JP2010510202A5 - - Google Patents
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- Publication number
- JP2010510202A5 JP2010510202A5 JP2009536817A JP2009536817A JP2010510202A5 JP 2010510202 A5 JP2010510202 A5 JP 2010510202A5 JP 2009536817 A JP2009536817 A JP 2009536817A JP 2009536817 A JP2009536817 A JP 2009536817A JP 2010510202 A5 JP2010510202 A5 JP 2010510202A5
- Authority
- JP
- Japan
- Prior art keywords
- pyrazol
- ethyl
- methyl
- carboxamide
- quinoline
- 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.)
- Withdrawn
Links
- -1 cyano, hydroxy Chemical group 0.000 claims 32
- 150000001875 compounds Chemical class 0.000 claims 12
- 229910052739 hydrogen Inorganic materials 0.000 claims 12
- 150000003839 salts Chemical class 0.000 claims 12
- 239000012453 solvate Substances 0.000 claims 12
- 239000001257 hydrogen Substances 0.000 claims 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 9
- 125000005843 halogen group Chemical group 0.000 claims 8
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 7
- 208000002193 Pain Diseases 0.000 claims 7
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 6
- 150000002431 hydrogen Chemical class 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 125000001424 substituent group Chemical group 0.000 claims 4
- 206010061218 Inflammation Diseases 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 230000004054 inflammatory process Effects 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 201000006474 Brain Ischemia Diseases 0.000 claims 2
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 2
- 208000006011 Stroke Diseases 0.000 claims 2
- 206010047700 Vomiting Diseases 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 208000021302 gastroesophageal reflux disease Diseases 0.000 claims 2
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 2
- 208000004296 neuralgia Diseases 0.000 claims 2
- 201000001119 neuropathy Diseases 0.000 claims 2
- 230000007823 neuropathy Effects 0.000 claims 2
- 208000033808 peripheral neuropathy Diseases 0.000 claims 2
- YMNAJWHTELQUJU-UHFFFAOYSA-N quinoline-6-carboxamide Chemical compound N1=CC=CC2=CC(C(=O)N)=CC=C21 YMNAJWHTELQUJU-UHFFFAOYSA-N 0.000 claims 2
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 2
- QXALUNHYJJONQH-UHFFFAOYSA-N 1,1,1-trifluoro-2-methylpropane Chemical compound CC(C)C(F)(F)F QXALUNHYJJONQH-UHFFFAOYSA-N 0.000 claims 1
- 125000006432 1-methyl cyclopropyl group Chemical group [H]C([H])([H])C1(*)C([H])([H])C1([H])[H] 0.000 claims 1
- LLPQXWLGZAACIC-UHFFFAOYSA-N 2-[5-methyl-4-[1-[[2-(1,1,1-trifluoro-2-methylpropan-2-yl)quinoline-6-carbonyl]amino]ethyl]pyrazol-1-yl]acetic acid Chemical compound C=1C=C2N=C(C(C)(C)C(F)(F)F)C=CC2=CC=1C(=O)NC(C)C=1C=NN(CC(O)=O)C=1C LLPQXWLGZAACIC-UHFFFAOYSA-N 0.000 claims 1
- YAOHVFBANTYDOB-UHFFFAOYSA-N 6-tert-butyl-n-[(1,3,5-trimethylpyrazol-4-yl)methyl]naphthalene-2-carboxamide Chemical compound CC1=NN(C)C(C)=C1CNC(=O)C1=CC=C(C=C(C=C2)C(C)(C)C)C2=C1 YAOHVFBANTYDOB-UHFFFAOYSA-N 0.000 claims 1
- IDODWMLPQCEBLC-UHFFFAOYSA-N 6-tert-butyl-n-[(1,3-dimethylpyrazol-4-yl)methyl]naphthalene-2-carboxamide Chemical compound CC1=NN(C)C=C1CNC(=O)C1=CC=C(C=C(C=C2)C(C)(C)C)C2=C1 IDODWMLPQCEBLC-UHFFFAOYSA-N 0.000 claims 1
- DLCOKHZYWRQXHW-UHFFFAOYSA-N 6-tert-butyl-n-[(1,5-dimethylpyrazol-4-yl)methyl]naphthalene-2-carboxamide Chemical compound C1=NN(C)C(C)=C1CNC(=O)C1=CC=C(C=C(C=C2)C(C)(C)C)C2=C1 DLCOKHZYWRQXHW-UHFFFAOYSA-N 0.000 claims 1
