Title:
有用な抗糖尿病剤である新規な環状ベンズイミダゾール誘導体
Document Type and Number:
Japanese Patent JP2012507530
Kind Code:
A
Abstract:
Novel compounds of the structural formula (I) are activators of AMP-protein kinase and are useful in the treatment, prevention and suppression of diseases mediated by the AMPK-activated protein kinase. The compounds of the present invention are useful in the treatment of Type 2 diabetes, hyperglycemia, metabolic syndrome, obesity, hypercholesterolemia, and hypertension.
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Inventors:
Dan, Kang
Chun, De Michael
Gibson, Tony, S.
Chan, Hong Chan
Casion, Danielle, Kay.
Bao, Jiang Min
Orchid, pin
Ryu, Huagan
Makara, George, M.
Romero, F. Anthony
Cebu Hat, Iass
Vodka, darius
Chun, De Michael
Gibson, Tony, S.
Chan, Hong Chan
Casion, Danielle, Kay.
Bao, Jiang Min
Orchid, pin
Ryu, Huagan
Makara, George, M.
Romero, F. Anthony
Cebu Hat, Iass
Vodka, darius
Application Number:
JP2011534608A
Publication Date:
March 29, 2012
Filing Date:
October 19, 2009
Export Citation:
Assignee:
Merck Sharp End Dome Corporation
International Classes:
C07D235/16; A61K31/366; A61K31/397; A61K31/4184; A61K31/427; A61K31/44; A61K31/4439; A61K31/454; A61K31/497; A61K31/4985; A61K31/5377; A61P3/04; A61P3/06; A61P3/10; A61P9/12; A61P35/00; A61P43/00; C07D235/26; C07D235/28; C07D401/04; C07D401/06; C07D403/04; C07D403/10; C07D405/04; C07D409/04; C07D409/06; C07D417/04
Domestic Patent References:
| JP2004175807A | 2004-06-24 | |||
| JP2002510293A | 2002-04-02 | |||
| JPH093064A | 1997-01-07 | |||
| JPH01258670A | 1989-10-16 |
Other References:
JPN6013056002; ＶＡＣＣＨＥＲ Ｍ．Ｐ． ｅｔ ａｌ．: 'Ｐｒｅｐａｒａｔｉｖｅ ｅｎａｎｔｉｏｍｅｒｉｃ ｓｅｐａｒａｔｉｏｎ ｏｆ ｐｏｔｅｎｔ ＡＭＰ-ａｃｔｉｖａｔｅｄ ｐｒｏｔｅｉｎ ｋｉｎａｓｅ ａｃｔｉｖａｔｏｒ ｂｙ ＨＰＬＣ ｏｎ ａｍｙｌ' Ｊｏｕｒｎａｌ ｏｆ Ｐｈａｒｍａｃｅｕｔｉｃａｌ ａｎｄ Ｂｉｏｍｅｄｉｃａｌ Ａｎａｌｙｓｉｓ Ｖｏｌ．４６， Ｉｓｓｕｅ ５, 200804, ｐ．９２０-９２８
JPN5012002265; ＣＨＡＲＴＯＮ: 'ＳＹＮＴＨＥＳＩＳ ＡＮＤ ＢＩＯＬＯＧＩＣＡＬ ＥＶＡＬＵＡＴＩＯＮ ＯＦ ＢＥＮＺＩＭＩＤＡＺＯＬＥ ＤＥＲＩＶＡＴＩＶＥＳ 以下備考' ＢＩＯＯＲＧＡＮＩＣ ＡＮＤ ＭＥＤＩＣＩＮＡＬ ＣＨＥＭＩＳＴＲＹ Ｖ１４, 2006, Ｐ４４９０-４４９３，４４９７
