RU2008115539A - Производные гидразона и их применение - Google Patents
Производные гидразона и их применение Download PDFInfo
- Publication number
- RU2008115539A RU2008115539A RU2008115539/14A RU2008115539A RU2008115539A RU 2008115539 A RU2008115539 A RU 2008115539A RU 2008115539/14 A RU2008115539/14 A RU 2008115539/14A RU 2008115539 A RU2008115539 A RU 2008115539A RU 2008115539 A RU2008115539 A RU 2008115539A
- Authority
- RU
- Russia
- Prior art keywords
- aryl
- alkyl
- membered
- substituted
- possibly
- Prior art date
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- 150000007857 hydrazones Chemical class 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract 63
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 33
- 229910052799 carbon Inorganic materials 0.000 claims abstract 32
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 31
- 125000006708 (C5-C14) heteroaryl group Chemical group 0.000 claims abstract 29
- 125000000392 cycloalkenyl group Chemical group 0.000 claims abstract 28
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 27
- 125000005842 heteroatom Chemical group 0.000 claims abstract 23
- 150000001875 compounds Chemical class 0.000 claims abstract 21
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 21
- 150000003839 salts Chemical class 0.000 claims abstract 10
- 239000001257 hydrogen Substances 0.000 claims abstract 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 8
- 235000019640 taste Nutrition 0.000 claims abstract 7
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims abstract 5
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims abstract 3
- 125000000217 alkyl group Chemical group 0.000 claims 62
- 125000003118 aryl group Chemical group 0.000 claims 62
- 238000006467 substitution reaction Methods 0.000 claims 20
- 229940079593 drug Drugs 0.000 claims 12
- 239000003814 drug Substances 0.000 claims 12
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 8
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 6
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 6
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 6
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 6
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 6
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 6
- 239000000047 product Substances 0.000 claims 6
- -1 amino, hydroxy Chemical group 0.000 claims 5
- 125000001072 heteroaryl group Chemical group 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000003282 alkyl amino group Chemical group 0.000 claims 4
- 125000006717 (C3-C10) cycloalkenyl group Chemical group 0.000 claims 3
- 239000002537 cosmetic Substances 0.000 claims 3
- 125000001624 naphthyl group Chemical group 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 239000000825 pharmaceutical preparation Substances 0.000 claims 3
- 229940127557 pharmaceutical product Drugs 0.000 claims 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 2
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 2
- 125000006577 C1-C6 hydroxyalkyl 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
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 2
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 2
- 125000005530 alkylenedioxy group Chemical group 0.000 claims 2
- 125000002431 aminoalkoxy group Chemical group 0.000 claims 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims 2
