JP2013525278A5 - - Google Patents
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- Publication number
- JP2013525278A5 JP2013525278A5 JP2013502863A JP2013502863A JP2013525278A5 JP 2013525278 A5 JP2013525278 A5 JP 2013525278A5 JP 2013502863 A JP2013502863 A JP 2013502863A JP 2013502863 A JP2013502863 A JP 2013502863A JP 2013525278 A5 JP2013525278 A5 JP 2013525278A5
- Authority
- JP
- Japan
- Prior art keywords
- substituted
- alkyl
- heteroaryl
- aryl
- arylalkyl
- 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
- 125000001072 heteroaryl group Chemical group 0.000 claims description 97
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 90
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 88
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 83
- 125000000217 alkyl group Chemical group 0.000 claims description 75
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 68
- 239000001257 hydrogen Substances 0.000 claims description 65
- 229910052739 hydrogen Inorganic materials 0.000 claims description 65
- 125000002252 acyl group Chemical group 0.000 claims description 60
- 150000001875 compounds Chemical class 0.000 claims description 57
- 125000003118 aryl group Chemical group 0.000 claims description 51
- 125000003107 substituted aryl group Chemical group 0.000 claims description 49
- 239000000203 mixture Substances 0.000 claims description 29
- 125000005843 halogen group Chemical group 0.000 claims description 23
- 125000004429 atom Chemical group 0.000 claims description 22
- 125000004452 carbocyclyl group Chemical group 0.000 claims description 22
- 125000000623 heterocyclic group Chemical group 0.000 claims description 20
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 17
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 15
- 239000012453 solvate Substances 0.000 claims description 14
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 12
- 239000000796 flavoring agent Substances 0.000 claims description 11
- 235000019634 flavors Nutrition 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- -1 R 31 Chemical compound 0.000 claims description 9
- 239000012141 concentrate Substances 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- 235000003599 food sweetener Nutrition 0.000 claims description 8
- 238000009472 formulation Methods 0.000 claims description 8
- 239000003765 sweetening agent Substances 0.000 claims description 8
- 239000002671 adjuvant Substances 0.000 claims description 5
- 230000002708 enhancing effect Effects 0.000 claims description 4
- 239000002841 Lewis acid Substances 0.000 claims description 3
- 150000007517 lewis acids Chemical class 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000012454 non-polar solvent Substances 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 24
- 150000002431 hydrogen Chemical group 0.000 description 33
- 235000008504 concentrate Nutrition 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 235000013361 beverage Nutrition 0.000 description 5
- 235000013305 food Nutrition 0.000 description 4
- 125000005842 heteroatom Chemical group 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 235000009508 confectionery Nutrition 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- SERLAGPUMNYUCK-DCUALPFSSA-N 1-O-alpha-D-glucopyranosyl-D-mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O SERLAGPUMNYUCK-DCUALPFSSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 2
- 235000015872 dietary supplement Nutrition 0.000 description 2
- 235000015219 food category Nutrition 0.000 description 2
- 230000037406 food intake Effects 0.000 description 2
- 239000000905 isomalt Substances 0.000 description 2
- 235000010439 isomalt Nutrition 0.000 description 2
- HPIGCVXMBGOWTF-UHFFFAOYSA-N isomaltol Natural products CC(=O)C=1OC=CC=1O HPIGCVXMBGOWTF-UHFFFAOYSA-N 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 239000000820 nonprescription drug Substances 0.000 description 2
- 235000016709 nutrition Nutrition 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 235000013324 preserved food Nutrition 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000006188 syrup Substances 0.000 description 2
- 235000020357 syrup Nutrition 0.000 description 2
- 125000004953 trihalomethyl group Chemical group 0.000 description 2
