CO2019013500A2 - Produción de un solvato crsitalino de (s)-afoxolaner y composiciones pesticidas del mismo - Google Patents
Produción de un solvato crsitalino de (s)-afoxolaner y composiciones pesticidas del mismoInfo
- Publication number
- CO2019013500A2 CO2019013500A2 CONC2019/0013500A CO2019013500A CO2019013500A2 CO 2019013500 A2 CO2019013500 A2 CO 2019013500A2 CO 2019013500 A CO2019013500 A CO 2019013500A CO 2019013500 A2 CO2019013500 A2 CO 2019013500A2
- Authority
- CO
- Colombia
- Prior art keywords
- afoxolaner
- production
- pesticidal compositions
- crystalline solvate
- quinine
- Prior art date
Links
- 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
- 239000000203 mixture Substances 0.000 title 1
- 230000000361 pesticidal effect Effects 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
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 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
- WEQPBCSPRXFQQS-UHFFFAOYSA-N 4,5-dihydro-1,2-oxazole Chemical compound C1CC=NO1 WEQPBCSPRXFQQS-UHFFFAOYSA-N 0.000 abstract 1
- 230000002141 anti-parasite Effects 0.000 abstract 1
- 239000003096 antiparasitic agent Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- -1 isoxazoline compound Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
Classifications
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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
- 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
- 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
-
- 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)
- Environmental Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Tropical Medicine & Parasitology (AREA)
- Chemical Kinetics & Catalysis (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
RESUMEN Procesos para la preparación de compuestos antiparasitarios de isoxazolina enriquecidos en un enantiómero usando un catalizador de transferencia de fase quiral a base de quinina. También, novedosos catalizadores de transferencia de fase a base de quinina y una forma de solvato con tolueno del compuesto de isoxazolina de la invención.
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 |
---|---|
CO2019013500A2 true CO2019013500A2 (es) | 2020-02-28 |
Family
ID=58549312
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CONC2019/0013841A CO2019013841A2 (es) | 2016-04-06 | 2018-10-04 | Catalizadores de transferencia de fase quiral a base de quinina |
CONC2019/0013500A CO2019013500A2 (es) | 2016-04-06 | 2018-10-04 | Produción de un solvato crsitalino de (s)-afoxolaner y composiciones pesticidas del mismo |
CONC2018/0010719A CO2018010719A2 (es) | 2016-04-06 | 2018-10-04 | Proceso para preparar compuestos de isoxazolina |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CONC2019/0013841A CO2019013841A2 (es) | 2016-04-06 | 2018-10-04 | Catalizadores de transferencia de fase quiral a base de quinina |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CONC2018/0010719A CO2018010719A2 (es) | 2016-04-06 | 2018-10-04 | Proceso para preparar compuestos de isoxazolina |
Country Status (31)
Country | Link |
---|---|
US (3) | US10433552B2 (es) |
EP (2) | EP3440062B1 (es) |
KR (2) | KR102403531B1 (es) |
CN (2) | CN114805234A (es) |
AR (1) | AR108184A1 (es) |
AU (2) | AU2017246305B2 (es) |
BR (1) | BR112018070663A2 (es) |
CA (2) | CA3019947A1 (es) |
CL (2) | CL2018002838A1 (es) |
CO (3) | CO2019013841A2 (es) |
CY (1) | CY1124797T1 (es) |
DK (1) | DK3440062T3 (es) |
EA (1) | EA201892245A1 (es) |
ES (1) | ES2903286T3 (es) |
HR (1) | HRP20211979T1 (es) |
HU (1) | HUE056909T2 (es) |
IL (2) | IL262093B (es) |
LT (1) | LT3440062T (es) |
MD (2) | MD4846C1 (es) |
MX (2) | MX2018012184A (es) |
MY (1) | MY189534A (es) |
NZ (1) | NZ747676A (es) |
PL (1) | PL3440062T3 (es) |
PT (1) | PT3440062T (es) |
RS (1) | RS62755B1 (es) |
SG (1) | SG11201808756XA (es) |
SI (1) | SI3440062T1 (es) |
TW (1) | TWI753897B (es) |
UA (1) | UA127309C2 (es) |
UY (1) | UY37196A (es) |
WO (1) | WO2017176948A1 (es) |
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UY37665A (es) | 2017-04-05 | 2018-10-31 | Merial Inc | Formas cristalinas de (s)-afoxolaner |
WO2019099669A1 (en) | 2017-11-16 | 2019-05-23 | Avista Pharma Solutions, Inc. | Single enantiomer antiparasitic compounds |
BR112020012018A2 (pt) | 2017-12-15 | 2020-11-24 | Tarsus Pharmaceuticals, Inc. | formulações de parasiticida de isoxazolina e métodos para tratar blefarite |
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 |
EP3873881A1 (en) | 2018-10-29 | 2021-09-08 | Basf Se | Process for preparation of optically enriched aldol compounds |
WO2021254445A1 (zh) * | 2020-06-19 | 2021-12-23 | 东莞市东阳光仿制药研发有限公司 | 一种gaba抑制剂的晶型及其制备方法 |
CN116194450A (zh) | 2020-07-24 | 2023-05-30 | 礼蓝美国公司 | 用于制备异噁唑啉化合物及其中间体的工艺 |
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 |
AU2022300356A1 (en) * | 2021-06-25 | 2023-11-30 | In The Bowl Animal Health, Inc. | Oral feline feed and methods for controlling flea infestations in a feline |
CA3224701A1 (en) | 2021-08-11 | 2023-02-16 | Jingdan Hu | 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 |
CN116143652B (zh) * | 2023-01-13 | 2024-06-28 | 四川青木制药有限公司 | 一种阿福拉纳中间体及其制备方法和应用 |
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