- 125000005334 azaindolyl group Chemical group N1N=C(C2=CC=CC=C12)* 0.000 claims 2
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 2
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 125000005111 carboxyalkoxy group Chemical group 0.000 claims 2
- 125000004181 carboxyalkyl group Chemical group 0.000 claims 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims 2
- 235000013305 food Nutrition 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 108091005708 gustatory receptors Proteins 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical group 0.000 claims 2
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 125000001041 indolyl group Chemical group 0.000 claims 2
- 230000028161 membrane depolarization Effects 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 2
- 210000003370 receptor cell Anatomy 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000003831 tetrazolyl group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 150000003573 thiols Chemical group 0.000 claims 2
- CVHAOYYZBMXLSK-UHFFFAOYSA-N 2-(2-bromo-4-methoxyphenoxy)-n'-(5-bromo-2-oxoindol-3-yl)acetohydrazide Chemical compound BrC1=CC(OC)=CC=C1OCC(=O)NNC1=C(C=C(Br)C=C2)C2=NC1=O CVHAOYYZBMXLSK-UHFFFAOYSA-N 0.000 claims 1
- WOJVMFPEVOEQFR-YDZHTSKRSA-N 2-(3,4-dimethylanilino)-n-[(e)-(4-morpholin-4-yl-3-nitrophenyl)methylideneamino]acetamide Chemical compound C1=C(C)C(C)=CC=C1NCC(=O)N\N=C\C(C=C1[N+]([O-])=O)=CC=C1N1CCOCC1 WOJVMFPEVOEQFR-YDZHTSKRSA-N 0.000 claims 1
- YHKMAUXDLBNSDS-UHFFFAOYSA-N 2-(4-tert-butyl-2-methylphenoxy)-n'-(2-oxoindol-3-yl)acetohydrazide Chemical compound CC1=CC(C(C)(C)C)=CC=C1OCC(=O)NNC1=C(C=CC=C2)C2=NC1=O YHKMAUXDLBNSDS-UHFFFAOYSA-N 0.000 claims 1
- CMUKQEBWRCYFTO-BKUYFWCQSA-N 2-[(2z)-2-[(1-butylindol-3-yl)methylidene]hydrazinyl]benzoic acid Chemical compound C12=CC=CC=C2N(CCCC)C=C1\C=N/NC1=CC=CC=C1C(O)=O CMUKQEBWRCYFTO-BKUYFWCQSA-N 0.000 claims 1
- BSYBZDOJJOFUQO-UFFVCSGVSA-N 2-[4-bromo-2-[(e)-(quinolin-8-ylhydrazinylidene)methyl]phenoxy]acetic acid Chemical compound OC(=O)COC1=CC=C(Br)C=C1\C=N\NC1=CC=CC2=CC=CN=C12 BSYBZDOJJOFUQO-UFFVCSGVSA-N 0.000 claims 1
- FMIDDBFKNHOFAK-UHFFFAOYSA-N 2-[[4-(trifluoromethylsulfanyl)phenyl]hydrazinylidene]propanedinitrile Chemical compound FC(F)(F)SC1=CC=C(NN=C(C#N)C#N)C=C1 FMIDDBFKNHOFAK-UHFFFAOYSA-N 0.000 claims 1
- KMJNTVYEVZXFSD-UHFFFAOYSA-N 3-(1-hydroxycyclopentyl)-N-[(4-hydroxy-3-methoxyphenyl)methylideneamino]propanamide Chemical compound C1=C(O)C(OC)=CC(C=NNC(=O)CCC2(O)CCCC2)=C1 KMJNTVYEVZXFSD-UHFFFAOYSA-N 0.000 claims 1
- GAWNXJHMULLQKR-UHFFFAOYSA-N 3-(1h-indol-3-yl)-n-[(3,4,5-trimethoxyphenyl)methylideneamino]propanamide Chemical compound COC1=C(OC)C(OC)=CC(C=NNC(=O)CCC=2C3=CC=CC=C3NC=2)=C1 GAWNXJHMULLQKR-UHFFFAOYSA-N 0.000 claims 1
- OXPOYPYSXIYENU-XDHOZWIPSA-N 3-(cyclohexen-1-yl)-4-hydroxy-n-[(e)-(4-methoxyphenyl)methylideneamino]butanamide Chemical compound C1=CC(OC)=CC=C1\C=N\NC(=O)CC(CO)C1=CCCCC1 OXPOYPYSXIYENU-XDHOZWIPSA-N 0.000 claims 1
- NQIXCLPDDYLQCO-UHFFFAOYSA-N 3-carbazol-9-yl-n-[(3,4-dimethoxyphenyl)methylideneamino]propanamide Chemical compound C1=C(OC)C(OC)=CC=C1C=NNC(=O)CCN1C2=CC=CC=C2C2=CC=CC=C21 NQIXCLPDDYLQCO-UHFFFAOYSA-N 0.000 claims 1
- PCKVASYGPIUMJD-UHFFFAOYSA-N 4-nitro-n-[(3,4,5-trimethoxyphenyl)methylideneamino]benzamide Chemical compound COC1=C(OC)C(OC)=CC(C=NNC(=O)C=2C=CC(=CC=2)[N+]([O-])=O)=C1 PCKVASYGPIUMJD-UHFFFAOYSA-N 0.000 claims 1