- NUFKRGBSZPCGQB-FLBSXDLDSA-N (3s)-3-amino-4-oxo-4-[[(2r)-1-oxo-1-[(2,2,4,4-tetramethylthietan-3-yl)amino]propan-2-yl]amino]butanoic acid;pentahydrate Chemical compound O.O.O.O.O.OC(=O)C[C@H](N)C(=O)N[C@H](C)C(=O)NC1C(C)(C)SC1(C)C.OC(=O)C[C@H](N)C(=O)N[C@H](C)C(=O)NC1C(C)(C)SC1(C)C NUFKRGBSZPCGQB-FLBSXDLDSA-N 0.000 description 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
- COPNXFHWCIAVGE-UHFFFAOYSA-N 2-amino-5-methoxy-4-[(4-methoxyphenyl)methyl]quinoline-3-carboxylic acid Chemical compound COC1=CC=C(CC2=C(C(=NC3=CC=CC(=C23)OC)N)C(=O)O)C=C1 COPNXFHWCIAVGE-UHFFFAOYSA-N 0.000 description 1
- RAKPXPHRHRMNGN-UHFFFAOYSA-N 2-amino-8-methoxy-4-[(4-methoxyphenyl)methyl]quinoline-3-carboxylic acid Chemical compound COC1=CC=C(CC2=C(C(=NC3=C(C=CC=C23)OC)N)C(=O)O)C=C1 RAKPXPHRHRMNGN-UHFFFAOYSA-N 0.000 description 1
- WBZFUFAFFUEMEI-UHFFFAOYSA-M Acesulfame k Chemical compound [K+].CC1=CC(=O)[N-]S(=O)(=O)O1 WBZFUFAFFUEMEI-UHFFFAOYSA-M 0.000 description 1
- 239000004377 Alitame Substances 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 108010011485 Aspartame Proteins 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
- 229930182827 D-tryptophan Natural products 0.000 description 1
- QIVBCDIJIAJPQS-SECBINFHSA-N D-tryptophane Chemical compound C1=CC=C2C(C[C@@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-SECBINFHSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- 239000001512 FEMA 4601 Substances 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 239000005913 Maltodextrin Substances 0.000 description 1
- 229920002774 Maltodextrin Polymers 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 239000004384 Neotame Substances 0.000 description 1
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical group [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 description 1
- HELXLJCILKEWJH-SEAGSNCFSA-N Rebaudioside A Natural products O=C(O[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@@]1(C)[C@@H]2[C@](C)([C@H]3[C@@]4(CC(=C)[C@@](O[C@H]5[C@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@H](O)[C@@H](CO)O5)(C4)CC3)CC2)CCC1 HELXLJCILKEWJH-SEAGSNCFSA-N 0.000 description 1
- 244000228451 Stevia rebaudiana Species 0.000 description 1
- UEDUENGHJMELGK-HYDKPPNVSA-N Stevioside Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O UEDUENGHJMELGK-HYDKPPNVSA-N 0.000 description 1
- 239000004376 Sucralose Substances 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 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 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- 241000209149 Zea Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 235000010358 acesulfame potassium Nutrition 0.000 description 1
- 239000000619 acesulfame-K Substances 0.000 description 1
- 235000019409 alitame Nutrition 0.000 description 1
- 108010009985 alitame Proteins 0.000 description 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000000605 aspartame Substances 0.000 description 1
- 235000010357 aspartame Nutrition 0.000 description 1
- 229960003438 aspartame Drugs 0.000 description 1
- 235000008452 baby food Nutrition 0.000 description 1
- 235000015173 baked goods and baking mixes Nutrition 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 229940109275 cyclamate Drugs 0.000 description 1
- HCAJEUSONLESMK-UHFFFAOYSA-N cyclohexylsulfamic acid Chemical compound OS(=O)(=O)NC1CCCCC1 HCAJEUSONLESMK-UHFFFAOYSA-N 0.000 description 1
- 235000013365 dairy product Nutrition 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 235000015071 dressings Nutrition 0.000 description 1
- 235000015878 dried processed food Nutrition 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- HELXLJCILKEWJH-UHFFFAOYSA-N entered according to Sigma 01432 Natural products C1CC2C3(C)CCCC(C)(C(=O)OC4C(C(O)C(O)C(CO)O4)O)C3CCC2(C2)CC(=C)C21OC(C1OC2C(C(O)C(O)C(CO)O2)O)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1O HELXLJCILKEWJH-UHFFFAOYSA-N 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- KDPBGUWAEWFDLG-UHFFFAOYSA-N ethyl 2-amino-5-methoxy-4-[(4-methoxyphenyl)methyl]quinoline-3-carboxylate Chemical compound C(C)OC(=O)C=1C(=NC2=CC=CC(=C2C=1CC1=CC=C(C=C1)OC)OC)N KDPBGUWAEWFDLG-UHFFFAOYSA-N 0.000 description 1
- FJZFVIGTVAYSKO-UHFFFAOYSA-N ethyl 2-amino-8-bromo-5-methoxy-4-[(4-methoxyphenyl)methyl]quinoline-3-carboxylate Chemical compound C(C)OC(=O)C=1C(=NC2=C(C=CC(=C2C=1CC1=CC=C(C=C1)OC)OC)Br)N FJZFVIGTVAYSKO-UHFFFAOYSA-N 0.000 description 1
- BDKRIDGVBHBQKB-UHFFFAOYSA-N ethyl 2-amino-8-methoxy-4-[(4-methoxyphenyl)methyl]quinoline-3-carboxylate Chemical compound C(C)OC(=O)C=1C(=NC2=C(C=CC=C2C=1CC1=CC=C(C=C1)OC)OC)N BDKRIDGVBHBQKB-UHFFFAOYSA-N 0.000 description 1
