ZA200300324B - Compositions for repelling crawling insects. - Google Patents

Info

Publication number

ZA200300324B

ZA200300324B ZA200300324A ZA200300324A ZA200300324B ZA 200300324 B ZA200300324 B ZA 200300324B ZA 200300324 A ZA200300324 A ZA 200300324A ZA 200300324 A ZA200300324 A ZA 200300324A ZA 200300324 B ZA200300324 B ZA 200300324B

Authority

ZA

South Africa

Prior art keywords

acid

hydroxy

formyl

carboxy

repellent

Prior art date

2000-07-14

Links

• Espacenet
• Global Dossier
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• 239000000203 mixture Substances 0.000 title claims description 30
• 241000238631 Hexapoda Species 0.000 title claims description 24
• 230000001846 repelling effect Effects 0.000 title claims description 9
• 230000009193 crawling Effects 0.000 title description 13
• -1 imino, imino ester Chemical class 0.000 claims description 218
• 239000002253 acid Substances 0.000 claims description 69
• WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 62
• HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 58
• 150000001299 aldehydes Chemical class 0.000 claims description 50
• 239000005871 repellent Substances 0.000 claims description 48
• 230000002940 repellent Effects 0.000 claims description 48
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 42
• 239000005711 Benzoic acid Substances 0.000 claims description 37
• 239000000654 additive Substances 0.000 claims description 32
• 235000010233 benzoic acid Nutrition 0.000 claims description 30
• QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 29
• 230000000996 additive effect Effects 0.000 claims description 21
• 241000257303 Hymenoptera Species 0.000 claims description 16
• 150000008064 anhydrides Chemical class 0.000 claims description 14
• QLHULAHOXSSASE-UHFFFAOYSA-N butan-2-yl 2-(2-hydroxyethyl)piperidine-1-carboxylate Chemical compound CCC(C)OC(=O)N1CCCCC1CCO QLHULAHOXSSASE-UHFFFAOYSA-N 0.000 claims description 14
• YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 14
• MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical group COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 claims description 12
• 150000004658 ketimines Chemical class 0.000 claims description 11
• FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 claims description 11
• 235000012141 vanillin Nutrition 0.000 claims description 11
• 241001674044 Blattodea Species 0.000 claims description 10
• MMOXZBCLCQITDF-UHFFFAOYSA-N N,N-diethyl-m-toluamide Chemical compound CCN(CC)C(=O)C1=CC=CC(C)=C1 MMOXZBCLCQITDF-UHFFFAOYSA-N 0.000 claims description 10
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 9
• 229960001673 diethyltoluamide Drugs 0.000 claims description 9
• 229960004889 salicylic acid Drugs 0.000 claims description 8
• FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 7
• VZRKEAFHFMSHCD-UHFFFAOYSA-N Ethyl 3-(N-butylacetamido)propionate Chemical compound CCCCN(C(C)=O)CCC(=O)OCC VZRKEAFHFMSHCD-UHFFFAOYSA-N 0.000 claims description 6
• RGHHSNMVTDWUBI-UHFFFAOYSA-N 4-hydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1 RGHHSNMVTDWUBI-UHFFFAOYSA-N 0.000 claims description 5
• 229960004198 guanidine Drugs 0.000 claims description 5
• LWRSYTXEQUUTKW-UHFFFAOYSA-N 2,4-dimethoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C(OC)=C1 LWRSYTXEQUUTKW-UHFFFAOYSA-N 0.000 claims description 4
• NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical compound C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 claims description 3
• RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 3
• 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
• ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 claims description 3
• KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 claims description 2
• GAJBLKYYDVECGZ-UHFFFAOYSA-N 2-methylpropyl 2-(2-hydroxyethyl)piperidine-1-carboxylate Chemical compound CC(C)COC(=O)N1CCCCC1CCO GAJBLKYYDVECGZ-UHFFFAOYSA-N 0.000 claims description 2
• ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 2
• 125000003342 alkenyl group Chemical group 0.000 claims description 2
• 125000000217 alkyl group Chemical group 0.000 claims description 2
• 150000001412 amines Chemical class 0.000 claims description 2
• 125000005337 azoxy group Chemical group [N+]([O-])(=N*)* 0.000 claims description 2
• 150000001733 carboxylic acid esters Chemical class 0.000 claims description 2
• 150000003949 imides Chemical class 0.000 claims description 2
• 239000012948 isocyanate Substances 0.000 claims description 2
• 150000002513 isocyanates Chemical class 0.000 claims description 2
• 150000002540 isothiocyanates Chemical class 0.000 claims description 2
• 150000002825 nitriles Chemical class 0.000 claims description 2
• 150000002978 peroxides Chemical class 0.000 claims description 2
• BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims description 2
• 150000003568 thioethers Chemical class 0.000 claims description 2
• 150000003573 thiols Chemical class 0.000 claims description 2
• UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-alanine Chemical compound NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 claims 2
• FKRCODPIKNYEAC-UHFFFAOYSA-N propionic acid ethyl ester Natural products CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 claims 2
• AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims 1
• KZTWONRVIPPDKH-UHFFFAOYSA-N 2-(piperidin-1-yl)ethanol Chemical compound OCCN1CCCCC1 KZTWONRVIPPDKH-UHFFFAOYSA-N 0.000 claims 1
• 101150107341 RERE gene Proteins 0.000 claims 1
• 150000003863 ammonium salts Chemical class 0.000 claims 1
• JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 claims 1
• 150000001540 azides Chemical class 0.000 claims 1
• 125000000751 azo group Chemical group [*]N=N[*] 0.000 claims 1
• 229910052736 halogen Inorganic materials 0.000 claims 1
• 150000002367 halogens Chemical class 0.000 claims 1
• 125000000623 heterocyclic group Chemical group 0.000 claims 1
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
• QBPFLGQMJZOZIV-UHFFFAOYSA-N oxourea Chemical compound NC(=O)N=O QBPFLGQMJZOZIV-UHFFFAOYSA-N 0.000 claims 1
• FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 claims 1
• 229940124530 sulfonamide Drugs 0.000 claims 1
• 125000001174 sulfone group Chemical group 0.000 claims 1
• 229910052757 nitrogen Inorganic materials 0.000 description 54
• 150000001735 carboxylic acids Chemical class 0.000 description 46
• KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 24
• LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 21
• 150000004002 naphthaldehydes Chemical class 0.000 description 16
• GWEHVDNNLFDJLR-UHFFFAOYSA-N 1,3-diphenylurea Chemical compound C=1C=CC=CC=1NC(=O)NC1=CC=CC=C1 GWEHVDNNLFDJLR-UHFFFAOYSA-N 0.000 description 13
• 230000000694 effects Effects 0.000 description 11
• 150000008065 acid anhydrides Chemical class 0.000 description 10
• 150000001875 compounds Chemical class 0.000 description 10
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
• OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 8
• KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 8
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
• UOBYKYZJUGYBDK-UHFFFAOYSA-N 2-naphthoic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CC=C21 UOBYKYZJUGYBDK-UHFFFAOYSA-N 0.000 description 7
• KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 6
• PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 6
• QPUYECUOLPXSFR-UHFFFAOYSA-N alpha-methyl-naphthalene Natural products C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 6
• UJMDYLWCYJJYMO-UHFFFAOYSA-N benzene-1,2,3-tricarboxylic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1C(O)=O UJMDYLWCYJJYMO-UHFFFAOYSA-N 0.000 description 6
• 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
• 241000238876 Acari Species 0.000 description 5
• 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 4
• 241000238657 Blattella germanica Species 0.000 description 4
• QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 4
• 239000002202 Polyethylene glycol Substances 0.000 description 4
• QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 4
• UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
• 150000002989 phenols Chemical class 0.000 description 4
• 229920001223 polyethylene glycol Polymers 0.000 description 4
• 150000003839 salts Chemical class 0.000 description 4
• 159000000000 sodium salts Chemical class 0.000 description 4
• FLFWFVRDLDIUKT-UHFFFAOYSA-N 1-naphthalen-1-ylsulfonylnaphthalene-2-carboxylic acid Chemical compound C1=CC=C2C(S(=O)(=O)C3=C4C=CC=CC4=CC=C3C(=O)O)=CC=CC2=C1 FLFWFVRDLDIUKT-UHFFFAOYSA-N 0.000 description 3
• PJKVFARRVXDXAD-UHFFFAOYSA-N 2-naphthaldehyde Chemical compound C1=CC=CC2=CC(C=O)=CC=C21 PJKVFARRVXDXAD-UHFFFAOYSA-N 0.000 description 3
• ZKMGITCTXFIBTO-UHFFFAOYSA-N 2-naphthalen-1-ylsulfonylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1S(=O)(=O)C1=CC=CC2=CC=CC=C12 ZKMGITCTXFIBTO-UHFFFAOYSA-N 0.000 description 3
• 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 3
• NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 3
• QXSAKPUBHTZHKW-UHFFFAOYSA-N 4-hydroxybenzamide Chemical compound NC(=O)C1=CC=C(O)C=C1 QXSAKPUBHTZHKW-UHFFFAOYSA-N 0.000 description 3
• FEUATHOQKVGPEK-UHFFFAOYSA-N 4-hydroxybenzene-1,3-dicarbaldehyde Chemical compound OC1=CC=C(C=O)C=C1C=O FEUATHOQKVGPEK-UHFFFAOYSA-N 0.000 description 3
• PSAGPCOTGOTBQB-UHFFFAOYSA-N 4-hydroxynaphthalene-1-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=C(O)C2=C1 PSAGPCOTGOTBQB-UHFFFAOYSA-N 0.000 description 3
• 241000256113 Culicidae Species 0.000 description 3
• 241000255925 Diptera Species 0.000 description 3
• 241001465754 Metazoa Species 0.000 description 3
• 241000607479 Yersinia pestis Species 0.000 description 3
• GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 description 3
• 150000007513 acids Chemical class 0.000 description 3
• 239000004202 carbamide Substances 0.000 description 3
• YHZFAHCBNVSSQK-UHFFFAOYSA-L disodium;4-hydroxybenzene-1,2-disulfonate Chemical compound [Na+].[Na+].OC1=CC=C(S([O-])(=O)=O)C(S([O-])(=O)=O)=C1 YHZFAHCBNVSSQK-UHFFFAOYSA-L 0.000 description 3
• AHAWGCRMYKTBLP-UHFFFAOYSA-N (2-chloronaphthalen-1-yl)hydrazine Chemical compound C1=CC=C2C(NN)=C(Cl)C=CC2=C1 AHAWGCRMYKTBLP-UHFFFAOYSA-N 0.000 description 2
• BKSLBETUTPMJMR-UHFFFAOYSA-N (2-chlorophenyl) 4-hydroxybenzenesulfonate Chemical compound C1=CC(O)=CC=C1S(=O)(=O)OC1=CC=CC=C1Cl BKSLBETUTPMJMR-UHFFFAOYSA-N 0.000 description 2
