SU561505A3 - The method of obtaining 3- (4-biphenylyl) -buttonic acid or its salts - Google Patents
The method of obtaining 3- (4-biphenylyl) -buttonic acid or its saltsInfo
- Publication number
- SU561505A3 SU561505A3 SU2069576A SU2069576A SU561505A3 SU 561505 A3 SU561505 A3 SU 561505A3 SU 2069576 A SU2069576 A SU 2069576A SU 2069576 A SU2069576 A SU 2069576A SU 561505 A3 SU561505 A3 SU 561505A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- salts
- biphenylyl
- obtaining
- buttonic
- acid
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title description 6
- -1 4-biphenylyl Chemical group 0.000 title description 3
- 238000000034 method Methods 0.000 title description 3
- 239000002253 acid Substances 0.000 title 1
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- YPLFUSQRFMNDIK-UHFFFAOYSA-N 3-(4-phenylphenyl)butanoic acid Chemical compound C1=CC(C(CC(O)=O)C)=CC=C1C1=CC=CC=C1 YPLFUSQRFMNDIK-UHFFFAOYSA-N 0.000 description 1
- 235000001258 Cinchona calisaya Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 150000001261 hydroxy acids Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 229960002895 phenylbutazone Drugs 0.000 description 1
- VYMDGNCVAMGZFE-UHFFFAOYSA-N phenylbutazonum Chemical compound O=C1C(CCCC)C(=O)N(C=2C=CC=CC=2)N1C1=CC=CC=C1 VYMDGNCVAMGZFE-UHFFFAOYSA-N 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229960000948 quinine Drugs 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 230000007017 scission Effects 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
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
- C07C245/12—Diazo compounds, i.e. compounds having the free valencies of >N2 groups attached to the same carbon atom
- C07C245/14—Diazo compounds, i.e. compounds having the free valencies of >N2 groups attached to the same carbon atom having diazo groups bound to acyclic carbon atoms of a carbon skeleton
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/16—Preparation of halogenated hydrocarbons by replacement by halogens of hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/208—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being MX
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- 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
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- 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
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
- C07C45/58—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in three-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
- C07C49/813—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
- C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
- C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
- C07C57/60—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings having unsaturation outside the rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/64—Acyl halides
- C07C57/76—Acyl halides containing halogen outside the carbonyl halide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
- C07C59/56—Unsaturated compounds containing hydroxy or O-metal groups containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/48—Compounds containing oxirane rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
-
- 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
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/32—Oxygen atoms
- C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
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- 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
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5407—Acyclic saturated phosphonium compounds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/252—Naphthacene radicals, e.g. daunomycins, adriamycins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Molecular Biology (AREA)
- Animal Behavior & Ethology (AREA)
- Biochemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
1one
Изобретение относитс к способам получени новых производных бифенила, а именно 3 - (4 бифенилил ) - масл ной кислоты общей The invention relates to methods for producing new biphenyl derivatives, namely, 3- (4 biphenylyl) - butyric acid
TilСНзTilСНз
J - -tiH-CH -C ООН,J - -tiH-CH -C UN,
где RI - галоид, или ее солей, обладающих физиологической активностью и превосход щих по своим свойствам известные аналоги (фенилбутазон ).where RI is halogen, or its salts, which have physiological activity and are superior in their properties to known analogues (phenylbutazone).
Основанный на известной реакции взаимодействи енол тов металлов с галогенкдами 1 , предлагаемый способ получени целевых соединений заключаетс во взаимодействии галогенида общей формулыBased on the known reaction of the interaction of metal enolts with halides 1, the proposed method for the preparation of the target compounds consists in the interaction of a halide of the general formula
последующим отщеплением трет-бутиловой группы пнро.чизом при 150-250° С или омылением числотой и вьщелением целевого продукта в свободном ВЩе или в виде соли.the subsequent cleavage of the tert-butyl group by a nanchip at 150–250 ° C or by saponification by the number and allocation of the target product in free AS or as a salt.
Целевые соед}шеш1Я могут быть получены в виде рацематов, из котхэрых путем фракционированной кристаллизации их солей с оптически активными осаованк мк, предпочтительно с хинином, вьщел ют оптически активные изомеры.The target compounds can be obtained in the form of racemates, from which, by fractionating crystallization of their salts with optically active nuclei, preferably quinine, optically active isomers are prepared.
