KR101912844B1 - 금속효소 억제제 화합물 - Google Patents
금속효소 억제제 화합물 Download PDFInfo
- Publication number
- KR101912844B1 KR101912844B1 KR1020147001300A KR20147001300A KR101912844B1 KR 101912844 B1 KR101912844 B1 KR 101912844B1 KR 1020147001300 A KR1020147001300 A KR 1020147001300A KR 20147001300 A KR20147001300 A KR 20147001300A KR 101912844 B1 KR101912844 B1 KR 101912844B1
- Authority
- KR
- South Korea
- Prior art keywords
- tetrazol
- difluoro
- propan
- difluorophenyl
- oxy
- 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.)
- Expired - Fee Related
Links
- PBLOYQAQGYUPCM-UHFFFAOYSA-N Cc(cc1)ncc1C#N Chemical compound Cc(cc1)ncc1C#N PBLOYQAQGYUPCM-UHFFFAOYSA-N 0.000 description 1
- KBFVSJVSSMGQJC-UHFFFAOYSA-N Cc(cccc1C#N)c1F Chemical compound Cc(cccc1C#N)c1F KBFVSJVSSMGQJC-UHFFFAOYSA-N 0.000 description 1
- WPLJIURLNNOZJL-UHFFFAOYSA-N N#Cc1cccc(CBr)c1F Chemical compound N#Cc1cccc(CBr)c1F WPLJIURLNNOZJL-UHFFFAOYSA-N 0.000 description 1
- QWCGOMIAXFNYIV-UHFFFAOYSA-N N#Cc1cnc(CBr)cc1 Chemical compound N#Cc1cnc(CBr)cc1 QWCGOMIAXFNYIV-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
- C07D401/06—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 carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- 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
- A61K31/41—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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- 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
- A61K31/435—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
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- 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
- C07D401/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- 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
- C07D417/14—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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Toxicology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Endocrinology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Ophthalmology & Optometry (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Reproductive Health (AREA)
- Obesity (AREA)
- Urology & Nephrology (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161498570P | 2011-06-19 | 2011-06-19 | |
| US61/498,570 | 2011-06-19 | ||
| US201261611897P | 2012-03-16 | 2012-03-16 | |
| US61/611,897 | 2012-03-16 | ||
| PCT/US2012/043140 WO2012177635A1 (en) | 2011-06-19 | 2012-06-19 | Metalloenzyme inhibitor compounds |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020187023218A Division KR20180095108A (ko) | 2011-06-19 | 2012-06-19 | 금속효소 억제제 화합물 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20140040236A KR20140040236A (ko) | 2014-04-02 |
| KR101912844B1 true KR101912844B1 (ko) | 2018-10-30 |
Family
ID=47362418
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020147001300A Expired - Fee Related KR101912844B1 (ko) | 2011-06-19 | 2012-06-19 | 금속효소 억제제 화합물 |
| KR1020187023221A Ceased KR20180095109A (ko) | 2011-06-19 | 2012-06-19 | 금속효소 억제제 화합물 |
| KR1020147001301A Expired - Fee Related KR101912848B1 (ko) | 2011-06-19 | 2012-06-19 | 금속효소 억제제 화합물 |