- AXOIIEPRKQDMOP-UHFFFAOYSA-N ethyl 4-amino-2-(2-ethoxy-2-oxoethyl)-5-methoxyquinoline-3-carboxylate Chemical compound C1=CC(OC)=C2C(N)=C(C(=O)OCC)C(CC(=O)OCC)=NC2=C1 AXOIIEPRKQDMOP-UHFFFAOYSA-N 0.000 description 1
- YONQQAPXBXOYKU-UHFFFAOYSA-N ethyl 4-amino-2-(2-ethoxy-2-oxoethyl)quinoline-3-carboxylate Chemical compound C1=CC=C2C(N)=C(C(=O)OCC)C(CC(=O)OCC)=NC2=C1 YONQQAPXBXOYKU-UHFFFAOYSA-N 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 235000011194 food seasoning agent Nutrition 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 235000011306 frozen processed food Nutrition 0.000 description 1
- 229930182830 galactose Natural products 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 150000002303 glucose derivatives Chemical class 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 235000019534 high fructose corn syrup Nutrition 0.000 description 1
- 235000015243 ice cream Nutrition 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- BJHIKXHVCXFQLS-PQLUHFTBSA-N keto-D-tagatose Chemical compound OC[C@@H](O)[C@H](O)[C@H](O)C(=O)CO BJHIKXHVCXFQLS-PQLUHFTBSA-N 0.000 description 1
- 239000000832 lactitol Substances 0.000 description 1
- 235000010448 lactitol Nutrition 0.000 description 1
- VQHSOMBJVWLPSR-JVCRWLNRSA-N lactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-JVCRWLNRSA-N 0.000 description 1
- 229960003451 lactitol Drugs 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
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- 239000006210 lotion Substances 0.000 description 1
- 239000000845 maltitol Substances 0.000 description 1
- 235000010449 maltitol Nutrition 0.000 description 1
- VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 description 1
- 229940035436 maltitol Drugs 0.000 description 1
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- 239000000594 mannitol Substances 0.000 description 1
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- 235000012054 meals Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
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- 235000019412 neotame Nutrition 0.000 description 1
- HLIAVLHNDJUHFG-HOTGVXAUSA-N neotame Chemical compound CC(C)(C)CCN[C@@H](CC(O)=O)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 HLIAVLHNDJUHFG-HOTGVXAUSA-N 0.000 description 1
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- 239000002667 nucleating agent Substances 0.000 description 1
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- 239000003755 preservative agent Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- HELXLJCILKEWJH-NCGAPWICSA-N rebaudioside A Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HELXLJCILKEWJH-NCGAPWICSA-N 0.000 description 1
- 235000019203 rebaudioside A Nutrition 0.000 description 1
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- 235000019204 saccharin Nutrition 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- 235000015067 sauces Nutrition 0.000 description 1
- 235000011888 snacks Nutrition 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 235000014347 soups Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 229940013618 stevioside Drugs 0.000 description 1
- OHHNJQXIOPOJSC-UHFFFAOYSA-N stevioside Natural products CC1(CCCC2(C)C3(C)CCC4(CC3(CCC12C)CC4=C)OC5OC(CO)C(O)C(O)C5OC6OC(CO)C(O)C(O)C6O)C(=O)OC7OC(CO)C(O)C(O)C7O OHHNJQXIOPOJSC-UHFFFAOYSA-N 0.000 description 1
- 235000019202 steviosides Nutrition 0.000 description 1
- 235000019408 sucralose Nutrition 0.000 description 1
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32052810P | 2010-04-02 | 2010-04-02 | |
| US61/320,528 | 2010-04-02 | ||
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| US61/422,341 | 2010-12-13 | ||
| PCT/US2011/030802 WO2011123693A1 (en) | 2010-04-02 | 2011-03-31 | Sweet flavor modifier |
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Families Citing this family (121)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9603848B2 (en) | 2007-06-08 | 2017-03-28 | Senomyx, Inc. | Modulation of chemosensory receptors and ligands associated therewith |
| KR101577159B1 (ko) | 2008-07-31 | 2015-12-11 | 세노믹스, 인코포레이티드 | 단맛 향상제의 제조 방법 및 중간체 |
| ES2525551T3 (es) | 2008-07-31 | 2014-12-26 | Senomyx, Inc. | Composiciones que comprenden potenciadores de dulzor y métodos de producirlas |
| CA2792068A1 (en) | 2010-04-02 | 2011-10-06 | Senomyx, Inc. | Sweet flavor modifier |
