneuronas |
KR101070176B1 (ko) * | 2009-01-13 | 2011-10-05 | (주)에스에이치제약 | Cb1에 길항 활성을 갖는 1h-파이라졸-3-아마이드계 화합물 또는 1h-파이라졸-3-옥소아세트아마이드계 화학물 유도체 및 이를 포함하는 약제학적 조성물 |
US20120053172A1 (en) | 2009-02-12 | 2012-03-01 | Cooperatieve Mirzorg U.A. | Use of a combination of diazoxide and metformin for treating obesity or obesity related disorders |
US10053444B2 (en) | 2009-02-19 | 2018-08-21 | University Of Connecticut | Cannabinergic nitrate esters and related analogs |
CA2768577A1 (en) | 2009-07-23 | 2011-01-27 | Schering Corporation | Benzo-fused oxazepine compounds as stearoyl-coenzyme a delta-9 desaturase inhibitors |
WO2011011506A1 (en) | 2009-07-23 | 2011-01-27 | Schering Corporation | Spirocyclic oxazepine compounds as stearoyl-coenzyme a delta-9 desaturase inhibitors |
DE102009036604A1 (de) | 2009-07-30 | 2011-02-03 | Aicuris Gmbh & Co. Kg | Substituierte Bis-Arylpyrazolamide mit terminaler primärer Amidfunktionalisierung und ihre Verwendung |
US8217038B2 (en) | 2009-10-07 | 2012-07-10 | Jenrin Discovery, Inc. | Cannabinoid receptor antagonists/inverse agonists useful for treating metabolic disorders, including obesity and diabetes |
CA2777857C (en) | 2009-11-02 | 2014-12-02 | Pfizer Inc. | Dioxa-bicyclo[3.2.1]octane-2,3,4-triol derivatives |
JP2013510834A (ja) | 2009-11-16 | 2013-03-28 | メリテク | [1,5]‐ジアゾシン誘導体 |
US8648073B2 (en) * | 2009-12-30 | 2014-02-11 | Fochon Pharma, Inc. | Certain dipeptidyl peptidase inhibitors |
EP4148045A1 (en) | 2010-01-27 | 2023-03-15 | Arena Pharmaceuticals, Inc. | Intermediate compounds for the preparation of (r)-2-(7-(4-cyclopentyl-3- (trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b] indol-3-yl)acetic acid and salts thereof |
EP2538784B1 (en) | 2010-02-25 | 2015-09-09 | Merck Sharp & Dohme Corp. | Benzimidazole derivatives useful anti-diabetic agents |
US8785634B2 (en) | 2010-04-26 | 2014-07-22 | Merck Sharp & Dohme Corp | Spiropiperidine prolylcarboxypeptidase inhibitors |
EP2568812B1 (en) | 2010-05-11 | 2016-10-26 | Merck Sharp & Dohme Corp. | Novel prolylcarboxypeptidase inhibitors |
JP2013528598A (ja) | 2010-05-11 | 2013-07-11 | ファイザー・インク | ミネラルコルチコイド受容体拮抗薬としてのモルホリン化合物 |
EP2579873A4 (en) | 2010-06-11 | 2013-11-27 | Merck Sharp & Dohme | NOVEL PROLYLCARBOXYPEPTIDASE HEMMER |
US9616097B2 (en) | 2010-09-15 | 2017-04-11 | Synergy Pharmaceuticals, Inc. | Formulations of guanylate cyclase C agonists and methods of use |
EP2431035A1 (en) | 2010-09-16 | 2012-03-21 | Æterna Zentaris GmbH | Novel Triazole Derivatives with Improved Receptor Activity and Bioavailability Properties as Ghrelin Antagonists of Growth Hormone Secretagogue Receptors |
EP2619198A1 (en) | 2010-09-22 | 2013-07-31 | Arena Pharmaceuticals, Inc. | Modulators of the gpr119 receptor and the treatment of disorders related thereto |
