Title:
NOVEL DIHYDROXYBENZENE DERIVATIVES AND ANTIPROTOZOAL AGENT COMPRISING SAME AS ACTIVE INGREDIENT
Document Type and Number:
WIPO Patent Application WO/2012/060387
Kind Code:
A1
Abstract:
Novel compounds represented by formula (I) are useful for preventing or treating diseases caused by protozoans. Use is made of one or more members selected from among compounds represented by formula (I), optical isomers thereof and pharmaceutically acceptable salts of the same. In formula (I): X represents a hydrogen atom or a halogen atom; R1 represents a hydrogen atom; R2 represents a hydrogen atom or a C1-7 alkyl group; R3 represents -CHO, -C(=O)R5, -COOR5 [wherein R5 represents a C1-7 alkyl group], -CH2OH or -COOH; and R4 represents a C1-16 alkyl group having various substituent(s) on a terminal carbon atom and/or a non-terminal carbon atom, a C2-16 alkenyl group having various substituent(s) on a terminal carbon atom and/or a non-terminal carbon atom, or a C2-16 alkynyl group having various substituent(s) on a terminal carbon atom and/or a non-terminal carbon atom.
Inventors:
SAIMOTO HIROYUKI (JP)
KITA KIYOSHI (JP)
YABU YOSHISADA (JP)
YAMAMOTO MASAICHI (JP)
KITA KIYOSHI (JP)
YABU YOSHISADA (JP)
YAMAMOTO MASAICHI (JP)
Application Number:
PCT/JP2011/075216
Publication Date:
May 10, 2012
Filing Date:
November 01, 2011
Export Citation:
Assignee:
ARIGEN PHARMACEUTICALS INC (JP)
SAIMOTO HIROYUKI (JP)
KITA KIYOSHI (JP)
YABU YOSHISADA (JP)
YAMAMOTO MASAICHI (JP)
SAIMOTO HIROYUKI (JP)
KITA KIYOSHI (JP)
YABU YOSHISADA (JP)
YAMAMOTO MASAICHI (JP)
International Classes:
C07C47/56; A61K31/11; A61K31/12; A61K31/192; A61K31/216; A61K31/336; A61K31/351; A61K31/357; A61P33/00; C07C49/86; C07C59/74; C07C69/73; C07D303/32; C07D307/33; C07D317/26
Domestic Patent References:
| WO2005037759A1 | 2005-04-28 | |||
| WO2005037760A1 | 2005-04-28 |
Foreign References:
| JPH09165332A | 1997-06-24 | |||
| JP2005112755A | 2005-04-28 | |||
| US3546073A | 1970-12-08 | |||
| JPH07278041A | 1995-10-24 | |||
| JP2005330265A | 2005-12-02 | |||
| JP2007204380A | 2007-08-16 | |||
| JPH09165332A | 1997-06-24 | |||
| JP2003024643A | 2003-01-28 | |||
| JP2004231601A | 2004-08-19 | |||
| JP2005112755A | 2005-04-28 |
Other References:
FOURNET A. ET AL.: "In vitro and in vivo leishmanicidal studies of Peperomia galioides (Piperaceae)", PHYTOMEDICINE, vol. 3, no. 3, 1996, pages 271 - 275, XP055090454
ZHANG P. ET AL.: "Anti-inflammatory sesquiterpenoids from a sponge-derived fungus Acremonium sp", JOURNAL OF NATURAL PRODUCTS, vol. 72, no. 2, 2009, pages 270 - 275, XP055090455
SINGH S.B. ET AL.: "Chemistry and biology of cylindrols: novel inhibitors of Ras farnesyl- protein transferase from Cylindrocarpon lucidum", JOURNAL OF ORGANIC CHEMISTRY, vol. 61, no. 22, 1996, pages 7727 - 7737, XP000979162
KOSUGE Y. ET AL.: "Structures of colletochlorin C, colletorin A, and colletorin C from Colletotrichum nicotianae", AGRICULTURAL AND BIOLOGICAL CHEMISTRY, vol. 38, no. 6, 1974, pages 1265 - 1267, XP055090456