| WO2012021837A2 (en) | 2010-08-12 | 2012-02-16 | Senomyx, Inc. | Method of improving stability of sweet enhancer and composition containing stabilized sweet enhancer |
| MX336378B (es) | 2011-08-12 | 2016-01-15 | Senomyx Inc | Modificador del sabor dulce. |
| WO2013091775A2 (de) | 2011-12-21 | 2013-06-27 | Merck Patent Gmbh | Verwendung von cyclohexanolderivaten als antimikrobielle wirkstoffe |
| WO2013158928A2 (en) | 2012-04-18 | 2013-10-24 | Elcelyx Therapeutics, Inc. | Chemosensory receptor ligand-based therapies |
| PE20191204A1 (es) * | 2012-08-06 | 2019-09-10 | Firmenich Incorporated | Modificador del sabor dulce |
| GB201222241D0 (en) | 2012-12-11 | 2013-01-23 | Morris George J | Control of ice formation |
| JO3155B1 (ar) | 2013-02-19 | 2017-09-20 | Senomyx Inc | معدِّل نكهة حلوة |
| CN103497151B (zh) * | 2013-10-30 | 2015-07-15 | 山东铂源药业有限公司 | 一种4-氨基-6-甲基烟酸的合成方法 |
| CA2963901A1 (en) * | 2014-11-07 | 2016-05-12 | Senomyx, Inc. | Substituted 4-amino-5-(cyclohexyloxy)quinoline-3-carboxylic acids as sweet flavor modifiers |
| CA3003163A1 (en) | 2015-10-29 | 2017-05-04 | Senomyx, Inc. | High intensity sweeteners |
| RU2019102926A (ru) * | 2016-07-06 | 2020-08-06 | Маккормик Энд Компани, Инкорпорейтед | Способ прогнозирования характеристик ароматизатора |
| US10030000B2 (en) | 2016-09-21 | 2018-07-24 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| HUE051396T2 (hu) | 2016-09-21 | 2021-03-01 | Celanese Int Corp | Aceszulfám-kálium kompozíciók és az elõállításukra szolgáló eljárások |
| LT3319948T (lt) | 2016-09-21 | 2021-10-11 | Celanese International Corporation | Kalio acesulfamo kompozicijos ir jų gamybos būdai |
| EP3623363A1 (en) | 2016-09-21 | 2020-03-18 | Celanese International Corporation | Acesulfame potassium compositions and processes for producing same |
| US11060124B2 (en) | 2017-05-03 | 2021-07-13 | Firmenich Incorporated | Methods for making high intensity sweeteners |
| JP7453210B2 (ja) | 2018-08-07 | 2024-03-19 | フィルメニッヒ インコーポレイテッド | ５－置換４－アミノ－１Ｈ－ベンゾ［ｃ］［１，２，６］チアジアジン２，２－ジオキシド並びにその配合物及び使用 |
| JP7640458B2 (ja) | 2018-10-05 | 2025-03-05 | アンナプルナ バイオ インコーポレイテッド | Ａｐｊ受容体活性に関連する状態を処置するための化合物および組成物 |
| JP2022512931A (ja) | 2018-11-07 | 2022-02-07 | フィルメニッヒ インコーポレイテッド | 高甘味度甘味料の製造方法 |
| CA3118467A1 (en) | 2018-11-07 | 2020-05-14 | Firmenich Incorporated | Methods for making high intensity sweeteners |
| WO2020161939A1 (ja) * | 2019-02-06 | 2020-08-13 | 株式会社Ｍｉｚｋａｎ Ｈｏｌｄｉｎｇｓ | 甘い風味が増強された乾燥植物粉末および飲食品 |
| JP7572357B2 (ja) | 2019-03-28 | 2024-10-23 | フイルメニツヒ ソシエテ アノニム | フレーバーシステム |
| JP2022525490A (ja) | 2019-04-04 | 2022-05-17 | フイルメニツヒ ソシエテ アノニム | モグロシド化合物およびその使用 |
| EP3908126A1 (en) | 2019-06-28 | 2021-11-17 | Firmenich SA | Fat blends, emulsions thereof, and related uses |
| CN114364265B (zh) | 2019-09-05 | 2025-01-03 | 弗门尼舍有限公司 | 黄烷酮衍生物及其作为甜味增强剂的用途 |
| CN113226058A (zh) | 2019-11-11 | 2021-08-06 | 弗门尼舍有限公司 | 姜酚化合物及其作为风味改良剂的用途 |
| EP4040986B1 (en) | 2019-12-13 | 2025-12-24 | Firmenich Incorporated | Taste modifying compositions and uses thereof |
| WO2021118864A1 (en) | 2019-12-13 | 2021-06-17 | Firmenich Incorporated | Taste modifying compositions and uses thereof |
| WO2021126569A1 (en) | 2019-12-18 | 2021-06-24 | Firmenich Incorporated | Taste modifying compositions and uses thereof |
| CN114727636A (zh) | 2019-12-18 | 2022-07-08 | 弗门尼舍公司 | 味道改良组合物及其用途 |
| EP4048086A1 (en) | 2020-03-05 | 2022-08-31 | Firmenich SA | 11-oxo-cucurbitanes and their use as flavor modifiers |
| EP4125427A1 (en) | 2020-03-31 | 2023-02-08 | Firmenich SA | Flavor composition |
| CN114096515B (zh) | 2020-04-17 | 2024-07-26 | 弗门尼舍有限公司 | 氨基酸衍生物及其作为风味改良剂的用途 |
| US20230165290A1 (en) | 2020-05-22 | 2023-06-01 | Firmenich Sa | Compositions for reducing salty taste and uses thereof |
| BR112022016411A2 (pt) | 2020-06-03 | 2022-10-11 | Firmenich & Cie | Composições para reduzir gostos desagradáveis e usos das mesmas |
| WO2021257863A1 (en) | 2020-06-19 | 2021-12-23 | Incyte Corporation | Pyrrolotriazine compounds as jak2 v617f inhibitors |
| WO2021257857A1 (en) | 2020-06-19 | 2021-12-23 | Incyte Corporation | Naphthyridinone compounds as jak2 v617f inhibitors |
| CN115701912A (zh) | 2020-06-24 | 2023-02-14 | 弗门尼舍有限公司 | 赋甜组合物及其用途 |
| SMT202500271T1 (it) | 2020-07-02 | 2025-09-12 | Incyte Corp | Composti di urea triciclici come inibitori di v617f di jak2 |
| US11767323B2 (en) | 2020-07-02 | 2023-09-26 | Incyte Corporation | Tricyclic pyridone compounds as JAK2 V617F inhibitors |
