SU450398A3 - Способ получени -арил-2аминоалкоксистиролов - Google Patents
Способ получени -арил-2аминоалкоксистироловInfo
- Publication number
- SU450398A3 SU450398A3 SU1701190A SU1701190A SU450398A3 SU 450398 A3 SU450398 A3 SU 450398A3 SU 1701190 A SU1701190 A SU 1701190A SU 1701190 A SU1701190 A SU 1701190A SU 450398 A3 SU450398 A3 SU 450398A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- radical
- substituted
- lower alkyl
- general formula
- cis
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 125000004504 1,2,4-oxadiazolyl group Chemical group 0.000 claims description 2
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
- AYLIEDQYYJIGDP-UHFFFAOYSA-N [C]1=CC=CS1 Chemical compound [C]1=CC=CS1 AYLIEDQYYJIGDP-UHFFFAOYSA-N 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 238000001640 fractional crystallisation Methods 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- 125000003011 styrenyl group Chemical class [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- -1 (2-chloroethoxy) pyridine styrene Chemical compound 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- BIAWAXVRXKIUQB-UHFFFAOYSA-N 2-(2-phenylethenyl)pyridine Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=N1 BIAWAXVRXKIUQB-UHFFFAOYSA-N 0.000 description 2
- 125000006012 2-chloroethoxy group Chemical group 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- DDNGWXFFYAVESV-UHFFFAOYSA-N 2-(2-phenylethenoxy)ethanamine Chemical compound NCCOC=CC1=CC=CC=C1 DDNGWXFFYAVESV-UHFFFAOYSA-N 0.000 description 1
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- FMFSVZQZWVMVKB-UHFFFAOYSA-N [C]1=CN=CC=N1 Chemical compound [C]1=CN=CC=N1 FMFSVZQZWVMVKB-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940102396 methyl bromide Drugs 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 125000005429 oxyalkyl group Chemical group 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/30—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/18—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with unsaturation outside the aromatic ring
- C07C39/19—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with unsaturation outside the aromatic ring containing carbon-to-carbon double bonds but no carbon-to-carbon triple bonds
- C07C39/20—Hydroxy-styrenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D215/14—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/12—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/08—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/42—Singly bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4056—Esters of arylalkanephosphonic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Neurology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Pain & Pain Management (AREA)
- Physical Education & Sports Medicine (AREA)
- Psychiatry (AREA)
- Anesthesiology (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Quinoline Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Furan Compounds (AREA)
- Illuminated Signs And Luminous Advertising (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1939809A DE1939809B2 (de) | 1969-08-05 | 1969-08-05 | ß-Aryl-2-aminoalkoxy-styrole und Verfahren zu ihrer Herstellung |
Publications (1)
Publication Number | Publication Date |
---|---|
SU450398A3 true SU450398A3 (ru) | 1974-11-15 |
Family
ID=5741970
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU1701181A SU432712A3 (ja) | 1969-08-05 | 1970-07-28 | |
SU1700804A SU439965A3 (ru) | 1969-08-05 | 1970-07-28 | Способ получения -арил-2-аминоалкоксистилолов |
SU1701190A SU450398A3 (ru) | 1969-08-05 | 1970-07-28 | Способ получени -арил-2аминоалкоксистиролов |
SU1701179A SU428597A3 (ru) | 1969-08-05 | 1970-07-28 | СПОСОБ ПОЛУЧЕНИЯ р-АРИЛ-2-АМИНОАЛКОКСИСТИРОЛОВ |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU1701181A SU432712A3 (ja) | 1969-08-05 | 1970-07-28 | |
