JP2017508814A5 - - Google Patents
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- Publication number
- JP2017508814A5 JP2017508814A5 JP2017500454A JP2017500454A JP2017508814A5 JP 2017508814 A5 JP2017508814 A5 JP 2017508814A5 JP 2017500454 A JP2017500454 A JP 2017500454A JP 2017500454 A JP2017500454 A JP 2017500454A JP 2017508814 A5 JP2017508814 A5 JP 2017508814A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- composition
- salts
- isomers
- laurate
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 claims 39
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 claims 34
- UQDUPQYQJKYHQI-UHFFFAOYSA-N methyl laurate Chemical compound CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 claims 34
- 241000282326 Felis catus Species 0.000 claims 29
- ZAZKJZBWRNNLDS-UHFFFAOYSA-N methyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OC ZAZKJZBWRNNLDS-UHFFFAOYSA-N 0.000 claims 22
- 150000003839 salts Chemical class 0.000 claims 21
- FLIACVVOZYBSBS-UHFFFAOYSA-N Methyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC FLIACVVOZYBSBS-UHFFFAOYSA-N 0.000 claims 18
- CAMHHLOGFDZBBG-UHFFFAOYSA-N epoxidized methyl oleate Natural products CCCCCCCCC1OC1CCCCCCCC(=O)OC CAMHHLOGFDZBBG-UHFFFAOYSA-N 0.000 claims 17
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims 16
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 claims 12
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 claims 12
- 229940073769 methyl oleate Drugs 0.000 claims 12
- 239000003016 pheromone Substances 0.000 claims 11
- 230000000699 topical effect Effects 0.000 claims 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 10
- 235000020778 linoleic acid Nutrition 0.000 claims 9
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 claims 9
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 9
- 239000001149 (9Z,12Z)-octadeca-9,12-dienoate Substances 0.000 claims 8
- WTTJVINHCBCLGX-UHFFFAOYSA-N (9trans,12cis)-methyl linoleate Natural products CCCCCC=CCC=CCCCCCCCC(=O)OC WTTJVINHCBCLGX-UHFFFAOYSA-N 0.000 claims 8
- LNJCGNRKWOHFFV-UHFFFAOYSA-N 3-(2-hydroxyethylsulfanyl)propanenitrile Chemical compound OCCSCCC#N LNJCGNRKWOHFFV-UHFFFAOYSA-N 0.000 claims 8
- PKIXXJPMNDDDOS-UHFFFAOYSA-N Methyl linoleate Natural products CCCCC=CCCC=CCCCCCCCC(=O)OC PKIXXJPMNDDDOS-UHFFFAOYSA-N 0.000 claims 8
- 235000021314 Palmitic acid Nutrition 0.000 claims 8
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims 8
- 239000000932 sedative agent Substances 0.000 claims 8
- 230000001624 sedative effect Effects 0.000 claims 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 6
- 235000014113 dietary fatty acids Nutrition 0.000 claims 6
- 229930195729 fatty acid Natural products 0.000 claims 6
- 239000000194 fatty acid Substances 0.000 claims 6
- 150000004665 fatty acids Chemical class 0.000 claims 6
- 239000004544 spot-on Substances 0.000 claims 6
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims 5
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims 5
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims 5
- 239000005642 Oleic acid Substances 0.000 claims 5
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims 5
- 150000001298 alcohols Chemical class 0.000 claims 5
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims 5
- OYHQOLUKZRVURQ-HZJYTTRNSA-M 9-cis,12-cis-Octadecadienoate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC([O-])=O OYHQOLUKZRVURQ-HZJYTTRNSA-M 0.000 claims 4
- 208000019901 Anxiety disease Diseases 0.000 claims 4
- 229930182558 Sterol Natural products 0.000 claims 4
- 150000001299 aldehydes Chemical class 0.000 claims 4
- 150000001408 amides Chemical class 0.000 claims 4
- 230000036506 anxiety Effects 0.000 claims 4
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 4
- 239000000945 filler Substances 0.000 claims 4
- 150000002576 ketones Chemical class 0.000 claims 4
- 229940070765 laurate Drugs 0.000 claims 4
- 229940049918 linoleate Drugs 0.000 claims 4