| EP4110475A1 (en) | 2020-07-14 | 2023-01-04 | Firmenich SA | Reduction of undesirable taste notes in oral care products |
| US20230276835A1 (en) | 2020-07-24 | 2023-09-07 | Firmenich Incorporated | Savory taste enhancement via transmembrane region binding |
| US11661422B2 (en) | 2020-08-27 | 2023-05-30 | Incyte Corporation | Tricyclic urea compounds as JAK2 V617F inhibitors |
| CN115697082A (zh) | 2020-09-22 | 2023-02-03 | 弗门尼舍有限公司 | 不含水杨酸甲酯的鹿蹄草风味剂组合物 |
| EP4228433A1 (en) | 2020-10-13 | 2023-08-23 | Firmenich SA | Malonyl steviol glycosides and their comestible use |
| CN114468199A (zh) | 2020-10-27 | 2022-05-13 | 弗门尼舍有限公司 | 共轭二炔及其作为风味改良剂的用途 |
| CN116782778A (zh) | 2020-11-24 | 2023-09-19 | 弗门尼舍公司 | 浓厚味道的增强和相关筛选方法 |
| CN115988967A (zh) | 2020-11-29 | 2023-04-18 | 弗门尼舍有限公司 | 减少过氧化物异味的组合物及其用途 |
| WO2022140231A1 (en) | 2020-12-21 | 2022-06-30 | Incyte Corporation | Deazaguaine compounds as jak2 v617f inhibitors |
| EP4213636A1 (en) | 2020-12-23 | 2023-07-26 | Firmenich SA | Uses of fat blends and emulsions thereof |
| US20240058238A1 (en) | 2021-01-13 | 2024-02-22 | Firmenich Incorporated | Compositions that enhance the cooling effect |
| EP4258895A1 (en) | 2021-01-15 | 2023-10-18 | Firmenich Incorporated | Sweetener compostions comprising siamenoside i and uses thereof |
| JP2024503101A (ja) | 2021-01-15 | 2024-01-24 | フィルメニッヒ インコーポレイテッド | モグロシドを含む甘味料組成物およびその使用 |
| US20240065302A1 (en) | 2021-01-15 | 2024-02-29 | Firmenich Incorporated | Sweetener compositions comprising mogrosides and uses thereof |
| EP4266904A1 (en) | 2021-02-10 | 2023-11-01 | Firmenich SA | Fiber blends, sweetened fiber blends, and their comestible use |
| AR125273A1 (es) | 2021-02-25 | 2023-07-05 | Incyte Corp | Lactamas espirocíclicas como inhibidores de jak2 v617f |
| EP4258900A1 (en) | 2021-03-09 | 2023-10-18 | Firmenich SA | Hydroxy- and methoxy-substituted flavonoids and their use |
| JP2024509300A (ja) | 2021-03-09 | 2024-02-29 | フイルメニツヒ ソシエテ アノニム | ヒドロキシおよびメトキシ置換フラボンならびにそれらの使用 |
| US20240099343A1 (en) | 2021-04-06 | 2024-03-28 | Firmenich Sa | Use of gingerdiol compounds to enhance flavor |
| BR112023022012A2 (pt) | 2021-04-26 | 2023-12-26 | Firmenich Incorporated | Compostos de amida e seu uso como modificadores de sabor |
| JP2024517692A (ja) | 2021-04-26 | 2024-04-23 | フィルメニッヒ インコーポレイテッド | アミド化合物および風味修飾剤としてのその使用 |
| US20250275560A1 (en) | 2021-05-11 | 2025-09-04 | Firmenich Sa | Process of making gingerol compounds and their use as flavor modifiers |
| EP4307910B1 (en) | 2021-05-24 | 2025-12-10 | Firmenich SA | Flavored fiber blends and their comestible use |
| EP4304385A1 (en) | 2021-05-28 | 2024-01-17 | Firmenich Incorporated | Compositions that enhance the cooling effect |
| JP2024522442A (ja) | 2021-06-02 | 2024-06-21 | フイルメニツヒ ソシエテ アノニム | 脱アセチル化の方法、組成物、およびその使用 |
| JP2024524266A (ja) | 2021-06-23 | 2024-07-05 | フイルメニツヒ ソシエテ アノニム | ラクターゼを含むフレーバー修飾組成物 |
| BR112023026922A2 (pt) | 2021-06-28 | 2024-03-05 | Firmenich Incorporated | Sais policatiônicos de compostos fenólicos e usos dos mesmos |
| WO2023278226A1 (en) | 2021-06-29 | 2023-01-05 | Firmenich Incorporated | Mogroside compounds and their comestible use |
| CN117651498A (zh) | 2021-06-29 | 2024-03-05 | 弗门尼舍有限公司 | 甘草化合物及其作为风味修饰剂的用途 |
| EP4362689A1 (en) | 2021-09-27 | 2024-05-08 | Firmenich SA | Flavor compositions containing iron compounds and their use |
| JP2024534633A (ja) | 2021-09-27 | 2024-09-20 | フィルメニッヒ インコーポレイテッド | 蒸留酒のフレーバーを変調するためのバニリルエーテルの使用 |
| AR127359A1 (es) | 2021-11-01 | 2024-01-17 | Firmenich & Cie | Composición que comprende un nutriente y un modulador del sabor |
| EP4404767A2 (en) | 2021-11-16 | 2024-07-31 | Firmenich Incorporated | Amide compounds and their use as flavor modifiers |
| US20250052739A1 (en) | 2021-12-07 | 2025-02-13 | Firmenich Incorporated | Reduction of bitter taste of plant proteins and related assays and screening methods |
| WO2023118002A1 (en) | 2021-12-20 | 2023-06-29 | Firmenich Sa | Encapsulated metal compounds and comestible uses thereof |
| EP4415542A1 (en) | 2021-12-23 | 2024-08-21 | Firmenich SA | Antimicrobial composition having encapsulated colorant |
| CN118785815A (zh) | 2022-03-04 | 2024-10-15 | 弗门尼舍有限公司 | 多甲氧基黄酮类化合物的纯化方法以及由该方法获得的组合物 |
| EP4472947A1 (en) | 2022-03-07 | 2024-12-11 | Firmenich Incorporated | Sweetener compositions |
| JP2025507547A (ja) | 2022-03-10 | 2025-03-21 | フイルメニツヒ ソシエテ アノニム | 甘味料組成物 |
| CN118843399A (zh) | 2022-03-11 | 2024-10-25 | 弗门尼舍公司 | 酰胺化合物及其作为风味修饰剂的用途 |
