JP2008512362A - 抗細菌化合物 - Google Patents
抗細菌化合物 Download PDFInfo
- Publication number
- JP2008512362A JP2008512362A JP2007529310A JP2007529310A JP2008512362A JP 2008512362 A JP2008512362 A JP 2008512362A JP 2007529310 A JP2007529310 A JP 2007529310A JP 2007529310 A JP2007529310 A JP 2007529310A JP 2008512362 A JP2008512362 A JP 2008512362A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- products
- antibacterial
- compounds
- antifungal
- 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
- 150000001875 compounds Chemical class 0.000 title claims abstract description 81
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 37
- -1 ester compound Chemical class 0.000 claims abstract description 27
- 229940121375 antifungal agent Drugs 0.000 claims abstract description 18
- 230000000843 anti-fungal effect Effects 0.000 claims abstract description 17
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 8
- 150000001449 anionic compounds Chemical group 0.000 claims abstract description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
- 229910001412 inorganic anion Inorganic materials 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims description 25
- 239000003205 fragrance Substances 0.000 claims description 24
- 230000003472 neutralizing effect Effects 0.000 claims description 11
- 239000002537 cosmetic Substances 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 7
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 2
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- BEUQATKTSHPNNY-UHFFFAOYSA-N octan-3-yl 2-hydroxyacetate Chemical compound CCCCCC(CC)OC(=O)CO BEUQATKTSHPNNY-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 239000000047 product Substances 0.000 description 28
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol Substances OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 16
- 241000894006 Bacteria Species 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 208000024891 symptom Diseases 0.000 description 11
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 10
- 230000003385 bacteriostatic effect Effects 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000003242 anti bacterial agent Substances 0.000 description 8
- 230000001580 bacterial effect Effects 0.000 description 8
- 230000002538 fungal effect Effects 0.000 description 8
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 7
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 description 7
- 210000002683 foot Anatomy 0.000 description 7
- 239000000546 pharmaceutical excipient Substances 0.000 description 7
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 6
- 210000004761 scalp Anatomy 0.000 description 6
- 239000007858 starting material Substances 0.000 description 6
- 229960003500 triclosan Drugs 0.000 description 6
- CRDAMVZIKSXKFV-FBXUGWQNSA-N (2-cis,6-cis)-farnesol Chemical compound CC(C)=CCC\C(C)=C/CC\C(C)=C/CO CRDAMVZIKSXKFV-FBXUGWQNSA-N 0.000 description 5
- AKKRXNCFUBJKSW-UHFFFAOYSA-N 2-ethylhexyl 2-hydroxyacetate Chemical compound CCCCC(CC)COC(=O)CO AKKRXNCFUBJKSW-UHFFFAOYSA-N 0.000 description 5
- 208000001840 Dandruff Diseases 0.000 description 5
- QSXIDMYOHDPSBX-UHFFFAOYSA-N [2-(2-hexyldecoxy)-2-oxoethyl]azanium;chloride Chemical compound [Cl-].CCCCCCCCC(COC(=O)C[NH3+])CCCCCC QSXIDMYOHDPSBX-UHFFFAOYSA-N 0.000 description 5
- 230000001166 anti-perspirative effect Effects 0.000 description 5
- 239000003429 antifungal agent Substances 0.000 description 5
- 239000003213 antiperspirant Substances 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 150000002430 hydrocarbons Chemical group 0.000 description 5
- 239000002054 inoculum Substances 0.000 description 5
