JP6616786B2 - 駆虫性化合物 - Google Patents
駆虫性化合物 Download PDFInfo
- Publication number
- JP6616786B2 JP6616786B2 JP2016568820A JP2016568820A JP6616786B2 JP 6616786 B2 JP6616786 B2 JP 6616786B2 JP 2016568820 A JP2016568820 A JP 2016568820A JP 2016568820 A JP2016568820 A JP 2016568820A JP 6616786 B2 JP6616786 B2 JP 6616786B2
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- Japan
- Prior art keywords
- alkyl
- group
- haloalkyl
- substituted
- halogen
- 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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- 150000001875 compounds Chemical class 0.000 title claims description 139
- 230000000507 anthelmentic effect Effects 0.000 title description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 585
- -1 halothio Chemical group 0.000 claims description 426
- 125000001188 haloalkyl group Chemical group 0.000 claims description 226
- 229910052736 halogen Inorganic materials 0.000 claims description 200
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 182
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 172
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 171
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 158
- 150000002367 halogens Chemical class 0.000 claims description 152
- 125000001424 substituent group Chemical group 0.000 claims description 147
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 132
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 132
- 125000003282 alkyl amino group Chemical group 0.000 claims description 130
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 118
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 97
- 125000005843 halogen group Chemical group 0.000 claims description 92
- 125000003545 alkoxy group Chemical group 0.000 claims description 91
- 125000000623 heterocyclic group Chemical group 0.000 claims description 88
- 125000004995 haloalkylthio group Chemical group 0.000 claims description 84
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 83
- 239000000203 mixture Substances 0.000 claims description 83
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 80
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 80
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 80
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims description 80
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 78
- 229910052739 hydrogen Inorganic materials 0.000 claims description 78
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 76
- 125000005090 alkenylcarbonyl group Chemical group 0.000 claims description 75
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 35
- 239000001257 hydrogen Substances 0.000 claims description 34
- 125000001153 fluoro group Chemical group F* 0.000 claims description 32
- 125000004043 oxo group Chemical group O=* 0.000 claims description 26
- 229910052717 sulfur Inorganic materials 0.000 claims description 25
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 23
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- 125000006559 (C1-C3) alkylamino group Chemical group 0.000 description 45
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Classifications
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
- A61K31/05—Phenols
- A61K31/06—Phenols the aromatic ring being substituted by nitro groups
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
- A61K31/423—Oxazoles condensed with carbocyclic rings
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- A—HUMAN NECESSITIES
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4468—Non condensed piperidines, e.g. piperocaine having a nitrogen directly attached in position 4, e.g. clebopride, fentanyl
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- A—HUMAN NECESSITIES
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/454—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P33/10—Anthelmintics
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- 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
- C07D417/04—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 directly linked by a ring-member-to-ring-member bond
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- 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
- C07D417/12—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 chain containing hetero atoms as chain links
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- C07D417/14—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 three or more hetero rings
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| US62/000,256 | 2014-05-19 | ||
| PCT/US2015/031599 WO2015179414A1 (en) | 2014-05-19 | 2015-05-19 | Anthelmintic compounds |
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| US11517568B2 (en) | 2018-09-12 | 2022-12-06 | The Governing Council Of The University Of Toronto | Compounds and methods for treating nematode infections |
| US12022832B2 (en) | 2018-09-12 | 2024-07-02 | The Governing Council Of The University Of Toronto | Compounds and methods for treating nematode infections |
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| WO2015179414A1 (en) | 2015-11-26 |
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| AU2015264336B2 (en) | 2018-08-30 |
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| MX2016015090A (es) | 2017-03-27 |
| US10463661B2 (en) | 2019-11-05 |
| MX361606B (es) | 2018-12-11 |
| EP3145925B1 (en) | 2020-11-04 |
| JP2017520530A (ja) | 2017-07-27 |
| AR100530A1 (es) | 2016-10-12 |
| AU2018271390B2 (en) | 2020-10-22 |
| EP3145925A1 (en) | 2017-03-29 |
| US10045979B2 (en) | 2018-08-14 |
| US20170100394A1 (en) | 2017-04-13 |
| CN106536518B (zh) | 2020-05-12 |
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