- JDXDUQJTANXNCY-KCAJXKFRSA-N 4-nitro-n-[(e)-[(2z)-2-(1,3,3-trimethylindol-2-ylidene)ethylidene]amino]aniline Chemical compound CC1(C)C2=CC=CC=C2N(C)\C1=C/C=N/NC1=CC=C([N+]([O-])=O)C=C1 JDXDUQJTANXNCY-KCAJXKFRSA-N 0.000 claims 1
- 206010011224 Cough Diseases 0.000 claims 1
- 206010018498 Goitre Diseases 0.000 claims 1
- 206010019133 Hangover Diseases 0.000 claims 1
- 206010020651 Hyperkinesia Diseases 0.000 claims 1
- 208000000269 Hyperkinesis Diseases 0.000 claims 1
- 208000019695 Migraine disease Diseases 0.000 claims 1
- AIKMOTBHRVZUBI-HYARGMPZSA-N N-[(E)-[4-(diethylamino)-2-hydroxyphenyl]methylideneamino]-2-phenylcyclopropane-1-carboxamide Chemical compound OC1=CC(N(CC)CC)=CC=C1\C=N\NC(=O)C1C(C=2C=CC=CC=2)C1 AIKMOTBHRVZUBI-HYARGMPZSA-N 0.000 claims 1
- RZGPVBQFPSUFSZ-ZDLGFXPLSA-N N-[(Z)-1H-pyrrol-2-ylmethylideneamino]adamantane-1-carboxamide Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)N\N=C/C1=CC=CN1 RZGPVBQFPSUFSZ-ZDLGFXPLSA-N 0.000 claims 1
- MZCPYWVSWAQCSV-UHFFFAOYSA-N N-[1-[4-(diethylamino)phenyl]-3-[2-[(4-hydroxy-3-iodo-5-methoxyphenyl)methylidene]hydrazinyl]-3-oxoprop-1-en-2-yl]benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C=C(C(=O)NN=CC=1C=C(OC)C(O)=C(I)C=1)NC(=O)C1=CC=CC=C1 MZCPYWVSWAQCSV-UHFFFAOYSA-N 0.000 claims 1
- KAZMGTSMNMFPDD-ODHVPASWSA-N OC(=O)C1=CC=CC=C1N\N=C(\C=1C=CC=CC=1)/N=N/C1=CC=CC=C1 Chemical compound OC(=O)C1=CC=CC=C1N\N=C(\C=1C=CC=CC=1)/N=N/C1=CC=CC=C1 KAZMGTSMNMFPDD-ODHVPASWSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 229930013930 alkaloid Natural products 0.000 claims 1
- 125000005336 allyloxy group Chemical group 0.000 claims 1
- 229940035676 analgesics Drugs 0.000 claims 1
- 229940069428 antacid Drugs 0.000 claims 1
- 239000003159 antacid agent Substances 0.000 claims 1
- 239000000730 antalgic agent Substances 0.000 claims 1
- 239000003242 anti bacterial agent Substances 0.000 claims 1
- 230000001088 anti-asthma Effects 0.000 claims 1
- 230000002686 anti-diuretic effect Effects 0.000 claims 1
- 230000002421 anti-septic effect Effects 0.000 claims 1
- 239000003416 antiarrhythmic agent Substances 0.000 claims 1
- 239000000924 antiasthmatic agent Substances 0.000 claims 1
- 229940088710 antibiotic agent Drugs 0.000 claims 1
- 239000001961 anticonvulsive agent Substances 0.000 claims 1
- 229940124538 antidiuretic agent Drugs 0.000 claims 1
- 229940125715 antihistaminic agent Drugs 0.000 claims 1
- 239000000739 antihistaminic agent Substances 0.000 claims 1
- 239000002221 antipyretic Substances 0.000 claims 1
- 229940064004 antiseptic throat preparations Drugs 0.000 claims 1
- 230000036528 appetite Effects 0.000 claims 1
- 235000019789 appetite Nutrition 0.000 claims 1
- 125000005605 benzo group Chemical group 0.000 claims 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 1
- 239000002876 beta blocker Substances 0.000 claims 1
- 150000001602 bicycloalkyls Chemical group 0.000 claims 1
- 229940088623 biologically active substance Drugs 0.000 claims 1
- 235000019658 bitter taste Nutrition 0.000 claims 1
- XQOKEALRIAEASJ-XDHOZWIPSA-N chembl3192181 Chemical compound OC1=CC(N(CC)CC)=CC=C1\C=N\NC1=NC2=CC=CC=C2N1 XQOKEALRIAEASJ-XDHOZWIPSA-N 0.000 claims 1
- 235000012000 cholesterol Nutrition 0.000 claims 1