- 244000005700 microbiome Species 0.000 description 5
- 235000019645 odor Nutrition 0.000 description 5
- 244000005714 skin microbiome Species 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- 201000004647 tinea pedis Diseases 0.000 description 5
- 239000000260 (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol Substances 0.000 description 4
- KSHUOICOVQXLIH-UHFFFAOYSA-N 2-butyloctyl 2-hydroxyacetate Chemical compound CCCCCCC(CCCC)COC(=O)CO KSHUOICOVQXLIH-UHFFFAOYSA-N 0.000 description 4
- KBXLRGLVFZTABM-UHFFFAOYSA-N 2-ethylhexyl 2-aminoacetate;hydrochloride Chemical compound [Cl-].CCCCC(CC)COC(=O)C[NH3+] KBXLRGLVFZTABM-UHFFFAOYSA-N 0.000 description 4
- FELRTRGEHIGDNQ-UHFFFAOYSA-N 2-hexyldecyl 2-hydroxyacetate Chemical compound CCCCCCCCC(COC(=O)CO)CCCCCC FELRTRGEHIGDNQ-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000002781 deodorant agent Substances 0.000 description 4
- 229940043259 farnesol Drugs 0.000 description 4
- 229930002886 farnesol Natural products 0.000 description 4
- 239000002304 perfume Substances 0.000 description 4
- 229920000136 polysorbate Polymers 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- BWMISRWJRUSYEX-SZKNIZGXSA-N terbinafine hydrochloride Chemical compound Cl.C1=CC=C2C(CN(C\C=C\C#CC(C)(C)C)C)=CC=CC2=C1 BWMISRWJRUSYEX-SZKNIZGXSA-N 0.000 description 4
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 4
- VRPJIFMKZZEXLR-UHFFFAOYSA-N 2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid Chemical compound CC(C)(C)OC(=O)NCC(O)=O VRPJIFMKZZEXLR-UHFFFAOYSA-N 0.000 description 3
- OEZAWCNLCANTSZ-UHFFFAOYSA-N 2-butyloctyl 2-aminoacetate;hydrochloride Chemical compound [Cl-].CCCCCCC(CCCC)COC(=O)C[NH3+] OEZAWCNLCANTSZ-UHFFFAOYSA-N 0.000 description 3
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 3
- 208000002874 Acne Vulgaris Diseases 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 206010000496 acne Diseases 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 239000000443 aerosol Substances 0.000 description 3
- 210000001099 axilla Anatomy 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 229960004275 glycolic acid Drugs 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000000813 microbial effect Effects 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000002453 shampoo Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 241000228245 Aspergillus niger Species 0.000 description 2
- 208000016444 Benign adult familial myoclonic epilepsy Diseases 0.000 description 2
- 208000035985 Body Odor Diseases 0.000 description 2
- 241000222122 Candida albicans Species 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 241000595586 Coryne Species 0.000 description 2
- 241000186216 Corynebacterium Species 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Natural products NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 239000004471 Glycine Substances 0.000 description 2
- 206010040844 Skin exfoliation Diseases 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 241000295644 Staphylococcaceae Species 0.000 description 2
- 241000191963 Staphylococcus epidermidis Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- YCLAMANSVUJYPT-UHFFFAOYSA-L aluminum chloride hydroxide hydrate Chemical compound O.[OH-].[Al+3].[Cl-] YCLAMANSVUJYPT-UHFFFAOYSA-L 0.000 description 2
- 229940053431 aluminum sesquichlorohydrate Drugs 0.000 description 2
- 125000006242 amine protecting group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000000845 anti-microbial effect Effects 0.000 description 2
