JP2010505794A5 - - Google Patents
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- Publication number
- JP2010505794A5 JP2010505794A5 JP2009530875A JP2009530875A JP2010505794A5 JP 2010505794 A5 JP2010505794 A5 JP 2010505794A5 JP 2009530875 A JP2009530875 A JP 2009530875A JP 2009530875 A JP2009530875 A JP 2009530875A JP 2010505794 A5 JP2010505794 A5 JP 2010505794A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- amino
- cycloalkyl
- indazol
- alkoxy
- 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.)
- Abandoned
Links
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 11
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims 10
- 150000003839 salts Chemical class 0.000 claims 9
- 125000003342 alkenyl group Chemical group 0.000 claims 8
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 8
- 125000000278 alkyl amino alkyl group Chemical group 0.000 claims 8
- 125000003282 alkyl amino group Chemical group 0.000 claims 8
- 125000004103 aminoalkyl group Chemical group 0.000 claims 8
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 7
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 125000004438 haloalkoxy group Chemical group 0.000 claims 6
- 125000001188 haloalkyl group Chemical group 0.000 claims 6
- 125000001475 halogen functional group Chemical group 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 6
- 239000003814 drug Substances 0.000 claims 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- -1 2-indazolyl Chemical class 0.000 claims 3
- 206010010904 Convulsion Diseases 0.000 claims 3
- 102000004257 Potassium Channel Human genes 0.000 claims 3
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000035475 disorder Diseases 0.000 claims 3
- 230000000694 effects Effects 0.000 claims 3
- 108020001213 potassium channel Proteins 0.000 claims 3
- 241000124008 Mammalia Species 0.000 claims 2
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 claims 2
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 2
- BZRGWNYKWFAOMR-UHFFFAOYSA-N n-(4-chlorophenyl)-2-indazol-2-yl-6-methylpyrimidin-4-amine Chemical compound N=1C(N2N=C3C=CC=CC3=C2)=NC(C)=CC=1NC1=CC=C(Cl)C=C1 BZRGWNYKWFAOMR-UHFFFAOYSA-N 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- CZAADHJQSOAANV-UHFFFAOYSA-N 2-[4-(4-chloroanilino)pyrimidin-2-yl]indazol-6-amine Chemical compound N1=C2C=C(N)C=CC2=CN1C(N=1)=NC=CC=1NC1=CC=C(Cl)C=C1 CZAADHJQSOAANV-UHFFFAOYSA-N 0.000 claims 1
- RFUMIUICOZSINX-UHFFFAOYSA-N 4-n-(4-chlorophenyl)-2-indazol-2-ylpyrimidine-4,5-diamine Chemical compound NC1=CN=C(N2N=C3C=CC=CC3=C2)N=C1NC1=CC=C(Cl)C=C1 RFUMIUICOZSINX-UHFFFAOYSA-N 0.000 claims 1
- NMDNQKSQYHTRKR-UHFFFAOYSA-N 6-(3-chloroindazol-1-yl)-n-(4-chlorophenyl)pyridin-2-amine Chemical compound C12=CC=CC=C2C(Cl)=NN1C(N=1)=CC=CC=1NC1=CC=C(Cl)C=C1 NMDNQKSQYHTRKR-UHFFFAOYSA-N 0.000 claims 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 1
- 201000004384 Alopecia Diseases 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 206010002383 Angina Pectoris Diseases 0.000 claims 1
- 208000019901 Anxiety disease Diseases 0.000 claims 1
- 206010003225 Arteriospasm coronary Diseases 0.000 claims 1
- 206010003591 Ataxia Diseases 0.000 claims 1
