JP2010519243A5 - - Google Patents
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- JP2010519243A5 JP2010519243A5 JP2009550278A JP2009550278A JP2010519243A5 JP 2010519243 A5 JP2010519243 A5 JP 2010519243A5 JP 2009550278 A JP2009550278 A JP 2009550278A JP 2009550278 A JP2009550278 A JP 2009550278A JP 2010519243 A5 JP2010519243 A5 JP 2010519243A5
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- Prior art keywords
- compound
- mixture
- hydroxy
- pharmaceutically acceptable
- salt
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000203 mixture Substances 0.000 claims 24
- 230000003287 optical Effects 0.000 claims 24
- 150000001875 compounds Chemical class 0.000 claims 22
- 150000003839 salts Chemical class 0.000 claims 13
- 239000011780 sodium chloride Substances 0.000 claims 13
- 239000002253 acid Substances 0.000 claims 12
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- -1 6-chloro-pyridin-3-yl-methoxy, tetrahydropyran-4-yl -Methoxy, 2- (2-oxo-pyrrolidin-1-yl) -ethoxy, 5-chloro-pyridin-2-yloxy, 6-bromo-pyridin-3-yloxy, phenethyloxy, 2- (tetrahydropyran-4- yl) - ethoxy Chemical group 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- YEPNVMNZWCKIJN-UHFFFAOYSA-N 3-(5-chloropyridin-2-yl)oxy-N-(5-hydroxy-2-adamantyl)benzamide Chemical compound C1C(O)(CC2C3)CC3CC1C2NC(=O)C(C=1)=CC=CC=1OC1=CC=C(Cl)C=N1 YEPNVMNZWCKIJN-UHFFFAOYSA-N 0.000 claims 1
- VUVNVAUYTRZHFE-UHFFFAOYSA-N 3-(6-bromopyridin-3-yl)oxy-N-(5-hydroxy-2-adamantyl)benzamide Chemical compound C1C(O)(CC2C3)CC3CC1C2NC(=O)C(C=1)=CC=CC=1OC1=CC=C(Br)N=C1 VUVNVAUYTRZHFE-UHFFFAOYSA-N 0.000 claims 1
- YFMLHHJRWSGUGZ-UHFFFAOYSA-N 3-[(4-fluorophenyl)methoxy]-N-(5-hydroxy-2-adamantyl)benzamide Chemical compound C1C(O)(CC2C3)CC3CC1C2NC(=O)C(C=1)=CC=CC=1OCC1=CC=C(F)C=C1 YFMLHHJRWSGUGZ-UHFFFAOYSA-N 0.000 claims 1
- MLWHXMCKLSZOFX-UHFFFAOYSA-N 3-[(6-chloropyridin-3-yl)methoxy]-N-(5-hydroxy-2-adamantyl)benzamide Chemical compound C1C(O)(CC2C3)CC3CC1C2NC(=O)C(C=1)=CC=CC=1OCC1=CC=C(Cl)N=C1 MLWHXMCKLSZOFX-UHFFFAOYSA-N 0.000 claims 1
- XKKQDGWFVQKADA-UHFFFAOYSA-N 3-[2-(1-cyclopropylsulfonylpiperidin-4-yl)ethoxy]-N-(5-hydroxy-2-adamantyl)benzamide Chemical compound C1C(O)(CC2C3)CC3CC1C2NC(=O)C(C=1)=CC=CC=1OCCC(CC1)CCN1S(=O)(=O)C1CC1 XKKQDGWFVQKADA-UHFFFAOYSA-N 0.000 claims 1