- 239000012267 brine Substances 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 230000001332 colony forming effect Effects 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 208000016427 familial adult myoclonic epilepsy Diseases 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- ZGNITFSDLCMLGI-UHFFFAOYSA-N flubendiamide Chemical compound CC1=CC(C(F)(C(F)(F)F)C(F)(F)F)=CC=C1NC(=O)C1=CC=CC(I)=C1C(=O)NC(C)(C)CS(C)(=O)=O ZGNITFSDLCMLGI-UHFFFAOYSA-N 0.000 description 2
- 230000001408 fungistatic effect Effects 0.000 description 2
- 150000002314 glycerols Chemical class 0.000 description 2
- 238000011534 incubation Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000001404 mediated effect Effects 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- PSHKMPUSSFXUIA-UHFFFAOYSA-N n,n-dimethylpyridin-2-amine Chemical compound CN(C)C1=CC=CC=N1 PSHKMPUSSFXUIA-UHFFFAOYSA-N 0.000 description 2
- 230000009965 odorless effect Effects 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 229920006255 plastic film Polymers 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- ARIWANIATODDMH-UHFFFAOYSA-N rac-1-monolauroylglycerol Chemical compound CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000012258 stirred mixture Substances 0.000 description 2
- MEJYDZQQVZJMPP-ULAWRXDQSA-N (3s,3ar,6r,6ar)-3,6-dimethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan Chemical compound CO[C@H]1CO[C@@H]2[C@H](OC)CO[C@@H]21 MEJYDZQQVZJMPP-ULAWRXDQSA-N 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- NCZPCONIKBICGS-UHFFFAOYSA-N 3-(2-ethylhexoxy)propane-1,2-diol Chemical compound CCCCC(CC)COCC(O)CO NCZPCONIKBICGS-UHFFFAOYSA-N 0.000 description 1
- 229960000549 4-dimethylaminophenol Drugs 0.000 description 1
- JYCQQPHGFMYQCF-UHFFFAOYSA-N 4-tert-Octylphenol monoethoxylate Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(OCCO)C=C1 JYCQQPHGFMYQCF-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- KFZFFCNHQWXUBL-UHFFFAOYSA-N CCCCCCCCC(CCCCCC)COC(CNCl)=O Chemical compound CCCCCCCCC(CCCCCC)COC(CNCl)=O KFZFFCNHQWXUBL-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241001517041 Corynebacterium jeikeium Species 0.000 description 1
- 241000186245 Corynebacterium xerosis Species 0.000 description 1
- 241000186427 Cutibacterium acnes Species 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 241001112690 Eubacteriaceae Species 0.000 description 1
- 241000555676 Malassezia Species 0.000 description 1
- 241000555688 Malassezia furfur Species 0.000 description 1
- 244000062730 Melissa officinalis Species 0.000 description 1
- 235000010654 Melissa officinalis Nutrition 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 206010040904 Skin odour abnormal Diseases 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 241000223238 Trichophyton Species 0.000 description 1
- 229920004892 Triton X-102 Polymers 0.000 description 1
- 235000018936 Vitellaria paradoxa Nutrition 0.000 description 1
- 241001135917 Vitellaria paradoxa Species 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- DNXNYEBMOSARMM-UHFFFAOYSA-N alumane;zirconium Chemical compound [AlH3].[Zr] DNXNYEBMOSARMM-UHFFFAOYSA-N 0.000 description 1
- 239000012871 anti-fungal composition Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000000022 bacteriostatic agent Substances 0.000 description 1
- 238000010876 biochemical test Methods 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- HOWJQLVNDUGZBI-UHFFFAOYSA-N butane;propane Chemical compound CCC.CCCC HOWJQLVNDUGZBI-UHFFFAOYSA-N 0.000 description 1
- 229940095731 candida albicans Drugs 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 210000001072 colon Anatomy 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000008406 cosmetic ingredient Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000035618 desquamation Effects 0.000 description 1