- 206010003805 Autism Diseases 0.000 claims 1
- 208000020706 Autistic disease Diseases 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- 206010048994 Bladder spasm Diseases 0.000 claims 1
- 201000006474 Brain Ischemia Diseases 0.000 claims 1
- 206010008120 Cerebral ischaemia Diseases 0.000 claims 1
- 208000003890 Coronary Vasospasm Diseases 0.000 claims 1
- 206010012289 Dementia Diseases 0.000 claims 1
- 206010012735 Diarrhoea Diseases 0.000 claims 1
- 208000005171 Dysmenorrhea Diseases 0.000 claims 1
- 206010013935 Dysmenorrhoea Diseases 0.000 claims 1
- 208000010228 Erectile Dysfunction Diseases 0.000 claims 1
- 206010060378 Hyperinsulinaemia Diseases 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 206010062016 Immunosuppression Diseases 0.000 claims 1
- 206010022562 Intermittent claudication Diseases 0.000 claims 1
- 206010026749 Mania Diseases 0.000 claims 1
- 208000019022 Mood disease Diseases 0.000 claims 1
- 208000008238 Muscle Spasticity Diseases 0.000 claims 1
- 206010068871 Myotonic dystrophy Diseases 0.000 claims 1
- 150000001204 N-oxides Chemical class 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000002193 Pain Diseases 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
- 208000006399 Premature Obstetric Labor Diseases 0.000 claims 1
- 206010036600 Premature labour Diseases 0.000 claims 1
- 208000028017 Psychotic disease Diseases 0.000 claims 1
- 208000003782 Raynaud disease Diseases 0.000 claims 1
- 208000012322 Raynaud phenomenon Diseases 0.000 claims 1
- 208000021386 Sjogren Syndrome Diseases 0.000 claims 1
- 208000030886 Traumatic Brain injury Diseases 0.000 claims 1
- 206010046543 Urinary incontinence Diseases 0.000 claims 1
- 206010047163 Vasospasm Diseases 0.000 claims 1
- 208000028311 absence seizure Diseases 0.000 claims 1
- 231100000360 alopecia Toxicity 0.000 claims 1
- 230000036506 anxiety Effects 0.000 claims 1
- 206010003119 arrhythmia Diseases 0.000 claims 1
- 230000006793 arrhythmia Effects 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 206010008118 cerebral infarction Diseases 0.000 claims 1
- 230000036461 convulsion Effects 0.000 claims 1
- 208000029078 coronary artery disease Diseases 0.000 claims 1
- 201000011634 coronary artery vasospasm Diseases 0.000 claims 1
- 230000006735 deficit Effects 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 206010013781 dry mouth Diseases 0.000 claims 1
- 206010015037 epilepsy Diseases 0.000 claims 1
- 230000007160 gastrointestinal dysfunction Effects 0.000 claims 1
- 230000003451 hyperinsulinaemic effect Effects 0.000 claims 1
- 201000008980 hyperinsulinism Diseases 0.000 claims 1
- 230000001506 immunosuppresive effect Effects 0.000 claims 1
- 201000001881 impotence Diseases 0.000 claims 1
- 208000021156 intermittent vascular claudication Diseases 0.000 claims 1
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 1
- 208000028867 ischemia Diseases 0.000 claims 1
- 208000017169 kidney disease Diseases 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 208000031225 myocardial ischemia Diseases 0.000 claims 1
