JP7247451B2 - 動物用飼料添加物又は動物用飼料の調製におけるジフェニルプロペノン類化合物の応用 - Google Patents
動物用飼料添加物又は動物用飼料の調製におけるジフェニルプロペノン類化合物の応用 Download PDFInfo
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- JP7247451B2 JP7247451B2 JP2021527858A JP2021527858A JP7247451B2 JP 7247451 B2 JP7247451 B2 JP 7247451B2 JP 2021527858 A JP2021527858 A JP 2021527858A JP 2021527858 A JP2021527858 A JP 2021527858A JP 7247451 B2 JP7247451 B2 JP 7247451B2
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- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/111—Aromatic compounds
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K10/00—Animal feeding-stuffs
- A23K10/30—Animal feeding-stuffs from material of plant origin, e.g. roots, seeds or hay; from material of fungal origin, e.g. mushrooms
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
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- A23K50/00—Feeding-stuffs specially adapted for particular animals
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/20—Feeding-stuffs specially adapted for particular animals for horses
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/30—Feeding-stuffs specially adapted for particular animals for swines
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/60—Feeding-stuffs specially adapted for particular animals for weanlings
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/70—Feeding-stuffs specially adapted for particular animals for birds
- A23K50/75—Feeding-stuffs specially adapted for particular animals for birds for poultry
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/80—Feeding-stuffs specially adapted for particular animals for aquatic animals, e.g. fish, crustaceans or molluscs
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/794—Ketones containing a keto group bound to a six-membered aromatic ring having unsaturation outside an aromatic ring
- C07C49/796—Ketones containing a keto group bound to a six-membered aromatic ring having unsaturation outside an aromatic ring polycyclic
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
- C07C49/813—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen polycyclic
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
- C07C49/835—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups having unsaturation outside an aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/76—Unsaturated compounds containing keto groups
- C07C59/84—Unsaturated compounds containing keto groups containing six membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/32—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
- C07C65/34—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/32—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
- C07C65/38—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups having unsaturation outside the aromatic rings
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/10—Feeding-stuffs specially adapted for particular animals for ruminants
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/40—Feeding-stuffs specially adapted for particular animals for carnivorous animals, e.g. cats or dogs
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
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- Engineering & Computer Science (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Food Science & Technology (AREA)