| KR1020187023218A Ceased KR20180095108A (ko) | 2011-06-19 | 2012-06-19 | 금속효소 억제제 화합물 |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020187023221A Ceased KR20180095109A (ko) | 2011-06-19 | 2012-06-19 | 금속효소 억제제 화합물 |
| KR1020147001301A Expired - Fee Related KR101912848B1 (ko) | 2011-06-19 | 2012-06-19 | 금속효소 억제제 화합물 |
| KR1020187023218A Ceased KR20180095108A (ko) | 2011-06-19 | 2012-06-19 | 금속효소 억제제 화합물 |
Country Status (23)
| Country | Link |
|---|---|
| US (3) | US8796001B2 (https=) |
| EP (4) | EP2721023B1 (https=) |
| JP (3) | JP6158797B2 (https=) |
| KR (4) | KR101912844B1 (https=) |
| CN (3) | CN105884743B (https=) |
| AR (1) | AR088130A1 (https=) |
| AU (2) | AU2012273100B2 (https=) |
| BR (2) | BR102012015179B1 (https=) |
| CA (2) | CA2838912C (https=) |
| CL (1) | CL2013003638A1 (https=) |
| CO (1) | CO6930356A2 (https=) |
| CR (1) | CR20140020A (https=) |
| EA (2) | EA025406B1 (https=) |
| EC (2) | ECSP14013152A (https=) |
| ES (1) | ES2700250T3 (https=) |
| IL (1) | IL229965A (https=) |
| IN (1) | IN2014DN00288A (https=) |
| MX (1) | MX351943B (https=) |
| PH (1) | PH12013502623A1 (https=) |
| UA (1) | UA114090C2 (https=) |
| UY (2) | UY34145A (https=) |
| WO (2) | WO2012177638A1 (https=) |
| ZA (1) | ZA201400232B (https=) |
Families Citing this family (64)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20140040235A (ko) * | 2011-06-19 | 2014-04-02 | 비아멧 파마슈티컬즈, 인코포레이티드 | 금속효소 억제제 화합물 |
| AU2012273100B2 (en) * | 2011-06-19 | 2017-05-25 | Viamet Pharmaceuticals (NC), Inc. | Metalloenzyme inhibitor compounds |
| US8940735B2 (en) * | 2011-06-23 | 2015-01-27 | Viamet Pharmaceuticals, Inc. | Metalloenzyme inhibitor compounds |
| WO2013109998A1 (en) * | 2012-01-20 | 2013-07-25 | Viamet Pharmaceuticals, Inc. | Metalloenzyme inhibitor compounds |
| AU2014209107B2 (en) | 2013-01-28 | 2018-04-12 | Viamet Pharmaceuticals (NC), Inc. | Metalloenzyme inhibitor compounds |
| CA2909213A1 (en) * | 2013-04-12 | 2014-10-16 | Bayer Cropscience Aktiengesellschaft | Novel triazole derivatives |
| JP6397483B2 (ja) * | 2013-04-12 | 2018-09-26 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | 新規トリアゾール誘導体 |
| EP2984080B1 (en) * | 2013-04-12 | 2017-08-30 | Bayer CropScience Aktiengesellschaft | Novel triazolinthione derivatives |
| US9447073B2 (en) | 2013-05-28 | 2016-09-20 | Viamet Pharmaceuticals, Inc. | Fungicidal compositions |
| AU2014278172B2 (en) * | 2013-06-12 | 2018-08-09 | Mycovia Pharmaceuticals, Inc. | Metalloenzyme inhibitor compounds |
| EP3040073B1 (en) * | 2013-08-27 | 2020-07-08 | Sinochem Corporation | Applications of substituent benzyloxy group containing ether compounds for preparing antitumor drugs |
| JP6606508B2 (ja) | 2014-03-19 | 2019-11-13 | マイコヴィア ファーマシューティカルズ,インコーポレイテッド | 抗真菌化合物の調製方法 |
| AU2015231275B2 (en) | 2014-03-19 | 2019-03-07 | Mycovia Pharmaceuticals, Inc. | Antifungal compound process |
| WO2015143184A1 (en) | 2014-03-19 | 2015-09-24 | Viamet Pharmaceuticals, Inc. | Antifungal compound process |
| JP2017509646A (ja) | 2014-03-19 | 2017-04-06 | ヴィアメット ファーマスーティカルズ,インコーポレイテッド | 抗真菌化合物の調製方法 |