- KPPDHMJWRQYREA-UHFFFAOYSA-N 4-[2-[3-[(5-hydroxy-2-adamantyl)carbamoyl]phenoxy]ethyl]-N-propan-2-ylpiperidine-1-carboxamide Chemical compound C1CN(C(=O)NC(C)C)CCC1CCOC1=CC=CC(C(=O)NC2C3CC4CC2CC(O)(C4)C3)=C1 KPPDHMJWRQYREA-UHFFFAOYSA-N 0.000 claims 1
- VJPXSFZLJFYYMZ-UHFFFAOYSA-N N-(5-hydroxy-2-adamantyl)-3-(2-phenylethoxy)benzamide Chemical compound C1C(O)(CC2C3)CC3CC1C2NC(=O)C(C=1)=CC=CC=1OCCC1=CC=CC=C1 VJPXSFZLJFYYMZ-UHFFFAOYSA-N 0.000 claims 1
- OFPSNPGFCJOWJK-UHFFFAOYSA-N N-(5-hydroxy-2-adamantyl)-3-(oxan-4-ylmethoxy)benzamide Chemical compound C1C(O)(CC2C3)CC3CC1C2NC(=O)C(C=1)=CC=CC=1OCC1CCOCC1 OFPSNPGFCJOWJK-UHFFFAOYSA-N 0.000 claims 1
- YTGNEVUWIALTLZ-UHFFFAOYSA-N N-(5-hydroxy-2-adamantyl)-3-[2-(2-oxopyrrolidin-1-yl)ethoxy]benzamide Chemical compound C1C(O)(CC2C3)CC3CC1C2NC(=O)C(C=1)=CC=CC=1OCCN1CCCC1=O YTGNEVUWIALTLZ-UHFFFAOYSA-N 0.000 claims 1
- VJUHTHSMLUUMSJ-UHFFFAOYSA-N N-(5-hydroxy-2-adamantyl)-3-[2-(oxan-4-yl)ethoxy]benzamide Chemical compound C1C(O)(CC2C3)CC3CC1C2NC(=O)C(C=1)=CC=CC=1OCCC1CCOCC1 VJUHTHSMLUUMSJ-UHFFFAOYSA-N 0.000 claims 1
- RAFPKYQYYBNVIG-UHFFFAOYSA-N N-(5-hydroxy-2-adamantyl)-3-phenylmethoxybenzamide Chemical compound C1C(O)(CC2C3)CC3CC1C2NC(=O)C(C=1)=CC=CC=1OCC1=CC=CC=C1 RAFPKYQYYBNVIG-UHFFFAOYSA-N 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims 1
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 1
Claims (12)
- 一般式(I):
Qは、ヒドロキシであり;
R4は、水素であり;
R5は、水素であり;そして
Yは、2−[1−(カルボン酸イソプロピルアミド)ピペリジン−4−イル]−エトキシ、6−クロロ−ピリジン−3−イル−メトキシ、テトラヒドロピラン−4−イル−メトキシ、2−(2−オキソ−ピロリジン−1−イル)−エトキシ、5−クロロ−ピリジン−2−イルオキシ、6−ブロモ−ピリジン−3−イルオキシ、フェネチルオキシ、2−(テトラヒドロピラン−4−イル)−エトキシ、ベンジルオキシ、2−(1−シクロプロパンスルホニル−ピペリジン−4−イル)−エトキシ及び4−フルオロベンジルオキシからなる群から選択される]の化合物、又はその医薬的に許容可能な酸若しくは塩基との塩、又は任意の光学異性体、若しくはラセミ混合物を含む光学異性体の混合物、又は任意の互変異性体。 - 前記化合物が、4−{2−[3−(5−ヒドロキシ−アダマンタン−2−イルカルバモイル)−フェノキシ]−エチル}−ピペリジン−1−カルボン酸イソプロピルアミド、又はその医薬的に許容可能な酸若しくは塩基との塩、又は任意の光学異性体、若しくはラセミ混合物を含む光学異性体の混合物、又は任意の互変異性体である、請求項1に記載の化合物。
- 前記化合物が、3−(6−クロロ−ピリジン−3−イルメトキシ)−N−(5−ヒドロキシ−アダマンタン−2−イル)−ベンズアミド、又はその医薬的に許容可能な酸若しくは塩基との塩、又は任意の光学異性体、若しくはラセミ混合物を含む光学異性体の混合物、又は任意の互変異性体である、請求項1に記載の化合物。
- 前記化合物が、N−(5−ヒドロキシ−アダマンタン−2−イル)−3−(テトラヒドロ−ピラン−4−イルメトキシ)−ベンズアミド、又はその医薬的に許容可能な酸若しくは塩基との塩、又は任意の光学異性体、若しくはラセミ混合物を含む光学異性体の混合物、又は任意の互変異性体である、請求項1に記載の化合物。
- 前記化合物が、N−(5−ヒドロキシ−アダマンタン−2−イル)−3−[2−(2−オキソ−ピロリジン−1−イル)−エトキシ]−ベンズアミド、又はその医薬的に許容可能な酸若しくは塩基との塩、又は任意の光学異性体、若しくはラセミ混合物を含む光学異性体の混合物、又は任意の互変異性体である、請求項1に記載の化合物。