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- Insects & Arthropods (AREA)
- Marine Sciences & Fisheries (AREA)
- Health & Medical Sciences (AREA)
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- Molecular Biology (AREA)
- Mycology (AREA)
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- Biotechnology (AREA)
- Fodder In General (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
本発明は、一般式(I)で示される構造を有するジフェニルプロペノン類化合物、その立体異性体、その幾何異性体、その互変異性体、その溶媒和物、若しくはその飼料に許容可能な塩が、飼料添加物又は飼料の調製における応用に関するものである。
本発明に係る一般式(I)で示されるジフェニルプロペノン及びその誘導体の調製方法は、主に、水酸化ナトリウムなどのアルカリ性条件下でアセトフェノンのフェニル置換誘導体(ABと略記)及びベンズアルデヒドのフェニル置換誘導体(BZと略記)を出発物質として発生させるアルドール縮合反応であるClaisen-Schmidt縮合反応に関する。反応プロセスは、一般式(II)に示されている。
本発明は、上記のジフェニルプロペノン類化合物、その幾何異性体、その互変異性体、その溶媒和物、若しくはその飼料に許容可能な塩を含む飼料組成物の応用に関するものである。
いくつかの給餌の実施例において、養殖農民は、ジフェニルプロペノン類化合物、その幾何異性体、その互変異性体、その溶媒和物、若しくはその飼料に許容可能な塩を含む飼料添加物を飼料と混合して動物に与えることで、動物の生産能力を大幅に改善することができる。
1日当たりの平均体重増加=(試験終了時の平均体重-試験開始時の平均体重)/試験日数飼料と肉の比率= 1日当たりの平均飼料摂取量/ 1日当たりの平均体重増加
体重増加率(%)=(平均最終体重-平均初期体重)/平均初期体重*100
飼料パラメータ= 580 /(平均最終体重-平均初期体重)
Claims (12)
- 一般式(I)のジフェニルプロペノン類化合物、その立体異性体、その幾何異性体、その互変異性体、その溶媒和物、若しくはその飼料に許容可能な塩の、動物の生産能力を改善するための動物用飼料添加物又は動物用飼料の調製における応用であり、
前記一般式において、R1は、OH、C1-C20アルキル基、OC1-C20アルキル基、C(= O)OH、C(= O)OC1-C20アルキル基、Xからなる群から任意に選択されるものであり、R2は、OH、C1-C20アルキル基、OC1-C20アルキル基、Xからなる群から任意に選択されるものであり、n及びmは、それぞれ0から5までの整数であり、Xは、F、Cl、Br、Iのいずれも一つである。
- R1は、OH、OC1-C5アルキル基、C1-C5アルキル基、C(= O)OH、C(= O)OC1-C5アルキル基、F、Cl、Brからなる群から任意に選択されるものである、ことを特徴とする請求項1に記載の応用。
- R1は、OH、C(= O)OH、OC1-C5アルキル基、Clからなる群から任意に選択されるものである、ことを特徴とする請求項2に記載の応用。
- R2は、OH、OC1-C5アルキル基、C1-C5アルキル基、F、Cl、Brからなる群から任意に選択されるものである、ことを特徴とする請求項1に記載の応用。
- R2は、C1-C5アルキル基、OC1-C5アルキル基、Clからなる群から任意に選択されるものである、ことを特徴とする請求項4に記載の応用。
- nは0ではない、ことを特徴とする請求項1から5のいずれか1項に記載の応用。
- R1は、OH、C(= O)OH、Clから任意に選択されるものであり、R2は、C1-C5アルキル基、Clから任意に選択されるものである、ことを特徴とする請求項6に記載の応用。
- 請求項1から8のいずれか1項に記載の応用における一般式(I)のジフェニルプロペノン類化合物、その立体異性体、その幾何異性体、その互変異性体、その溶媒和物、若しくはその飼料に許容可能な塩、ならびに給餌可能な補助材料、動物用飼料添加物、及び動物用飼料原料のうちの1つ又は複数を含む、ことを特徴とする動物の生産能力を改善するための飼料組成物。
- 前記給餌可能な補助材料は、担体、希釈剤、賦形剤、及び溶媒のうちの1つ又は複数から選択され、及び/又は、前記動物用飼料添加物は、栄養飼料添加物、一般的な飼料添加物、及び医薬用飼料添加物のうちの1つ又は複数から選択されるものである、ことを特徴とする請求項9に記載の飼料組成物。
- 請求項11に記載のジフェニルプロペノン類化合物、その立体異性体、その幾何異性体、その互変異性体、その溶媒和物、若しくはその飼料に許容可能な塩、ならびに給餌可能な補助材料、動物用飼料添加物、及び動物用飼料原料のうちの1つ又は複数を含む、ことを特徴とする飼料組成物。
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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PCT/CN2018/116274 WO2020102952A1 (zh) | 2018-11-19 | 2018-11-19 | 二苯基丙烯酮类化合物在制备动物饲料添加剂或动物饲料中的应用 |
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JP2022509107A JP2022509107A (ja) | 2022-01-20 |
JP7247451B2 true JP7247451B2 (ja) | 2023-03-29 |
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JP2021527858A Active JP7247451B2 (ja) | 2018-11-19 | 2018-11-19 | 動物用飼料添加物又は動物用飼料の調製におけるジフェニルプロペノン類化合物の応用 |
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US (1) | US20210400997A1 (ja) |
EP (1) | EP3874964B1 (ja) |
JP (1) | JP7247451B2 (ja) |
KR (1) | KR20210091787A (ja) |
CN (1) | CN110475480B (ja) |
AU (1) | AU2018450480B2 (ja) |
BR (1) | BR112021009489A2 (ja) |
CA (1) | CA3120397C (ja) |
MX (1) | MX2021005742A (ja) |
RU (1) | RU2770763C1 (ja) |
WO (1) | WO2020102952A1 (ja) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2004096198A1 (ja) | 2003-05-02 | 2004-11-11 | Takara Bio Inc. | 治療剤 |
