NO834188L - Fremgangsmaate til fremstilling av nye aryl-fenyleterderivater - Google Patents

Fremgangsmaate til fremstilling av nye aryl-fenyleterderivater

Info

Publication number: NO834188L
Authority: NO; Norway
Prior art keywords: alkyl; formula; methyl; halogen; hydrogen
Prior art date: 1982-11-16

Application number

NO834188A

Other languages

English (en)

Norwegian (no)

Inventor

Adolf Hubele

Peter Riebli

Original Assignee

Ciba Geigy Ag

Priority date (The priority date 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 date listed.)

1982-11-16

Filing date

1983-11-15

Publication date

1984-05-18

1983-11-15 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1984-05-18 Publication of NO834188L publication Critical patent/NO834188L/no

Links

238000000034 method Methods 0.000 title claims description 35
238000002360 preparation method Methods 0.000 title claims description 11
150000001875 compounds Chemical class 0.000 claims description 66
-1 3-halo-2-propynyl Chemical group 0.000 claims description 42
150000003839 salts Chemical class 0.000 claims description 42
239000002253 acid Substances 0.000 claims description 37
239000001257 hydrogen Substances 0.000 claims description 34
229910052739 hydrogen Inorganic materials 0.000 claims description 34
229910052736 halogen Inorganic materials 0.000 claims description 31
150000002367 halogens Chemical class 0.000 claims description 30
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
150000002431 hydrogen Chemical class 0.000 claims description 13
125000000217 alkyl group Chemical group 0.000 claims description 11
229910052751 metal Chemical group 0.000 claims description 10
239000002184 metal Chemical group 0.000 claims description 10
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 9
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 9
229910052794 bromium Inorganic materials 0.000 claims description 9
125000004432 carbon atom Chemical group C* 0.000 claims description 7
150000001768 cations Chemical class 0.000 claims description 7
239000000460 chlorine Substances 0.000 claims description 7
229910052801 chlorine Inorganic materials 0.000 claims description 7
229910052740 iodine Inorganic materials 0.000 claims description 7
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 6
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
125000002947 alkylene group Chemical group 0.000 claims description 4
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
150000002170 ethers Chemical class 0.000 claims description 3
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
239000001301 oxygen Substances 0.000 claims description 3
229910052760 oxygen Inorganic materials 0.000 claims description 3
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 claims description 2
239000011593 sulfur Substances 0.000 claims description 2
229910052717 sulfur Inorganic materials 0.000 claims description 2
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
125000004104 aryloxy group Chemical group 0.000 claims 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 41
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 31
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 30
238000006243 chemical reaction Methods 0.000 description 26
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 19
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 19
239000013543 active substance Substances 0.000 description 19
239000002904 solvent Substances 0.000 description 19
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 18
238000004519 manufacturing process Methods 0.000 description 17
UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 17
238000007792 addition Methods 0.000 description 16
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 16
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
239000000203 mixture Substances 0.000 description 15
NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 15
229910052938 sodium sulfate Inorganic materials 0.000 description 13
235000011152 sodium sulphate Nutrition 0.000 description 13
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 12
239000002585 base Substances 0.000 description 12
235000014113 dietary fatty acids Nutrition 0.000 description 12
239000000194 fatty acid Substances 0.000 description 12
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239000003921 oil Substances 0.000 description 11
229920001223 polyethylene glycol Polymers 0.000 description 11
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 10
238000001816 cooling Methods 0.000 description 10
235000019198 oils Nutrition 0.000 description 10
239000000825 pharmaceutical preparation Substances 0.000 description 10
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VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
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239000002202 Polyethylene glycol Substances 0.000 description 7
238000009835 boiling Methods 0.000 description 7
150000002009 diols Chemical class 0.000 description 7
239000000284 extract Substances 0.000 description 7
150000002576 ketones Chemical class 0.000 description 7
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Substances [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 7
BXWNKGSJHAJOGX-UHFFFAOYSA-N n-hexadecyl alcohol Natural products CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 7
238000010992 reflux Methods 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
150000007513 acids Chemical class 0.000 description 6
239000002775 capsule Substances 0.000 description 6
239000003480 eluent Substances 0.000 description 6
239000003995 emulsifying agent Substances 0.000 description 6
229930195733 hydrocarbon Natural products 0.000 description 6
150000002430 hydrocarbons Chemical class 0.000 description 6
238000005907 ketalization reaction Methods 0.000 description 6
239000007788 liquid Substances 0.000 description 6
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
239000008107 starch Substances 0.000 description 6
239000000126 substance Substances 0.000 description 6
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239000000454 talc Substances 0.000 description 6
229910052623 talc Inorganic materials 0.000 description 6
235000012222 talc Nutrition 0.000 description 6
GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 5
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 5
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 5