US8410107B2 (en) | 2010-10-15 | 2013-04-02 | Hoffmann-La Roche Inc. | N-pyridin-3-yl or N-pyrazin-2-yl carboxamides |
US8669254B2 (en) | 2010-12-15 | 2014-03-11 | Hoffman-La Roche Inc. | Pyridine, pyridazine, pyrimidine or pyrazine carboxamides as HDL-cholesterol raising agents |
BR112013021236B1 (pt) | 2011-02-25 | 2021-05-25 | Merck Sharp & Dohme Corp | composto derivado de benzimidazol, e, composição |
CN102206182B (zh) * | 2011-04-11 | 2013-03-13 | 中国药科大学 | 盐酸利莫那班的合成方法 |
CN102250006B (zh) * | 2011-05-12 | 2014-03-05 | 范如霖 | 3-吡唑羧酸酰胺类化合物、其制备方法及其在制备作为cb1受体抑制剂药物中的应用 |
WO2012174362A1 (en) | 2011-06-17 | 2012-12-20 | Research Triangle Institute | Pyrazole derivatives as cannabinoid receptor 1 antagonists |
AR087701A1 (es) | 2011-08-31 | 2014-04-09 | Japan Tobacco Inc | Derivados de pirazol con actividad inhibidora de sglt1 |
US9226505B2 (en) | 2011-09-23 | 2016-01-05 | Bayer Intellectual Property Gmbh | 4-substituted 1-phenylpyrazole-3-carboxylic acid derivatives as agents against abiotic plant stress |
AR088352A1 (es) | 2011-10-19 | 2014-05-28 | Merck Sharp & Dohme | Antagonistas del receptor de 2-piridiloxi-4-nitrilo orexina |
DE102011055815A1 (de) | 2011-11-29 | 2013-05-29 | Aicuris Gmbh & Co. Kg | Carboxamid-substituierte Heteroaryl-Pyrazole und ihre Verwendung |
BR112014013031A2 (pt) * | 2011-11-30 | 2017-06-13 | Bayer Ip Gmbh | composto, composição fungicida e método para o controle dos fungos |
ME03392B (me) | 2012-06-19 | 2020-01-20 | Debiopharm Int Sa | Prolek derivati (e)-n-meтil-n-( (з-метi lbenzofuran-2-il)meтil)-3-(7 -okso-5 ,6, 7,8-тетrанidr0-1,8-nafтiridin-3-il)akrilamida |
MX2015001500A (es) | 2012-08-02 | 2015-04-08 | Merck Sharp & Dohme | Compuestos antidiabeticos triciclicos. |
DE102012016908A1 (de) | 2012-08-17 | 2014-02-20 | Aicuris Gmbh & Co. Kg | Tris-(Hetero)Aryl-Pyrazole und ihre Verwendung |
US9750705B2 (en) | 2012-08-31 | 2017-09-05 | The Regents Of The University Of California | Agents useful for treating obesity, diabetes and related disorders |
WO2014053450A1 (de) | 2012-10-02 | 2014-04-10 | Bayer Cropscience Ag | Heterocyclische verbindungen als schädlingsbekämpfungsmittel |
WO2014069554A1 (ja) * | 2012-10-31 | 2014-05-08 | 東レ株式会社 | キヌクリジンアミド誘導体及びその医薬用途 |
US9840512B2 (en) | 2013-02-22 | 2017-12-12 | Merck Sharp & Dohme Corp. | Antidiabetic bicyclic compounds |
US9650375B2 (en) | 2013-03-14 | 2017-05-16 | Merck Sharp & Dohme Corp. | Indole derivatives useful as anti-diabetic agents |
WO2014151206A1 (en) | 2013-03-15 | 2014-09-25 | Synergy Pharmaceuticals Inc. | Agonists of guanylate cyclase and their uses |
JP2016514670A (ja) | 2013-03-15 | 2016-05-23 | シナジー ファーマシューティカルズ インコーポレイテッド | 他の薬物と組み合わせたグアニル酸シクラーゼ受容体アゴニスト |
WO2014174457A1 (en) | 2013-04-23 | 2014-10-30 | Council Of Scientific & Industrial Research | Pyrazole carboxylic acid analogues as anti-mycobacterial drug candidates |