| JP2025509073A (ja) | 2022-03-11 | 2025-04-11 | フィルメニッヒ インコーポレイテッド | フラバノン化合物およびそれらの風味改変剤としての使用 |
| CN119173514A (zh) | 2022-03-17 | 2024-12-20 | 因赛特公司 | 作为jak2 v617f抑制剂的三环脲化合物 |
| US20250194649A1 (en) | 2022-03-25 | 2025-06-19 | Firmenich Sa | Fatty acid amides and their use as flavor modifiers |
| CN119212569A (zh) | 2022-03-28 | 2024-12-27 | 弗门尼舍有限公司 | 非动物蛋白组合物及其用途 |
| US20250204564A1 (en) | 2022-04-06 | 2025-06-26 | Firmenich Incorporated | Taste modifying compositions and uses thereof |
| JP2025510598A (ja) | 2022-04-11 | 2025-04-15 | フイルメニツヒ ソシエテ アノニム | 甘味料組成物 |
| CN119212571A (zh) | 2022-05-16 | 2024-12-27 | 弗门尼舍公司 | 不饱和脂肪酸及其修饰味道的用途 |
| WO2023224814A1 (en) | 2022-05-16 | 2023-11-23 | Firmenich Incorporated | Saturated fatty acids and their use to modify taste |
| WO2023232968A1 (en) | 2022-06-03 | 2023-12-07 | Firmenich Sa | Fat reduction in non-animal protein compositions |
| EP4507521A1 (en) | 2022-06-14 | 2025-02-19 | Firmenich SA | Polyelectrolyte complexes of proteins and uses thereof |
| EP4507522A1 (en) | 2022-06-24 | 2025-02-19 | Firmenich SA | Taste modifying compositions and uses thereof |
| JP2025520966A (ja) | 2022-07-07 | 2025-07-03 | フィルメニッヒ インコーポレイテッド | 冷却効果を増強する組成物 |
| WO2024041974A1 (en) | 2022-08-22 | 2024-02-29 | Firmenich Sa | Gel compositions and their use in seafood analogue products |
| WO2024089025A1 (en) | 2022-10-26 | 2024-05-02 | Firmenich Sa | Extrusion methods and flavored products formed thereby |
| EP4577059A1 (en) | 2022-10-26 | 2025-07-02 | Firmenich Incorporated | Taste modifying compositions and uses thereof |
| EP4580420A1 (en) | 2022-11-01 | 2025-07-09 | Firmenich SA | Low-calorie composition for flavor modification |
| EP4601483A1 (en) | 2022-12-23 | 2025-08-20 | Firmenich Incorporated | Beta-cyclodextrin and its use to modify flavor |
| CN120513026A (zh) | 2023-01-09 | 2025-08-19 | 弗门尼舍有限公司 | 植物纤维用于改善发酵产品风味的用途 |
| EP4665157A1 (en) | 2023-02-15 | 2025-12-24 | Firmenich SA | Thermoresponsive gel composition and uses thereof |
| CN120752224A (zh) | 2023-02-25 | 2025-10-03 | 弗门尼舍公司 | 黄烷酮化合物及其作为风味修饰剂的用途 |
| WO2024196906A1 (en) | 2023-03-23 | 2024-09-26 | Firmenich Incorporated | Use of vanillyl ethers to modify flavor |
| CN121620296A (zh) | 2023-03-24 | 2026-03-06 | 弗门尼舍有限公司 | 含有藻类蛋白的微粒及其用途 |
| EP4687492A1 (en) | 2023-03-29 | 2026-02-11 | Firmenich Incorporated | Use of fatty acids to modify flavor |
| WO2024208837A1 (en) | 2023-04-04 | 2024-10-10 | Firmenich Sa | Polysaccharide compositions and their comestible use |
| WO2024227789A1 (en) | 2023-05-03 | 2024-11-07 | Firmenich Sa | Encapsulated phenolic compounds and their comestible use |
| WO2024251755A1 (en) | 2023-06-09 | 2024-12-12 | Dsm-Firmenich Ag | Compositions for reducing off notes and uses thereof |
| EP4480319A1 (en) | 2023-06-22 | 2024-12-25 | DSM-Firmenich AG | Granola cluster |
| WO2025067974A1 (en) | 2023-09-26 | 2025-04-03 | Firmenich Sa | Vegan cheese compositions and methods of making the same |
| WO2025073683A1 (en) | 2023-10-04 | 2025-04-10 | Firmenich Sa | Flavanone compounds and their use as flavor modifiers |
| WO2025125286A1 (en) | 2023-12-13 | 2025-06-19 | Firmenich Sa | Biopolymer compositions and their use in foamed compositions |
| WO2025132821A1 (en) | 2023-12-19 | 2025-06-26 | Firmenich Sa | Comestible products having high fiber and low sugar |
| WO2025132803A1 (en) | 2023-12-20 | 2025-06-26 | Firmenich Sa | 3-hydroxybenzoic acid and its use as a flavor modifier |
| WO2025191050A1 (en) | 2024-03-15 | 2025-09-18 | Firmenich Sa | Lipid particles and their comestible use |
| WO2025221883A1 (en) | 2024-04-17 | 2025-10-23 | Firmenich Incorporated | Taste modifying compositions and uses thereof |
| WO2025230968A1 (en) | 2024-04-30 | 2025-11-06 | Firmenich Incorporated | Ketone compounds for enhancing alcohol perception |
| WO2026064099A1 (en) | 2024-09-17 | 2026-03-26 | Firmenich Incorporated | Dihydrochalcone compounds for enhancing alcohol perception |
| WO2026064098A1 (en) | 2024-09-17 | 2026-03-26 | Firmenich Incorporated | Flavonoid compounds for enhancing alcohol perception |
Family Cites Families (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2030899A1 (de) * | 1970-06-18 | 1971-12-23 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Chinolincarbonsäurederivate |
| FR2101004B2 (https=) * | 1970-08-05 | 1974-02-01 | Bellon Labor Sa Roger | |
| JPS5833843B2 (ja) * | 1974-10-24 | 1983-07-22 | 武田薬品工業株式会社 | スイサンヨウ ヤクザイ |