- GOOFDKIMFIZGRV-UHFFFAOYSA-N n-(4-chlorophenyl)-2-(5-nitroindazol-2-yl)pyrimidin-4-amine Chemical compound C1=C2C=C([N+](=O)[O-])C=CC2=NN1C(N=1)=NC=CC=1NC1=CC=C(Cl)C=C1 GOOFDKIMFIZGRV-UHFFFAOYSA-N 0.000 claims 1
- BUKLUWFZTMICFQ-UHFFFAOYSA-N n-(4-chlorophenyl)-2-(6-nitroindazol-2-yl)pyrimidin-4-amine Chemical compound N1=C2C=C([N+](=O)[O-])C=CC2=CN1C(N=1)=NC=CC=1NC1=CC=C(Cl)C=C1 BUKLUWFZTMICFQ-UHFFFAOYSA-N 0.000 claims 1
- JJDDIEUKPRBQNR-UHFFFAOYSA-N n-(4-chlorophenyl)-2-indazol-1-yl-6-methylpyrimidin-4-amine Chemical compound N=1C(N2C3=CC=CC=C3C=N2)=NC(C)=CC=1NC1=CC=C(Cl)C=C1 JJDDIEUKPRBQNR-UHFFFAOYSA-N 0.000 claims 1
- PGCZVHJXSVRWTL-UHFFFAOYSA-N n-(4-chlorophenyl)-6-indazol-1-ylpyrazin-2-amine Chemical compound C1=CC(Cl)=CC=C1NC1=CN=CC(N2C3=CC=CC=C3C=N2)=N1 PGCZVHJXSVRWTL-UHFFFAOYSA-N 0.000 claims 1
- SGDLUZVNNSOSBZ-UHFFFAOYSA-N n-(4-chlorophenyl)-6-indazol-1-ylpyridin-2-amine Chemical compound C1=CC(Cl)=CC=C1NC1=CC=CC(N2C3=CC=CC=C3C=N2)=N1 SGDLUZVNNSOSBZ-UHFFFAOYSA-N 0.000 claims 1
- XVQDXTZYCOTRLI-UHFFFAOYSA-N n-(4-chlorophenyl)-6-indazol-2-ylpyrazin-2-amine Chemical compound C1=CC(Cl)=CC=C1NC1=CN=CC(N2N=C3C=CC=CC3=C2)=N1 XVQDXTZYCOTRLI-UHFFFAOYSA-N 0.000 claims 1
- SXTZVSCCGYEFOY-UHFFFAOYSA-N n-[(4-chlorophenyl)methyl]-2-indazol-1-ylpyrimidin-4-amine Chemical compound C1=CC(Cl)=CC=C1CNC1=CC=NC(N2C3=CC=CC=C3C=N2)=N1 SXTZVSCCGYEFOY-UHFFFAOYSA-N 0.000 claims 1
- TXGZRDGSNSTOIW-UHFFFAOYSA-N n-[(4-chlorophenyl)methyl]-2-indazol-2-ylpyrimidin-4-amine Chemical compound C1=CC(Cl)=CC=C1CNC1=CC=NC(N2N=C3C=CC=CC3=C2)=N1 TXGZRDGSNSTOIW-UHFFFAOYSA-N 0.000 claims 1
- KRNGNUGXFMBNJY-UHFFFAOYSA-N n-[2-[4-(4-chloroanilino)pyrimidin-2-yl]indazol-6-yl]acetamide Chemical compound N1=C2C=C(NC(=O)C)C=CC2=CN1C(N=1)=NC=CC=1NC1=CC=C(Cl)C=C1 KRNGNUGXFMBNJY-UHFFFAOYSA-N 0.000 claims 1
- BYGNIUVYBFGPQY-UHFFFAOYSA-N n-cyclohexyl-2-indazol-1-yl-6-methylpyrimidin-4-amine Chemical compound N=1C(N2C3=CC=CC=C3C=N2)=NC(C)=CC=1NC1CCCCC1 BYGNIUVYBFGPQY-UHFFFAOYSA-N 0.000 claims 1
- QIWUMMHCYOXAED-UHFFFAOYSA-N n-cyclohexyl-2-indazol-1-ylpyrimidin-4-amine Chemical compound C1CCCCC1NC1=CC=NC(N2C3=CC=CC=C3C=N2)=N1 QIWUMMHCYOXAED-UHFFFAOYSA-N 0.000 claims 1
- JUIOOVGJSHADDZ-UHFFFAOYSA-N n-cyclohexyl-2-indazol-1-ylquinazolin-4-amine Chemical compound C1CCCCC1NC1=NC(N2C3=CC=CC=C3C=N2)=NC2=CC=CC=C12 JUIOOVGJSHADDZ-UHFFFAOYSA-N 0.000 claims 1
- 201000003631 narcolepsy Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 208000030761 polycystic kidney disease Diseases 0.000 claims 1
- 208000026440 premature labor Diseases 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 239000000651 prodrug Substances 0.000 claims 1
- 229940002612 prodrug Drugs 0.000 claims 1
- 208000023504 respiratory system disease Diseases 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- 201000009881 secretory diarrhea Diseases 0.000 claims 1
- 208000018198 spasticity Diseases 0.000 claims 1
- 230000009529 traumatic brain injury Effects 0.000 claims 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US82794006P | 2006-10-03 | 2006-10-03 | |
| DKPA200601280 | 2006-10-03 | ||
| PCT/EP2007/060493 WO2008040753A1 (en) | 2006-10-03 | 2007-10-03 | Indazolyl derivatives useful as potassium channel modulating agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010505794A JP2010505794A (ja) | 2010-02-25 |