• WQCRMAGEOSSOQZ-UHFFFAOYSA-N 1-(1-formylnaphthalen-2-yl)sulfonylnaphthalene-2-carboxylic acid Chemical compound C1=CC=CC2=C(C=O)C(S(=O)(=O)C3=C4C=CC=CC4=CC=C3C(=O)O)=CC=C21 WQCRMAGEOSSOQZ-UHFFFAOYSA-N 0.000 description 2
• SGEHDRMRHWBHLE-UHFFFAOYSA-N 2,4-diaminonaphthalen-1-ol Chemical compound C1=CC=CC2=C(O)C(N)=CC(N)=C21 SGEHDRMRHWBHLE-UHFFFAOYSA-N 0.000 description 2
• FAXWFCTVSHEODL-UHFFFAOYSA-N 2,4-dibromophenol Chemical compound OC1=CC=C(Br)C=C1Br FAXWFCTVSHEODL-UHFFFAOYSA-N 0.000 description 2
• PWELOPCUORNLHG-UHFFFAOYSA-N 2-(1-formylnaphthalen-2-yl)sulfonylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1S(=O)(=O)C1=CC=C(C=CC=C2)C2=C1C=O PWELOPCUORNLHG-UHFFFAOYSA-N 0.000 description 2
• FFQHFSXZZBYOFW-UHFFFAOYSA-N 2-(2-formylnaphthalen-1-yl)sulfonylnaphthalene-1-carbaldehyde Chemical compound C1=CC=CC2=C(C=O)C(S(=O)(=O)C3=C4C=CC=CC4=CC=C3C=O)=CC=C21 FFQHFSXZZBYOFW-UHFFFAOYSA-N 0.000 description 2
• OANJOJGEZZBLDR-UHFFFAOYSA-N 2-(2-formylphenyl)sulfonylnaphthalene-1-carbaldehyde Chemical compound O=CC1=CC=CC=C1S(=O)(=O)C1=CC=C(C=CC=C2)C2=C1C=O OANJOJGEZZBLDR-UHFFFAOYSA-N 0.000 description 2
• HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 2
• NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
• OHJUKUFGRAZDQQ-UHFFFAOYSA-N 2-formyl-n-hydroxynaphthalene-1-carboxamide Chemical compound C1=CC=C2C(C(=O)NO)=C(C=O)C=CC2=C1 OHJUKUFGRAZDQQ-UHFFFAOYSA-N 0.000 description 2
• HAYBEUKRLDFGFQ-UHFFFAOYSA-N 2-formylcyclohexa-3,5-diene-1,2,3-tricarboxylic acid Chemical compound OC(=O)C1C=CC=C(C(O)=O)C1(C=O)C(O)=O HAYBEUKRLDFGFQ-UHFFFAOYSA-N 0.000 description 2
• LODHFNUFVRVKTH-ZHACJKMWSA-N 2-hydroxy-n'-[(e)-3-phenylprop-2-enoyl]benzohydrazide Chemical compound OC1=CC=CC=C1C(=O)NNC(=O)\C=C\C1=CC=CC=C1 LODHFNUFVRVKTH-ZHACJKMWSA-N 0.000 description 2
• BNXYHJJUZJZUBI-UHFFFAOYSA-N 2-hydroxycyclohexa-3,5-diene-1,2,3-tricarboxylic acid Chemical compound OC(=O)C1C=CC=C(C(O)=O)C1(O)C(O)=O BNXYHJJUZJZUBI-UHFFFAOYSA-N 0.000 description 2
• CWCZFOOGHOVXHI-UHFFFAOYSA-N 2-naphthalen-1-ylperoxybenzoic acid Chemical compound OC(=O)C1=CC=CC=C1OOC1=CC=CC2=CC=CC=C12 CWCZFOOGHOVXHI-UHFFFAOYSA-N 0.000 description 2
• YPWLZGITFNGGKW-UHFFFAOYSA-N 2-phenanthrol Chemical compound C1=CC=C2C3=CC=C(O)C=C3C=CC2=C1 YPWLZGITFNGGKW-UHFFFAOYSA-N 0.000 description 2
• XHQZJYCNDZAGLW-UHFFFAOYSA-N 3-methoxybenzoic acid Chemical compound COC1=CC=CC(C(O)=O)=C1 XHQZJYCNDZAGLW-UHFFFAOYSA-N 0.000 description 2
• AAYYJLLJUWDZNZ-UHFFFAOYSA-N 4-(2-hydroxynaphthalen-1-yl)sulfonylnaphthalene-1-carbaldehyde Chemical compound C1=CC=C2C(S(=O)(=O)C3=C4C=CC=CC4=CC=C3O)=CC=C(C=O)C2=C1 AAYYJLLJUWDZNZ-UHFFFAOYSA-N 0.000 description 2
• HYSXHGUTJDIGLA-UHFFFAOYSA-N 4-(2-hydroxyphenyl)sulfonylnaphthalene-1-carbaldehyde Chemical compound OC1=CC=CC=C1S(=O)(=O)C1=CC=C(C=O)C2=CC=CC=C12 HYSXHGUTJDIGLA-UHFFFAOYSA-N 0.000 description 2
• WVDRSXGPQWNUBN-UHFFFAOYSA-N 4-(4-carboxyphenoxy)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1OC1=CC=C(C(O)=O)C=C1 WVDRSXGPQWNUBN-UHFFFAOYSA-N 0.000 description 2
• NUPMGXRPFVLTSX-UHFFFAOYSA-N 4-(4-formylnaphthalen-1-yl)sulfonylbenzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1S(=O)(=O)C1=CC=C(C=O)C2=CC=CC=C12 NUPMGXRPFVLTSX-UHFFFAOYSA-N 0.000 description 2
• GXZZHLULZRMUQC-UHFFFAOYSA-N 4-(4-formylphenoxy)benzaldehyde Chemical compound C1=CC(C=O)=CC=C1OC1=CC=C(C=O)C=C1 GXZZHLULZRMUQC-UHFFFAOYSA-N 0.000 description 2
• HWBVIMIKNJGOSP-UHFFFAOYSA-N 4-(4-formylphenyl)sulfonylbenzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1S(=O)(=O)C1=CC=C(C=O)C=C1 HWBVIMIKNJGOSP-UHFFFAOYSA-N 0.000 description 2
