JP2010501180A5 - - Google Patents
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- Publication number
- JP2010501180A5 JP2010501180A5 JP2009525610A JP2009525610A JP2010501180A5 JP 2010501180 A5 JP2010501180 A5 JP 2010501180A5 JP 2009525610 A JP2009525610 A JP 2009525610A JP 2009525610 A JP2009525610 A JP 2009525610A JP 2010501180 A5 JP2010501180 A5 JP 2010501180A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- optionally substituted
- group
- formula
- compound
- 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.)
- Withdrawn
Links
- 125000000217 alkyl group Chemical group 0.000 claims description 140
- 229910052799 carbon Inorganic materials 0.000 claims description 138
- 229910052739 hydrogen Inorganic materials 0.000 claims description 116
- 229910052717 sulfur Inorganic materials 0.000 claims description 45
- 150000001875 compounds Chemical class 0.000 claims description 43
- 229910052760 oxygen Inorganic materials 0.000 claims description 39
- 238000000034 method Methods 0.000 claims description 38
- 125000003118 aryl group Chemical group 0.000 claims description 32
- 229910052757 nitrogen Inorganic materials 0.000 claims description 31
- 150000003839 salts Chemical class 0.000 claims description 26
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 25
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims description 23
- 125000003342 alkenyl group Chemical group 0.000 claims description 16
- 229910052736 halogen Inorganic materials 0.000 claims description 15
- 150000002367 halogens Chemical class 0.000 claims description 15
- 125000001072 heteroaryl group Chemical group 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 125000003107 substituted aryl group Chemical group 0.000 claims description 11
- 125000000623 heterocyclic group Chemical group 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 10
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 235000009508 confectionery Nutrition 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 8
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 5
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 5
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical class NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims description 5
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 4
- -1 amino, hydroxy Chemical group 0.000 claims description 4
- 235000013305 food Nutrition 0.000 claims description 4
- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 4
- 125000005368 heteroarylthio group Chemical group 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 2
- MBIZXFATKUQOOA-UHFFFAOYSA-N 1,3,4-thiadiazole Chemical compound C1=NN=CS1 MBIZXFATKUQOOA-UHFFFAOYSA-N 0.000 claims description 2
- NCBQVKBZFRGZSK-UHFFFAOYSA-N 1-phenylthiochromeno[3,4-d]imidazol-4-one Chemical compound C1=NC=2C(=O)SC3=CC=CC=C3C=2N1C1=CC=CC=C1 NCBQVKBZFRGZSK-UHFFFAOYSA-N 0.000 claims description 2
- DHFVWJLZKXODRA-UHFFFAOYSA-N 2-(2-imino-1,3-thiazol-3-yl)-1-(3-nitrophenyl)ethanone Chemical compound [O-][N+](=O)C1=CC=CC(C(=O)CN2C(SC=C2)=N)=C1 DHFVWJLZKXODRA-UHFFFAOYSA-N 0.000 claims description 2
- BDLLDQBFNYGYTQ-UHFFFAOYSA-N 2-(3-chloro-2-methoxyphenyl)imidazo[1,2-a]pyridine Chemical compound COC1=C(Cl)C=CC=C1C1=CN(C=CC=C2)C2=N1 BDLLDQBFNYGYTQ-UHFFFAOYSA-N 0.000 claims description 2