| CN109970629B (zh) * | 2014-03-19 | 2023-04-11 | 迈科维亚医药公司 | 抗真菌化合物的制备方法 |
| KR102441243B1 (ko) * | 2014-03-19 | 2022-09-07 | 브이피에스-3, 엘엘씨 | 2-(2,4-디플루오르페닐)-1,1-디플루오르-1-(5-치환된-피리딘-2-일)-3-(1h-테트라졸-1-일)프로판-2-올 및 이의 제조방법 |
| AU2015231216B2 (en) * | 2014-03-19 | 2019-04-04 | Mycovia Pharmaceuticals, Inc. | Antifungal compound process |
| EP3119753B1 (en) | 2014-03-19 | 2020-11-04 | Dow AgroSciences LLC | 2-(2,4-difluorophenyl)-1,1-difluoro-1-(5-substituted-pyridin-2-yl)-3-(1h-tetrazol-1-yl)propan-2-ols and processes for their preparation |
| US9802914B2 (en) | 2014-03-19 | 2017-10-31 | Viamet Pharmaceuticals, Inc. | Antifungal compound process |
| CA2942936A1 (en) | 2014-03-19 | 2015-09-24 | Viamet Pharmaceuticals, Inc. | Antifungal compound process |
| JP6623015B2 (ja) * | 2014-09-29 | 2019-12-18 | 国立研究開発法人理化学研究所 | 植物の耐塩性向上剤 |
| EP3201188A1 (en) | 2014-10-02 | 2017-08-09 | Bayer CropScience Aktiengesellschaft | Novel triazole derivatives useful as fungicides |
| CN107660203A (zh) | 2015-04-02 | 2018-02-02 | 拜耳作物科学股份公司 | 作为杀真菌剂的三唑衍生物 |
| CR20170574A (es) | 2015-05-18 | 2018-07-19 | Viamet Pharmaceuticals Inc | Compuestos antifíngicos |
| CN108289457B (zh) | 2015-09-18 | 2021-08-06 | 迈科维亚医药公司 | 抗真菌化合物制备方法 |
| WO2017083434A1 (en) | 2015-11-09 | 2017-05-18 | Forge Therapeutics, Inc. | Pyrone based compounds for treating bacterial infections |
| EP3374350B1 (en) | 2015-11-09 | 2022-01-05 | Forge Therapeutics, Inc. | Hydroxypyridinone and hydroxypyrimidinone based compounds for treating bacterial infections |
| TWI679198B (zh) * | 2015-11-17 | 2019-12-11 | 美商陶氏益農有限責任公司 | 製備4-((6-(2-(2,4-二氟苯基)-1,1-二氟-2-羥基-3-(1h-1,2,4-三唑-1-基)丙基)吡啶-3-基)氧基)苄腈之方法 |
| AR106729A1 (es) | 2015-11-17 | 2018-02-14 | Viamet Pharmaceuticals Inc | 4-((6-(2-(2,4-difluorofenil)-1,1-difluoro-2-oxoetil)piridin-3-il)oxi)benzonitrilo y proceso para su preparación |
| EP3377475A4 (en) | 2015-11-17 | 2019-04-10 | Dow Agrosciences Llc | 4 - ((6-2- (2,4-difluorophenyl) -1,1-difluoro-2-hydroxy-3- (1H-1,2,4-triazol-1-YL) PROPYL) PYRIDINE-3-YL ) OXY) BENZONITRIL AND METHOD OF PREPARING THEREOF |
| EP3377480A4 (en) * | 2015-11-17 | 2019-04-10 | Dow AgroSciences LLC | 4 - ((6- (2,4-DIFLUROPHENYL) -1,1-difluoro-2-hydroxy-3- (1H-1,2,4-triazol-1-YL) PROPYL) PYRIDINE-3-YL) OXY ) BENZONITRILE AND METHOD OF PREPARING THEREOF |
| BR112019003557A2 (pt) | 2016-08-31 | 2019-05-21 | Jiangsu Hengrui Medicine Co., Ltd. | derivados de oxopicolinamida, método de preparação dos mesmos e uso farmacêutico dos mesmos |
| JP2018048090A (ja) * | 2016-09-21 | 2018-03-29 | 大阪ガスケミカル株式会社 | 工業用保存剤 |
| BR112019009787A2 (pt) * | 2016-11-18 | 2019-08-06 | Dow Agrosciences Llc | 4-((6-(2-(2,4-difluorofenil)-1,1-difluoro -2-hidróxi-3-(5-mercapto-1h-1,2,4-triazol-1-il)propil) piridina-3-il)óxi)benzonitrila e processos de preparação |
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| EP3541801A4 (en) * | 2016-11-18 | 2020-04-29 | Dow AgroSciences LLC | 4- (6- (2- (2,4-DIFLUORPHENYL) -1,1-DIFLUOR-2-HYDROXY-3- (5-MERCAPTO-1H |