JPN6013056005; ＳＩＮＧＨ， Ａ．Ｋ． ｅｔ ａｌ．: 'Ｄｅｓｉｇｎ， ｓｙｎｔｈｅｓｉｓ ａｎｄ ａｎｔｉｔｕｍｏｒ ｃｙｔｏｔｏｘｉｃｉｔｙ ｏｆ ｎｏｖｅｌ ｂｉｓ-ｂｅｎｚｉｍｉｄａｚｏｌｅｓ' Ａｎｔｉ-Ｃａｎｃｅｒ Ｄｒｕｇ Ｄｅｓｉｇｎ １５（４）, 2000, ｐ．２６５-２７５
JPN6013056007; ＳＩＮＧＨ， Ａ．Ｋ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ｏｆ Ｈｏｅｃｈｓｔ ３３２５８ ａｎａｌｏｇｕｅｓ ｄｅｓｉｇｎｅｄ ｔｏ ｔａｒｇｅｔ ｈｕｍａｎ ｔｕｍｏｒ ｈｅｌｉｃａｓｅｓ' Ｈｅｔｅｒｏｃｙｃｌｉｃ Ｃｏｍｍｕｎｉｃａｔｉｏｎｓ Ｖｏｌ．５， Ｎｏ．１, 1999, ｐ．１１-１８
JPN6013056009; ＺＨＡＯ， Ｒ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ｏｆ ｂｉｏｒｅｄｕｃｔｉｖｅｌｙ ａｃｔｉｖａｔｅｄ ａｌｋｙｌａｔｉｎｇ Ｈｏｅｃｈｓｔ ３３２５８ ａｎａｌｏｇｓ' Ｈｅｔｅｒｏｃｙｃｌｉｃ Ｃｏｍｍｕｎｉｃａｔｉｏｎｓ Ｖｏｌ．４， Ｎｏ．１, 1998, ｐ．１１-１９
JPN6013056002; ＶＡＣＣＨＥＲ Ｍ．Ｐ． ｅｔ ａｌ．: 'Ｐｒｅｐａｒａｔｉｖｅ ｅｎａｎｔｉｏｍｅｒｉｃ ｓｅｐａｒａｔｉｏｎ ｏｆ ｐｏｔｅｎｔ ＡＭＰ-ａｃｔｉｖａｔｅｄ ｐｒｏｔｅｉｎ ｋｉｎａｓｅ ａｃｔｉｖａｔｏｒ ｂｙ ＨＰＬＣ ｏｎ ａｍｙｌ' Ｊｏｕｒｎａｌ ｏｆ Ｐｈａｒｍａｃｅｕｔｉｃａｌ ａｎｄ Ｂｉｏｍｅｄｉｃａｌ Ａｎａｌｙｓｉｓ Ｖｏｌ．４６， Ｉｓｓｕｅ ５, 200804, ｐ．９２０-９２８
JPN5012002265; ＣＨＡＲＴＯＮ: 'ＳＹＮＴＨＥＳＩＳ ＡＮＤ ＢＩＯＬＯＧＩＣＡＬ ＥＶＡＬＵＡＴＩＯＮ ＯＦ ＢＥＮＺＩＭＩＤＡＺＯＬＥ ＤＥＲＩＶＡＴＩＶＥＳ 以下備考' ＢＩＯＯＲＧＡＮＩＣ ＡＮＤ ＭＥＤＩＣＩＮＡＬ ＣＨＥＭＩＳＴＲＹ Ｖ１４, 2006, Ｐ４４９０-４４９３，４４９７
JPN5012002265; ＣＨＡＲＴＯＮ: 'ＳＹＮＴＨＥＳＩＳ ＡＮＤ ＢＩＯＬＯＧＩＣＡＬ ＥＶＡＬＵＡＴＩＯＮ ＯＦ ＢＥＮＺＩＭＩＤＡＺＯＬＥ ＤＥＲＩＶＡＴＩＶＥＳ 以下備考' ＢＩＯＯＲＧＡＮＩＣ ＡＮＤ ＭＥＤＩＣＩＮＡＬ ＣＨＥＭＩＳＴＲＹ Ｖ１４, 2006, Ｐ４４９０-４４９３，４４９７
JPN6013056005; ＳＩＮＧＨ， Ａ．Ｋ． ｅｔ ａｌ．: 'Ｄｅｓｉｇｎ， ｓｙｎｔｈｅｓｉｓ ａｎｄ ａｎｔｉｔｕｍｏｒ ｃｙｔｏｔｏｘｉｃｉｔｙ ｏｆ ｎｏｖｅｌ ｂｉｓ-ｂｅｎｚｉｍｉｄａｚｏｌｅｓ' Ａｎｔｉ-Ｃａｎｃｅｒ Ｄｒｕｇ Ｄｅｓｉｇｎ １５（４）, 2000, ｐ．２６５-２７５
JPN6013056007; ＳＩＮＧＨ， Ａ．Ｋ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ｏｆ Ｈｏｅｃｈｓｔ ３３２５８ ａｎａｌｏｇｕｅｓ ｄｅｓｉｇｎｅｄ ｔｏ ｔａｒｇｅｔ ｈｕｍａｎ ｔｕｍｏｒ ｈｅｌｉｃａｓｅｓ' Ｈｅｔｅｒｏｃｙｃｌｉｃ Ｃｏｍｍｕｎｉｃａｔｉｏｎｓ Ｖｏｌ．５， Ｎｏ．１, 1999, ｐ．１１-１８
JPN6013056009; ＺＨＡＯ， Ｒ． ｅｔ ａｌ．: 'Ｓｙｎｔｈｅｓｉｓ ｏｆ ｂｉｏｒｅｄｕｃｔｉｖｅｌｙ ａｃｔｉｖａｔｅｄ ａｌｋｙｌａｔｉｎｇ Ｈｏｅｃｈｓｔ ３３２５８ ａｎａｌｏｇｓ' Ｈｅｔｅｒｏｃｙｃｌｉｃ Ｃｏｍｍｕｎｉｃａｔｉｏｎｓ Ｖｏｌ．４， Ｎｏ．１, 1998, ｐ．１１-１９
JPN6013056002; ＶＡＣＣＨＥＲ Ｍ．Ｐ． ｅｔ ａｌ．: 'Ｐｒｅｐａｒａｔｉｖｅ ｅｎａｎｔｉｏｍｅｒｉｃ ｓｅｐａｒａｔｉｏｎ ｏｆ ｐｏｔｅｎｔ ＡＭＰ-ａｃｔｉｖａｔｅｄ ｐｒｏｔｅｉｎ ｋｉｎａｓｅ ａｃｔｉｖａｔｏｒ ｂｙ ＨＰＬＣ ｏｎ ａｍｙｌ' Ｊｏｕｒｎａｌ ｏｆ Ｐｈａｒｍａｃｅｕｔｉｃａｌ ａｎｄ Ｂｉｏｍｅｄｉｃａｌ Ａｎａｌｙｓｉｓ Ｖｏｌ．４６， Ｉｓｓｕｅ ５, 200804, ｐ．９２０-９２８
JPN5012002265; ＣＨＡＲＴＯＮ: 'ＳＹＮＴＨＥＳＩＳ ＡＮＤ ＢＩＯＬＯＧＩＣＡＬ ＥＶＡＬＵＡＴＩＯＮ ＯＦ ＢＥＮＺＩＭＩＤＡＺＯＬＥ ＤＥＲＩＶＡＴＩＶＥＳ 以下備考' ＢＩＯＯＲＧＡＮＩＣ ＡＮＤ ＭＥＤＩＣＩＮＡＬ ＣＨＥＭＩＳＴＲＹ Ｖ１４, 2006, Ｐ４４９０-４４９３，４４９７
Attorney, Agent or Firm:
Kenji Ando