- CEHCNURWOYLZMF-UHFFFAOYSA-N 6-tert-butyl-n-[(1-methylpyrazol-4-yl)methyl]naphthalene-2-carboxamide Chemical compound C1=NN(C)C=C1CNC(=O)C1=CC=C(C=C(C=C2)C(C)(C)C)C2=C1 CEHCNURWOYLZMF-UHFFFAOYSA-N 0.000 claims 1
- BSQXNYAVXBOMPG-UHFFFAOYSA-N 6-tert-butyl-n-[(3,5-dimethyl-1h-pyrazol-4-yl)methyl]naphthalene-2-carboxamide Chemical compound CC1=NNC(C)=C1CNC(=O)C1=CC=C(C=C(C=C2)C(C)(C)C)C2=C1 BSQXNYAVXBOMPG-UHFFFAOYSA-N 0.000 claims 1
- OFCPLRFKZPMIJB-UHFFFAOYSA-N 6-tert-butyl-n-[1-(1,5-dimethylpyrazol-4-yl)ethyl]naphthalene-2-carboxamide Chemical compound C=1C=C2C=C(C(C)(C)C)C=CC2=CC=1C(=O)NC(C)C=1C=NN(C)C=1C OFCPLRFKZPMIJB-UHFFFAOYSA-N 0.000 claims 1
- BYGSPSKHVWUUDQ-UHFFFAOYSA-N 6-tert-butyl-n-[1-(1,5-dimethylpyrazol-4-yl)propyl]naphthalene-2-carboxamide Chemical compound C=1C=C2C=C(C(C)(C)C)C=CC2=CC=1C(=O)NC(CC)C=1C=NN(C)C=1C BYGSPSKHVWUUDQ-UHFFFAOYSA-N 0.000 claims 1
- 208000008035 Back Pain Diseases 0.000 claims 1
- 206010006482 Bronchospasm Diseases 0.000 claims 1
- 206010058019 Cancer Pain Diseases 0.000 claims 1
- 206010008120 Cerebral ischaemia Diseases 0.000 claims 1
- 208000000094 Chronic Pain Diseases 0.000 claims 1
- 206010009137 Chronic sinusitis Diseases 0.000 claims 1
- 206010011224 Cough Diseases 0.000 claims 1
- 208000011231 Crohn disease Diseases 0.000 claims 1
- 208000019505 Deglutition disease Diseases 0.000 claims 1
- 208000032131 Diabetic Neuropathies Diseases 0.000 claims 1
- 208000001640 Fibromyalgia Diseases 0.000 claims 1
- 208000018522 Gastrointestinal disease Diseases 0.000 claims 1
- 206010019233 Headaches Diseases 0.000 claims 1
- 206010020751 Hypersensitivity Diseases 0.000 claims 1
- 206010021639 Incontinence Diseases 0.000 claims 1
- 206010065390 Inflammatory pain Diseases 0.000 claims 1
- 206010071289 Lower urinary tract symptoms Diseases 0.000 claims 1
- 208000019695 Migraine disease Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000028389 Nerve injury Diseases 0.000 claims 1
- 206010029240 Neuritis Diseases 0.000 claims 1
- 208000001294 Nociceptive Pain Diseases 0.000 claims 1
- 208000008589 Obesity Diseases 0.000 claims 1
- 208000000450 Pelvic Pain Diseases 0.000 claims 1
- 206010036376 Postherpetic Neuralgia Diseases 0.000 claims 1
- 206010038419 Renal colic Diseases 0.000 claims 1
- 206010039085 Rhinitis allergic Diseases 0.000 claims 1
- 208000008765 Sciatica Diseases 0.000 claims 1
- 208000025865 Ulcer Diseases 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- 230000001154 acute effect Effects 0.000 claims 1
- 208000005298 acute pain Diseases 0.000 claims 1
- 125000006430 alkyl cyclopropyl group Chemical group 0.000 claims 1
- 208000026935 allergic disease Diseases 0.000 claims 1
- 201000010105 allergic rhinitis Diseases 0.000 claims 1
- 239000005557 antagonist Substances 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 208000029162 bladder disease Diseases 0.000 claims 1
- 230000007885 bronchoconstriction Effects 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 208000003295 carpal tunnel syndrome Diseases 0.000 claims 1
- 206010008118 cerebral infarction Diseases 0.000 claims 1
- 238000002512 chemotherapy Methods 0.000 claims 1
- 208000027157 chronic rhinosinusitis Diseases 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 201000003146 cystitis Diseases 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 206010013990 dysuria Diseases 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 231100000869 headache Toxicity 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 230000009610 hypersensitivity Effects 0.000 claims 1
- 230000007794 irritation Effects 0.000 claims 1
- 208000028867 ischemia Diseases 0.000 claims 1