- MWPZHSQYGBSDAP-UHFFFAOYSA-N 2-[2-(2-methoxyphenoxy)ethylsulfanyl]-1h-benzimidazole Chemical compound COC1=CC=CC=C1OCCSC1=NC2=CC=CC=C2N1 MWPZHSQYGBSDAP-UHFFFAOYSA-N 0.000 claims description 2
- BCZLACYLJDLLQQ-UHFFFAOYSA-N 2-[2-[2-(2,6-dimethoxyphenoxy)ethylsulfanyl]benzimidazol-1-yl]ethanol Chemical compound COC1=CC=CC(OC)=C1OCCSC1=NC2=CC=CC=C2N1CCO BCZLACYLJDLLQQ-UHFFFAOYSA-N 0.000 claims description 2
- LKYXJCHSNRKXFW-UHFFFAOYSA-N 3-benzyl-5-(4-methyl-1,3-thiazol-2-yl)-1-propan-2-ylpyrimidine-2,4-dione Chemical compound O=C1N(CC=2C=CC=CC=2)C(=O)N(C(C)C)C=C1C1=NC(C)=CS1 LKYXJCHSNRKXFW-UHFFFAOYSA-N 0.000 claims description 2
- CADIORXBYWCRLK-UHFFFAOYSA-N 5,5-dimethyl-1-oxido-2,4-diphenylimidazol-1-ium Chemical compound [O-][N+]=1C(C)(C)C(C=2C=CC=CC=2)=NC=1C1=CC=CC=C1 CADIORXBYWCRLK-UHFFFAOYSA-N 0.000 claims description 2
- ARNKONOSMZFURP-UHFFFAOYSA-N 5-chloro-1-methyl-3-(trifluoromethyl)-n-[4-(trifluoromethyl)phenyl]pyrazole-4-carboxamide Chemical compound CN1N=C(C(F)(F)F)C(C(=O)NC=2C=CC(=CC=2)C(F)(F)F)=C1Cl ARNKONOSMZFURP-UHFFFAOYSA-N 0.000 claims description 2
- TZXGHCSBXVYIGW-UHFFFAOYSA-N 5-chloro-2-(3-ethyl-2-methyl-5-nitroimidazol-4-yl)sulfanylpyridine Chemical compound CCN1C(C)=NC([N+]([O-])=O)=C1SC1=CC=C(Cl)C=N1 TZXGHCSBXVYIGW-UHFFFAOYSA-N 0.000 claims description 2
- MPPSWVMEVCEGJR-UHFFFAOYSA-N 6-(4-chloro-3-nitrophenyl)-3-ethyl-5h-[1,2,4]triazolo[4,3-b][1,2,4]triazole Chemical compound N1N2C(CC)=NN=C2N=C1C1=CC=C(Cl)C([N+]([O-])=O)=C1 MPPSWVMEVCEGJR-UHFFFAOYSA-N 0.000 claims description 2
- 229930091371 Fructose Natural products 0.000 claims description 2
- 239000005715 Fructose Substances 0.000 claims description 2
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 2
- 229930006000 Sucrose Natural products 0.000 claims description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- 235000013361 beverage Nutrition 0.000 claims description 2
- 230000002708 enhancing effect Effects 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- VDANFBQXJIQYEQ-UHFFFAOYSA-N n-[4-(4-ethylphenyl)-1,3-thiazol-2-yl]-3,5-dimethoxybenzamide Chemical compound C1=CC(CC)=CC=C1C1=CSC(NC(=O)C=2C=C(OC)C=C(OC)C=2)=N1 VDANFBQXJIQYEQ-UHFFFAOYSA-N 0.000 claims description 2
- YOFAHJGHHKJJBE-UHFFFAOYSA-N n-phenyl-4-(3-phenyl-1,2,4-thiadiazol-5-yl)-1,4-diazepane-1-carboxamide Chemical compound C1CCN(C=2SN=C(N=2)C=2C=CC=CC=2)CCN1C(=O)NC1=CC=CC=C1 YOFAHJGHHKJJBE-UHFFFAOYSA-N 0.000 claims description 2
- 239000005720 sucrose Substances 0.000 claims description 2
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000003302 alkenyloxy group Chemical group 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000004043 oxo group Chemical group O=* 0.000 claims 2
- 150000003573 thiols Chemical class 0.000 claims 2
- 235000003599 food sweetener Nutrition 0.000 claims 1
- 239000003765 sweetening agent Substances 0.000 claims 1
- 125000006708 (C5-C14) heteroaryl group Chemical group 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 125000001188 haloalkyl group Chemical group 0.000 description 2
- 239000000463 material Substances 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US83911806P | 2006-08-22 | 2006-08-22 | |
| PCT/US2007/018511 WO2008024364A2 (en) | 2006-08-22 | 2007-08-22 | Heterocyclic compounds as sweetener enhancers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010501180A JP2010501180A (ja) | 2010-01-21 |
| JP2010501180A5 true JP2010501180A5 (enExample) | 2010-10-07 |