WO2005054170A1 (ja) | 2003-12-05 | 2005-06-16 | Takara Bio Inc. | 治療剤 |
JP2008543901A (ja) | 2005-06-24 | 2008-12-04 | ディーエスエム アイピー アセッツ ビー.ブイ. | グルコース代謝障害の処置のための医薬品 |
JP2014172893A (ja) | 2013-03-12 | 2014-09-22 | Kao Corp | Nrf2活性化剤 |
Family Cites Families (9)
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WO2001076580A1 (en) * | 2000-04-11 | 2001-10-18 | Takara Bio Inc. | Remedies |
JP2009073761A (ja) * | 2007-09-20 | 2009-04-09 | Nippon Seibutsu Kagaku Kenkyusho:Kk | レプチン産生促進剤 |
CN101331913B (zh) * | 2008-07-22 | 2011-03-16 | 广东新南都饲料科技有限公司 | 一类中间环2位带有取代基的异黄酮作为动物饲料添加剂的应用 |
CN101703159B (zh) * | 2009-12-15 | 2013-05-15 | 宁夏大北农科技实业有限公司 | 一种乳猪饲料 |
US20120046353A1 (en) * | 2010-08-17 | 2012-02-23 | Choong Ang Vaccine Lab. | Cleistocalyx operculatus-derived compounds having inhibitory activities against avian and swine influenza viruses or novel influenza virus |
EP2653039A1 (en) * | 2012-04-19 | 2013-10-23 | Interquim, S.A. | Feed composition for reducing ruminant methanogenesis |
US10609938B2 (en) * | 2014-07-21 | 2020-04-07 | Nutes Oy | Feed composition for reducing ammonia produced in animal agriculture and methods for making and using the feed composition |
CN105439876B (zh) * | 2014-09-19 | 2017-11-07 | 四川大学 | 2‑羟基查尔酮胺类化合物、其制备方法和用途 |
CN104664086B (zh) * | 2015-03-31 | 2020-10-30 | 江西中成人药业有限公司 | 一种功能性复合植物多糖添加剂预混合饲料 |
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2018
- 2018-11-19 JP JP2021527858A patent/JP7247451B2/ja active Active
- 2018-11-19 BR BR112021009489-0A patent/BR112021009489A2/pt active IP Right Grant
- 2018-11-19 CA CA3120397A patent/CA3120397C/en active Active
- 2018-11-19 AU AU2018450480A patent/AU2018450480B2/en active Active
- 2018-11-19 WO PCT/CN2018/116274 patent/WO2020102952A1/zh unknown
- 2018-11-19 KR KR1020217018679A patent/KR20210091787A/ko not_active Application Discontinuation
- 2018-11-19 US US17/294,887 patent/US20210400997A1/en active Pending
- 2018-11-19 EP EP18940688.7A patent/EP3874964B1/en active Active
- 2018-11-19 RU RU2021117251A patent/RU2770763C1/ru active
- 2018-11-19 CN CN201880011850.8A patent/CN110475480B/zh active Active
- 2018-11-19 MX MX2021005742A patent/MX2021005742A/es unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2004096198A1 (ja) | 2003-05-02 | 2004-11-11 | Takara Bio Inc. | 治療剤 |
US20070092551A1 (en) | 2003-05-02 | 2007-04-26 | Takara Bio Inc. | Therapeutic agent |
WO2005054170A1 (ja) | 2003-12-05 | 2005-06-16 | Takara Bio Inc. | 治療剤 |
JP2008543901A (ja) | 2005-06-24 | 2008-12-04 | ディーエスエム アイピー アセッツ ビー.ブイ. | グルコース代謝障害の処置のための医薬品 |
JP2014172893A (ja) | 2013-03-12 | 2014-09-22 | Kao Corp | Nrf2活性化剤 |
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MX2021005742A (es) | 2021-12-10 |
EP3874964A1 (en) | 2021-09-08 |
CA3120397A1 (en) | 2020-05-28 |
EP3874964B1 (en) | 2024-07-31 |
BR112021009489A2 (pt) | 2021-08-10 |
CN110475480A (zh) | 2019-11-19 |
WO2020102952A1 (zh) | 2020-05-28 |
CN110475480B (zh) | 2022-12-27 |
AU2018450480A1 (en) | 2021-06-24 |
CA3120397C (en) | 2024-01-23 |
RU2770763C1 (ru) | 2022-04-21 |
AU2018450480B2 (en) | 2023-01-19 |
EP3874964A4 (en) | 2021-12-08 |
KR20210091787A (ko) | 2021-07-22 |
JP2022509107A (ja) | 2022-01-20 |
US20210400997A1 (en) | 2021-12-30 |
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