- 210000002429 large intestine Anatomy 0.000 claims 1
- 208000030500 lower respiratory tract disease Diseases 0.000 claims 1
- 230000005906 menstruation Effects 0.000 claims 1
- 206010027599 migraine Diseases 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- IZROQLNXTZBVPM-UHFFFAOYSA-N n-[1-(1,5-dimethylpyrazol-4-yl)ethyl]-6-(1,1,1-trifluoro-2-hydroxypropan-2-yl)naphthalene-2-carboxamide Chemical compound C=1C=C2C=C(C(C)(O)C(F)(F)F)C=CC2=CC=1C(=O)NC(C)C=1C=NN(C)C=1C IZROQLNXTZBVPM-UHFFFAOYSA-N 0.000 claims 1
- MZCMFVNDWIHJPZ-UHFFFAOYSA-N n-[1-(1,5-dimethylpyrazol-4-yl)ethyl]-6-(1,1,1-trifluoro-2-methoxypropan-2-yl)naphthalene-2-carboxamide Chemical compound C1=CC2=CC(C(C)(OC)C(F)(F)F)=CC=C2C=C1C(=O)NC(C)C=1C=NN(C)C=1C MZCMFVNDWIHJPZ-UHFFFAOYSA-N 0.000 claims 1
- LHMXUZUBFHYLHP-UHFFFAOYSA-N n-[1-(1,5-dimethylpyrazol-4-yl)ethyl]-6-(1-methylcyclopropyl)naphthalene-2-carboxamide Chemical compound C1=NN(C)C(C)=C1C(C)NC(=O)C(C=C1C=C2)=CC=C1C=C2C1(C)CC1 LHMXUZUBFHYLHP-UHFFFAOYSA-N 0.000 claims 1
- VMDBHQHMTLNLFG-UHFFFAOYSA-N n-[1-(1,5-dimethylpyrazol-4-yl)ethyl]-6-(2-hydroxypropan-2-yl)naphthalene-2-carboxamide Chemical compound C=1C=C2C=C(C(C)(C)O)C=CC2=CC=1C(=O)NC(C)C=1C=NN(C)C=1C VMDBHQHMTLNLFG-UHFFFAOYSA-N 0.000 claims 1
- JQYVZGWQJLUPAT-UHFFFAOYSA-N n-[1-(1,5-dimethylpyrazol-4-yl)ethyl]-6-(trifluoromethyl)naphthalene-2-carboxamide Chemical compound C=1C=C2C=C(C(F)(F)F)C=CC2=CC=1C(=O)NC(C)C=1C=NN(C)C=1C JQYVZGWQJLUPAT-UHFFFAOYSA-N 0.000 claims 1
- 230000008764 nerve damage Effects 0.000 claims 1
- 210000000653 nervous system Anatomy 0.000 claims 1
- 230000004770 neurodegeneration Effects 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 208000021722 neuropathic pain Diseases 0.000 claims 1
- 235000020824 obesity Nutrition 0.000 claims 1
- 230000003349 osteoarthritic effect Effects 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 230000007170 pathology Effects 0.000 claims 1
- 230000037361 pathway Effects 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- ZEXKKIXCRDTKBF-UHFFFAOYSA-N quinoline-2-carboxamide Chemical compound C1=CC=CC2=NC(C(=O)N)=CC=C21 ZEXKKIXCRDTKBF-UHFFFAOYSA-N 0.000 claims 1
- 230000000241 respiratory effect Effects 0.000 claims 1
- 230000001953 sensory effect Effects 0.000 claims 1
- 208000024891 symptom Diseases 0.000 claims 1
- 208000004371 toothache Diseases 0.000 claims 1
- 231100000397 ulcer Toxicity 0.000 claims 1
- 208000011479 upper respiratory tract disease Diseases 0.000 claims 1
- 208000009935 visceral pain Diseases 0.000 claims 1
- 230000008673 vomiting Effects 0.000 claims 1
- 0 *C(*)(c1c(*)[n](*)nc1*)NC(C(*1)=CC=C2C1=CC=C(*)*2)=O Chemical compound *C(*)(c1c(*)[n](*)nc1*)NC(C(*1)=CC=C2C1=CC=C(*)*2)=O 0.000 description 1
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US86628506P | 2006-11-17 | 2006-11-17 | |
| US94393307P | 2007-06-14 | 2007-06-14 | |
| US98334307P | 2007-10-29 | 2007-10-29 | |
| PCT/IB2007/003559 WO2008059370A2 (en) | 2006-11-17 | 2007-11-09 | Substituted bicyclocarboxyamide compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010510202A JP2010510202A (ja) | 2010-04-02 |
| JP2010510202A5 true JP2010510202A5 (enExample) | 2010-12-24 |
Family
ID=39311049
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009536817A Withdrawn JP2010510202A (ja) | 2006-11-17 | 2007-11-09 | 置換ビシクロカルボキシアミド化合物 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US7964732B2 (enExample) |
| EP (1) | EP2091944B1 (enExample) |
| JP (1) | JP2010510202A (enExample) |
| AR (1) | AR064253A1 (enExample) |