| JP2010505794A5 true JP2010505794A5 (https=) | 2010-11-11 |
Family
ID=38959688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009530875A Abandoned JP2010505794A (ja) | 2006-10-03 | 2007-10-03 | カリウムチャネル調節剤として有用なインダゾリル誘導体 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US8222262B2 (https=) |
| EP (1) | EP2074113A1 (https=) |
| JP (1) | JP2010505794A (https=) |
| AU (1) | AU2007304195A1 (https=) |
| CA (1) | CA2665398A1 (https=) |
| MX (1) | MX2009003142A (https=) |
| WO (1) | WO2008040753A1 (https=) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LT4193B (en) | 1994-04-01 | 1997-07-25 | Microcide Pharmaceuticals Inc | Cephalosporin antibiotics |
| US20110144140A1 (en) * | 2006-09-07 | 2011-06-16 | Eriksen Birgitte L | Pyridinyl-pyrimidine derivatives useful as potassium channel modulating agents |
| EP2114916A2 (en) * | 2007-02-02 | 2009-11-11 | NeuroSearch A/S | Pyridinyl-pyrazole derivatives and their use as potassium channel modulators |
| EP2144911A2 (en) | 2007-03-28 | 2010-01-20 | NeuroSearch AS | Purinyl derivatives and their use as potassium channel modulators |
| EP2203436A1 (en) | 2007-09-17 | 2010-07-07 | Neurosearch A/S | Pyrazine derivatives and their use as potassium channel modulators |
| KR20100122512A (ko) | 2008-07-17 | 2010-11-22 | 아사히 가세이 파마 가부시키가이샤 | 질소 함유 이환성 복소환 화합물 |
| US8618099B2 (en) * | 2008-09-02 | 2013-12-31 | Ataxion, Inc. | Pyrazolyl-pyrimidine derivatives and their use as potassium channel modulators |
| US8268838B2 (en) | 2008-09-26 | 2012-09-18 | Neurosearch A/S | Substituted purinyl-pyrazole derivatives and their use as potassium channel modulators |
| US20110237607A1 (en) * | 2008-09-26 | 2011-09-29 | Neurosearch A/S | Substituted purinyl-pyrazol derivatives and their use as potassium channel modulators |
| AU2009322836B2 (en) * | 2008-11-25 | 2013-04-04 | Merck Sharp & Dohme Corp. | Soluble guanylate cyclase activators |
| US9284301B2 (en) | 2010-03-25 | 2016-03-15 | Merck Sharp & Dohme Corp. | Soluble guanylate cyclase activators |
| KR20140019004A (ko) | 2010-05-27 | 2014-02-13 | 머크 샤프 앤드 돔 코포레이션 | 가용성 구아닐레이트 시클라제 활성화제 |
| EP2632551B1 (en) | 2010-10-28 | 2016-07-06 | Merck Sharp & Dohme Corp. | Soluble guanylate cyclase activators |
| US9475797B2 (en) | 2012-06-26 | 2016-10-25 | Saniona A/S | Phenyl triazole derivative and its use for modulating the GABAA receptor complex |
| NZ746607A (en) * | 2012-11-21 | 2019-11-29 | Ptc Therapeutics Inc | Substituted reverse pyrimidine bmi-1 inhibitors |
| EP2938610A2 (en) * | 2012-12-28 | 2015-11-04 | The U.S.A. as represented by the Secretary, Department of Health and Human Services | Inhibitors of the usp1/uaf1 deubiquitinase complex and uses thereof |
| EA034866B1 (ru) | 2013-08-30 | 2020-03-31 | ПиТиСи ТЕРАПЬЮТИКС, ИНК. | Замещенные пиримидиновые ингибиторы bmi-1 |
| WO2015076800A1 (en) | 2013-11-21 | 2015-05-28 | Ptc Therapeutics, Inc. | Substituted pyridine and pyrazine bmi-1 inhibitors |
| EP3080101A1 (en) * | 2013-12-10 | 2016-10-19 | Cleave Biosciences, Inc. | Monocyclic pyrimidine/pyridine compounds as inhibitors of p97 complex |