Family
ID=39107364
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009525610A Withdrawn JP2010501180A (ja) | 2006-08-22 | 2007-08-22 | 甘味増強剤としての複素環化合物 |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US7674831B2 (enExample) |
| EP (1) | EP2061321A2 (enExample) |
| JP (1) | JP2010501180A (enExample) |
| KR (1) | KR20090053795A (enExample) |
| CN (1) | CN101505601A (enExample) |
| AU (1) | AU2007288220A1 (enExample) |
| BR (1) | BRPI0716053A2 (enExample) |
| CA (1) | CA2659465A1 (enExample) |
| MX (1) | MX2009001783A (enExample) |
| NO (1) | NO20091170L (enExample) |
| RU (1) | RU2009101298A (enExample) |
| SG (1) | SG160335A1 (enExample) |
| WO (1) | WO2008024364A2 (enExample) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7674831B2 (en) * | 2006-08-22 | 2010-03-09 | Redpoint Bio Corporation | Heterocyclic compounds as sweetener enhancers |
| US20080292765A1 (en) * | 2007-05-22 | 2008-11-27 | The Coca-Cola Company | Sweetness Enhancers, Sweetness Enhanced Sweetener Compositions, Methods for Their Formulation, and Uses |
| AU2013202912B2 (en) * | 2007-06-08 | 2016-10-27 | Firmenich Incorporated | Modulation of chemosensory receptors and ligands associated therewith |
| US9603848B2 (en) | 2007-06-08 | 2017-03-28 | Senomyx, Inc. | Modulation of chemosensory receptors and ligands associated therewith |
| US8043645B2 (en) | 2008-07-09 | 2011-10-25 | Starbucks Corporation | Method of making beverages with enhanced flavors and aromas |
| KR101577159B1 (ko) | 2008-07-31 | 2015-12-11 | 세노믹스, 인코포레이티드 | 단맛 향상제의 제조 방법 및 중간체 |
| PL216572B1 (pl) * | 2009-02-02 | 2014-04-30 | Inst Chemii Organicznej Polska Akademia Nauk | Związki enaminokarbonylowe i ich zastosowanie |
| US20130040032A1 (en) * | 2009-02-23 | 2013-02-14 | Kyle Thibault | Horse Treats |
| CN105962259A (zh) * | 2010-04-15 | 2016-09-28 | 卓莫赛尔公司 | 用于减小或消除苦味的化合物、组合物和方法 |
| US9012161B2 (en) * | 2011-01-25 | 2015-04-21 | Monell Chemical Senses Center | Methods of identifying molecules that provide or enhance sweet taste |
| JP5848083B2 (ja) * | 2011-09-30 | 2016-01-27 | 三栄源エフ・エフ・アイ株式会社 | 高甘味度甘味料の味質改善剤 |
| CN103156154A (zh) * | 2011-12-09 | 2013-06-19 | 味之素株式会社 | 甜味剂组合物以及饮料食品 |
| BR112015002380B1 (pt) | 2012-08-06 | 2021-09-28 | Firmenich Incorporated | Composto, composições ingeríveis, processos para aumentar o sabor doce de composição e formulação flavorizante concentrada |
| JO3155B1 (ar) | 2013-02-19 | 2017-09-20 | Senomyx Inc | معدِّل نكهة حلوة |
| EP2832234A1 (en) * | 2013-07-30 | 2015-02-04 | IMAX Discovery GmbH | Imidazo[1,2-a]pyridine-ylmethyl-derivatives and their use as flavoring agents |
| CN103524419B (zh) * | 2013-10-18 | 2016-03-23 | 孙家隆 | 一组3-三氟甲基吡唑化合物 |
| US10595550B2 (en) * | 2014-01-22 | 2020-03-24 | Vision Pharma, Llc | Therapeutic composition including carbonated solution |
| CN112703193A (zh) | 2018-08-07 | 2021-04-23 | 弗门尼舍公司 | 5-取代的4-氨基-1H-苯并[c][1,2,6]噻二嗪2,2-二氧化物及其制剂和用途 |
| KR102650658B1 (ko) * | 2018-11-15 | 2024-03-25 | 삼성전자주식회사 | 헤테로고리 방향족 구조의 음이온을 포함하는 금속염 및 그 제조방법, 그리고 상기 금속염을 포함하는 전해질 및 전기화학소자 |
| TWI775313B (zh) | 2020-02-18 | 2022-08-21 | 美商基利科學股份有限公司 | 抗病毒化合物 |
| EP4106876B1 (en) | 2020-02-18 | 2025-09-17 | Gilead Sciences, Inc. | Antiviral compounds |
| TWI794742B (zh) | 2020-02-18 | 2023-03-01 | 美商基利科學股份有限公司 | 抗病毒化合物 |
| EP4323362B1 (en) | 2021-04-16 | 2025-05-07 | Gilead Sciences, Inc. | Methods of preparing carbanucleosides using amides |