SU1700804A SU439965A3 (ru) | 1969-08-05 | 1970-07-28 | Способ получения -арил-2-аминоалкоксистилолов |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU1701179A SU428597A3 (ru) | 1969-08-05 | 1970-07-28 | СПОСОБ ПОЛУЧЕНИЯ р-АРИЛ-2-АМИНОАЛКОКСИСТИРОЛОВ |
Country Status (25)
Country | Link |
---|---|
JP (6) | JPS4941433B1 (ja) |
KR (1) | KR780000113B1 (ja) |
AT (5) | AT301565B (ja) |
BE (1) | BE754405A (ja) |
BG (6) | BG18600A3 (ja) |
CH (6) | CH548982A (ja) |
CS (6) | CS170537B2 (ja) |
DE (1) | DE1939809B2 (ja) |
DK (1) | DK139717B (ja) |
ES (6) | ES382428A1 (ja) |
FI (1) | FI54912C (ja) |
FR (1) | FR2068463B1 (ja) |
GB (1) | GB1307436A (ja) |
HU (1) | HU163185B (ja) |
IE (1) | IE34634B1 (ja) |
IL (1) | IL35047A (ja) |
NL (1) | NL7011590A (ja) |
NO (1) | NO135243C (ja) |
PH (1) | PH9520A (ja) |
PL (2) | PL78370B1 (ja) |
RO (5) | RO57793A (ja) |
SE (1) | SE382211B (ja) |
SU (4) | SU432712A3 (ja) |
YU (2) | YU198170A (ja) |
ZA (1) | ZA705411B (ja) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50139537A (ja) * | 1974-04-25 | 1975-11-07 | ||
US4220603A (en) * | 1977-10-07 | 1980-09-02 | Mitsubishi Chemical Industries, Limited | Pharmaceutically active (omega-aminoalkoxy)bibenzyls |
JPS6045632B2 (ja) * | 1978-03-09 | 1985-10-11 | 三菱化学株式会社 | ω−アミノアルコキシスチルベン類及びその酸付加塩 |
DE2818765A1 (de) | 1978-04-28 | 1979-11-08 | Basf Ag | Aminoderivate des 2-methyl-5-(2-hydroxystyrol)-1,3,4-thiadiazols |
DE2818998A1 (de) * | 1978-04-29 | 1979-11-15 | Basf Ag | 3-alkyl-5-(2-hydroxy-styryl)-isoxazole und verfahren zu ihrer herstellung |
DE2818999A1 (de) * | 1978-04-29 | 1979-11-15 | Basf Ag | Aminoderivate von 3-alkyl-5-(2- hydroxystyryl)-isoxazolen |
JPS5629548A (en) * | 1979-08-16 | 1981-03-24 | Mitsubishi Chem Ind Ltd | Omega-aminoalkoxystilbenes and their acid addition salts |
DE2943406A1 (de) | 1979-10-26 | 1981-05-07 | Basf Ag, 6700 Ludwigshafen | Aminoderivate des 2-methyl-5-(2-hydroxystyryl)-1,3,4-thiadiazols |
DE2943405A1 (de) * | 1979-10-26 | 1981-05-07 | Basf Ag, 6700 Ludwigshafen | Neue aminoderivate des 5-(2-hydroxystyryl)-isoxazols |
DE3006809A1 (de) * | 1980-02-23 | 1981-09-24 | Basf Ag, 6700 Ludwigshafen | 2-((3-amino-2-hydroxy-propoxy)-styryl)-isoxazole, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische zubereitungen |
JPS5874379U (ja) * | 1981-11-16 | 1983-05-19 | 富士通株式会社 | 電子装置 |
NO174506B (no) * | 1984-10-30 | 1994-02-07 | Usv Pharma Corp | Analogifremgangsmaate ved fremstilling av terapeutisk aktive forbindelser |
MX2013014588A (es) | 2011-06-10 | 2014-01-24 | Procter & Gamble | Estructura absorbente para articulos absorbentes. |
CN105816277A (zh) | 2011-06-10 | 2016-08-03 | 宝洁公司 | 一次性尿布 |
RU2013156991A (ru) | 2011-06-10 | 2015-07-20 | Дзе Проктер Энд Гэмбл Компани | Абсорбирующая сердцевина для одноразовых абсорбирующих изделий |
EP2740449B1 (en) | 2012-12-10 | 2019-01-23 | The Procter & Gamble Company | Absorbent article with high absorbent material content |
ES2655690T3 (es) | 2013-06-14 | 2018-02-21 | The Procter & Gamble Company | Artículo absorbente y canales de formación de núcleo absorbente cuando están húmedos |
US9987176B2 (en) | 2013-08-27 | 2018-06-05 | The Procter & Gamble Company | Absorbent articles with channels |
EP3351225B1 (en) | 2013-09-19 | 2021-12-29 | The Procter & Gamble Company | Absorbent cores having material free areas |
PL2886092T3 (pl) | 2013-12-19 | 2017-03-31 | The Procter And Gamble Company | Wkłady chłonne z obszarami tworzącymi kanały i zgrzewami osłony c |
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0
- BE BE754405D patent/BE754405A/xx unknown
-
1969
- 1969-08-05 DE DE1939809A patent/DE1939809B2/de active Granted
-
1970
- 1970-07-21 FI FI2035/70A patent/FI54912C/fi active
- 1970-07-22 RO RO65938A patent/RO57793A/ro unknown