• HZFDPGCYKBTFGS-UHFFFAOYSA-N 4-(4-formylphenyl)sulfonylnaphthalene-1-carboxylic acid Chemical compound C12=CC=CC=C2C(C(=O)O)=CC=C1S(=O)(=O)C1=CC=C(C=O)C=C1 HZFDPGCYKBTFGS-UHFFFAOYSA-N 0.000 description 2
• YRIYLBJDFRNSJX-UHFFFAOYSA-N 4-(4-hydroxyphenyl)sulfonylbenzaldehyde Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(C=O)C=C1 YRIYLBJDFRNSJX-UHFFFAOYSA-N 0.000 description 2
• NPFYZDNDJHZQKY-UHFFFAOYSA-N 4-Hydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 NPFYZDNDJHZQKY-UHFFFAOYSA-N 0.000 description 2
• DLIRDOYSNOWKJD-UHFFFAOYSA-N 4-[ethoxycarbonyl(naphthalen-1-yl)amino]naphthalene-1,3-dicarboxylic acid Chemical compound C1=CC=C2C(N(C=3C4=CC=CC=C4C=CC=3)C(=O)OCC)=C(C(O)=O)C=C(C(O)=O)C2=C1 DLIRDOYSNOWKJD-UHFFFAOYSA-N 0.000 description 2
• PTCSSXYPZOFISK-UHFFFAOYSA-N 4-chlorosulfonylbenzoic acid Chemical compound OC(=O)C1=CC=C(S(Cl)(=O)=O)C=C1 PTCSSXYPZOFISK-UHFFFAOYSA-N 0.000 description 2
• WLNSCPAADAGPKH-UHFFFAOYSA-N 4-chlorosulfonylnaphthalene-1-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=C(S(Cl)(=O)=O)C2=C1 WLNSCPAADAGPKH-UHFFFAOYSA-N 0.000 description 2
• MSWSPWGBDIQKKR-UHFFFAOYSA-N 4-formylbenzenesulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=C(C=O)C=C1 MSWSPWGBDIQKKR-UHFFFAOYSA-N 0.000 description 2
• GOUHYARYYWKXHS-UHFFFAOYSA-N 4-formylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=O)C=C1 GOUHYARYYWKXHS-UHFFFAOYSA-N 0.000 description 2
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• 229940117916 cinnamic aldehyde Drugs 0.000 description 1
• 230000000052 comparative effect Effects 0.000 description 1
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• GVXBJJUZAGFDLI-UHFFFAOYSA-N ethyl n-(2,4-diformylnaphthalen-1-yl)-n-(4-hydroxynaphthalen-1-yl)carbamate Chemical compound C1=CC=C2C(N(C=3C4=CC=CC=C4C(O)=CC=3)C(=O)OCC)=C(C=O)C=C(C=O)C2=C1 GVXBJJUZAGFDLI-UHFFFAOYSA-N 0.000 description 1
• KPIQBCIZQUSSEU-UHFFFAOYSA-N ethyl n-(2,4-diformylnaphthalen-1-yl)-n-naphthalen-1-ylcarbamate Chemical compound C1=CC=C2C(N(C=3C4=CC=CC=C4C=CC=3)C(=O)OCC)=C(C=O)C=C(C=O)C2=C1 KPIQBCIZQUSSEU-UHFFFAOYSA-N 0.000 description 1
• GQARWKGHHDFRPA-UHFFFAOYSA-N ethyl n-(2,4-diformylphenyl)-n-(4-formylphenyl)carbamate Chemical compound C=1C=C(C=O)C=C(C=O)C=1N(C(=O)OCC)C1=CC=C(C=O)C=C1 GQARWKGHHDFRPA-UHFFFAOYSA-N 0.000 description 1
• CUJSZSRHMQJJDB-UHFFFAOYSA-N ethyl n-(2,4-diformylphenyl)-n-(4-hydroxyphenyl)carbamate Chemical compound C=1C=C(C=O)C=C(C=O)C=1N(C(=O)OCC)C1=CC=C(O)C=C1 CUJSZSRHMQJJDB-UHFFFAOYSA-N 0.000 description 1
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• ADQVBGIHBLYOSZ-UHFFFAOYSA-N ethyl n-(2,4-dihydroxynaphthalen-1-yl)-n-(4-formylnaphthalen-1-yl)carbamate Chemical compound C1=CC=C2C(N(C=3C4=CC=CC=C4C(C=O)=CC=3)C(=O)OCC)=C(O)C=C(O)C2=C1 ADQVBGIHBLYOSZ-UHFFFAOYSA-N 0.000 description 1
• OWVGSXGAOHJOQO-UHFFFAOYSA-N ethyl n-(2,4-dihydroxynaphthalen-1-yl)-n-(4-hydroxynaphthalen-1-yl)carbamate Chemical compound C1=CC=C2C(N(C=3C4=CC=CC=C4C(O)=CC=3)C(=O)OCC)=C(O)C=C(O)C2=C1 OWVGSXGAOHJOQO-UHFFFAOYSA-N 0.000 description 1
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• QXAHQMVXYWEJNG-UHFFFAOYSA-N o-ethyl n-(2,4-diformylnaphthalen-1-yl)-n-(4-hydroxynaphthalen-1-yl)carbamothioate Chemical compound C1=CC=C2C(N(C=3C4=CC=CC=C4C(O)=CC=3)C(=S)OCC)=C(C=O)C=C(C=O)C2=C1 QXAHQMVXYWEJNG-UHFFFAOYSA-N 0.000 description 1
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• 241000894007 species Species 0.000 description 1
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