CN102015606A - IRE-1α抑制剂 - Google Patents
IRE-1α抑制剂 Download PDFInfo
- Publication number
- CN102015606A CN102015606A CN2008800190352A CN200880019035A CN102015606A CN 102015606 A CN102015606 A CN 102015606A CN 2008800190352 A CN2008800190352 A CN 2008800190352A CN 200880019035 A CN200880019035 A CN 200880019035A CN 102015606 A CN102015606 A CN 102015606A
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- CN
- China
- Prior art keywords
- ire
- compound
- hydrogen
- alkyl
- substituted
- 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.)
- Granted
Links
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- 101100452784 Caenorhabditis elegans ire-1 gene Proteins 0.000 claims description 157
- 229910052739 hydrogen Inorganic materials 0.000 claims description 94
- 239000001257 hydrogen Substances 0.000 claims description 94
- -1 Hydrogen Chemical class 0.000 claims description 73
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 67
- 238000000034 method Methods 0.000 claims description 53
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- 229910052736 halogen Inorganic materials 0.000 claims description 43
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 40
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 37
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 30
- 229910052760 oxygen Inorganic materials 0.000 claims description 29
- 125000001072 heteroaryl group Chemical group 0.000 claims description 27
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 27
- 125000003118 aryl group Chemical group 0.000 claims description 22
- 125000003545 alkoxy group Chemical group 0.000 claims description 19
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 19
- 125000001424 substituent group Chemical group 0.000 claims description 19
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- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 3
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
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- ILVXOBCQQYKLDS-UHFFFAOYSA-N pyridine N-oxide Chemical class [O-][N+]1=CC=CC=C1 ILVXOBCQQYKLDS-UHFFFAOYSA-N 0.000 claims description 3
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- 125000004434 sulfur atom Chemical group 0.000 claims description 3
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- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 2
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- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/54—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/08—1,3-Dioxanes; Hydrogenated 1,3-dioxanes condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
- C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
- C07D319/16—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D319/18—Ethylenedioxybenzenes, not substituted on the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D321/00—Heterocyclic compounds containing rings having two oxygen atoms as the only ring hetero atoms, not provided for by groups C07D317/00 - C07D319/00
- C07D321/02—Seven-membered rings
- C07D321/10—Seven-membered rings condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D333/58—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Abstract
Description
M1 | M4 | X′ | Y′ | M2 | M3 |
H | H | CHM2 | CHM3 | H | H |
H | OH | CHM2 | CHM3 | H | H |
OH | H | CHM2 | CHM3 | H | H |
CF3 | H | CHM2 | CHM3 | H | H |
CH3 | H | CHM2 | CHM3 | H | H |
CH2CH3 | H | CHM2 | CHM3 | H | H |
OCH3 | H | CHM2 | CHM3 | H | H |
C(=O)OH | H | CHM2 | CHM3 | H | H |
C(=O)OCH3 | H | CHM2 | CHM3 | H | H |
NHCH3 | H | CHM2 | CHM3 | H | H |