| BR112019009788A2 (pt) * | 2016-11-18 | 2019-08-06 | Dow Agrosciences Llc | 4-((6-(2-(2,4-difluorofenil)-1,1-difluoro-2-hidróxi-3-(5-merc apto-1h-1,2,4-triazol-1-il)propil)piridin-3-il)óxi)benzonitrila e processos de preparação |
| EP3541799A4 (en) * | 2016-11-18 | 2020-04-01 | Dow Agrosciences Llc | PROCESSES FOR THE PREPARATION OF 4 - ((6- (2- (2,4-DIFLUOROPHENYL) -1,1-DIFLUORO-2-HYDROXY-3- (5-MERCAPTO-1H-1,2,4-TRIAZOL-1- YL) PROPYL) PYRIDIN-3-YL) OXY) BENZONITRILE |
| CN116143750A (zh) | 2016-11-18 | 2023-05-23 | 美国陶氏益农公司 | 一种化合物及制备方法 |
| EP3541800A4 (en) * | 2016-11-18 | 2020-04-08 | Dow Agrosciences Llc | PROCESSES FOR THE PREPARATION OF 4 - ((6- (2,4-DIFLUOROPHENYL) -1,1-DIFLUORO-2-HYDROXY-3- (5-MERCAPTO-1H-1,2,4-TRIAZOL-1-YL) PROPYL ) PYRIDIN-3-YL) OXY) BENZONITRILE |
| BR112019009767A2 (pt) * | 2016-11-18 | 2019-08-13 | Dow Agrosciences Llc | 4-((6-(2,4-difluorofenil)-1,1-difluoro-2-hidróxi-3(5-mercapto-1h-1,2,4-triazol-1-il)propil)piridin-3-il)óxi)benzonitrila e processos de preparação |
| WO2018098235A1 (en) * | 2016-11-22 | 2018-05-31 | Vps-3, Inc. | Fungicidal compounds and mixtures for fungal control in cereals |
| CN110621157A (zh) * | 2016-11-22 | 2019-12-27 | 美国陶氏益农公司 | 二氟-(2-羟基丙基)吡啶化合物作为用于防治稻子的植物病原真菌的杀真菌剂的用途 |
| AR110214A1 (es) * | 2016-11-22 | 2019-03-06 | Viamet Pharmaceuticals Inc | Compuestos y mezclas fungicidas para el control de hongos en cereales |
| MA46137B2 (fr) * | 2016-11-22 | 2021-01-29 | Dow Agrosciences Llc | Composés fongicides et mélanges de régulation des champignons dans les céréales |
| WO2018098224A1 (en) * | 2016-11-22 | 2018-05-31 | Vps-3, Inc. | Fungicidal compounds and mixtures for fungal control in cereals |
| US20230042961A1 (en) * | 2016-11-22 | 2023-02-09 | Dow Agrosciences Llc | Fungicidal compounds and mixtures for fungal control in cereals |
| WO2018098245A1 (en) * | 2016-11-22 | 2018-05-31 | Vps-3, Inc. | Use of a difluoro-(2-hydroxypropyl)pyridine compound as a fungicide for control of phytopathogenic fungi of corn |
| AU2017365171A1 (en) * | 2016-11-22 | 2019-06-20 | Corteva Agriscience Llc | Use of a difluoro-(2-hydroxypropyl)pyridine compound as a fungicide for control of phytopathogenic fungi of barley |
| CA3044390A1 (en) * | 2016-11-22 | 2018-05-31 | Dow Agrosciences Llc | Use of a difluoro-(2-hydroxypropyl)pyridine compound as a fungicide for control of leaf spot of sugar beets |
| US20210298305A1 (en) * | 2016-11-22 | 2021-09-30 | Dow Agrosciences Llc | Use of a difluoro-(2-hydroxypropyl)pyridine compound as a fungicide for control of phytopathogenic fungi of wheat |
| CN114989205A (zh) | 2016-12-22 | 2022-09-02 | 卡里塞拉生物科学股份公司 | 用于抑制精氨酸酶活性的组合物和方法 |
| US11021471B2 (en) | 2017-05-10 | 2021-06-01 | Forge Therapeutics, Inc. | Antibacterial compounds |
| BR112020009446A2 (pt) | 2017-11-13 | 2020-11-03 | Bayer Aktiengesellschaft | derivados de tetrazólio propila e seu uso como fungicida |
| AU2019345150A1 (en) | 2018-09-20 | 2021-05-13 | Blacksmith Medicines, Inc. | Antibacterial compounds |
| WO2021195260A1 (en) | 2020-03-25 | 2021-09-30 | Forge Therapeutics, Inc. | Lpxc inhibitor and methods of making |