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 5
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
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150000002191 fatty alcohols Chemical class 0.000 description 5
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239000000600 sorbitol Substances 0.000 description 5
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LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 4
108010010803 Gelatin Proteins 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
241001465754 Metazoa Species 0.000 description 4
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QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
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150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
229960000541 cetyl alcohol Drugs 0.000 description 4
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235000011852 gelatine desserts Nutrition 0.000 description 4
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238000002844 melting Methods 0.000 description 4
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GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
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125000001424 substituent group Chemical group 0.000 description 4
150000005846 sugar alcohols Polymers 0.000 description 4
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
BVLNZSXJDSJRAH-UHFFFAOYSA-N 2-methyl-1h-imidazole;sodium Chemical compound [Na].CC1=NC=CN1 BVLNZSXJDSJRAH-UHFFFAOYSA-N 0.000 description 3
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XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 3
229910052500 inorganic mineral Inorganic materials 0.000 description 3
239000000463 material Substances 0.000 description 3
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QPJSUIGXIBEQAC-UHFFFAOYSA-N n-(2,4-dichloro-5-propan-2-yloxyphenyl)acetamide Chemical compound CC(C)OC1=CC(NC(C)=O)=C(Cl)C=C1Cl QPJSUIGXIBEQAC-UHFFFAOYSA-N 0.000 description 1
WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
125000001624 naphthyl group Chemical group 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
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 description 1
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 description 1
239000003791 organic solvent mixture Substances 0.000 description 1
125000000913 palmityl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000003071 parasitic effect Effects 0.000 description 1
239000006072 paste Substances 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
229940066842 petrolatum Drugs 0.000 description 1
239000000546 pharmaceutical excipient Substances 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920000223 polyglycerol Polymers 0.000 description 1
229920000136 polysorbate Polymers 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
229920001592 potato starch Polymers 0.000 description 1
229940116317 potato starch Drugs 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000003380 propellant Substances 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
229940100486 rice starch Drugs 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
229930195734 saturated hydrocarbon Natural products 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
230000028327 secretion Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000008159 sesame oil Substances 0.000 description 1
235000011803 sesame oil Nutrition 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
235000010413 sodium alginate Nutrition 0.000 description 1
239000000661 sodium alginate Substances 0.000 description 1
229940005550 sodium alginate Drugs 0.000 description 1
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
229940080236 sodium cetyl sulfate Drugs 0.000 description 1
235000002639 sodium chloride Nutrition 0.000 description 1
239000012312 sodium hydride Substances 0.000 description 1
229910000104 sodium hydride Inorganic materials 0.000 description 1
235000009518 sodium iodide Nutrition 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
GGHPAKFFUZUEKL-UHFFFAOYSA-M sodium;hexadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O GGHPAKFFUZUEKL-UHFFFAOYSA-M 0.000 description 1
NWZBFJYXRGSRGD-UHFFFAOYSA-M sodium;octadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCOS([O-])(=O)=O NWZBFJYXRGSRGD-UHFFFAOYSA-M 0.000 description 1
239000007901 soft capsule Substances 0.000 description 1
229940057429 sorbitan isostearate Drugs 0.000 description 1
229950004959 sorbitan oleate Drugs 0.000 description 1
229910052712 strontium Inorganic materials 0.000 description 1
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid group Chemical class S(N)(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
235000012976 tarts Nutrition 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
235000010487 tragacanth Nutrition 0.000 description 1
239000000196 tragacanth Substances 0.000 description 1
229940116362 tragacanth Drugs 0.000 description 1
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical class [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
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 description 1
239000002966 varnish Substances 0.000 description 1
229940100445 wheat starch Drugs 0.000 description 1
239000002023 wood Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
- 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/16—Radicals substituted by halogen atoms or nitro radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
- C07D317/22—Radicals substituted by singly bound oxygen or sulfur atoms etherified
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Neurology (AREA)
Communicable Diseases (AREA)
Engineering & Computer Science (AREA)
Oncology (AREA)
Neurosurgery (AREA)
Biomedical Technology (AREA)
Anesthesiology (AREA)
Pain & Pain Management (AREA)
Orthopedic Medicine & Surgery (AREA)
Physical Education & Sports Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Saccharide Compounds (AREA)
Plural Heterocyclic Compounds (AREA)

NO834188A 1982-11-16 1983-11-15 Fremgangsmaate til fremstilling av nye aryl-fenyleterderivater NO834188L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US44206282A	1982-11-16	1982-11-16

Publications (1)

Publication Number	Publication Date
NO834188L true NO834188L (no)	1984-05-18

Family

ID=23755387

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO834188A NO834188L (no)	1982-11-16	1983-11-15	Fremgangsmaate til fremstilling av nye aryl-fenyleterderivater