N(CH3)2 | H | CHM2 | CHM3 | H | H |
H | OH | CHM2 | CHM3 | H | H |
H | CH3 | CHM2 | CHM3 | H | H |
H | CF3 | CHM2 | CHM3 | H | H |
H | CH2CH3 | CHM2 | CHM3 | H | H |
H | OCH3 | CHM2 | CHM3 | H | H |
H | C(=O)OH | CHM2 | CHM3 | H | H |
H | C(=O)OCH3 | CHM2 | CHM3 | H | H |
H | NHCH3 | CHM2 | CHM3 | H | H |
H | N(CH3)2 | CHM2 | CHM3 | H | H |
OH | OH | CHM2 | CHM3 | H | H |
CF3 | CF3 | CHM2 | CHM3 | H | H |
CH3 | CH3 | CHM2 | CHM3 | H | H |
CH2CH3 | CH2CH3 | CHM2 | CHM3 | H | H |
OCH3 | OCH3 | CHM2 | CHM3 | H | H |
C(=O)OH | C(=O)OH | CHM2 | CHM3 | H | H |
C(=O)OCH3 | C(=O)OCH3 | CHM2 | CHM3 | H | H |
NHCH3 | NHCH3 | CHM2 | CHM3 | H | H |
N(CH3)2 | N(CH3)2 | CHM2 | CHM3 | H | H |
H | H | CHM2 | CHM3 | OH | H |
H | H | CHM2 | CHM3 | H | OH |
H | H | CHM2 | CHM3 | OH | OH |
H | H | CHM2 | CHM3 | CH3 | H |
H | H | CHM2 | CHM3 | H | CH3 |
H | H | CHM2 | CHM3 | CH3 | CH3 |
H | H | CHM2 | CHM3 | OCH3 | H |
H | H | CHM2 | CHM3 | H | OCH3 |
H | H | CHM2 | CHM3 | OCH3 | OCH3 |
H | H | CHM2 | CHM3 | NHCH3 | H |
H | H | CHM2 | CHM3 | H | NHCH3 |
H | H | CHM2 | CHM3 | NHCH3 | NHCH3 |
H | H | CHM2 | CHM3 | N(CH3)2 | H |
H | H | CHM2 | CHM3 | H | N(CH3)2 |
H | H | CHM2 | CHM3 | N(CH3)2 | N(CH3)2 |
CH3 | H | CHM2 | CHM3 | CH3 | H |
H | CH3 | CHM2 | CHM3 | H | CH3 |
OCH3 | H | CHM2 | CHM3 | OCH3 | H |
OCH3 | H | CHM2 | CHM3 | H | CH3 |
H | H | CHM2 | CHM3 | H | OH |
H | OH | CHM2 | CHM3 | CH3 | CH3 |
OCH3 | H | CHM2 | CHM3 | OCH3 | H |
OH | H | CHM2 | CHM3 | OCH3 | OCH3 |
OCH3 | H | CHM2 | CHM3 | H | NHCH3 |
H | NHCH3 | CHM2 | CHM3 | NHCH3 | H |
H | OH | CHM2 | CHM3 | H | NHCH3 |
H | OH | CHM2 | CHM3 | OH | H |
H | OH | CHM2 | CHM3 | H | OH |
N(CH3)2 | H | CHM2 | CHM3 | OCH3 | H |
CH3 | H | CHM2 | CHM3 | H | OCH3 |
H | CH3 | CHM2 | CHM3 | N(CH3)2 | H |
H | N(CH3)2 | CHM2 | CHM3 | CH3 | H |
OCH3 | H | CHM2 | CHM3 | H | OCH3 |
OCH3 | H | CHM2 | CHM3 | CH3 | CH3 |
OCH3 | H | N | CHM3 | - | H |
CH3 | H | N | CHM3 | - | CH3 |
H | N(CH3)2 | N | CHM3 | - | H |
H | CH3 | N | CHM3 | - | CH3 |
OCH3 | OCH3 | N | CHM3 | - | H |
CH3 | H | N | CHM3 | - | NHCH3 |
CH3 | OCH3 | N | CHM3 | - | H |
CH3 | CH2OH | N | CHM3 | - | H |
CH3 | CH2OH | N | CHM3 | - | CH3 |
OCH3 | CH2OH | N | CHM3 | - | H |
Claims (14)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US94274307P | 2007-06-08 | 2007-06-08 | |
US60/942,743 | 2007-06-08 | ||
PCT/US2008/066310 WO2008154484A1 (en) | 2007-06-08 | 2008-06-09 | Ire-1a inhibitors |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201310303822.2A Division CN103450077B (zh) | 2007-06-08 | 2008-06-09 | IRE-1α抑制剂 |
Publications (2)
Publication Number | Publication Date |
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CN102015606A true CN102015606A (zh) | 2011-04-13 |
CN102015606B CN102015606B (zh) | 2015-02-04 |
Family
ID=39730581
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN200880019035.2A Expired - Fee Related CN102015606B (zh) | 2007-06-08 | 2008-06-09 | IRE-1α抑制剂 |
CN201310303822.2A Expired - Fee Related CN103450077B (zh) | 2007-06-08 | 2008-06-09 | IRE-1α抑制剂 |
Family Applications After (1)
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CN201310303822.2A Expired - Fee Related CN103450077B (zh) | 2007-06-08 | 2008-06-09 | IRE-1α抑制剂 |
Country Status (9)
Country | Link |
---|---|
US (5) | US7858666B2 (zh) |
EP (4) | EP2155643B1 (zh) |
JP (4) | JP4827986B2 (zh) |
CN (2) | CN102015606B (zh) |
CA (2) | CA2963784A1 (zh) |
ES (2) | ES2569660T3 (zh) |
HK (1) | HK1176601A1 (zh) |
MX (1) | MX2009013332A (zh) |
WO (1) | WO2008154484A1 (zh) |
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