| TW202144340A (zh) | 2020-04-03 | 2021-12-01 | 大陸商江蘇恆瑞醫藥股份有限公司 | 稠合咪唑類衍生物、其製備方法及其在醫藥上的應用 |
| CN113278409B (zh) * | 2021-06-22 | 2022-04-29 | 西南石油大学 | 一种高温酸化缓蚀剂 |
| TW202322818A (zh) | 2021-09-28 | 2023-06-16 | 美商福吉醫療公司 | Lpxc抑制劑及其用途 |
| CN117069693A (zh) * | 2022-05-16 | 2023-11-17 | 上海济煜医药科技有限公司 | 一类含胺基结构化合物的制备方法及作为抗菌剂的应用 |
| WO2024068655A1 (en) | 2022-09-28 | 2024-04-04 | Syngenta Crop Protection Ag | Fungicidal compositions |
| WO2024068656A1 (en) | 2022-09-28 | 2024-04-04 | Syngenta Crop Protection Ag | Fungicidal compositions |
| CN120843557B (zh) * | 2025-07-08 | 2026-03-17 | 贵州大学 | 锌金属蛋白酶CsMep基因在调控高粱炭疽病菌致病力中的应用 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993007139A1 (en) * | 1991-10-10 | 1993-04-15 | Pfizer Limited | Triazole antifungal agents |
| JP2010510248A (ja) | 2006-11-21 | 2010-04-02 | ビアメト ファーマシューティカルズ,インク. | 金属結合部分をターゲティング部分と組み合わせて使用する金属酸化還元酵素阻害剤 |
| WO2011133875A2 (en) | 2010-04-24 | 2011-10-27 | Viamet Pharmaceuticals, Inc. | Metalloenzyme inhibitor compounds |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8304282D0 (en) * | 1983-02-16 | 1983-03-23 | Pfizer Ltd | Antifungal agents |
| US5087240A (en) | 1983-08-18 | 1992-02-11 | Drug Delivery Systems Inc. | Transdermal drug patch with conductive fibers |
| US4921475A (en) | 1983-08-18 | 1990-05-01 | Drug Delivery Systems Inc. | Transdermal drug patch with microtubes |
| DE3470881D1 (de) * | 1983-12-20 | 1988-06-09 | Ciba Geigy Ag | Microbizides |
| US4738851A (en) | 1985-09-27 | 1988-04-19 | University Of Iowa Research Foundation, Inc. | Controlled release ophthalmic gel formulation |
| US5163899A (en) | 1987-03-20 | 1992-11-17 | Drug Delivery Systems Inc. | Transdermal drug delivery system |
| US5312325A (en) | 1987-05-28 | 1994-05-17 | Drug Delivery Systems Inc | Pulsating transdermal drug delivery system |
| GB8804164D0 (en) | 1988-02-23 | 1988-03-23 | Tucker J M | Bandage for administering physiologically active compound |
| US4882150A (en) | 1988-06-03 | 1989-11-21 | Kaufman Herbert E | Drug delivery system |
| GB8819308D0 (en) | 1988-08-13 | 1988-09-14 | Pfizer Ltd | Triazole antifungal agents |
| US5008110A (en) | 1988-11-10 | 1991-04-16 | The Procter & Gamble Company | Storage-stable transdermal patch |
| US5088977A (en) | 1988-12-21 | 1992-02-18 | Drug Delivery Systems Inc. | Electrical transdermal drug applicator with counteractor and method of drug delivery |
| US5521222A (en) | 1989-09-28 | 1996-05-28 | Alcon Laboratories, Inc. | Topical ophthalmic pharmaceutical vehicles |
| DK0431519T3 (da) | 1989-12-04 | 1994-07-04 | Searle & Co | System til transdermal indgivelse af albuterol |
| US5077033A (en) | 1990-08-07 | 1991-12-31 | Mediventures Inc. | Ophthalmic drug delivery with thermo-irreversible gels of polxoxyalkylene polymer and ionic polysaccharide |
| JP2594486B2 (ja) | 1991-01-15 | 1997-03-26 | アルコン ラボラトリーズ インコーポレイテッド | 局所的眼薬組成物 |
| US5352456A (en) | 1991-10-10 | 1994-10-04 | Cygnus Therapeutic Systems | Device for administering drug transdermally which provides an initial pulse of drug |