- 前記化合物が、3−(5−クロロ−ピリジン−2−イルオキシ)−N−(5−ヒドロキシ−アダマンタン−2−イル)−ベンズアミド、又はその医薬的に許容可能な酸若しくは塩基との塩、又は任意の光学異性体、若しくはラセミ混合物を含む光学異性体の混合物、又は任意の互変異性体である、請求項1に記載の化合物。
- 前記化合物が、3−(6−ブロモ−ピリジン−3−イルオキシ)−N−(5−ヒドロキシ−アダマンタン−2−イル)−ベンズアミド、又はその医薬的に許容可能な酸若しくは塩基との塩、又は任意の光学異性体、若しくはラセミ混合物を含む光学異性体の混合物、又は任意の互変異性体である、請求項1に記載の化合物。
- 前記化合物が、N−(5−ヒドロキシ−アダマンタン−2−イル)−3−フェネチルオキシ−ベンズアミド、又はその医薬的に許容可能な酸若しくは塩基との塩、又は任意の光学異性体、若しくはラセミ混合物を含む光学異性体の混合物、又は任意の互変異性体である、請求項1に記載の化合物。
- 前記化合物が、N−(5−ヒドロキシ−アダマンタン−2−イル)−3−[2−(テトラヒドロ−ピラン−4−イル)−エトキシ]−ベンズアミド、又はその医薬的に許容可能な酸若しくは塩基との塩、又は任意の光学異性体、若しくはラセミ混合物を含む光学異性体の混合物、又は任意の互変異性体である、請求項1に記載の化合物。
- 前記化合物が、3−ベンジルオキシ−N−(5−ヒドロキシ−アダマンタン−2−イル)−ベンズアミド、又はその医薬的に許容可能な酸若しくは塩基との塩、又は任意の光学異性体、若しくはラセミ混合物を含む光学異性体の混合物、又は任意の互変異性体である、請求項1に記載の化合物。
- 前記化合物が、3−[2−(1−シクロプロパンスルホニル−ピペリジン−4−イル)−エトキシ]−N−(5−ヒドロキシ−アダマンタン−2−イル)−ベンズアミド、又はその医薬的に許容可能な酸若しくは塩基との塩、又は任意の光学異性体、若しくはラセミ混合物を含む光学異性体の混合物、又は任意の互変異性体である、請求項1に記載の化合物。
- 前記化合物が、3−(4−フルオロ−ベンジルオキシ)−N−(5−ヒドロキシ−アダマンタン−2−イル)−ベンズアミド、又はその医薬的に許容可能な酸若しくは塩基との塩、又は任意の光学異性体、若しくはラセミ混合物を含む光学異性体の混合物、又は任意の互変異性体である、請求項1に記載の化合物。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP07102956 | 2007-02-23 | ||
EP07102956.5 | 2007-02-23 | ||
PCT/EP2008/051971 WO2008101914A2 (en) | 2007-02-23 | 2008-02-19 | N-adamantyl benzamides as inhibitors of 11-beta-hydroxysteroid dehydrogenase |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2010519243A JP2010519243A (ja) | 2010-06-03 |
JP2010519243A5 true JP2010519243A5 (ja) | 2011-03-10 |
JP5243455B2 JP5243455B2 (ja) | 2013-07-24 |
Family
ID=39401046
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2009550278A Expired - Fee Related JP5243455B2 (ja) | 2007-02-23 | 2008-02-19 | 新規化合物 |
Country Status (13)
Country | Link |
---|---|
US (3) | US8383820B2 (ja) |
EP (1) | EP2150526B1 (ja) |
JP (1) | JP5243455B2 (ja) |
KR (1) | KR101487813B1 (ja) |
CN (1) | CN101679217A (ja) |
AU (1) | AU2008219326B2 (ja) |
BR (1) | BRPI0806847A2 (ja) |
CA (1) | CA2675669C (ja) |
EA (1) | EA016951B1 (ja) |
IL (1) | IL199853A (ja) |
MX (1) | MX2009008228A (ja) |
WO (1) | WO2008101914A2 (ja) |
ZA (1) | ZA200904916B (ja) |
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EP1948190A2 (en) * | 2005-11-01 | 2008-07-30 | Transtech Pharma | Pharmaceutical use of substituted amides |
JP2009530346A (ja) * | 2006-03-21 | 2009-08-27 | ハイ ポイント ファーマシューティカルズ,リミティド ライアビリティ カンパニー | メタボリックシンドロームの治療用のアダマンタン誘導体 |