| JP7719954B2 (ja) | 2021-08-18 | 2025-08-06 | ギリアード サイエンシーズ， インコーポレイテッド | リン脂質化合物並びにその製造方法及び使用方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2978405A (en) * | 1959-06-18 | 1961-04-04 | Sun Oil Co | Oxidative sweetening with alkaline material and imidazole derivative |
| US4056108A (en) * | 1975-05-19 | 1977-11-01 | R. J. Reynolds Tobacco Company | Tobacco product |
| US4684534A (en) | 1985-02-19 | 1987-08-04 | Dynagram Corporation Of America | Quick-liquifying, chewable tablet |
| US5196224A (en) * | 1985-09-16 | 1993-03-23 | Naarden-International N.V. | Substituted thiophenes, and flavoring and perfume compositions and flavored and perfumed products which contain one or more substituted thiophenes |
| US5011678A (en) | 1989-02-01 | 1991-04-30 | California Biotechnology Inc. | Composition and method for administration of pharmaceutically active substances |
| US6649186B1 (en) | 1996-09-20 | 2003-11-18 | Ethypharm | Effervescent granules and methods for their preparation |
| US6368625B1 (en) | 1998-08-12 | 2002-04-09 | Cima Labs Inc. | Orally disintegrable tablet forming a viscous slurry |
| US6060078A (en) | 1998-09-28 | 2000-05-09 | Sae Han Pharm Co., Ltd. | Chewable tablet and process for preparation thereof |
| US6403142B1 (en) | 1998-12-11 | 2002-06-11 | Ralston Purina Company | Hypoallergenic pet food |
| US6773716B2 (en) | 1999-04-06 | 2004-08-10 | Wm. Wrigley Jr. Company | Over-coated chewing gum formulations |
| US6187332B1 (en) | 1999-06-14 | 2001-02-13 | Wisconsin Alumni Research Foundation | Acidic buffered nasal spray |
| US6316029B1 (en) | 2000-05-18 | 2001-11-13 | Flak Pharma International, Ltd. | Rapidly disintegrating solid oral dosage form |
| SG145745A1 (en) * | 2003-08-06 | 2008-09-29 | Senomyx Inc | Novel flavors, flavor modifiers, tastants, taste enhancers, umami or sweet tastants, and/or enhancers and use thereof |
| US20060045953A1 (en) | 2004-08-06 | 2006-03-02 | Catherine Tachdjian | Aromatic amides and ureas and their uses as sweet and/or umami flavor modifiers, tastants and taste enhancers |
| US7674831B2 (en) * | 2006-08-22 | 2010-03-09 | Redpoint Bio Corporation | Heterocyclic compounds as sweetener enhancers |
-
2007
- 2007-08-22 US US11/843,411 patent/US7674831B2/en not_active Expired - Fee Related
- 2007-08-22 RU RU2009101298/21A patent/RU2009101298A/ru not_active Application Discontinuation
- 2007-08-22 MX MX2009001783A patent/MX2009001783A/es not_active Application Discontinuation
- 2007-08-22 AU AU2007288220A patent/AU2007288220A1/en not_active Abandoned
- 2007-08-22 JP JP2009525610A patent/JP2010501180A/ja not_active Withdrawn
- 2007-08-22 BR BRPI0716053-4A patent/BRPI0716053A2/pt not_active IP Right Cessation
- 2007-08-22 EP EP07837168A patent/EP2061321A2/en not_active Withdrawn
- 2007-08-22 SG SG201001218-5A patent/SG160335A1/en unknown
- 2007-08-22 KR KR1020097003759A patent/KR20090053795A/ko not_active Withdrawn
- 2007-08-22 CN CNA2007800309475A patent/CN101505601A/zh active Pending
- 2007-08-22 WO PCT/US2007/018511 patent/WO2008024364A2/en not_active Ceased
- 2007-08-22 CA CA002659465A patent/CA2659465A1/en not_active Abandoned
-
2009
- 2009-03-19 NO NO20091170A patent/NO20091170L/no not_active Application Discontinuation
-
2010
- 2010-02-09 US US12/702,921 patent/US20100197813A1/en not_active Abandoned