JPWO2022171653A5 - - Google Patents
Download PDFInfo
- Publication number
- JPWO2022171653A5 JPWO2022171653A5 JP2023547811A JP2023547811A JPWO2022171653A5 JP WO2022171653 A5 JPWO2022171653 A5 JP WO2022171653A5 JP 2023547811 A JP2023547811 A JP 2023547811A JP 2023547811 A JP2023547811 A JP 2023547811A JP WO2022171653 A5 JPWO2022171653 A5 JP WO2022171653A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- hydrogen
- formula
- imidazol
- piperidin
- 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.)
- Pending
Links
- 125000000217 alkyl group Chemical group 0.000 claims 42
- 229910052739 hydrogen Inorganic materials 0.000 claims 33
- 239000001257 hydrogen Substances 0.000 claims 30
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 15
- 150000001875 compounds Chemical class 0.000 claims 15
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 12
- 229910052799 carbon Inorganic materials 0.000 claims 12
- 125000005843 halogen group Chemical group 0.000 claims 12
- 150000002431 hydrogen Chemical group 0.000 claims 12
- 125000001424 substituent group Chemical group 0.000 claims 12
- 229910052717 sulfur Inorganic materials 0.000 claims 11
- 229910020008 S(O) Inorganic materials 0.000 claims 9
- 125000004432 carbon atom Chemical group C* 0.000 claims 9
- 229910052736 halogen Inorganic materials 0.000 claims 9
- 150000002367 halogens Chemical class 0.000 claims 9
- 229910052757 nitrogen Inorganic materials 0.000 claims 9
- 125000005842 heteroatom Chemical group 0.000 claims 8
- 238000000034 method Methods 0.000 claims 8
- 229910052760 oxygen Inorganic materials 0.000 claims 8
- NDOVLWQBFFJETK-UHFFFAOYSA-N 1,4-thiazinane 1,1-dioxide Chemical compound O=S1(=O)CCNCC1 NDOVLWQBFFJETK-UHFFFAOYSA-N 0.000 claims 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 6
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 6
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 5
- 238000001816 cooling Methods 0.000 claims 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 125000004122 cyclic group Chemical group 0.000 claims 3
- 229910052731 fluorine Inorganic materials 0.000 claims 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000002950 monocyclic group Chemical group 0.000 claims 3
- 210000004400 mucous membrane Anatomy 0.000 claims 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
- 239000001301 oxygen Chemical group 0.000 claims 3
- 239000011593 sulfur Substances 0.000 claims 3
- NFLGAXVYCFJBMK-RKDXNWHRSA-N (+)-isomenthone Natural products CC(C)[C@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-RKDXNWHRSA-N 0.000 claims 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 2
- 241001465754 Metazoa Species 0.000 claims 2
- 241000208125 Nicotiana Species 0.000 claims 2
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims 2
- 108010037150 Transient Receptor Potential Channels Proteins 0.000 claims 2
- 102000011753 Transient Receptor Potential Channels Human genes 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 229960001867 guaiacol Drugs 0.000 claims 2