- 239000000812 cholinergic antagonist Substances 0.000 claims 1
- 239000003246 corticosteroid Substances 0.000 claims 1
- 239000008406 cosmetic ingredient Substances 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 239000000850 decongestant Substances 0.000 claims 1
- 229940124581 decongestants Drugs 0.000 claims 1
- 238000006297 dehydration reaction Methods 0.000 claims 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000003172 expectorant agent Substances 0.000 claims 1
- 230000003419 expectorant effect Effects 0.000 claims 1
- 206010016766 flatulence Diseases 0.000 claims 1
- 229940091249 fluoride supplement Drugs 0.000 claims 1
- 235000012041 food component Nutrition 0.000 claims 1
- 239000005417 food ingredient Substances 0.000 claims 1
- 210000001035 gastrointestinal tract Anatomy 0.000 claims 1
- 201000003872 goiter Diseases 0.000 claims 1
- 125000005638 hydrazono group Chemical group 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 239000003456 ion exchange resin Substances 0.000 claims 1
- 229920003303 ion-exchange polymer Polymers 0.000 claims 1
- 239000008141 laxative Substances 0.000 claims 1
- 229940125722 laxative agent Drugs 0.000 claims 1
- 206010027599 migraine Diseases 0.000 claims 1
- OGJBULMMRFGWAP-UHFFFAOYSA-N n-[(3,4-dimethoxyphenyl)methylideneamino]-2-(4,8-dimethylquinolin-2-yl)sulfanylacetamide Chemical compound C1=C(OC)C(OC)=CC=C1C=NNC(=O)CSC1=CC(C)=C(C=CC=C2C)C2=N1 OGJBULMMRFGWAP-UHFFFAOYSA-N 0.000 claims 1
- UBAPMBVNTQDXCR-YBFXNURJSA-N n-[(e)-(3,4-dimethoxyphenyl)methylideneamino]-2-(3-methylphenoxy)acetamide Chemical compound C1=C(OC)C(OC)=CC=C1\C=N\NC(=O)COC1=CC=CC(C)=C1 UBAPMBVNTQDXCR-YBFXNURJSA-N 0.000 claims 1
- MMJUJYOIYOJEPL-HYARGMPZSA-N n-[(e)-(3,4-dimethoxyphenyl)methylideneamino]-2-naphthalen-1-ylacetamide Chemical compound C1=C(OC)C(OC)=CC=C1\C=N\NC(=O)CC1=CC=CC2=CC=CC=C12 MMJUJYOIYOJEPL-HYARGMPZSA-N 0.000 claims 1
- FBSONPVFIVRBFO-UDWIEESQSA-N n-[(e)-(3,4-dimethoxyphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1\C=N\NC(=O)C1C(C=2C=CC=CC=2)C1 FBSONPVFIVRBFO-UDWIEESQSA-N 0.000 claims 1
- WXIZGSXALDOMNQ-MHWRWJLKSA-N n-[(e)-(3,4-dimethoxyphenyl)methylideneamino]-4-hydroxyhexanamide Chemical compound CCC(O)CCC(=O)N\N=C\C1=CC=C(OC)C(OC)=C1 WXIZGSXALDOMNQ-MHWRWJLKSA-N 0.000 claims 1
- KUCIEBARWOMZNS-YBFXNURJSA-N n-[(e)-(4-propan-2-ylphenyl)methylideneamino]bicyclo[4.1.0]heptane-7-carboxamide Chemical compound C1=CC(C(C)C)=CC=C1\C=N\NC(=O)C1C2CCCCC21 KUCIEBARWOMZNS-YBFXNURJSA-N 0.000 claims 1
- UPKGLYTYDQRMDT-TXCUHAKESA-N n-[(e)-3-[(2z)-2-(1,5-dimethyl-2-oxoindol-3-ylidene)hydrazinyl]-3-oxo-1-phenylprop-1-en-2-yl]benzamide Chemical compound C12=CC(C)=CC=C2N(C)C(=O)\C1=N/NC(=O)C(=C/C=1C=CC=CC=1)\NC(=O)C1=CC=CC=C1 UPKGLYTYDQRMDT-TXCUHAKESA-N 0.000 claims 1
- NBVCZJXKELWSBN-UHFFFAOYSA-N n-[3-[2-[(6-bromo-1,3-benzodioxol-5-yl)methylidene]hydrazinyl]-1-[4-(dimethylamino)phenyl]-3-oxoprop-1-en-2-yl]benzamide Chemical compound C1=CC(N(C)C)=CC=C1C=C(C(=O)NN=CC=1C(=CC=2OCOC=2C=1)Br)NC(=O)C1=CC=CC=C1 NBVCZJXKELWSBN-UHFFFAOYSA-N 0.000 claims 1
- IGLLZRSXKVWXEV-RCCKNPSSSA-N n-benzyl-n-[(e)-pyridin-4-ylmethylideneamino]aniline Chemical compound C=1C=CC=CC=1CN(C=1C=CC=CC=1)\N=C\C1=CC=NC=C1 IGLLZRSXKVWXEV-RCCKNPSSSA-N 0.000 claims 1
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 claims 1
- YCIMNLLNPGFGHC-UHFFFAOYSA-N o-dihydroxy-benzene Natural products OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims 1