- 229940008099 dimethicone Drugs 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012737 fresh medium Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 150000002332 glycine derivatives Chemical class 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000000865 liniment Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000002803 maceration Methods 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- 229920002113 octoxynol Polymers 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 229940068065 phytosterols Drugs 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000015 polydiacetylene Polymers 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000001965 potato dextrose agar Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 229940055019 propionibacterium acne Drugs 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001823 pruritic effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 210000003371 toe Anatomy 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 239000001974 tryptic soy broth Substances 0.000 description 1
- 108010050327 trypticase-soy broth Proteins 0.000 description 1
- 238000009423 ventilation Methods 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
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
- A01N25/06—Aerosols
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- 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
- A61K8/416—Quaternary ammonium compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/10—Anti-acne agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/08—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/675—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Emergency Medicine (AREA)
- Dispersion Chemistry (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Toxicology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0419694.5A GB0419694D0 (en) | 2004-09-06 | 2004-09-06 | Anti-bacterial compounds |
| PCT/CH2005/000509 WO2006026876A1 (en) | 2004-09-06 | 2005-08-31 | Anti-bacterial compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008512362A true JP2008512362A (ja) | 2008-04-24 |
| JP2008512362A5 JP2008512362A5 (OSRAM) | 2008-10-16 |
Family
ID=33156043
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007529310A Pending JP2008512362A (ja) | 2004-09-06 | 2005-08-31 | 抗細菌化合物 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US7459581B2 (OSRAM) |
| EP (1) | EP1786756A1 (OSRAM) |
| JP (1) | JP2008512362A (OSRAM) |
| KR (1) | KR20070050460A (OSRAM) |
| CN (1) | CN101010287A (OSRAM) |
| BR (1) | BRPI0515141A (OSRAM) |
| GB (1) | GB0419694D0 (OSRAM) |
| MX (1) | MX2007002626A (OSRAM) |
| TW (1) | TW200621704A (OSRAM) |
| WO (1) | WO2006026876A1 (OSRAM) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018500367A (ja) * | 2014-12-30 | 2018-01-11 | ダウ アグロサイエンシィズ エルエルシー | 殺真菌活性を有するピコリンアミド化合物の使用 |
| JP2018500361A (ja) * | 2014-12-30 | 2018-01-11 | ダウ アグロサイエンシィズ エルエルシー | 殺真菌剤としてのピコリンアミドの使用 |
| JP2018500362A (ja) * | 2014-12-30 | 2018-01-11 | ダウ アグロサイエンシィズ エルエルシー | 殺真菌活性を有するピコリンアミド化合物の使用 |
| JP2018504389A (ja) * | 2014-12-30 | 2018-02-15 | ダウ アグロサイエンシィズ エルエルシー | 殺真菌活性を有するピコリンアミド |
| JP2025041853A (ja) * | 2020-07-13 | 2025-03-26 | アドバンシックス・レジンズ・アンド・ケミカルズ・リミテッド・ライアビリティ・カンパニー | 農産物用分岐アミノ酸界面活性剤 |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050058673A1 (en) | 2003-09-09 | 2005-03-17 | 3M Innovative Properties Company | Antimicrobial compositions and methods |
| EP3025704B1 (en) | 2005-03-10 | 2019-01-16 | 3M Innovative Properties Company | Methods of reducing microbial contamination |
| US9826770B2 (en) | 2005-03-10 | 2017-11-28 | 3M Innovative Properties Company | Antimicrobial compositions comprising esters of hydroxycarboxylic acids |