- ZYTMANIQRDEHIO-KXUCPTDWSA-N isopulegol Chemical compound C[C@@H]1CC[C@@H](C(C)=C)[C@H](O)C1 ZYTMANIQRDEHIO-KXUCPTDWSA-N 0.000 claims 2
- 229930007503 menthone Natural products 0.000 claims 2
- -1 menthone glycerol acetal Chemical class 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000012453 solvate Substances 0.000 claims 2
- 238000002560 therapeutic procedure Methods 0.000 claims 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 claims 1
- 239000001871 (1R,2R,5S)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol Substances 0.000 claims 1
- GDFRCQHXPPCFLE-UHFFFAOYSA-N 1-(1-methyl-2-propan-2-ylcyclohexyl)propane-1,2,3-triol Chemical compound C1(C(CCCC1)C(C)C)(C)C(O)C(O)CO GDFRCQHXPPCFLE-UHFFFAOYSA-N 0.000 claims 1
- IMQTXOBWDKSYGW-UHFFFAOYSA-N 2-(4-ethylphenoxy)-N-(1H-pyrazol-5-yl)-N-(thiophen-2-ylmethyl)acetamide Chemical compound CCC1=CC=C(OCC(=O)N(CC2=CC=CS2)C2=NNC=C2)C=C1 IMQTXOBWDKSYGW-UHFFFAOYSA-N 0.000 claims 1
- QGDQESUNCJQMSA-UHFFFAOYSA-N 2-(4-methylphenoxy)-n-(1h-pyrazol-5-yl)-n-(thiophen-2-ylmethyl)acetamide Chemical compound C1=CC(C)=CC=C1OCC(=O)N(C=1NN=CC=1)CC1=CC=CS1 QGDQESUNCJQMSA-UHFFFAOYSA-N 0.000 claims 1
- RQXTZKGDMNIWJF-UHFFFAOYSA-N 2-butan-2-ylcyclohexan-1-one Chemical compound CCC(C)C1CCCCC1=O RQXTZKGDMNIWJF-UHFFFAOYSA-N 0.000 claims 1
- MDVYIGJINBYKOM-IBSWDFHHSA-N 3-[(1r,2s,5r)-5-methyl-2-propan-2-ylcyclohexyl]oxypropane-1,2-diol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OCC(O)CO MDVYIGJINBYKOM-IBSWDFHHSA-N 0.000 claims 1
- WAIGPJMZARQZDX-UHFFFAOYSA-N 4-(dimethylamino)-4-oxobutanoic acid Chemical compound CN(C)C(=O)CCC(O)=O WAIGPJMZARQZDX-UHFFFAOYSA-N 0.000 claims 1
- CTMTYSVTTGVYAW-FRRDWIJNSA-N 5-[(1r,2s,5r)-5-methyl-2-propan-2-ylcyclohexyl]oxy-5-oxopentanoic acid Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(=O)CCCC(O)=O CTMTYSVTTGVYAW-FRRDWIJNSA-N 0.000 claims 1
- FINKDHKJINNQQW-UHFFFAOYSA-N 5-methyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CC(C)C1CCC(C)CC1C(N)=O FINKDHKJINNQQW-UHFFFAOYSA-N 0.000 claims 1
- LISKOBIDGJGQDN-UHFFFAOYSA-N CC(C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C(C)=O)=O)SC Chemical compound CC(C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C(C)=O)=O)SC LISKOBIDGJGQDN-UHFFFAOYSA-N 0.000 claims 1
- JFMRFPMNLJJLFX-UHFFFAOYSA-N CC(C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C(C1=CC=CC=C1)=O)=O)SC Chemical compound CC(C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C(C1=CC=CC=C1)=O)=O)SC JFMRFPMNLJJLFX-UHFFFAOYSA-N 0.000 claims 1
- FOWDUPMGYONKNA-UHFFFAOYSA-N CC(C(N1C(C(CCCC2)N2C(C(C)SC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O)SC Chemical compound CC(C(N1C(C(CCCC2)N2C(C(C)SC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O)SC FOWDUPMGYONKNA-UHFFFAOYSA-N 0.000 claims 1
- JZTIBDVDTUTFPV-UHFFFAOYSA-N CC(C)C(N(C=C1)N=C1N(CC1=CC=CS1)C(COC1=CC=C(C)C=C1)=O)=O Chemical compound CC(C)C(N(C=C1)N=C1N(CC1=CC=CS1)C(COC1=CC=C(C)C=C1)=O)=O JZTIBDVDTUTFPV-UHFFFAOYSA-N 0.000 claims 1