| JPS52142098A (en) | 1976-05-20 | 1977-11-26 | Sumitomo Chem Co Ltd | 1-fluoroalkyl-491h)-oxo-3-quinolinecarboxylic acid derivatives |
| DE3111155A1 (de) * | 1981-03-21 | 1982-09-30 | Troponwerke GmbH & Co KG, 5000 Köln | 5,6-dimethyl-pyrrolo (2,3-b)pyridine, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| US4552883A (en) | 1982-06-15 | 1985-11-12 | Ici Americas Inc. | Pyrazolo[3,4-b]pyridine carboxylic acid esters and their pharmaceutical use |
| GB8600651D0 (en) | 1986-01-11 | 1986-02-19 | Beecham Group Plc | Compounds |
| US4952584A (en) | 1986-01-11 | 1990-08-28 | Beecham Group P.L.C. | 9H-pyrido[2,B-8]indole-3-carboxylic acid ester compounds having useful pharmaceutical activity |
| GB8610981D0 (en) * | 1986-05-06 | 1986-06-11 | Ici America Inc | Quinoline amides |
| GB8804447D0 (en) * | 1988-02-25 | 1988-03-23 | Smithkline Beckman Intercredit | Compounds |
| JPH0676401B2 (ja) * | 1990-10-19 | 1994-09-28 | エスエス製薬株式会社 | キノリン誘導体及びこれを含有する医薬 |
| US5240934A (en) * | 1990-10-19 | 1993-08-31 | Ss Pharmaceutical Co., Ltd. | Quinoline derivatives |
| GB9125485D0 (en) * | 1991-11-29 | 1992-01-29 | Merck Sharp & Dohme | Therapeutic agents |
| GB9127252D0 (en) | 1991-12-23 | 1992-02-19 | Boots Co Plc | Therapeutic agents |
| JPH06199855A (ja) * | 1992-12-31 | 1994-07-19 | Nippon Nohyaku Co Ltd | ピラゾロピリジン誘導体及びこれを含有する血小板凝集抑制剤 |
| US5776942A (en) | 1994-06-17 | 1998-07-07 | Nippon Zoki Pharmaceutical Co., Ltd. | Bronchodilating pyrido 2,3-d!pyrimidine derivatives |
| JPH083046A (ja) * | 1994-06-17 | 1996-01-09 | Nippon Zoki Pharmaceut Co Ltd | 気管支喘息治療剤 |
| US5593997A (en) * | 1995-05-23 | 1997-01-14 | Pfizer Inc. | 4-aminopyrazolo(3-,4-D)pyrimidine and 4-aminopyrazolo-(3,4-D)pyridine tyrosine kinase inhibitors |
| AR016817A1 (es) * | 1997-08-14 | 2001-08-01 | Smithkline Beecham Plc | Derivados de fenilurea o feniltiourea, procedimiento para su preparacion, coleccion de compuestos, compuestos intermediarios, composicion farmaceutica,metodo de tratamiento y uso de dichos compuestos para la manufactura de un medicamento |
| DE19738616A1 (de) * | 1997-09-04 | 1999-03-11 | Clariant Gmbh | 4-Hydroxychinolin-3-carbonsäure-Derivate als Lichtschutzmittel |
| CZ2002992A3 (cs) * | 1999-09-22 | 2002-06-12 | Aventis Pharma Deutschland Gmbh | Konjugáty 4-benzylaminochinolinů se ľlučovými kyselinami a jejich heteroanalogy, způsob jejich přípravy, farmaceutické prostředky je obsahující, a jejich pouľití |
| TW201022287A (en) | 2001-01-03 | 2010-06-16 | Senomyx Inc | T1R taste receptors and genes encoding same |
| EP1450802A2 (en) * | 2001-10-30 | 2004-09-01 | The General Hospital Corporation | Methods for the prevention or treatment of bacterial and fungal infections |
| AU2002352868A1 (en) * | 2001-11-27 | 2003-06-10 | Merck & Co., Inc. | 4-aminoquinoline compounds |
| US20050084490A1 (en) * | 2002-07-09 | 2005-04-21 | Point Therapeutics, Inc. | Boroproline compound combination therapy |
| US20080026077A1 (en) * | 2002-11-12 | 2008-01-31 | John Hilfinger | Methods and compositions of gene delivery agents for systemic and local therapy |
| BRPI0413347A (pt) | 2003-08-06 | 2006-10-10 | Senomyx Inc | novos sabores, modificadores de sabor, agentes de sabor, realçadores de sabor, agentes de sabor e/ou realçadores umami ou doces, e utilização correspondente |
| CA2555176A1 (en) * | 2004-02-11 | 2005-08-25 | Smithkline Beecham Corporation | Hiv integrase inhibitors |
| EP1723145A4 (en) | 2004-03-11 | 2009-12-02 | Neurogen Corp | SUBSTITUTED 5,12-DIAZENZOANTHRACENANALOGA |
| MXJL06000069A (es) | 2004-06-09 | 2007-04-10 | Avanir Pharmaceuticals | Derivados heterociclicos para el tratamiento de hiperlipidemia y enfermedades relacionadas. |
| RS56037B1 (sr) * | 2004-06-24 | 2017-09-29 | Vertex Pharma | Modulatori atp-vezujućih kasetnih transportera |
| JP2006036762A (ja) * | 2004-06-25 | 2006-02-09 | Taisho Pharmaceut Co Ltd | 環状アミノ基で置換されているピロロピリミジン及びピロロピリジン誘導体 |
| UY29016A1 (es) * | 2004-07-20 | 2006-02-24 | Boehringer Ingelheim Int | Analogos de dipeptidos inhibidores de la hepatitis c |
| 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 |
| GB0425572D0 (en) * | 2004-11-19 | 2004-12-22 | Glaxo Group Ltd | 1,7-Naphthyridines |
| RU2388761C2 (ru) | 2004-12-17 | 2010-05-10 | Ф. Хоффманн-Ля Рош Аг | Производные тиенопиридина в качестве аллостерических энхансеров гамк-в |
| GB0505621D0 (en) * | 2005-03-18 | 2005-04-27 | Glaxo Group Ltd | Novel compounds |