Целевые гсислоты могут быть переведены в соли, например в соли с неорганическими млн органическими основани ми, такими, как диэтнноламин , морфо нн, циклогексиламин и пиперазин.Target hydroxy acids can be converted to salts, for example, salts with inorganic organic bases, such as diethanolamine, morphon, cyclohexylamine and piperazine.
Исходнме соещшени формулыJ, где HaS - галоид, ползчают восстановлением кетонов общей формулыThe starting point of formula J, where HaS is halogen, is crawled by reduction of ketones of the general formula
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2240441A DE2240441A1 (en) | 1972-08-17 | 1972-08-17 | NEW BIPHENYL DERIVATIVES AND METHOD OF MANUFACTURING |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU561505A3 true SU561505A3 (en) | 1977-06-05 |
Family
ID=5853790
Family Applications (11)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1958291A SU482039A3 (en) | 1972-08-17 | 1973-08-15 | Method for preparing biphenylyl butenoic acids or their derivatives |
| SU1958290A SU511846A3 (en) | 1972-08-17 | 1973-08-15 | The method of obtaining -biphenylbuttonic acids or their salts |
| SU1958288A SU484679A3 (en) | 1972-08-17 | 1973-08-15 | Method for preparing biphenyl derivatives |
| SU2069578A SU511847A3 (en) | 1972-08-17 | 1974-10-21 | Method for preparing substituted biphenylbutyric acid or its esters or salts |
| SU2069110A SU554810A3 (en) | 1972-08-17 | 1974-10-21 | The method of obtaining derivatives of biphenyl or their salts, or racemates, or optically active antipodes |
| SU7402069575A SU577967A3 (en) | 1972-08-17 | 1974-10-21 | Method of preparing substituted biphenylilbutyric acid or its esters,or its amides,or its salts |
| SU2069771A SU520030A3 (en) | 1972-08-17 | 1974-10-21 | Method for preparing substituted biphenylbutyric acid or its ester or its salt |
| SU2069577A SU520907A3 (en) | 1972-08-17 | 1974-10-21 | Method for preparing substituted biphenylyl butyric acid or its salt |
| SU2069114A SU538658A3 (en) | 1972-08-17 | 1974-10-21 | The method of obtaining biphenylbutyric acids or their salts, or racemates, or optically active antipodes |
| SU2069576A SU561505A3 (en) | 1972-08-17 | 1974-10-21 | The method of obtaining 3- (4-biphenylyl) -buttonic acid or its salts |
| SU2069774A SU552021A3 (en) | 1972-08-17 | 1974-10-21 | The method of obtaining derivatives of biphenyl or their salts |
Family Applications Before (9)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1958291A SU482039A3 (en) | 1972-08-17 | 1973-08-15 | Method for preparing biphenylyl butenoic acids or their derivatives |
| SU1958290A SU511846A3 (en) | 1972-08-17 | 1973-08-15 | The method of obtaining -biphenylbuttonic acids or their salts |
| SU1958288A SU484679A3 (en) | 1972-08-17 | 1973-08-15 | Method for preparing biphenyl derivatives |
| SU2069578A SU511847A3 (en) | 1972-08-17 | 1974-10-21 | Method for preparing substituted biphenylbutyric acid or its esters or salts |
| SU2069110A SU554810A3 (en) | 1972-08-17 | 1974-10-21 | The method of obtaining derivatives of biphenyl or their salts, or racemates, or optically active antipodes |
| SU7402069575A SU577967A3 (en) | 1972-08-17 | 1974-10-21 | Method of preparing substituted biphenylilbutyric acid or its esters,or its amides,or its salts |
| SU2069771A SU520030A3 (en) | 1972-08-17 | 1974-10-21 | Method for preparing substituted biphenylbutyric acid or its ester or its salt |
| SU2069577A SU520907A3 (en) | 1972-08-17 | 1974-10-21 | Method for preparing substituted biphenylyl butyric acid or its salt |
