RU2653735C2 - Средство, усиливающее соленый вкус, и способ изготовления, и способ усиления соленого вкуса - Google Patents
Средство, усиливающее соленый вкус, и способ изготовления, и способ усиления соленого вкуса Download PDFInfo
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- RU2653735C2 RU2653735C2 RU2015118383A RU2015118383A RU2653735C2 RU 2653735 C2 RU2653735 C2 RU 2653735C2 RU 2015118383 A RU2015118383 A RU 2015118383A RU 2015118383 A RU2015118383 A RU 2015118383A RU 2653735 C2 RU2653735 C2 RU 2653735C2
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- Prior art keywords
- salt
- salty taste
- enhancing
- compound
- food product
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- 238000000034 method Methods 0.000 title claims abstract description 24
- 238000004519 manufacturing process Methods 0.000 title description 3
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- 235000019643 salty taste Nutrition 0.000 claims abstract description 131
- 150000001875 compounds Chemical class 0.000 claims abstract description 86
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- 230000002708 enhancing effect Effects 0.000 claims abstract description 51
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- 230000000694 effects Effects 0.000 abstract description 41
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- NNBBQNFHCVVQHZ-UHFFFAOYSA-N methyl carbamimidothioate;sulfuric acid Chemical compound CSC(N)=N.OS(O)(=O)=O NNBBQNFHCVVQHZ-UHFFFAOYSA-N 0.000 description 3
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- 230000000704 physical effect Effects 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000021023 sodium intake Nutrition 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 230000005062 synaptic transmission Effects 0.000 description 1
- KQNHKQVCQXOKGT-UHFFFAOYSA-N tert-butyl N-[N-[(2-methylpropan-2-yl)oxycarbonyl]-N'-(trifluoromethylsulfonyl)carbamimidoyl]carbamate Chemical compound C(C)(C)(C)OC(=O)NC(=NS(=O)(=O)C(F)(F)F)NC(=O)OC(C)(C)C.C(C)(C)(C)OC(=O)NC(=NS(=O)(=O)C(F)(F)F)NC(=O)OC(C)(C)C KQNHKQVCQXOKGT-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- QFNFDHNZVTWZED-UHFFFAOYSA-N tert-butyl n-[[(2-methylpropan-2-yl)oxycarbonylamino]-pyrazol-1-ylmethylidene]carbamate Chemical compound CC(C)(C)OC(=O)NC(=NC(=O)OC(C)(C)C)N1C=CC=N1 QFNFDHNZVTWZED-UHFFFAOYSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229940066528 trichloroacetate Drugs 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
- A23L2/52—Adding ingredients
- A23L2/56—Flavouring or bittering agents
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/202—Aliphatic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/205—Heterocyclic compounds
- A23L27/2056—Heterocyclic compounds having at least two different hetero atoms, at least one being a nitrogen atom
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/40—Table salts; Dietetic salt substitutes
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/40—Table salts; Dietetic salt substitutes
- A23L27/45—Salt substitutes completely devoid of sodium chloride
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/88—Taste or flavour enhancing agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C277/00—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C277/08—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups of substituted guanidines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/02—Guanidine; Salts, complexes or addition compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
- C07C279/08—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
- C07C279/14—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