- OZMILORGJVWWBU-UHFFFAOYSA-N CC(C)C(N1C(C(CCCC2)N2C(C(C)C)=O)=NC(C2=CC=C(C)C=C2)=C1)=O Chemical compound CC(C)C(N1C(C(CCCC2)N2C(C(C)C)=O)=NC(C2=CC=C(C)C=C2)=C1)=O OZMILORGJVWWBU-UHFFFAOYSA-N 0.000 claims 1
- ZZZXADMFUHVKIY-UHFFFAOYSA-N CC(C)C(N1C(C(CCCC2)N2C(C(C)SC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O Chemical compound CC(C)C(N1C(C(CCCC2)N2C(C(C)SC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O ZZZXADMFUHVKIY-UHFFFAOYSA-N 0.000 claims 1
- XRJJKSDGTSNWTK-GOTBYBJUSA-N CC(C)[C@H](CC[C@@H](C)C1)[C@@H]1C(N1C(C(CCCC2)N2C(C(C)SC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O Chemical compound CC(C)[C@H](CC[C@@H](C)C1)[C@@H]1C(N1C(C(CCCC2)N2C(C(C)SC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O XRJJKSDGTSNWTK-GOTBYBJUSA-N 0.000 claims 1
- RQWXOHWPOKLYDI-UHFFFAOYSA-N CC(C=C1)=CC=C1OCC(N(CC1=CC=CS1)C(C=C1)=NN1C(C1=CC=CC=C1)=O)=O Chemical compound CC(C=C1)=CC=C1OCC(N(CC1=CC=CS1)C(C=C1)=NN1C(C1=CC=CC=C1)=O)=O RQWXOHWPOKLYDI-UHFFFAOYSA-N 0.000 claims 1
- DPIYEOFTXMJVDC-UHFFFAOYSA-N CC(N(C=C1)N=C1N(CC1=CC=CS1)C(COC1=CC=C(C)C=C1)=O)=O Chemical compound CC(N(C=C1)N=C1N(CC1=CC=CS1)C(COC1=CC=C(C)C=C1)=O)=O DPIYEOFTXMJVDC-UHFFFAOYSA-N 0.000 claims 1
- GGUAOVAWBOAVMX-UHFFFAOYSA-N CCC(C)C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C(C(C)C)=O)=O Chemical compound CCC(C)C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C(C(C)C)=O)=O GGUAOVAWBOAVMX-UHFFFAOYSA-N 0.000 claims 1
- YPWRLOGRJMKCDP-UHFFFAOYSA-N CCC(C)C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C(C)=O)=O Chemical compound CCC(C)C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C(C)=O)=O YPWRLOGRJMKCDP-UHFFFAOYSA-N 0.000 claims 1
- FDWFPOKVYOEEDY-UHFFFAOYSA-N CCC(C)C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C(COC)=O)=O Chemical compound CCC(C)C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C(COC)=O)=O FDWFPOKVYOEEDY-UHFFFAOYSA-N 0.000 claims 1
- ANAJGWSBHQDXMU-UHFFFAOYSA-N CCC(C)C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C(COCC1=CC=CC=C1)=O)=O Chemical compound CCC(C)C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C(COCC1=CC=CC=C1)=O)=O ANAJGWSBHQDXMU-UHFFFAOYSA-N 0.000 claims 1
- XDVMKIXKTGXAFS-JPUHQZRQSA-N CCC(C)C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C([C@H](C[C@H](C)CC1)[C@@H]1C(C)C)=O)=O Chemical compound CCC(C)C(N(CCCC1)C1C1=NC(C2=CC=C(C)C=C2)=CN1C([C@H](C[C@H](C)CC1)[C@@H]1C(C)C)=O)=O XDVMKIXKTGXAFS-JPUHQZRQSA-N 0.000 claims 1
- QZQMVQNZMHSFAQ-UHFFFAOYSA-N CCC(N1C(C(CCCC2)N2C(CC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O Chemical compound CCC(N1C(C(CCCC2)N2C(CC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O QZQMVQNZMHSFAQ-UHFFFAOYSA-N 0.000 claims 1
- XBOGZDTUWOECEM-UHFFFAOYSA-N CCCCCC(N1C(C(CCCC2)N2C(C(C)CC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O Chemical compound CCCCCC(N1C(C(CCCC2)N2C(C(C)CC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O XBOGZDTUWOECEM-UHFFFAOYSA-N 0.000 claims 1