| IN2012DN03101A (OSRAM) | 2009-10-07 | 2015-09-18 | Dow Agrosciences Llc | |
| EP2938191B1 (en) | 2012-12-28 | 2018-01-31 | Dow AgroSciences LLC | Synergistic fungicidal mixtures for fungal control in cereals |
| PL2938190T3 (pl) | 2012-12-31 | 2018-05-30 | Dow Agrosciences Llc | Makrocykliczne pikolinamidy jako fungicydy |
| US9247741B2 (en) | 2013-12-26 | 2016-02-02 | Dow Agrosciences Llc | Use of macrocyclic picolinamides as fungicides |
| WO2015100183A1 (en) | 2013-12-26 | 2015-07-02 | Dow Agrosciences Llc | Macrocyclic picolinamides as fungicides |
| EP3139916A4 (en) | 2014-05-06 | 2017-11-15 | Dow AgroSciences LLC | Macrocyclic picolinamides as fungicides |
| BR112017000169A2 (pt) | 2014-07-08 | 2017-10-31 | Dow Agrosciences Llc | picolinamidas macrocíclicas como fungicidas |
| US9686984B2 (en) | 2014-07-08 | 2017-06-27 | Dow Agrosciences Llc | Macrocyclic picolinamides as fungicides |
| EP3240773B9 (en) | 2014-12-30 | 2021-01-13 | Dow AgroSciences LLC | Picolinamide compounds with fungicidal activity |
| TWI700037B (zh) | 2014-12-30 | 2020-08-01 | 美商陶氏農業科學公司 | 殺真菌組成物(二) |
| WO2018045000A1 (en) | 2016-08-30 | 2018-03-08 | Dow Agrosciences Llc | Picolinamides as fungicides |
| US10334852B2 (en) | 2016-08-30 | 2019-07-02 | Dow Agrosciences Llc | Pyrido-1,3-oxazine-2,4-dione compounds with fungicidal activity |
| US10172358B2 (en) | 2016-08-30 | 2019-01-08 | Dow Agrosciences Llc | Thiopicolinamide compounds with fungicidal activity |
| WO2018045006A1 (en) | 2016-08-30 | 2018-03-08 | Dow Agrosciences Llc | Picolinamide n-oxide compounds with fungicidal activity |
| BR102018000183B1 (pt) | 2017-01-05 | 2023-04-25 | Dow Agrosciences Llc | Picolinamidas, composição para controle de um patógeno fúngico, e método para controle e prevenção de um ataque por fungos em uma planta |
| BR102019004480B1 (pt) | 2018-03-08 | 2023-03-28 | Dow Agrosciences Llc | Picolinamidas como fungicidas |
| EP3866597A4 (en) | 2018-10-15 | 2022-06-29 | Corteva Agriscience LLC | Methods for sythesis of oxypicolinamides |
| EP4044811A4 (en) | 2019-10-18 | 2023-09-27 | Corteva Agriscience LLC | METHOD FOR SYNTHESIS OF PICOLINAMIDS |
| MX2022015533A (es) * | 2020-06-19 | 2023-01-16 | Unilever Ip Holdings B V | Composicion acondicionadora para el cabello para deposicion mejorada. |
| WO2022135871A1 (en) * | 2020-12-21 | 2022-06-30 | Unilever Ip Holdings B.V. | Hair conditioning composition for improved deposition |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4216227A (en) * | 1978-07-24 | 1980-08-05 | Cook Elton S | Omega-amino acid ester hydrochlorides for treating bacterial infections |
| JPH036270A (ja) * | 1989-05-31 | 1991-01-11 | Lion Corp | インクジェット記録インク用配合剤 |
| US5015419A (en) * | 1988-10-24 | 1991-05-14 | The United States Of America As Represented By The Secretary Of Agriculture | Fatty glycolic acid derivatives as yarn lubricants and as antimicrobial agents |
| JPH09194345A (ja) * | 1996-01-22 | 1997-07-29 | Kurooda Japan Kk | 化粧料原料及びその化粧料原料を配合した化粧料組成物 |
-
2004
- 2004-09-06 GB GBGB0419694.5A patent/GB0419694D0/en not_active Ceased
-
2005
- 2005-08-31 BR BRPI0515141-4A patent/BRPI0515141A/pt not_active IP Right Cessation
- 2005-08-31 TW TW094129984A patent/TW200621704A/zh unknown
- 2005-08-31 WO PCT/CH2005/000509 patent/WO2006026876A1/en not_active Ceased
- 2005-08-31 EP EP05775467A patent/EP1786756A1/en not_active Withdrawn
- 2005-08-31 US US11/661,833 patent/US7459581B2/en not_active Expired - Fee Related
- 2005-08-31 MX MX2007002626A patent/MX2007002626A/es active IP Right Grant
- 2005-08-31 KR KR1020077005223A patent/KR20070050460A/ko not_active Ceased
- 2005-08-31 JP JP2007529310A patent/JP2008512362A/ja active Pending