WO2007115935A1 (en) | 2006-04-07 | 2007-10-18 | High Point Pharmaceuticals, Llc | 11β-HYDROXYSTEROID DEHYDROGENASE TYPE 1 ACTIVE COMPOUNDS |
JP2009539937A (ja) * | 2006-06-16 | 2009-11-19 | ハイ ポイント ファーマシューティカルズ,リミティド ライアビリティ カンパニー | 置換型ピペリジンカルボキサミドの医薬的使用 |
US8048908B2 (en) * | 2006-07-13 | 2011-11-01 | High Point Pharmaceuticals, Llc | 11β-hydroxysteroid dehydrogenase type 1 active compounds |
JP2010519240A (ja) * | 2007-02-23 | 2010-06-03 | ハイ ポイント ファーマシューティカルズ,リミティド ライアビリティ カンパニー | 11−ベータ−ヒドロキシステロイドデヒドロゲナーゼの阻害剤としての、n−アダマンチルベンズアミド |
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EP2150109B1 (en) * | 2007-04-24 | 2012-09-19 | High Point Pharmaceuticals, LLC | Pharmaceutical use of substituted amides |
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WO2011107494A1 (de) | 2010-03-03 | 2011-09-09 | Sanofi | Neue aromatische glykosidderivate, diese verbindungen enthaltende arzneimittel und deren verwendung |
US8933024B2 (en) | 2010-06-18 | 2015-01-13 | Sanofi | Azolopyridin-3-one derivatives as inhibitors of lipases and phospholipases |
US8530413B2 (en) | 2010-06-21 | 2013-09-10 | Sanofi | Heterocyclically substituted methoxyphenyl derivatives with an oxo group, processes for preparation thereof and use thereof as medicaments |
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KR101332805B1 (ko) | 2011-03-31 | 2013-11-27 | 한국화학연구원 | 아다만틸기를 갖는 설파마이드 유도체 및 이의 약제학적으로 허용 가능한 염 |
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-
2008
- 2008-02-19 WO PCT/EP2008/051971 patent/WO2008101914A2/en active Application Filing
- 2008-02-19 US US12/528,229 patent/US8383820B2/en active Active
- 2008-02-19 ZA ZA200904916A patent/ZA200904916B/xx unknown
- 2008-02-19 MX MX2009008228A patent/MX2009008228A/es active IP Right Grant
- 2008-02-19 EA EA200970791A patent/EA016951B1/ru not_active IP Right Cessation
- 2008-02-19 AU AU2008219326A patent/AU2008219326B2/en not_active Ceased
- 2008-02-19 KR KR1020097017160A patent/KR101487813B1/ko active IP Right Grant
- 2008-02-19 JP JP2009550278A patent/JP5243455B2/ja not_active Expired - Fee Related
- 2008-02-19 CN CN200880005896A patent/CN101679217A/zh active Pending
- 2008-02-19 BR BRPI0806847-0A patent/BRPI0806847A2/pt not_active IP Right Cessation
- 2008-02-19 EP EP08709090.8A patent/EP2150526B1/en active Active
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