| DE69228827T2 (de) | 1991-12-18 | 1999-10-21 | Minnesota Mining And Mfg. Co., Saint Paul | Mehrschichtige sperrstrukturen |
| ATE132381T1 (de) | 1992-01-29 | 1996-01-15 | Voelkl Franz Ski | Ballspielschläger, insbesondere tennisschläger |
| IL114193A (en) | 1994-06-20 | 2000-02-29 | Teva Pharma | Ophthalmic pharmaceutical compositions based on sodium alginate |
| ES2094688B1 (es) | 1994-08-08 | 1997-08-01 | Cusi Lab | Manoemulsion del tipo de aceite en agua, util como vehiculo oftalmico y procedimiento para su preparacion. |
| IT1283911B1 (it) | 1996-02-05 | 1998-05-07 | Farmigea Spa | Soluzioni oftalmiche viscosizzate con polisaccaridi della gomma di tamarindo |
| US5800807A (en) | 1997-01-29 | 1998-09-01 | Bausch & Lomb Incorporated | Ophthalmic compositions including glycerin and propylene glycol |
| US6261547B1 (en) | 1998-04-07 | 2001-07-17 | Alcon Manufacturing, Ltd. | Gelling ophthalmic compositions containing xanthan gum |
| US6197934B1 (en) | 1998-05-22 | 2001-03-06 | Collagenesis, Inc. | Compound delivery using rapidly dissolving collagen film |
| WO2008124131A1 (en) * | 2007-04-05 | 2008-10-16 | The John Hopkins University | Antifungal agents as neuroprotectants |
| KR20140040235A (ko) * | 2011-06-19 | 2014-04-02 | 비아멧 파마슈티컬즈, 인코포레이티드 | 금속효소 억제제 화합물 |
| AU2012273100B2 (en) * | 2011-06-19 | 2017-05-25 | Viamet Pharmaceuticals (NC), Inc. | Metalloenzyme inhibitor compounds |
-
2012
- 2012-06-19 AU AU2012273100A patent/AU2012273100B2/en not_active Ceased
- 2012-06-19 CN CN201610244675.XA patent/CN105884743B/zh not_active Expired - Fee Related
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- 2012-06-19 EP EP12802997.2A patent/EP2721022B1/en active Active
- 2012-06-19 EP EP16164223.6A patent/EP3067350B1/en not_active Not-in-force
- 2012-06-20 UY UY0001034145A patent/UY34145A/es unknown
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-
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- 2013-12-17 IL IL229965A patent/IL229965A/en active IP Right Grant
- 2013-12-18 CL CL2013003638A patent/CL2013003638A1/es unknown
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-
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-
2022
- 2022-06-29 EC ECSENADI202251489A patent/ECSP22051489A/es unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993007139A1 (en) * | 1991-10-10 | 1993-04-15 | Pfizer Limited | Triazole antifungal agents |
| JP2010510248A (ja) | 2006-11-21 | 2010-04-02 | ビアメト ファーマシューティカルズ,インク. | 金属結合部分をターゲティング部分と組み合わせて使用する金属酸化還元酵素阻害剤 |
| WO2011133875A2 (en) | 2010-04-24 | 2011-10-27 | Viamet Pharmaceuticals, Inc. | Metalloenzyme inhibitor compounds |
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| Publication | Publication Date | Title |
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| KR101912844B1 (ko) | 금속효소 억제제 화합물 | |
| KR101964195B1 (ko) | 금속효소 억제제 화합물 | |
| KR101912850B1 (ko) | 금속효소 억제제 화합물 | |
| EP2894981B1 (en) | Metalloenzyme inhibitor compounds | |
| WO2014193974A1 (en) | Fungicidal compositions | |
| TW201339147A (zh) | 金屬酶抑制劑化合物 |
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