| JP6387111B2 (ja) * | 2014-01-20 | 2018-09-05 | クリーブ バイオサイエンシズ インコーポレイテッド | ｐ９７複合体の阻害剤としての縮合ピリミジン |
| WO2017133664A1 (en) * | 2016-02-05 | 2017-08-10 | Savira Pharmaceuticals Gmbh | Bicyclic pyridine and pyrimidine derivatives and their use in the treatment， amelioration or prevention of influenza |
| WO2017148995A1 (en) | 2016-03-04 | 2017-09-08 | Bayer Pharma Aktiengesellschaft | 1-(pyrimidin-2-yl)-1h-indazoles having bub1 kinase inhibiting activity |
| CA3026149A1 (en) | 2016-06-02 | 2017-12-07 | Cadent Therapeutics, Inc. | Potassium channel modulators |
| SI3571193T1 (sl) | 2017-01-23 | 2022-04-29 | Cadent Therapeutics, Inc. | Modulatorji kalijevega kanalčka |
| WO2019074809A1 (en) * | 2017-10-11 | 2019-04-18 | Merck Sharp & Dohme Corp. | INDAZOLYL-SPIRO [2.2] PENTANE-CARBONITRILE DERIVATIVES AS LRRK2 INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF |
| US11174248B2 (en) | 2017-10-11 | 2021-11-16 | Merck Sharp & Dohme Corp. | Indazolyl-spiro[2.3]hexane-carbonitrile derivatives as LRRK2 inhibitors, pharmaceutical compositions, and uses thereof |
| EP3836932A2 (en) | 2018-08-17 | 2021-06-23 | PTC Therapeutics, Inc. | Method for treating pancreatic cancer |
| CA3116339A1 (en) | 2018-10-22 | 2020-04-30 | Cadent Therapeutics, Inc. | Crystalline forms of potassium channel modulators |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EA007719B1 (ru) * | 2001-03-15 | 2006-12-29 | Басф Акциенгезельшафт | 5-фенилпиримидины, способ и промежуточные продукты для их получения и их применение для борьбы с фитопатогенными грибами |
| CL2004000409A1 (es) * | 2003-03-03 | 2005-01-07 | Vertex Pharma | Compuestos derivados de 2-(cilo sustituido)-1-(amino u oxi sustituido)-quinazolina, inhibidores de canales ionicos de sodio y calcio dependientes de voltaje; composicion farmaceutica; y uso del compuesto en el tratamiento de dolor agudo, cronico, neu |
| NZ545694A (en) * | 2003-12-03 | 2010-04-30 | Ym Bioscience Australia Pty Lt | Azole-based kinase inhibitors |
| WO2006097441A1 (en) | 2005-03-14 | 2006-09-21 | Neurosearch A/S | Potassium channel modulating agents and their medical use |
| EP1863796A1 (en) | 2005-03-22 | 2007-12-12 | NeuroSearch A/S | Pyrazolyl-pyrimidines as potassium channel modulating agents and their medical use |
| WO2007042571A1 (en) | 2005-10-14 | 2007-04-19 | Neurosearch A/S | Novel pyrimidine-2,4-diamine derivatives and their use as modulators of small-conductance calcium-activated potassium channels |
| EP1966184B1 (en) * | 2005-12-20 | 2010-08-25 | NeuroSearch A/S | Pyridinyl-quinazoline derivatives and their medical use |
-
2007
- 2007-10-03 JP JP2009530875A patent/JP2010505794A/ja not_active Abandoned
- 2007-10-03 WO PCT/EP2007/060493 patent/WO2008040753A1/en not_active Ceased
- 2007-10-03 AU AU2007304195A patent/AU2007304195A1/en not_active Abandoned
- 2007-10-03 CA CA002665398A patent/CA2665398A1/en not_active Abandoned
- 2007-10-03 US US12/444,344 patent/US8222262B2/en active Active
- 2007-10-03 MX MX2009003142A patent/MX2009003142A/es active IP Right Grant
- 2007-10-03 EP EP07820871A patent/EP2074113A1/en not_active Withdrawn
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