| AT (1) | ATE509925T1 (enExample) |
| CA (1) | CA2669915C (enExample) |
| CL (1) | CL2007003289A1 (enExample) |
| GT (1) | GT200700103A (enExample) |
| PE (1) | PE20081504A1 (enExample) |
| TW (1) | TW200831089A (enExample) |
| UY (1) | UY30723A1 (enExample) |
| WO (1) | WO2008059370A2 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2025674A1 (de) | 2007-08-15 | 2009-02-18 | sanofi-aventis | Substituierte Tetrahydronaphthaline, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| MX2011011800A (es) | 2009-05-07 | 2012-01-27 | Gruenenthal Gmbh | Derivados de carboxamida y urea aromaticas sustituidas como ligandos del receptor de vanilloides. |
| ES2640257T3 (es) * | 2009-05-07 | 2017-11-02 | Medifron Dbt Inc. | Fenilureas y fenilamidas sustituidas como ligandos del receptor vanilloide |
| US8946204B2 (en) | 2009-05-07 | 2015-02-03 | Gruenenthal Gmbh | Substituted phenylureas and phenylamides as vanilloid receptor ligands |
| WO2012025469A1 (en) * | 2010-08-24 | 2012-03-01 | Solvay Sa | Improved process for the preparation of esters of 1-h-pyrazole-4-carboxylic acids |
| WO2012062463A1 (en) * | 2010-11-10 | 2012-05-18 | Grünenthal GmbH | Substituted bicyclic carboxamide and urea derivatives as vanilloid receptor ligands |
| JP5140776B1 (ja) * | 2012-09-05 | 2013-02-13 | タマ化学工業株式会社 | １−置換−３−フルオロアルキルピラゾール−４−カルボン酸エステルの製造方法 |
| EP3702355B1 (en) | 2015-05-18 | 2022-01-12 | Shenyang Sinochem Agrochemicals R&D Co., Ltd. | Substituted pyrazole compounds containing pyrimidine, the preparation and application thereof |
| AR112673A1 (es) | 2017-08-11 | 2019-11-27 | Syngenta Participations Ag | Derivados de pirazol activos como plaguicidas |
| WO2020164994A1 (en) | 2019-02-13 | 2020-08-20 | Syngenta Crop Protection Ag | Pesticidally active pyrazole derivatives |
| WO2020164993A1 (en) | 2019-02-13 | 2020-08-20 | Syngenta Crop Protection Ag | Pesticidally active pyrazole derivatives |
| CN110256342B (zh) * | 2019-07-16 | 2022-06-07 | 河南省科学院化学研究所有限公司 | 一种2-氰基喹啉衍生物的合成方法 |
| CN110734401A (zh) * | 2019-10-10 | 2020-01-31 | 长沙麓兴生物科技有限公司 | 一种氮未取代-4-甲酰基吡唑的制备方法 |
| CN114989546B (zh) * | 2022-07-05 | 2023-07-28 | 上海乐纯生物技术有限公司 | 一种用于细胞治疗储液袋生产的fep膜 |
| WO2025172368A1 (en) | 2024-02-13 | 2025-08-21 | Syngenta Crop Protection Ag | (5-isoxazol-3-yl)-[4-(pyrazol-4-yl)-3,4-dihydro-1h-isoquinolin-2-yl]methanone derivatives for use as fungicides |
| WO2025191053A1 (en) | 2024-03-14 | 2025-09-18 | Syngenta Crop Protection Ag | Microbiocidal pyrazole derivatives |
| WO2025210095A1 (en) | 2024-04-03 | 2025-10-09 | Syngenta Crop Protection Ag | Microbiocidal tetrahydroisoquinoline compounds |
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2007
- 2007-11-09 WO PCT/IB2007/003559 patent/WO2008059370A2/en not_active Ceased
- 2007-11-09 JP JP2009536817A patent/JP2010510202A/ja not_active Withdrawn
- 2007-11-09 CA CA2669915A patent/CA2669915C/en not_active Expired - Fee Related
- 2007-11-09 AT AT07825705T patent/ATE509925T1/de not_active IP Right Cessation
- 2007-11-09 US US12/063,159 patent/US7964732B2/en not_active Expired - Fee Related
- 2007-11-09 EP EP07825705A patent/EP2091944B1/en not_active Not-in-force
- 2007-11-15 CL CL200703289A patent/CL2007003289A1/es unknown
- 2007-11-15 PE PE2007001571A patent/PE20081504A1/es not_active Application Discontinuation
- 2007-11-16 UY UY30723A patent/UY30723A1/es not_active Application Discontinuation
- 2007-11-16 AR ARP070105111A patent/AR064253A1/es unknown
- 2007-11-16 TW TW096143519A patent/TW200831089A/zh unknown
- 2007-11-16 GT GT200700103A patent/GT200700103A/es unknown