- 230000001003 psychopharmacologic effect Effects 0.000 claims 1
- SBYHFKPVCBCYGV-UHFFFAOYSA-N quinuclidine Chemical compound C1CC2CCN1CC2 SBYHFKPVCBCYGV-UHFFFAOYSA-N 0.000 claims 1
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims 1
- 229960001755 resorcinol Drugs 0.000 claims 1
- 229940125723 sedative agent Drugs 0.000 claims 1
- 239000000932 sedative agent Substances 0.000 claims 1
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000013589 supplement Substances 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 210000001779 taste bud Anatomy 0.000 claims 1
- 235000013619 trace mineral Nutrition 0.000 claims 1
- 239000011573 trace mineral Substances 0.000 claims 1
- 239000003204 tranquilizing agent Substances 0.000 claims 1
- 230000002936 tranquilizing effect Effects 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 4
- 125000005915 C6-C14 aryl group Chemical group 0.000 abstract 3
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/655—Azo (—N=N—), diazo (=N2), azoxy (>N—O—N< or N(=O)—N<), azido (—N3) or diazoamino (—N=N—N<) compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
-
- 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
- A23L27/84—Flavour masking or reducing 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
- A23L27/86—Addition of bitterness inhibitors
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/22—Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/415—Aminophenols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
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- Plural Heterocyclic Compounds (AREA)
- Cosmetics (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2699658C2 (ru) * | 2016-08-19 | 2019-09-09 | Федеральное государственное бюджетное научное учреждение "Научно-исследовательский институт фармакологии имени В.В. Закусова" | Ацилгидразон (2,3,4-триметокси-N'-(8-метил-8-азабицикло[3.2.1.] октан-3-илиден) бензогидразид гидрохлорид), обладающий противомигреневой и анксиолитической активностью |
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| US9101160B2 (en) | 2005-11-23 | 2015-08-11 | The Coca-Cola Company | Condiments with high-potency sweetener |
| US8871746B2 (en) | 2006-03-02 | 2014-10-28 | Kineta Four, LLC | Antiviral drugs for treatment of arenavirus infection |
| EP1988884A4 (en) | 2006-03-02 | 2009-09-30 | Siga Technologies Inc | ANTIVIRAL DRUGS FOR THE TREATMENT OF ARENAVIRUS INFECTIONS |
| EP1988776B1 (en) | 2006-03-02 | 2012-08-08 | Siga Technologies, Inc. | Antiviral drugs for treatment of arenavirus infection |
| US8017168B2 (en) | 2006-11-02 | 2011-09-13 | The Coca-Cola Company | High-potency sweetener composition with rubisco protein, rubiscolin, rubiscolin derivatives, ace inhibitory peptides, and combinations thereof, and compositions sweetened therewith |
| CA2677230A1 (en) * | 2007-02-02 | 2008-08-14 | Redpoint Bio Corporation | Use of a trpm5 inhibitor to regulate insulin and glp-1 release |
| US8609649B2 (en) * | 2007-03-20 | 2013-12-17 | Brandeis University | Compositions and methods for the diagnosis, treatment, and prevention of amyotrophic lateral sclerosis and related neurological diseases |
| US20090175848A1 (en) * | 2007-09-17 | 2009-07-09 | Lee S Paul | Modulation of the Cooperativity Between the Ion Channels TRPM5 and TRPA1 |