- VGJBDDNGXCXTJK-UHFFFAOYSA-N CCCCCC(N1C(C(CCCC2)N2C(C(C)SC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O Chemical compound CCCCCC(N1C(C(CCCC2)N2C(C(C)SC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O VGJBDDNGXCXTJK-UHFFFAOYSA-N 0.000 claims 1
- XJUUEVFNZVABBK-UHFFFAOYSA-N CCCCCCCCCCCC(N1C(C(CCCC2)N2C(C(C)CC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O Chemical compound CCCCCCCCCCCC(N1C(C(CCCC2)N2C(C(C)CC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O XJUUEVFNZVABBK-UHFFFAOYSA-N 0.000 claims 1
- IIKNJDNTJQCGCH-UHFFFAOYSA-N CCCCCCCCCCCC(N1C(C(CCCC2)N2C(C(C)SC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O Chemical compound CCCCCCCCCCCC(N1C(C(CCCC2)N2C(C(C)SC)=O)=NC(C2=CC=C(C)C=C2)=C1)=O IIKNJDNTJQCGCH-UHFFFAOYSA-N 0.000 claims 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 claims 1
- LMXFTMYMHGYJEI-UHFFFAOYSA-N Menthoglycol Natural products CC1CCC(C(C)(C)O)C(O)C1 LMXFTMYMHGYJEI-UHFFFAOYSA-N 0.000 claims 1
- NFLGAXVYCFJBMK-UHFFFAOYSA-N Menthone Chemical compound CC(C)C1CCC(C)CC1=O NFLGAXVYCFJBMK-UHFFFAOYSA-N 0.000 claims 1
- BLILOGGUTRWFNI-UHFFFAOYSA-N Monomenthyl succinate Chemical compound CC(C)C1CCC(C)CC1OC(=O)CCC(O)=O BLILOGGUTRWFNI-UHFFFAOYSA-N 0.000 claims 1
- ILXQRAXCLBJOAD-UHFFFAOYSA-N N-(2-hydroxy-2-phenylethyl)-5,5-dimethyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CC(C)C1CCC(C)(C)CC1C(=O)NCC(O)c1ccccc1 ILXQRAXCLBJOAD-UHFFFAOYSA-N 0.000 claims 1
- FSTIPIUBKPAVGS-UHFFFAOYSA-N N-(3-hydroxy-4-methoxyphenyl)-5,5-dimethyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound OC=1C=C(C=CC=1OC)NC(=O)C1C(CCC(C1)(C)C)C(C)C FSTIPIUBKPAVGS-UHFFFAOYSA-N 0.000 claims 1
- YEMXMTNNIQKZHP-UHFFFAOYSA-N N-[4-(cyanomethyl)phenyl]-5,5-dimethyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound C(#N)CC1=CC=C(C=C1)NC(=O)C1C(CCC(C1)(C)C)C(C)C YEMXMTNNIQKZHP-UHFFFAOYSA-N 0.000 claims 1
- UJNOLBSYLSYIBM-WISYIIOYSA-N [(1r,2s,5r)-5-methyl-2-propan-2-ylcyclohexyl] (2r)-2-hydroxypropanoate Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(=O)[C@@H](C)O UJNOLBSYLSYIBM-WISYIIOYSA-N 0.000 claims 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 235000013361 beverage Nutrition 0.000 claims 1
- 235000015218 chewing gum Nutrition 0.000 claims 1
- 229940112822 chewing gum Drugs 0.000 claims 1
- 230000035597 cooling sensation Effects 0.000 claims 1
- 235000013305 food Nutrition 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 230000001939 inductive effect Effects 0.000 claims 1
- 229940095045 isopulegol Drugs 0.000 claims 1
- 229940041616 menthol Drugs 0.000 claims 1
- ZYTMANIQRDEHIO-UHFFFAOYSA-N neo-Isopulegol Natural products CC1CCC(C(C)=C)C(O)C1 ZYTMANIQRDEHIO-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 230000035807 sensation Effects 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNPCT/CN2021/076366 | 2021-02-09 | ||
| PCT/CN2021/076366 WO2022170519A1 (en) | 2021-02-09 | 2021-02-09 | Organic compounds |
| PCT/EP2022/053085 WO2022171653A1 (en) | 2021-02-09 | 2022-02-09 | Organic compounds as trpm8 activators |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2024505595A JP2024505595A (ja) | 2024-02-06 |