- 1970-07-22 RO RO65491A patent/RO58861A2/ro unknown
- 1970-07-22 BG BG017594A patent/BG18600A3/xx unknown
- 1970-07-22 BG BG015253A patent/BG18599A3/xx unknown
- 1970-07-22 BG BG017596A patent/BG17950A3/xx unknown
- 1970-07-22 RO RO65939A patent/RO57794A/ro unknown
- 1970-07-22 BG BG017595A patent/BG20095A3/xx unknown
- 1970-07-22 BG BG017598A patent/BG17952A3/xx unknown
- 1970-07-22 RO RO64019A patent/RO57548A/ro unknown
- 1970-07-22 RO RO65937A patent/RO58837A/ro unknown
- 1970-07-22 BG BG017597A patent/BG17951A3/xx unknown
- 1970-07-28 SU SU1701181A patent/SU432712A3/ru active
- 1970-07-28 SU SU1700804A patent/SU439965A3/ru active
- 1970-07-28 SU SU1701190A patent/SU450398A3/ru active
- 1970-07-28 SU SU1701179A patent/SU428597A3/ru active
- 1970-07-30 KR KR7001068A patent/KR780000113B1/ko active
- 1970-07-31 CS CS3513*[A patent/CS170537B2/cs unknown
- 1970-07-31 CS CS5391A patent/CS170533B2/cs unknown
- 1970-07-31 CS CS3511*[A patent/CS170535B2/cs unknown
- 1970-07-31 CS CS3510*[A patent/CS170534B2/cs unknown
- 1970-07-31 CS CS3514*[A patent/CS170538B2/cs unknown
- 1970-07-31 CS CS3512*[A patent/CS170536B2/cs unknown
- 1970-08-03 JP JP45067958A patent/JPS4941433B1/ja active Pending
- 1970-08-03 HU HUTO819A patent/HU163185B/hu unknown
- 1970-08-04 ES ES382428A patent/ES382428A1/es not_active Expired
- 1970-08-04 CH CH148173A patent/CH548982A/xx not_active IP Right Cessation
- 1970-08-04 ES ES382429A patent/ES382429A1/es not_active Expired
- 1970-08-04 CH CH148273A patent/CH548983A/xx not_active IP Right Cessation
- 1970-08-04 YU YU01981/70A patent/YU198170A/xx unknown
- 1970-08-04 DK DK401270AA patent/DK139717B/da unknown
- 1970-08-04 GB GB3766370A patent/GB1307436A/en not_active Expired
- 1970-08-04 CH CH147873A patent/CH548981A/xx not_active IP Right Cessation
- 1970-08-04 CH CH148073A patent/CH548368A/xx not_active IP Right Cessation
- 1970-08-04 PH PH11713*UA patent/PH9520A/en unknown
- 1970-08-04 PL PL1970142516A patent/PL78370B1/pl unknown
- 1970-08-04 ES ES382427A patent/ES382427A1/es not_active Expired
- 1970-08-04 IL IL35047A patent/IL35047A/en unknown
- 1970-08-04 IE IE998/70A patent/IE34634B1/xx unknown
- 1970-08-04 ES ES382430A patent/ES382430A1/es not_active Expired
- 1970-08-04 CH CH147973A patent/CH548367A/fr not_active IP Right Cessation
- 1970-08-04 PL PL1970175377A patent/PL93130B1/pl unknown
- 1970-08-04 NO NO3005/70A patent/NO135243C/no unknown
- 1970-08-04 CH CH1172670A patent/CH548366A/xx not_active IP Right Cessation
- 1970-08-04 ES ES382425A patent/ES382425A1/es not_active Expired
- 1970-08-04 ES ES382426A patent/ES382426A1/es not_active Expired
- 1970-08-05 FR FR7028941A patent/FR2068463B1/fr not_active Expired
- 1970-08-05 AT AT713970A patent/AT301565B/de not_active IP Right Cessation
- 1970-08-05 ZA ZA705411A patent/ZA705411B/xx unknown
- 1970-08-05 SE SE7010773A patent/SE382211B/xx unknown
- 1970-08-05 AT AT943371A patent/AT302346B/de not_active IP Right Cessation
- 1970-08-05 AT AT943271A patent/AT303055B/de not_active IP Right Cessation
- 1970-08-05 NL NL7011590A patent/NL7011590A/xx not_active Application Discontinuation
- 1970-08-05 AT AT943171A patent/AT302345B/de not_active IP Right Cessation
- 1970-08-05 AT AT943071A patent/AT302344B/de not_active IP Right Cessation
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1973
- 1973-11-29 JP JP48133940A patent/JPS5113149B1/ja active Pending
- 1973-11-29 JP JP48133939A patent/JPS5113148B1/ja active Pending
- 1973-11-29 JP JP48133937A patent/JPS5113146B1/ja active Pending
- 1973-11-29 JP JP48133941A patent/JPS5113150B1/ja active Pending
- 1973-11-29 JP JP48133938A patent/JPS5113147B1/ja active Pending
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1978
- 1978-02-17 YU YU00374/78A patent/YU37478A/xx unknown
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