CA2913737A1 (en) | 2013-06-05 | 2014-12-11 | Synergy Pharmaceuticals, Inc. | Ultra-pure agonists of guanylate cyclase c, method of making and using same |
WO2015051496A1 (en) | 2013-10-08 | 2015-04-16 | Merck Sharp & Dohme Corp. | Antidiabetic tricyclic compounds |
CN106061940A (zh) | 2013-11-05 | 2016-10-26 | 本古里安大学内盖夫研究发展局 | 治疗糖尿病和由其引发的并发疾病的化合物 |
US10377718B2 (en) | 2014-06-06 | 2019-08-13 | Research Triangle Institute | Apelin receptor (APJ) agonists and uses thereof |
BR112017003745A2 (pt) | 2014-08-29 | 2017-12-05 | Tes Pharma S R L | inibidores de semialdeído descarboxilase de ácido alfa-amino-beta-carboximucônico |
MX2021011472A (es) | 2015-01-06 | 2022-08-17 | Arena Pharm Inc | Metodos de condiciones de tratamiento relacionadas con el receptor s1p1. |
CN106279029A (zh) * | 2015-05-21 | 2017-01-04 | 中国人民解放军军事医学科学院毒物药物研究所 | 4-甲基-1h-二芳基吡唑衍生物及其作为药物的用途 |
SI3310760T1 (sl) | 2015-06-22 | 2023-02-28 | Arena Pharmaceuticals, Inc. | Kristalinična L-argininska sol (R)-2-(7-(4-ciklopentil-3-(trifluorometil)benziloksi)-1,2,3,4- tetrahidrociklo-penta(b)indol-3-il)ocetne kisline za uporabo pri motnjah, povezanih z receptorjem S1P1 |
CN105061315B (zh) * | 2015-08-06 | 2017-10-24 | 大连理工大学 | 一类1,5‑二苯基吡唑‑3‑羧酸类化合物及其应用 |
EP3386976A1 (en) * | 2015-12-09 | 2018-10-17 | Research Triangle Institute, International | Improved apelin receptor (apj) agonists and uses thereof |
RS61312B1 (sr) | 2016-02-26 | 2021-02-26 | Debiopharm Int Sa | Lek za lečenje infekcija dijabetskog stopala |
RU2764039C2 (ru) | 2016-10-12 | 2022-01-14 | Рисерч Трайэнгл Инститьют | Гетероциклические агонисты рецептора апелина (apj) и их применение |
CN109952292A (zh) | 2016-10-14 | 2019-06-28 | Tes制药有限责任公司 | α-氨基-β-羧基己二烯二酸半醛去羧酶的抑制剂 |
US11111698B2 (en) | 2016-12-05 | 2021-09-07 | Endura Products, Llc | Multipoint lock |
WO2018106518A1 (en) | 2016-12-06 | 2018-06-14 | Merck Sharp & Dohme Corp. | Antidiabetic heterocyclic compounds |
KR20190116416A (ko) | 2017-02-16 | 2019-10-14 | 아레나 파마슈티칼스, 인크. | 원발 담즙성 담관염을 치료하기 위한 화합물 및 방법 |
KR101877002B1 (ko) | 2017-03-06 | 2018-07-12 | 서울대학교 산학협력단 | 피라졸 유도체를 유효성분으로 함유하는 소양증의 예방 또는 치료용 약학적 조성물 및 이를 검출하기 위한 스크리닝 방법 |
TWI805699B (zh) | 2018-03-01 | 2023-06-21 | 日商日本煙草產業股份有限公司 | 甲基內醯胺環化合物及其用途 |
MX2020010433A (es) | 2018-04-04 | 2020-10-28 | Japan Tobacco Inc | Compuestos de pirazol sustituidos con heteroarilo y uso farmaceutico de los mismos. |
AU2019385644A1 (en) | 2018-11-20 | 2021-06-03 | Tes Pharma S.R.L. | Inhibitors of α-Amino-β-carboxymuconic acid semialdehyde decarboxylase |
TW202045476A (zh) | 2019-02-13 | 2020-12-16 | 美商默沙東藥廠 | 5-烷基吡咯啶食慾素受體促效劑 |
WO2021026047A1 (en) | 2019-08-08 | 2021-02-11 | Merck Sharp & Dohme Corp. | Heteroaryl pyrrolidine and piperidine orexin receptor agonists |