| JPWO2022171653A5 true JPWO2022171653A5 (https=) | 2025-02-06 |
| JP2024505595A5 JP2024505595A5 (https=) | 2025-02-06 |
Family
ID=80447119
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023547811A Pending JP2024505595A (ja) | 2021-02-09 | 2022-02-09 | Ｔｒｐｍ８アクチベーターとしての有機化合物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20240139087A1 (https=) |
| EP (1) | EP4291553A1 (https=) |
| JP (1) | JP2024505595A (https=) |
| CN (1) | CN116867775A (https=) |
| MX (1) | MX2023008005A (https=) |
| WO (2) | WO2022170519A1 (https=) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP4583718A1 (en) | 2022-10-27 | 2025-07-16 | Firmenich SA | Flavonoid compositions and uses thereof |
| WO2024132554A1 (en) | 2022-12-22 | 2024-06-27 | Firmenich Sa | Natural sweetener compositions and uses thereof |
| WO2024132552A1 (en) | 2022-12-22 | 2024-06-27 | Firmenich Sa | Natural sweetener compositions containing alkyl lactates and uses thereof |
| JP2026511252A (ja) | 2023-03-28 | 2026-04-10 | フイルメニツヒ ソシエテ アノニム | 味改変組成物およびその使用 |
| WO2025202256A1 (en) * | 2024-03-28 | 2025-10-02 | Firmenich Sa | Cooling composition |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3988433A (en) | 1973-08-10 | 1976-10-26 | The Procter & Gamble Company | Oral compositions for preventing or removing stains from teeth |
| US4083955A (en) | 1975-04-02 | 1978-04-11 | The Procter & Gamble Company | Processes and compositions for remineralization of dental enamel |
| US4528180A (en) | 1983-03-01 | 1985-07-09 | Schaeffer Hans A | Dental preparation, article and method for storage and delivery thereof |
| US4849213A (en) | 1983-03-01 | 1989-07-18 | Schaeffer Hans A | Dental preparation, article and method for storage and delivery therof |
| US5198220A (en) | 1989-11-17 | 1993-03-30 | The Procter & Gamble Company | Sustained release compositions for treating periodontal disease |
| US5281410A (en) | 1991-10-23 | 1994-01-25 | The Proctor & Gamble Company | Methods of reducing plaque and gingivitis with reduced staining |
| US5213790A (en) | 1991-10-23 | 1993-05-25 | The Procter & Gamble Co. | Methods of reducing plaque and gingivitis with reduced staining |
| US5145666A (en) | 1991-10-23 | 1992-09-08 | The Proctor & Gamble Co. | Methods of reducing plaque and gingivitis with reduced staining |
| US5242910A (en) | 1992-10-13 | 1993-09-07 | The Procter & Gamble Company | Sustained release compositions for treating periodontal disease |
| GB0704163D0 (en) | 2007-03-02 | 2007-04-11 | Quest Int Serv Bv | Compositions comprising a physiological coolant |
| AU2009318056B2 (en) | 2008-11-20 | 2014-07-24 | The Procter & Gamble Company | Personal care compositions providing enhanced cooling sensation |
| DE202011110963U1 (de) * | 2010-11-05 | 2017-11-07 | Senomyx, Inc. | Verbindungen, die als Modulatoren von TRPM8 nützlich sind |