- 2005-08-31 CN CNA200580029819XA patent/CN101010287A/zh active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4216227A (en) * | 1978-07-24 | 1980-08-05 | Cook Elton S | Omega-amino acid ester hydrochlorides for treating bacterial infections |
| US5015419A (en) * | 1988-10-24 | 1991-05-14 | The United States Of America As Represented By The Secretary Of Agriculture | Fatty glycolic acid derivatives as yarn lubricants and as antimicrobial agents |
| JPH036270A (ja) * | 1989-05-31 | 1991-01-11 | Lion Corp | インクジェット記録インク用配合剤 |
| JPH09194345A (ja) * | 1996-01-22 | 1997-07-29 | Kurooda Japan Kk | 化粧料原料及びその化粧料原料を配合した化粧料組成物 |
Non-Patent Citations (1)
| Title |
|---|
| BRUNER, W. M.: "3,5,5-Trimethylhexanol and its derivatives", JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY (WASHINGTON, D. C.), vol. 41, JPN6011046597, 1949, US, pages 2860 - 4, XP000942395, ISSN: 0002008575, DOI: 10.1021/ie50480a049 * |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018500367A (ja) * | 2014-12-30 | 2018-01-11 | ダウ アグロサイエンシィズ エルエルシー | 殺真菌活性を有するピコリンアミド化合物の使用 |
| JP2018500361A (ja) * | 2014-12-30 | 2018-01-11 | ダウ アグロサイエンシィズ エルエルシー | 殺真菌剤としてのピコリンアミドの使用 |
| JP2018500362A (ja) * | 2014-12-30 | 2018-01-11 | ダウ アグロサイエンシィズ エルエルシー | 殺真菌活性を有するピコリンアミド化合物の使用 |
| JP2018501271A (ja) * | 2014-12-30 | 2018-01-18 | ダウ アグロサイエンシィズ エルエルシー | 殺真菌活性を有するピコリンアミド化合物 |
| JP2018502104A (ja) * | 2014-12-30 | 2018-01-25 | ダウ アグロサイエンシィズ エルエルシー | 殺真菌活性を有するピコリンアミド化合物 |
| JP2018504389A (ja) * | 2014-12-30 | 2018-02-15 | ダウ アグロサイエンシィズ エルエルシー | 殺真菌活性を有するピコリンアミド |
| JP2018505865A (ja) * | 2014-12-30 | 2018-03-01 | ダウ アグロサイエンシィズ エルエルシー | 殺真菌活性を有するピコリンアミド |
| JP2025041853A (ja) * | 2020-07-13 | 2025-03-26 | アドバンシックス・レジンズ・アンド・ケミカルズ・リミテッド・ライアビリティ・カンパニー | 農産物用分岐アミノ酸界面活性剤 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20080070985A1 (en) | 2008-03-20 |
| KR20070050460A (ko) | 2007-05-15 |
| EP1786756A1 (en) | 2007-05-23 |
| WO2006026876A1 (en) | 2006-03-16 |
| GB0419694D0 (en) | 2004-10-06 |
| TW200621704A (en) | 2006-07-01 |
| MX2007002626A (es) | 2007-04-27 |
| US7459581B2 (en) | 2008-12-02 |
| BRPI0515141A (pt) | 2008-07-08 |
| CN101010287A (zh) | 2007-08-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2008512362A (ja) | 抗細菌化合物 | |
| US8911715B2 (en) | L-menthyl-N-(2-hydroxyphenyl)carbamate | |
| US20040171698A1 (en) | Antimicrobially active 4-methyl-4-aryl-2-pentanols, their preparation and use | |
| JP2002527361A (ja) | 殺菌作用物質としてのヒドロキシスチルベン化合物 | |
| JP2007500683A (ja) | 抗菌剤としての、置換された2,4−ビス(アルキルアミノ)ピリミジン又は−キナゾリンの使用 | |
| JP2002187874A (ja) | 新しいジ−第四級アンモニウム化合物 | |
| EP1786381B1 (en) | Anti-bacterial compounds | |
| EP1776086A2 (en) | Use of fluorescent whitening agents as antimicrobials | |
| KR20050025625A (ko) | 살균 활성 성분으로서 피리딜트리아진 유도체 | |
| JP5718065B2 (ja) | 抗菌剤及びこれを含有する皮膚外用剤 | |
| JP7644524B1 (ja) | 防腐剤組成物、及びカビに対する防腐力を高める方法 | |
| US20070196407A1 (en) | Alkoxyphenylcarboxylic acid derivatives | |
| EP1074179B1 (en) | Microbicidal active ingredients | |
| JP2007500170A (ja) | 3−アリール−2−シアノ−3−ヒドロキシ−アクリル酸誘導体 | |
| MXPA06001069A (en) | 3-aryl-2-cyano-3-hydroxy-acrylic acid derivatives | |
| JP2008137901A (ja) | 新規化合物、抗菌性組成物及び口腔用組成物 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20080829 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20080829 |
|
| RD04 | Notification of resignation of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7424 Effective date: 20080806 |
|
| RD04 | Notification of resignation of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7424 Effective date: 20081023 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20110727 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20110906 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20120221 |