EP4085056A1 (en) | 2020-01-03 | 2022-11-09 | Berg LLC | Polycyclic amides as ube2k modulators for treating cancer |
CA3125847A1 (en) | 2020-07-27 | 2022-01-27 | Makscientific, Llc | Process for making biologically active compounds and intermediates thereof |
US12054480B2 (en) | 2020-07-31 | 2024-08-06 | Makscientific, Llc | Compounds for treating cannabinoid toxicity and acute cannabinoid overdose |
IL300610A (en) | 2020-08-18 | 2023-04-01 | Merck Sharp ַ& Dohme Llc | Bicycloheptane pyrrolidine compounds are orexin receptor agonists |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3449350A (en) * | 1968-06-24 | 1969-06-10 | Ciba Geigy Corp | Certain pyrazole-3-carboxylic acid hydrazide derivatives |
ES8203350A1 (es) * | 1979-11-16 | 1982-04-01 | Morishita Pharma | Procedimiento para la fabricacion de derivados del pirazol |
US5164381A (en) * | 1986-05-29 | 1992-11-17 | Ortho Pharmaceutical Corporation | Pharmacologically active 1,5-diaryl-3-substituted pyrazoles and method for synthesizing the same |
US4826868A (en) * | 1986-05-29 | 1989-05-02 | Ortho Pharmaceutical Corporation | 1,5-Diaryl-3-substituted pyrazoles pharmaceutical compositions and use |
AU611437B2 (en) * | 1987-05-29 | 1991-06-13 | Ortho Pharmaceutical Corporation | Pharmacologically active 2- and 3-substituted (1',5'-diaryl-3-pyrazolyl)-n-hydroxypropanamides and method for synthesizing the same |
US5051518A (en) * | 1987-05-29 | 1991-09-24 | Ortho Pharmaceutical Corporation | Pharmacologically active 2- and 3-substituted (1',5'-diaryl-3-pyrazolyl)-N-hydroxypropanamides |
US4898880A (en) * | 1989-03-22 | 1990-02-06 | Sterling Drug Inc. | N-(heterocycle)alkyl)-1H-pyrazole-1-alkanamides as antiarrhythmic agents, compositions and use |
PH27357A (en) * | 1989-09-22 | 1993-06-21 | Fujisawa Pharmaceutical Co | Pyrazole derivatives and pharmaceutical compositions comprising the same |
US5013837A (en) * | 1990-03-08 | 1991-05-07 | Sterling Drug Inc. | 3-Arylcarbonyl-1H-indole-containing compounds |
CA2036307C (en) * | 1990-03-08 | 2002-07-09 | Susan Jean Ward | 3-arylcarbonyl-1-aminoalkyl-1h-indole-containing antiglaucoma compositions and method |
FR2665898B1 (fr) * | 1990-08-20 | 1994-03-11 | Sanofi | Derives d'amido-3 pyrazole, procede pour leur preparation et compositions pharmaceutiques les contenant. |
US5117054A (en) * | 1991-09-26 | 1992-05-26 | Ortho Pharmaceutical Corporation | N-hydroxy, N-methyl propanamides |
IL105939A0 (en) * | 1992-06-11 | 1993-10-20 | Rhone Poulenc Agriculture | Herbicidal compounds and compositions |
FR2692575B1 (fr) * | 1992-06-23 | 1995-06-30 | Sanofi Elf | Nouveaux derives du pyrazole, procede pour leur preparation et compositions pharmaceutiques les contenant. |
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