- C07C321/12—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms
- C07C321/18—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms of an acyclic unsaturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
- C07C323/43—Y being a hetero atom
- C07C323/44—X or Y being nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/45—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having at least one of the nitrogen atoms doubly-bound to the carbon skeleton
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Seasonings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Soy Sauces And Products Related Thereto (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012-230673 | 2012-10-18 | ||
| JP2012230673 | 2012-10-18 | ||
| PCT/JP2013/078178 WO2014061734A1 (ja) | 2012-10-18 | 2013-10-17 | 塩味増強剤及びその製造方法、並びに、塩味増強方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2015118383A RU2015118383A (ru) | 2016-12-10 |
| RU2653735C2 true RU2653735C2 (ru) | 2018-05-14 |
Family
ID=50488294
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2015118383A RU2653735C2 (ru) | 2012-10-18 | 2013-10-17 | Средство, усиливающее соленый вкус, и способ изготовления, и способ усиления соленого вкуса |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US12122736B2 (enExample) |
| EP (1) | EP2910130B1 (enExample) |
| JP (1) | JP6352190B2 (enExample) |
| KR (1) | KR101912494B1 (enExample) |
| CN (1) | CN104736000B (enExample) |
| BR (1) | BR112015008523B1 (enExample) |
| HU (1) | HUE039797T2 (enExample) |
| IN (1) | IN2015DN03243A (enExample) |
| MX (1) | MX391073B (enExample) |
| PH (1) | PH12015500799A1 (enExample) |
| RU (1) | RU2653735C2 (enExample) |
| SG (2) | SG10201702809XA (enExample) |
| TR (1) | TR201815279T4 (enExample) |
| TW (1) | TWI632861B (enExample) |
| WO (1) | WO2014061734A1 (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021209345A1 (en) * | 2020-04-17 | 2021-10-21 | Firmenich Sa | Amino acid derivatives and their use as flavor modifiers |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0601001B1 (en) * | 1991-08-26 | 1997-04-16 | PHARMACIA & UPJOHN COMPANY | Liquid food product containing 3-guanidinopropionic acid |
| US5723133A (en) * | 1994-07-26 | 1998-03-03 | Kao Corporation | Cosmetics containing guanidine derivatives |
| WO2011097344A1 (en) * | 2010-02-04 | 2011-08-11 | Monell Chemical Senses Center | Compounds and methods for enhancing salty taste |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2005816A1 (de) | 1970-02-09 | 1971-08-26 | Suddeutsche Kalkstickstoffwerke AG, 8223 Trostberg | Verfahren zur Herstellung alkylsub stituierter Guanidinsalze |
| JPS5810555A (ja) | 1981-07-09 | 1983-01-21 | Teikoku Chem Ind Corp Ltd | グアニジノカプロン酸ｐ−エトキシカルボニルフエニルエステルの製造方法 |
| JP2513691B2 (ja) | 1987-05-20 | 1996-07-03 | 三栄源エフ・エフ・アイ株式会社 | 低ナトリウム食塩代替物 |
| CA2113817A1 (en) * | 1991-08-27 | 1993-02-04 | Jerry R. Colca | A method for treatment of metabolic disorders |
| JPH0755943B2 (ja) | 1992-05-08 | 1995-06-14 | 株式会社クラレ | ３，４−ジヒドロベンゾピラン誘導体類 |
| US5939078A (en) | 1995-11-20 | 1999-08-17 | Kao Corporation | Wrinkle-care product |
| JPH09202710A (ja) | 1995-11-20 | 1997-08-05 | Kao Corp | しわ改善剤 |
| TWI236877B (en) * | 1999-11-29 | 2005-08-01 | Kyowa Hakko Kogyo Kk | Enhancing method of sodium chloride-flavor sodium chloride-flavor enhancer, sodium chloride-flavor flavoring and sodium chloride-flavor enhancer-containing food |
| WO2007045566A1 (en) * | 2005-10-21 | 2007-04-26 | Symrise Gmbh & Co. Kg | Mixtures having a salty taste |
| JP5193868B2 (ja) * | 2006-08-18 | 2013-05-08 | 株式会社明治 | ゲル状食品及びその製造方法 |
| EP2557087A1 (en) | 2006-10-19 | 2013-02-13 | Monell Chemical Senses Center | Human salty taste receptor and methods of modulating salty taste perception |