| MX389514B (es) * | 2015-10-01 | 2025-03-20 | Firmenich Incorporated | Compuestos útiles como moduladores de canal receptor 8 de potencial transitorio de melastatina (trpm8). |
| US20160339026A1 (en) * | 2015-10-02 | 2016-11-24 | Senomyx, Inc. | Topical compositions comprising modulators of trpm8 |
| JP7222969B2 (ja) * | 2017-07-14 | 2023-02-15 | フイルメニツヒ ソシエテ アノニム | 冷感調合物 |
| EP3675809B1 (de) * | 2017-08-31 | 2023-09-27 | Basf Se | Verwendung physiologischer kühlwirkstoffe und mittel enthaltend solche wirkstoffe |
| WO2019121193A1 (en) | 2017-12-21 | 2019-06-27 | Firmenich Sa | Cooling and flavor boosting compositions |
| US12528801B2 (en) | 2019-10-17 | 2026-01-20 | Givaudan Sa | Substituted azacyles as TRPM8 modulators |
-
2021
- 2021-02-09 WO PCT/CN2021/076366 patent/WO2022170519A1/en not_active Ceased
-
2022
- 2022-02-09 US US18/276,412 patent/US20240139087A1/en active Pending
- 2022-02-09 EP EP22705763.5A patent/EP4291553A1/en active Pending
- 2022-02-09 CN CN202280013860.1A patent/CN116867775A/zh active Pending
- 2022-02-09 WO PCT/EP2022/053085 patent/WO2022171653A1/en not_active Ceased
- 2022-02-09 JP JP2023547811A patent/JP2024505595A/ja active Pending
- 2022-02-09 MX MX2023008005A patent/MX2023008005A/es unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP4959939B2 (ja) | テトラヒドロピリミジン−２−オン誘導体及びそれらの使用 | |
| US4226988A (en) | N-substituted paramenthane carboxamides | |
| EP1871738B1 (en) | N-alkylcarbonyl-amino acid ester and n-alkylcarbonyl-amino lactone compounds and their use | |
| JP5558113B2 (ja) | 生理冷却剤を含む組成物 | |
| KR20090113829A (ko) | Ｎ-치환된-ｐ-멘탄-3-카복스아미드 및 이의 용도 | |
| US20050265930A1 (en) | Physiological cooling compositions | |
| JP2009501132A (ja) | 清涼化合物 | |
| CN1084387A (zh) | 清凉剂组合物 | |
| BRPI0100254B1 (pt) | Composição sensibilzante que transmite sensação inicial quando em contato. | |
| RU2001130163A (ru) | Производные пиперидина и фармацевтическая композиция на их основе | |
| JP2007508360A5 (https=) | ||
| BRPI0613324A2 (pt) | composição de aquecimento, composição de resfriamento, kit compreendendo um creme ou gel de massagem esportiva, kit compreendendo um gel ou creme de barbear, kit compreendendo um produto de cuidado pessoal, método para aliviar músculos doloridos, método para preparar uma loção, creme ou spray analgésico tópico ou remédio tópico e método para aumentar o efeito de um material sensibilizador | |
| JP2008230978A (ja) | メントールの精製方法 | |
| JPWO2022171653A5 (https=) | ||
| JP7258911B2 (ja) | 気化可能な配合物 | |
| JPWO2021074281A5 (https=) | ||
| JP2019531257A (ja) | 温感化合物 | |
| JP2024505595A (ja) | Ｔｒｐｍ８アクチベーターとしての有機化合物 | |
| BRPI0609447A2 (pt) | compostos refrescantes | |
| US5760224A (en) | Arylmorpholine preparation and use | |
| RU2220956C2 (ru) | Производные пиперидина, способы их получения, фармацевтическая композиция на их основе и промежуточные вещества | |
| TW200916122A (en) | Personal lubricant composition | |
| JPWO2022028976A5 (https=) | ||
| ES2523934T3 (es) | Derivados novedosos de guanidinas de la serie cinámica | |
| JP2025520719A (ja) | Ｎａｖ１．８阻害剤 |