| US7304074B2 (en) * | 2005-04-05 | 2007-12-04 | Hoffmann-La Roche Inc. | Substituted 1,5-naphthyridine azolinones |
| WO2006124944A1 (en) * | 2005-05-18 | 2006-11-23 | Wyeth | 4, 6-diamino-[1,7] naphthyridine-3-carbonitrile inhibitors of tpl2 kinase and methods of making and using the same |
| EP1891078A1 (en) * | 2005-05-24 | 2008-02-27 | AstraZeneca AB | Aminopiperidine quinolines and their azaisosteric analogues with antibacterial activity |
| TW200715993A (en) | 2005-06-15 | 2007-05-01 | Senomyx Inc | Bis-aromatic amides and their uses as sweet flavor modifiers, tastants, and taste enhancers |
| CA2647543A1 (en) | 2006-03-29 | 2007-11-08 | Foldrx Pharmaceuticals, Inc. | Inhibition of alpha-synuclein toxicity |
| DE102006029446A1 (de) * | 2006-06-21 | 2007-12-27 | Bayer Schering Pharma Ag | Neue 3-substituierte-Chinoline als Kinase-Inhibitoren |
| US9603848B2 (en) * | 2007-06-08 | 2017-03-28 | Senomyx, Inc. | Modulation of chemosensory receptors and ligands associated therewith |
| US7928111B2 (en) * | 2007-06-08 | 2011-04-19 | Senomyx, Inc. | Compounds including substituted thienopyrimidinone derivatives as ligands for modulating chemosensory receptors |
| US8076491B2 (en) | 2007-08-21 | 2011-12-13 | Senomyx, Inc. | Compounds that inhibit (block) bitter taste in composition and use thereof |
| DK2220047T3 (en) * | 2007-11-15 | 2015-06-29 | Clanotech Ab | Quinoline derivatives, pharmaceutical compositions comprising them and their use |
| WO2009100333A2 (en) | 2008-02-06 | 2009-08-13 | Senomyx, Inc. | Sweetener compositions and methods of making them |
| WO2011075559A1 (en) * | 2009-12-18 | 2011-06-23 | Glaxo Wellcome Manufacturing Pte Ltd. | Novel compounds |
| CA2792068A1 (en) | 2010-04-02 | 2011-10-06 | Senomyx, Inc. | Sweet flavor modifier |
| WO2012021837A2 (en) | 2010-08-12 | 2012-02-16 | Senomyx, Inc. | Method of improving stability of sweet enhancer and composition containing stabilized sweet enhancer |
| MX336378B (es) | 2011-08-12 | 2016-01-15 | Senomyx Inc | Modificador del sabor dulce. |
| WO2013158928A2 (en) | 2012-04-18 | 2013-10-24 | Elcelyx Therapeutics, Inc. | Chemosensory receptor ligand-based therapies |
| US20140272068A1 (en) | 2013-03-14 | 2014-09-18 | Indra Prakash | Beverages containing rare sugars |
| JP6055730B2 (ja) | 2013-07-17 | 2016-12-27 | 株式会社東海理化電機製作所 | 遠隔操作システム |
-
2011
- 2011-03-31 CA CA2792068A patent/CA2792068A1/en not_active Abandoned
- 2011-03-31 KR KR1020127028793A patent/KR101810265B1/ko not_active Expired - Fee Related
- 2011-03-31 PH PH1/2012/501846A patent/PH12012501846A1/en unknown
- 2011-03-31 US US13/076,632 patent/US8592592B2/en active Active
- 2011-03-31 WO PCT/US2011/030802 patent/WO2011123693A1/en not_active Ceased
- 2011-03-31 MY MYPI2012004157A patent/MY175079A/en unknown
- 2011-03-31 SG SG10201507846YA patent/SG10201507846YA/en unknown
- 2011-03-31 MX MX2012011386A patent/MX2012011386A/es active IP Right Grant
- 2011-03-31 ES ES11763466T patent/ES2753523T3/es active Active
- 2011-03-31 EP EP11763466.7A patent/EP2552207B1/en active Active
- 2011-03-31 NZ NZ603332A patent/NZ603332A/en not_active IP Right Cessation
- 2011-03-31 AU AU2011235069A patent/AU2011235069B2/en not_active Ceased
- 2011-03-31 PE PE2012001811A patent/PE20130211A1/es active IP Right Grant
- 2011-03-31 BR BR112012025167-8A patent/BR112012025167B1/pt active IP Right Grant
- 2011-03-31 JP JP2013502863A patent/JP5988506B2/ja active Active
- 2011-03-31 PE PE2017001251A patent/PE20171345A1/es unknown
- 2011-03-31 RU RU2012146608/04A patent/RU2605549C2/ru active
- 2011-03-31 SG SG2012069563A patent/SG184156A1/en unknown
- 2011-03-31 CN CN201180016088.0A patent/CN102933081B/zh active Active
- 2011-04-01 TW TW100111669A patent/TWI595838B/zh not_active IP Right Cessation
- 2011-04-01 AR ARP110101106A patent/AR081814A1/es unknown
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2012
- 2012-09-06 CL CL2012002477A patent/CL2012002477A1/es unknown
- 2012-09-27 IL IL222219A patent/IL222219A0/en unknown
- 2012-10-23 CO CO12188315A patent/CO6630147A2/es unknown
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2013
- 2013-10-23 US US14/061,013 patent/US9049878B2/en active Active
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2015
- 2015-06-04 US US14/731,224 patent/US20150265711A1/en not_active Abandoned
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2016
- 2016-03-02 US US15/059,142 patent/US9902737B2/en active Active
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