- 150000004702 methyl esters Chemical class 0.000 claims 4
- 229940105132 myristate Drugs 0.000 claims 4
- 231100000252 nontoxic Toxicity 0.000 claims 4
- 230000003000 nontoxic effect Effects 0.000 claims 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 4
- 229940049964 oleate Drugs 0.000 claims 4
- 229940114926 stearate Drugs 0.000 claims 4
- 150000003432 sterols Chemical class 0.000 claims 4
- 235000003702 sterols Nutrition 0.000 claims 4
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 claims 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 3
- 206010039897 Sedation Diseases 0.000 claims 3
- 230000016571 aggressive behavior Effects 0.000 claims 3
- 230000036280 sedation Effects 0.000 claims 3
- YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 claims 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical group COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims 2
- BHEOSNUKNHRBNM-UHFFFAOYSA-N Tetramethylsqualene Natural products CC(=C)C(C)CCC(=C)C(C)CCC(C)=CCCC=C(C)CCC(C)C(=C)CCC(C)C(C)=C BHEOSNUKNHRBNM-UHFFFAOYSA-N 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 claims 2
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 claims 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 229940031439 squalene Drugs 0.000 claims 2
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 claims 2
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 claims 1
- ZUAURMBNZUCEAF-UHFFFAOYSA-N 2-(2-phenoxyethoxy)ethanol Chemical compound OCCOCCOC1=CC=CC=C1 ZUAURMBNZUCEAF-UHFFFAOYSA-N 0.000 claims 1
- LJVNVNLFZQFJHU-UHFFFAOYSA-N 2-(2-phenylmethoxyethoxy)ethanol Chemical compound OCCOCCOCC1=CC=CC=C1 LJVNVNLFZQFJHU-UHFFFAOYSA-N 0.000 claims 1
- HRWADRITRNUCIY-UHFFFAOYSA-N 2-(2-propan-2-yloxyethoxy)ethanol Chemical compound CC(C)OCCOCCO HRWADRITRNUCIY-UHFFFAOYSA-N 0.000 claims 1
- DJCYDDALXPHSHR-UHFFFAOYSA-N 2-(2-propoxyethoxy)ethanol Chemical compound CCCOCCOCCO DJCYDDALXPHSHR-UHFFFAOYSA-N 0.000 claims 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 claims 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims 1
- CUZKCNWZBXLAJX-UHFFFAOYSA-N 2-phenylmethoxyethanol Chemical compound OCCOCC1=CC=CC=C1 CUZKCNWZBXLAJX-UHFFFAOYSA-N 0.000 claims 1
- HCGFUIQPSOCUHI-UHFFFAOYSA-N 2-propan-2-yloxyethanol Chemical compound CC(C)OCCO HCGFUIQPSOCUHI-UHFFFAOYSA-N 0.000 claims 1
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 claims 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 claims 1
- 229960005323 phenoxyethanol Drugs 0.000 claims 1
- 230000001737 promoting effect Effects 0.000 claims 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461954771P | 2014-03-18 | 2014-03-18 | |
| US61/954,771 | 2014-03-18 | ||
| PCT/IB2015/000495 WO2015140631A1 (en) | 2014-03-18 | 2015-03-17 | Cat appeasing pheromone |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017508814A JP2017508814A (ja) | 2017-03-30 |
| JP2017508814A5 true JP2017508814A5 (https=) | 2017-07-27 |
| JP6629286B2 JP6629286B2 (ja) | 2020-01-15 |
Family
ID=53385673
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017500454A Active JP6629286B2 (ja) | 2014-03-18 | 2015-03-17 | ネコ鎮静フェロモン |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US10258594B2 (https=) |
| EP (1) | EP3119410B1 (https=) |
| JP (1) | JP6629286B2 (https=) |
| CN (2) | CN114732810A (https=) |
| AU (1) | AU2015233067B2 (https=) |
| CA (1) | CA2943080C (https=) |
| CL (1) | CL2016002363A1 (https=) |
| CY (1) | CY1125380T1 (https=) |
| DK (1) | DK3119410T3 (https=) |
| ES (1) | ES2923675T3 (https=) |
| HR (1) | HRP20220957T1 (https=) |
| HU (1) | HUE059637T2 (https=) |
| LT (1) | LT3119410T (https=) |
| MX (1) | MX2016012112A (https=) |
| PE (1) | PE20161402A1 (https=) |
| PL (1) | PL3119410T3 (https=) |
| PT (1) | PT3119410T (https=) |
| RU (1) | RU2671858C2 (https=) |
| SI (1) | SI3119410T1 (https=) |
| SM (1) | SMT202200313T1 (https=) |
| WO (1) | WO2015140631A1 (https=) |
