MD20220052A2 - Procedeu de preparare a compuşilor izoxazolinici enantiomeric îmbogăţiţi şi a solvatului de toluen cristalin al (S)-afoxolanerului - Google Patents
Procedeu de preparare a compuşilor izoxazolinici enantiomeric îmbogăţiţi şi a solvatului de toluen cristalin al (S)-afoxolaneruluiInfo
- Publication number
- MD20220052A2 MD20220052A2 MDA20220052A MD20220052A MD20220052A2 MD 20220052 A2 MD20220052 A2 MD 20220052A2 MD A20220052 A MDA20220052 A MD A20220052A MD 20220052 A MD20220052 A MD 20220052A MD 20220052 A2 MD20220052 A2 MD 20220052A2
- Authority
- MD
- Moldova
- Prior art keywords
- preparation
- afoxolaner
- toluene solvate
- enantiomerically enriched
- isoxazoline compounds
- Prior art date
Links
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 title abstract 6
- 150000002547 isoxazolines Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 239000012453 solvate Substances 0.000 title abstract 2
- OXDDDHGGRFRLEE-QHCPKHFHSA-N esafoxolaner Chemical compound C1([C@]2(ON=C(C2)C2=CC=C(C3=CC=CC=C32)C(=O)NCC(=O)NCC(F)(F)F)C(F)(F)F)=CC(Cl)=CC(C(F)(F)F)=C1 OXDDDHGGRFRLEE-QHCPKHFHSA-N 0.000 title 1
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 abstract 4
- 235000001258 Cinchona calisaya Nutrition 0.000 abstract 2
- LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 abstract 2
- 239000003444 phase transfer catalyst Substances 0.000 abstract 2
- 229960000948 quinine Drugs 0.000 abstract 2
- 230000002141 anti-parasite Effects 0.000 abstract 1
- 239000003096 antiparasitic agent Substances 0.000 abstract 1
- -1 isoxazoline compound Chemical class 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/04—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
-
- 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
- A61K31/42—Oxazoles
-
- 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
- A01N43/42—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 condensed with carbocyclic 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
- A01N43/72—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
- A01N43/80—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 1,2
-
- 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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
- A01N55/08—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing boron
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
- C07D453/04—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems having a quinolyl-4, a substituted quinolyl-4 or a alkylenedioxy-quinolyl-4 radical linked through only one carbon atom, attached in position 2, e.g. quinine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
- C07D491/107—Spiro-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
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- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Tropical Medicine & Parasitology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Catalysts (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Această invenţie se referă la un procedeu de preparare a compuşilor izoxazolinici antiparazitari, îmbogăţiţi cu un enantiomer, folosind un catalizator de transfer de fază chiral bazat pe chinină. Invenţia, de asemenea, se referă la un catalizator de transfer de fază nou bazat pe chinină şi la o formă a solvatului de toluen al compusului izoxazolinic, conform invenţiei.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201662319207P | 2016-04-06 | 2016-04-06 | |