| EP2253227B1 (en) * | 2008-03-14 | 2017-05-10 | Nippon Suisan Kaisha, Ltd. | Saltiness-strengthening agent and food or drink containing the same |
| MX2013007336A (es) | 2010-12-21 | 2013-08-01 | Novartis Ag | Compuestos de bi-heteroarilo como inhibidores de vps34. |
| JP6510286B2 (ja) | 2015-03-27 | 2019-05-08 | 矢崎総業株式会社 | グロメットのパネル貫通方法、集束保持治具、ワイヤハーネス、及び、パネルの貫通孔にグロメットを貫通嵌着させて配索した状態のワイヤハーネス |
-
2013
- 2013-10-17 IN IN3243DEN2015 patent/IN2015DN03243A/en unknown
- 2013-10-17 HU HUE13846315A patent/HUE039797T2/hu unknown
- 2013-10-17 EP EP13846315.3A patent/EP2910130B1/en active Active
- 2013-10-17 SG SG10201702809XA patent/SG10201702809XA/en unknown
- 2013-10-17 TR TR2018/15279T patent/TR201815279T4/tr unknown
- 2013-10-17 SG SG11201502822SA patent/SG11201502822SA/en unknown
- 2013-10-17 KR KR1020157011912A patent/KR101912494B1/ko active Active
- 2013-10-17 CN CN201380054538.4A patent/CN104736000B/zh active Active
- 2013-10-17 US US14/436,449 patent/US12122736B2/en active Active
- 2013-10-17 BR BR112015008523-7A patent/BR112015008523B1/pt active IP Right Grant
- 2013-10-17 RU RU2015118383A patent/RU2653735C2/ru active
- 2013-10-17 JP JP2014542170A patent/JP6352190B2/ja active Active
- 2013-10-17 WO PCT/JP2013/078178 patent/WO2014061734A1/ja not_active Ceased
- 2013-10-17 MX MX2015004854A patent/MX391073B/es unknown
- 2013-10-18 TW TW102137744A patent/TWI632861B/zh active
-
2015
- 2015-04-10 PH PH12015500799A patent/PH12015500799A1/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0601001B1 (en) * | 1991-08-26 | 1997-04-16 | PHARMACIA & UPJOHN COMPANY | Liquid food product containing 3-guanidinopropionic acid |
| US5723133A (en) * | 1994-07-26 | 1998-03-03 | Kao Corporation | Cosmetics containing guanidine derivatives |
| WO2011097344A1 (en) * | 2010-02-04 | 2011-08-11 | Monell Chemical Senses Center | Compounds and methods for enhancing salty taste |
Non-Patent Citations (3)
| Title |
|---|
| LUDWIG B J et al "Sythesis and hypoglycemic activity of substituted alkyl- and alkoxyguanidines", Journal of medicinal chemistry, vol.13, 1970, p. 61 paragraph 2, table 1 compounds no. 4, 11. * |
| SIN’ ITI KAWAI, SUGIYAMA NOBORU "Sythesis of β,γ-dihydroxy-propyl-guanidine", Bulletin of the chemical society of japan, vol.11, no. 3, 1936, p. 142-p. 143. * |
| SIN’ ITI KAWAI, SUGIYAMA NOBORU "Sythesis of β,γ-dihydroxy-propyl-guanidine", Bulletin of the chemical society of japan, vol.11, no. 3, 1936, p. 142-p. 143. LUDWIG B J et al "Sythesis and hypoglycemic activity of substituted alkyl- and alkoxyguanidines", Journal of medicinal chemistry, vol.13, 1970, p. 61 paragraph 2, table 1 compounds no. 4, 11. * |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2910130B1 (en) | 2018-08-15 |
| IN2015DN03243A (enExample) | 2015-10-02 |
| HUE039797T2 (hu) | 2019-02-28 |
| WO2014061734A1 (ja) | 2014-04-24 |
| SG10201702809XA (en) | 2017-05-30 |
| KR20150068972A (ko) | 2015-06-22 |
| MX2015004854A (es) | 2015-07-21 |
| CN104736000A (zh) | 2015-06-24 |
| CN104736000B (zh) | 2018-07-06 |
| RU2015118383A (ru) | 2016-12-10 |
| US20150250217A1 (en) | 2015-09-10 |
| EP2910130A1 (en) | 2015-08-26 |
| JPWO2014061734A1 (ja) | 2016-09-05 |
| HK1206562A1 (en) | 2016-01-15 |
| EP2910130A4 (en) | 2016-05-25 |
| SG11201502822SA (en) | 2015-05-28 |
| KR101912494B1 (ko) | 2018-10-26 |
| MX391073B (es) | 2025-03-21 |
| BR112015008523A2 (pt) | 2017-07-04 |
| JP6352190B2 (ja) | 2018-07-04 |
| TR201815279T4 (tr) | 2018-11-21 |
| TW201427608A (zh) | 2014-07-16 |
| PH12015500799A1 (en) | 2015-06-08 |
| US12122736B2 (en) | 2024-10-22 |
| BR112015008523B1 (pt) | 2020-11-10 |
| TWI632861B (zh) | 2018-08-21 |
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