| WO2009065854A1 (en) * | 2007-11-21 | 2009-05-28 | Neurosearch A/S | N-acylhydrazone derivatives useful as modulators of nicotinic acetylcholine receptors |
| US20110033393A1 (en) * | 2009-05-12 | 2011-02-10 | Stein Philip | Hydrazone Compounds and Their Use |
| JP2014500229A (ja) * | 2010-08-20 | 2014-01-09 | ダウ アグロサイエンシィズ エルエルシー | ７−ヒドロキシ−インダノンベンゾイルヒドラゾン及び銅を含む相乗的殺真菌及び殺藻組成物 |
| CA2839613A1 (en) | 2011-06-24 | 2012-12-27 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
| AU2012296639B2 (en) | 2011-08-15 | 2016-06-09 | University Of Utah Research Foundation | Substituted (E)-N'-(1-phenylethylidene) benzohydrazide analogs as histone demethylase inhibitors |
| US9266838B2 (en) | 2011-08-15 | 2016-02-23 | University Of Utah Research Foundation | Substituted (E)-N′-(1-phenylethylidene)benzohydrazide analogs as histone demethylase inhibitors |
| BRPI1106472A2 (pt) * | 2011-11-29 | 2014-04-15 | Univ Rio De Janeiro | Compostos n-glicinil-n-acilidrazônicos heterocíclicos, processo de síntese, composições farmacêuticas e método de tratamento |
| HK1211426A1 (en) | 2012-12-19 | 2016-05-27 | 美国陶氏益农公司 | Pesticidal compositions and processes related thereto |
| WO2014100163A1 (en) * | 2012-12-19 | 2014-06-26 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
| TWI621604B (zh) | 2012-12-19 | 2018-04-21 | 陶氏農業科學公司 | 殺蟲組成物及其相關之方法 |
| TWI631098B (zh) | 2012-12-19 | 2018-08-01 | 陶氏農業科學公司 | 殺蟲組成物及其相關方法（一） |
| WO2014100190A1 (en) | 2012-12-19 | 2014-06-26 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
| TWI667224B (zh) | 2014-06-09 | 2019-08-01 | 美商陶氏農業科學公司 | 殺蟲組成物及與其相關之方法 |
| AU2017212303B2 (en) | 2016-01-25 | 2019-09-12 | Corteva Agriscience Llc | Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto |
| CN105732476B (zh) * | 2016-02-04 | 2017-12-01 | 吉首大学 | 一种咔唑‑靛红型化合物及其制法和用途 |
| RU2691454C2 (ru) * | 2016-03-30 | 2019-06-14 | Федеральное государственное бюджетное научное учреждение "Научно-исследовательский институт фармакологии имени В.В. Закусова" | Использование 3,4,5-триметокси-N'(2,2,6,6-тетраметил-пиперидин-4-илиден)бензогидразида гидрохлорида в качестве анксиолитического средства |
| TWI780112B (zh) | 2017-03-31 | 2022-10-11 | 美商科迪華農業科技有限責任公司 | 具有殺蟲效用之分子，及其相關之中間物、組成物暨方法 |
| KR102128509B1 (ko) | 2018-12-19 | 2020-07-01 | 한국과학기술연구원 | 말단 아민기에 아릴 또는 헤테로아릴기가 치환된 신규한 히드라존 유도체 및 이의 용도 |
| EP4651866A1 (en) * | 2023-01-20 | 2025-11-26 | The Research Foundation for The State University of New York | Hydrazonyl sultones and uses thereof |
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| US5130324A (en) * | 1984-03-19 | 1992-07-14 | The Rockefeller University | 2-alkylidene-aminoguanidines and methods of use therefor |
| US4684534A (en) * | 1985-02-19 | 1987-08-04 | Dynagram Corporation Of America | Quick-liquifying, chewable tablet |
| US5011678A (en) * | 1989-02-01 | 1991-04-30 | California Biotechnology Inc. | Composition and method for administration of pharmaceutically active substances |
| DE3903990A1 (de) * | 1989-02-10 | 1990-08-30 | Basf Ag | Phenylhydrazone, ihre herstellung und daraus hergestellte arzneimittel und kosmetika |
| US6649186B1 (en) * | 1996-09-20 | 2003-11-18 | Ethypharm | Effervescent granules and methods for their preparation |
| WO1999040062A1 (en) * | 1998-02-05 | 1999-08-12 | Novo Nordisk A/S | Hydrazone derivatives |