Country Status (11)

Country	Link
EP (1)	EP0112284A3 (pt)
JP (1)	JPS59101484A (pt)
AU (1)	AU2139083A (pt)
DD (1)	DD214129A5 (pt)
DK (1)	DK522983A (pt)
FI (1)	FI834141A (pt)
GR (1)	GR79431B (pt)
IL (1)	IL70225A0 (pt)
NO (1)	NO834188L (pt)
PT (1)	PT77668B (pt)
ZA (1)	ZA838504B (pt)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB8306351D0 (en) *	1983-03-08	1983-04-13	Ici Plc	Azole fungicides
JPS6025990A (ja) *	1983-07-20	1985-02-08	Shionogi & Co Ltd	トリアゾ−ル系ジオキソラン誘導体
MY100575A (en) *	1985-11-22	1990-12-15	Ciba Geigy Ag	Microbicides
DE3609596A1 (de) *	1986-03-21	1987-10-01	Hoechst Ag	2-azolylmethyl-2-aryl-1,3-dioxolane und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung
DE3609597A1 (de) *	1986-03-21	1987-10-01	Hoechst Ag	2-azolylmethyl-2-aryl-1,3-dioxolane und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung
DE3609598A1 (de) *	1986-03-21	1987-10-01	Hoechst Ag	2-azolylmethyl-2-aryl-1,3-dioxolane und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung
EP0296518A1 (de) *	1987-06-22	1988-12-28	Ciba-Geigy Ag	Neue Phenylether-derivate als Mikrobizide, Verfahren zu deren Herstellung und deren Verwendung
DE4426753A1 (de)	1994-07-28	1996-02-01	Bayer Ag	Mittel zur Bekämpfung von Pflanzenschädlingen
DE19829113A1 (de)	1998-06-10	1999-12-16	Bayer Ag	Mittel zur Bekämpfung von Pflanzenschädlingen
TR200003701T2 (tr)	1998-06-17	2001-05-21	Bayer Aktiengesellschaft	Bitki haşerelerini denetlemek için bileşimler
DE10347090A1 (de)	2003-10-10	2005-05-04	Bayer Cropscience Ag	Synergistische fungizide Wirkstoffkombinationen
DE10349501A1 (de)	2003-10-23	2005-05-25	Bayer Cropscience Ag	Synergistische fungizide Wirkstoffkombinationen
DE102004049761A1 (de)	2004-10-12	2006-04-13	Bayer Cropscience Ag	Fungizide Wirkstoffkombinationen
MX2007015376A (es)	2005-06-09	2008-02-14	Bayer Cropscience Ag	Combinaciones de productos activos.
DE102005026482A1 (de)	2005-06-09	2006-12-14	Bayer Cropscience Ag	Wirkstoffkombinationen
DE102005035300A1 (de)	2005-07-28	2007-02-01	Bayer Cropscience Ag	Synergistische fungizide Wirkstoffkombinationen
DE102006023263A1 (de)	2006-05-18	2007-11-22	Bayer Cropscience Ag	Synergistische Wirkstoffkombinationen
EP2000028A1 (de)	2007-06-06	2008-12-10	Bayer CropScience Aktiengesellschaft	Fungizide Wirkstoffkombinationen
DE102007045920B4 (de)	2007-09-26	2018-07-05	Bayer Intellectual Property Gmbh	Synergistische Wirkstoffkombinationen
CN103548836A (zh)	2009-07-16	2014-02-05	拜尔农作物科学股份公司	含苯基三唑的协同活性物质结合物
CN104119322B (zh) *	2014-07-11	2016-05-18	北京迪尔乐农业高新技术研发中心	一种用于杀菌的三唑类化合物及其制备方法和应用
EP2910126A1 (en)	2015-05-05	2015-08-26	Bayer CropScience AG	Active compound combinations having insecticidal properties
EA201990791A1 (ru) *	2016-09-29	2019-10-31		Производные 5-замещенного имидазолилметилдиоксолана в качестве фунгицидов

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3936470A (en) *	1975-01-27	1976-02-03	Janssen Pharmaceutica N.V.	1,3-Dioxolan-2-ylmethylimidazoles
CA1173449A (en) *	1979-11-16	1984-08-28	Adolf Hubele	1-¬2-(4-diphenyl)ethyl\|-1h-azolylketals
GB2095236B (en) *	1981-03-18	1985-03-27	Ici Plc	Heterocyclylmethyl-substituted dioxolanes and their use as fungicides
FI77458C (fi) *	1981-05-12	1989-03-10	Ciba Geigy Ag	Nya mikrobicida arylfenyleterderivat, foerfarande foer deras framstaellning och deras anvaendning.
DE3144318A1 (de) *	1981-11-07	1983-05-19	Bayer Ag, 5090 Leverkusen	2-imidazolylmethyl-2-phenyl-1, 3-dioxolane, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide

1983
- 1983-11-11 FI FI834141A patent/FI834141A/fi not_active Application Discontinuation
- 1983-11-14 GR GR72963A patent/GR79431B/el unknown
- 1983-11-14 IL IL70225A patent/IL70225A0/xx unknown
- 1983-11-14 EP EP83810521A patent/EP0112284A3/de not_active Withdrawn
- 1983-11-15 DD DD83256720A patent/DD214129A5/de unknown
- 1983-11-15 PT PT77668A patent/PT77668B/pt unknown
- 1983-11-15 AU AU21390/83A patent/AU2139083A/en not_active Abandoned
- 1983-11-15 DK DK522983A patent/DK522983A/da not_active Application Discontinuation
- 1983-11-15 ZA ZA838504A patent/ZA838504B/xx unknown
- 1983-11-15 NO NO834188A patent/NO834188L/no unknown
- 1983-11-16 JP JP58214239A patent/JPS59101484A/ja active Pending

Also Published As

Publication number	Publication date
IL70225A0 (en)	1984-02-29
PT77668B (en)	1986-05-12
FI834141A0 (fi)	1983-11-11
DK522983A (da)	1984-05-17
ZA838504B (en)	1984-06-27
PT77668A (en)	1983-12-01
JPS59101484A (ja)	1984-06-12
EP0112284A3 (de)	1984-10-17
GR79431B (pt)	1984-10-22
FI834141A (fi)	1984-05-17
EP0112284A2 (de)	1984-06-27
AU2139083A (en)	1984-05-24
DD214129A5 (de)	1984-10-03
DK522983D0 (da)	1983-11-15

Publication	Publication Date	Title
NO834188L (no)	1984-05-18	Fremgangsmaate til fremstilling av nye aryl-fenyleterderivater
KR870001021B1 (ko)	1987-05-23	아릴페닐 에테르 유도체의 제조방법
US5266585A (en)	1993-11-30	Arylphenyl ether derivatives, compositions containing these compounds and use thereof
EP1988081B1 (en)	2012-10-17	Binding inhibitor of sphingosine-1-phosphate
DK166725B1 (da)	1993-07-05	5-arylalkyl-4-alkoxy-2(5h)-furanoner, fremgangsmaader til deres fremstilling og laegemidler indeholdende disse forbindelser
NZ211304A (en)	1988-02-12	Alkene, alkyne and cycloalkane derivatives and pharmaceutical compositions
JPH07196506A (ja)	1995-08-01	トリ−およびテトラ−置換−オキセタンおよびテトラヒドロフランおよびその中間体を含む医薬組成物
HU192942B (en)	1987-08-28	Process for preparing new subsituted phenyl-ethers
NO166938B (no)	1991-06-10	Analogifremgangsmaate for fremstilling av terapeutisk aktive fenoxyeddiksyrederivater.
JPS5817454B2 (ja)	1983-04-07	アルキル化ヒドロキシルアミン及びその製法
FR2607502A1 (fr)	1988-06-03	Derives de l'imidazole, leur preparation et compositions medicamenteuses les contenant
DK168010B1 (da)	1994-01-17	Tetrahydroisoquinolinforbindelser og farmaceutisk middel indeholdende en saadan forbindelse
US4321272A (en)	1982-03-23	Derivatives of substituted N-alkylimidazoles
AU653444B2 (en)	1994-09-29	Thiadiazinone
FI101222B (fi)	1998-05-15	Menetelmä terapeuttisesti aktiivisten kinolin-2-yylimetoksifenyylijohd annaisten valmistamiseksi
US4387100A (en)	1983-06-07	Substituted phenoxy-aminopropanol derivatives
NO169960B (no)	1992-05-18	Analogifremgangsmaate for fremstilling av terapeutisk aktive, substituerte 1h-imidazoler og deres ikke-toksiske, farmasoeytisk akseptable syreaddisjonssalter
AU685122B2 (en)	1998-01-15	Imidazole lipoxygenase inhibitors
NO842577L (no)	1984-12-28	Nye 2-substituerte benzofuranderivater.
EP2177512B1 (en)	2012-04-18	Inhibitor of binding of s1p1
DK164057B (da)	1992-05-04	Oe5,6aa-cis-1,3-oxathianderivater og fremgangsmaade til deres fremstilling og farmaceutisk middel indeholdende et saadant derivat
DD157796A5 (de)	1982-12-08	Verfahren zur herstellung neuer derivate des 2-amino-aethanols
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