| ZA (1) | ZA201606607B (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110917241A (zh) * | 2019-12-13 | 2020-03-27 | 苏州弗艾柏生物科技有限公司 | 一种猫安抚信息素及其用途 |
| FR3117731A1 (fr) * | 2020-12-21 | 2022-06-24 | Virbac | Dispositifs portables pour animaux de compagnie avec diffusion passive de compositions sémiochimiques |
| CN112826846A (zh) * | 2020-12-31 | 2021-05-25 | 武汉研欣生物科技有限公司 | 猫用安抚信息素及其制备方法与应用 |
| FR3119315B1 (fr) | 2021-02-02 | 2022-12-30 | Virbac | « gel diffuseur de pheromones » |
| CN115282128B (zh) * | 2022-08-02 | 2024-03-19 | 上海弗艾柏生物科技有限公司 | 猫面部信息素凝胶球及其制备方法 |
| CN116763796B (zh) * | 2023-06-20 | 2024-07-05 | 咪咪聊(武汉)生物科技有限公司 | 一种猫用信息素及猫用信息素混合物的制备方法和应用 |
| CN120938981A (zh) * | 2025-10-20 | 2025-11-14 | 宁波三生生物科技股份有限公司 | 一种信息素组合物及其应用 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6426333B1 (en) | 1996-09-19 | 2002-07-30 | Merial | Spot-on formulations for combating parasites |
| DE69512509T2 (de) | 1995-02-03 | 2000-05-31 | Fideline, Le Rieu Neuf | Eigenschaften von Gesichtpheromonen von Katzen |
| ES2198661T3 (es) * | 1998-01-21 | 2004-02-01 | Fideline | Composiciones que contienen feromonas para disminuir el estres, la ansiedad y la agresividad en los cerdos. |
| US6054481A (en) * | 1998-01-21 | 2000-04-25 | Fideline | Pig appeasing pheromones for enhancing weight gain in a mammal |
| FR2795960B1 (fr) | 1999-07-05 | 2001-10-19 | Sanofi Elf | Microemulsions stables pour l'administration d'acides gras a l'homme ou a l'animal, et utilisation de ces microemulsions |
| JP2003313104A (ja) | 2002-04-22 | 2003-11-06 | Nippon Kayaku Co Ltd | 動物の外部寄生虫駆除用スポットオン剤 |
| ATE468123T1 (de) | 2002-06-19 | 2010-06-15 | Fideline | Beruhigende vogel-pheromone zur verminderung von stress, angst und aggressivität |
| DE60332635D1 (de) | 2002-06-19 | 2010-07-01 | Fideline Le Rieu Neuf | Beruhigende vogel-pheromone zur verminderung von stress, angst und aggressivität |
| ATE534373T1 (de) | 2003-10-10 | 2011-12-15 | Antares Pharma Ipl Ag | Transdermale pharmazeutische formulierung zur minimierung von rückständen auf der haut |
| FR2931676B1 (fr) | 2008-05-30 | 2011-01-14 | Ceva Sante Animale | Nouveaux modes d'administration d'un melange d'acides gras pour le traitement de mammiferes non humains |
| AU2010339727A1 (en) | 2009-12-21 | 2012-08-02 | Sergeant's Pet Care Products, Inc. | Pheromone compositions and methods of use |
-
2015
- 2015-03-17 ES ES15728593T patent/ES2923675T3/es active Active
- 2015-03-17 US US15/127,256 patent/US10258594B2/en active Active
- 2015-03-17 EP EP15728593.3A patent/EP3119410B1/en active Active
- 2015-03-17 LT LTEPPCT/IB2015/000495T patent/LT3119410T/lt unknown
- 2015-03-17 JP JP2017500454A patent/JP6629286B2/ja active Active
- 2015-03-17 SI SI201531863T patent/SI3119410T1/sl unknown
- 2015-03-17 PE PE2016001646A patent/PE20161402A1/es unknown
- 2015-03-17 PT PT157285933T patent/PT3119410T/pt unknown
- 2015-03-17 HR HRP20220957TT patent/HRP20220957T1/hr unknown
- 2015-03-17 WO PCT/IB2015/000495 patent/WO2015140631A1/en not_active Ceased
- 2015-03-17 PL PL15728593.3T patent/PL3119410T3/pl unknown
- 2015-03-17 CA CA2943080A patent/CA2943080C/en active Active
- 2015-03-17 SM SM20220313T patent/SMT202200313T1/it unknown
- 2015-03-17 CN CN202210139577.5A patent/CN114732810A/zh active Pending
- 2015-03-17 CN CN201580022206.7A patent/CN106456590A/zh active Pending
- 2015-03-17 DK DK15728593.3T patent/DK3119410T3/da active
- 2015-03-17 HU HUE15728593A patent/HUE059637T2/hu unknown
- 2015-03-17 MX MX2016012112A patent/MX2016012112A/es active IP Right Grant
- 2015-03-17 RU RU2016137349A patent/RU2671858C2/ru active
- 2015-03-17 AU AU2015233067A patent/AU2015233067B2/en active Active
-
2016
- 2016-09-20 CL CL2016002363A patent/CL2016002363A1/es unknown
- 2016-09-23 ZA ZA2016/06607A patent/ZA201606607B/en unknown
-
2022
- 2022-07-25 CY CY20221100501T patent/CY1125380T1/el unknown
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