| 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 |
| AU2378600A (en) * | 1998-12-23 | 2000-07-31 | Mount Sinai School Of Medicine Of The City University Of New York, The | Inhibitors of the bitter taste response |
| 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 |
| AU8032400A (en) * | 1999-10-27 | 2001-05-08 | Zapata Technologies, Inc. | Flavor protectant closure liner compositions |
| AU2001241042A1 (en) * | 2000-03-08 | 2001-09-17 | Takeda Chemical Industries Ltd. | Process for the preparation of hydrazine derivatives |
| US6316029B1 (en) * | 2000-05-18 | 2001-11-13 | Flak Pharma International, Ltd. | Rapidly disintegrating solid oral dosage form |
| US6485709B2 (en) * | 2001-01-23 | 2002-11-26 | Addent Inc. | Dental bleaching gel composition, activator system and method for activating a dental bleaching gel |
| US20030208067A1 (en) * | 2001-05-30 | 2003-11-06 | Cao Sheldon Xiaodong | Inhibitors of protein kinase for the treatment of disease |
| WO2003011287A1 (en) * | 2001-08-03 | 2003-02-13 | Vertex Pharmaceuticals Incorporated | Pyrazolon derivatives as inhibitors of gsk-3 |
| JP2005513046A (ja) * | 2001-12-10 | 2005-05-12 | テンプル・ユニバーシティ−オブ・ザ・コモンウェルス・システム・オブ・ハイアー・エデュケイション | シクロオキシゲナーゼ−２阻害剤としての置換ヒドラゾン |
| GB0226724D0 (en) * | 2002-11-15 | 2002-12-24 | Merck Sharp & Dohme | Therapeutic agents |
| JP2006517994A (ja) * | 2003-02-17 | 2006-08-03 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | カチオン性置換ヒドラゾン染料 |
| CA2516651C (en) * | 2003-02-21 | 2013-05-07 | The Queen's Medical Center | Methods of screening for trpm5 modulators |
| WO2004079372A1 (en) * | 2003-03-05 | 2004-09-16 | Metabolex Inc. | Methods and compositions for treating and diagnosing diabetes and related diseases involving beta-trp |
| BRPI0408436A (pt) * | 2003-03-18 | 2006-04-04 | Ciba Sc Holding Ag | corantes diméricos catiÈnicos |
| US20050244810A1 (en) * | 2003-09-29 | 2005-11-03 | Egan Josephine M | Taste signaling in gastrointestinal cells |
| US20050182011A1 (en) * | 2003-11-13 | 2005-08-18 | Eric Olson | Inhibition of TRP channels as a treatment for cardiac hypertrophy and heart failure |
| US20070161052A1 (en) * | 2005-10-19 | 2007-07-12 | Senomyx, Inc. | TRPM5 based assays and the use thereof for the identification of modulators of sweet, bitter or umami (savory) taste |
| RU2008115455A (ru) * | 2005-11-03 | 2009-12-10 | Рэдпойнт Био Корпорэйшн (Us) | Высокопроизводительный скрининг-анализ ионного канала trpm5 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2699658C2 (ru) * | 2016-08-19 | 2019-09-09 | Федеральное государственное бюджетное научное учреждение "Научно-исследовательский институт фармакологии имени В.В. Закусова" | Ацилгидразон (2,3,4-триметокси-N'-(8-метил-8-азабицикло[3.2.1.] октан-3-илиден) бензогидразид гидрохлорид), обладающий противомигреневой и анксиолитической активностью |
Also Published As
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| BRPI0618224A2 (pt) | 2011-08-23 |
| CN101541348A (zh) | 2009-09-23 |
| WO2007056159A3 (en) | 2008-10-16 |
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| US20070207093A1 (en) | 2007-09-06 |
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| AU2006311826A1 (en) | 2007-05-18 |
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| AU2006311826C1 (en) | 2011-06-16 |
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