PCT/US2017/026245 WO2017176948A1 (en) | 2016-04-06 | 2017-04-05 | Process for the preparation of enantiomerically enriched isoxazoline compounds - crystalline toluene solvate of (s)-afoxolaner |
Publications (1)
Publication Number | Publication Date |
---|---|
MD20220052A2 true MD20220052A2 (ro) | 2023-05-31 |
Family
ID=58549312
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MDA20180090A MD4846C1 (ro) | 2016-04-06 | 2017-04-05 | Procedeu de preparare a compuşilor izoxazolinici enantiomeric îmbogăţiţi şi a solvatului de toluen cristalin al (S)-afoxolanerului |
MDA20220052A MD20220052A2 (ro) | 2016-04-06 | 2017-04-05 | Procedeu de preparare a compuşilor izoxazolinici enantiomeric îmbogăţiţi şi a solvatului de toluen cristalin al (S)-afoxolanerului |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MDA20180090A MD4846C1 (ro) | 2016-04-06 | 2017-04-05 | Procedeu de preparare a compuşilor izoxazolinici enantiomeric îmbogăţiţi şi a solvatului de toluen cristalin al (S)-afoxolanerului |
Country Status (31)
Country | Link |
---|---|
US (3) | US10433552B2 (ro) |
EP (2) | EP3440062B1 (ro) |
KR (2) | KR102438541B1 (ro) |
CN (2) | CN109195955B (ro) |
AR (1) | AR108184A1 (ro) |
AU (2) | AU2017246305B2 (ro) |
BR (1) | BR112018070663A2 (ro) |
CA (2) | CA3019947A1 (ro) |
CL (2) | CL2018002838A1 (ro) |
CO (3) | CO2019013500A2 (ro) |
CY (1) | CY1124797T1 (ro) |
DK (1) | DK3440062T3 (ro) |
EA (1) | EA201892245A1 (ro) |
ES (1) | ES2903286T3 (ro) |
HR (1) | HRP20211979T1 (ro) |
HU (1) | HUE056909T2 (ro) |
IL (2) | IL262093B (ro) |
LT (1) | LT3440062T (ro) |
MD (2) | MD4846C1 (ro) |
MX (2) | MX2018012184A (ro) |
MY (1) | MY189534A (ro) |
NZ (1) | NZ747676A (ro) |
PL (1) | PL3440062T3 (ro) |
PT (1) | PT3440062T (ro) |
RS (1) | RS62755B1 (ro) |
SG (1) | SG11201808756XA (ro) |
SI (1) | SI3440062T1 (ro) |
TW (1) | TWI753897B (ro) |
UA (1) | UA127309C2 (ro) |
UY (1) | UY37196A (ro) |
WO (1) | WO2017176948A1 (ro) |
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JP7222909B2 (ja) | 2017-04-05 | 2023-02-15 | ベーリンガー・インゲルハイム・アニマル・ヘルス・ユーエスエー・インコーポレイテッド | (s)-アフォキソラネルの結晶形 |
EP3710453A1 (en) | 2017-11-16 | 2020-09-23 | Avista Pharma Solutions, Inc. | Single enantiomer antiparasitic compounds |
MX2020006309A (es) | 2017-12-15 | 2021-01-29 | Tarsus Pharmaceuticals Inc | Fórmulaciones de parasiticida de isoxazolina y métodos para el tratamiento de la blefaritis. |
TWI812673B (zh) | 2018-02-12 | 2023-08-21 | 美商富曼西公司 | 用於防治無脊椎害蟲之萘異噁唑啉化合物 |
CN112955426A (zh) | 2018-10-29 | 2021-06-11 | 巴斯夫欧洲公司 | 制备光学富集的羟醛化合物的方法 |
CN115768753B (zh) * | 2020-06-19 | 2024-04-26 | 东莞市东阳光动物保健药品有限公司 | 一种gaba抑制剂的晶型及其制备方法 |
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CN112724095A (zh) * | 2020-09-25 | 2021-04-30 | 安徽省公众检验研究院有限公司 | 氟雷拉钠晶型及其制备方法 |
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WO2023018806A1 (en) | 2021-08-11 | 2023-02-16 | ELANCO US, Inc. | Process for making diaryl isoxazoline derivative |
CN115710185B (zh) * | 2021-08-23 | 2024-05-03 | 中国石油化工股份有限公司 | 利用金属碳化物催化剂生产甲胺的方法 |
CN114113388B (zh) * | 2021-11-24 | 2023-05-23 | 丽珠集团新北江制药股份有限公司 | 一种4-肟甲基-1-萘甲酸中有关物质的检测方法 |
CN116903488B (zh) * | 2022-11-25 | 2023-12-15 | 济南久隆医药科技有限公司 | 一种阿福拉纳的合成方法 |
CN115959979A (zh) * | 2022-12-29 | 2023-04-14 | 南京正荣医药化学有限公司 | 一种3-氯-4-氟-5-三氟甲基三氟苯乙酮的制备方法 |
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