See also references of EP 2636663A4
MOLECULAR AND BIOCHEMICAL PARASITOLOGY, vol. 81, 1996, pages 127 - 136
PARASITOLOGY INTERNATIONAL, vol. 47, 1998, pages 131 - 137
TETRAHEDRON, vol. 44, 1988, pages 41 - 48
H. SAIMOTO ET AL., BULL. CHEM. SOC. JPN., vol. 72, 1999, pages 279 - 284
H. SAIMOTO ET AL., BULL. CHEM. SOC. JPN., vol. 68, 1995, pages 2727 - 2734
TETRAHEDRON, vol. 59, 2003, pages 2991 - 2998
TETRAHEDRON LETT., vol. 42, 2001, pages 2205 - 2208
K. MORI; S. TAKECHI, TETRAHEDRON, vol. 41, 1985, pages 3049 - 3062
J. BRAZ. CHEM. SOC., vol. 14, 2003, pages 975 - 981
J. AM. CHEM. SOC., vol. 99, 1977, pages 1275 - 1276
TETRAHEDRON, vol. 30, 1974, pages 715 - 718
ORG. LETT, vol. 8, 2006, pages 5649 - 5652
J. AM. CHEM. SOC., vol. 127, 2005, pages 7014 - 7024
ORG. LETT., vol. 9, 2007, pages 1461 - 1464
TETRAHEDRON, vol. 40, 1984, pages 2711 - 2720
J PARASITOL., vol. 75, 1989, pages 985 - 9
FUKAI Y; NIHEI C; KAWAI K; YABU Y; SUZUKI T; OHTA N; MINAGAWA N; NAGAI K; KITA K: "Overproduction of highly active Trypanosoma alternative oxidase in Escherichia coli heme- deficient mutant.", PARASITOL INT., vol. 52, 2003, pages 237 - 41
ZHANG P. ET AL.: "Anti-inflammatory sesquiterpenoids from a sponge-derived fungus Acremonium sp", JOURNAL OF NATURAL PRODUCTS, vol. 72, no. 2, 2009, pages 270 - 275, XP055090455
SINGH S.B. ET AL.: "Chemistry and biology of cylindrols: novel inhibitors of Ras farnesyl- protein transferase from Cylindrocarpon lucidum", JOURNAL OF ORGANIC CHEMISTRY, vol. 61, no. 22, 1996, pages 7727 - 7737, XP000979162
KOSUGE Y. ET AL.: "Structures of colletochlorin C, colletorin A, and colletorin C from Colletotrichum nicotianae", AGRICULTURAL AND BIOLOGICAL CHEMISTRY, vol. 38, no. 6, 1974, pages 1265 - 1267, XP055090456
See also references of EP 2636663A4
MOLECULAR AND BIOCHEMICAL PARASITOLOGY, vol. 81, 1996, pages 127 - 136
PARASITOLOGY INTERNATIONAL, vol. 47, 1998, pages 131 - 137
TETRAHEDRON, vol. 44, 1988, pages 41 - 48
H. SAIMOTO ET AL., BULL. CHEM. SOC. JPN., vol. 72, 1999, pages 279 - 284
H. SAIMOTO ET AL., BULL. CHEM. SOC. JPN., vol. 68, 1995, pages 2727 - 2734
TETRAHEDRON, vol. 59, 2003, pages 2991 - 2998
TETRAHEDRON LETT., vol. 42, 2001, pages 2205 - 2208
K. MORI; S. TAKECHI, TETRAHEDRON, vol. 41, 1985, pages 3049 - 3062
J. BRAZ. CHEM. SOC., vol. 14, 2003, pages 975 - 981
J. AM. CHEM. SOC., vol. 99, 1977, pages 1275 - 1276
TETRAHEDRON, vol. 30, 1974, pages 715 - 718
ORG. LETT, vol. 8, 2006, pages 5649 - 5652
J. AM. CHEM. SOC., vol. 127, 2005, pages 7014 - 7024
ORG. LETT., vol. 9, 2007, pages 1461 - 1464
TETRAHEDRON, vol. 40, 1984, pages 2711 - 2720
J PARASITOL., vol. 75, 1989, pages 985 - 9
FUKAI Y; NIHEI C; KAWAI K; YABU Y; SUZUKI T; OHTA N; MINAGAWA N; NAGAI K; KITA K: "Overproduction of highly active Trypanosoma alternative oxidase in Escherichia coli heme- deficient mutant.", PARASITOL INT., vol. 52, 2003, pages 237 - 41
Attorney, Agent or Firm:
ONO, Shinjiro et al. (JP)
Ono Shinjiro (JP)
Ono Shinjiro (JP)
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