| SU2069114A SU538658A3 (en) | 1972-08-17 | 1974-10-21 | The method of obtaining biphenylbutyric acids or their salts, or racemates, or optically active antipodes |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU2069774A SU552021A3 (en) | 1972-08-17 | 1974-10-21 | The method of obtaining derivatives of biphenyl or their salts |
Country Status (19)
| Country | Link |
|---|---|
| JP (2) | JPS49124051A (en) |
| AT (3) | AT323143B (en) |
| AU (2) | AU476340B2 (en) |
| BE (3) | BE803733A (en) |
| BG (3) | BG21844A3 (en) |
| CH (1) | CH588435A5 (en) |
| CS (3) | CS165387B2 (en) |
| DD (2) | DD107901A5 (en) |
| DE (1) | DE2240441A1 (en) |
| ES (4) | ES417883A1 (en) |
| FR (2) | FR2196168B1 (en) |
| GB (2) | GB1411495A (en) |
| HU (2) | HU166516B (en) |
| IL (2) | IL43003A0 (en) |
| NL (2) | NL7311300A (en) |
| PL (2) | PL94510B1 (en) |
| RO (2) | RO62918A (en) |
| SU (11) | SU482039A3 (en) |
| ZA (3) | ZA735629B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2457275A1 (en) * | 1979-05-21 | 1980-12-19 | Fabre Sa Pierre | P-BIPHENYL-4 METHYL-2 BUTEN-3 OIC ACIDS USEFUL IN THE TREATMENT OF RHUMATISMS |
| RU2686489C1 (en) * | 2018-12-27 | 2019-04-29 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Санкт-Петербургский государственный университет (СПбГУ)" | Method of producing α-diazocarbonyl compounds in aqueous medium |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1382267A (en) * | 1970-05-05 | 1975-01-29 | Rorer Inc William H | Phenylalkanoic acid derivatives |
| BE776316R (en) * | 1971-03-10 | 1972-06-06 | Rorer Inc William H | Phenylacetic acid derivs - as antiinflammatory agents |
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1972
- 1972-08-17 DE DE2240441A patent/DE2240441A1/en active Pending
-
1973
- 1973-08-14 AT AT710773A patent/AT323143B/en not_active IP Right Cessation
- 1973-08-14 AT AT710873A patent/AT323144B/en not_active IP Right Cessation
- 1973-08-14 CH CH1170773A patent/CH588435A5/xx not_active IP Right Cessation
- 1973-08-14 ES ES417883A patent/ES417883A1/en not_active Expired
- 1973-08-14 AT AT711273A patent/AT328427B/en not_active IP Right Cessation
- 1973-08-14 ES ES417884A patent/ES417884A1/en not_active Expired
- 1973-08-15 BG BG027671A patent/BG21844A3/en unknown
- 1973-08-15 SU SU1958291A patent/SU482039A3/en active
- 1973-08-15 BG BG024327A patent/BG21197A3/en unknown
- 1973-08-15 SU SU1958290A patent/SU511846A3/en active
- 1973-08-15 HU HUTO925A patent/HU166516B/hu unknown
- 1973-08-15 DD DD172907A patent/DD107901A5/xx unknown
- 1973-08-15 BG BG24328A patent/BG22069A3/xx not_active Expired
- 1973-08-15 SU SU1958288A patent/SU484679A3/en active
- 1973-08-15 DD DD172906A patent/DD108071A5/xx unknown
- 1973-08-15 HU HUTO926A patent/HU166517B/hu unknown
- 1973-08-16 GB GB3884373A patent/GB1411495A/en not_active Expired
- 1973-08-16 CS CS4904A patent/CS165387B2/cs unknown
- 1973-08-16 IL IL43003A patent/IL43003A0/en unknown
- 1973-08-16 PL PL1973186474A patent/PL94510B1/en unknown
- 1973-08-16 JP JP48092052A patent/JPS49124051A/ja active Pending
- 1973-08-16 ZA ZA00735629A patent/ZA735629B/en unknown
- 1973-08-16 CS CS5793A patent/CS165385B2/cs unknown
- 1973-08-16 GB GB3884473A patent/GB1410852A/en not_active Expired
- 1973-08-16 ZA ZA00735616A patent/ZA735616B/en unknown
- 1973-08-16 JP JP48092053A patent/JPS49124052A/ja active Pending
- 1973-08-16 NL NL7311300A patent/NL7311300A/xx unknown
- 1973-08-16 AU AU59309/73A patent/AU476340B2/en not_active Expired
- 1973-08-16 CS CS4903A patent/CS165386B2/cs unknown
- 1973-08-16 NL NL7311301A patent/NL7311301A/xx unknown
- 1973-08-16 AU AU59308/73A patent/AU5930873A/en not_active Expired
- 1973-08-16 ZA ZA00735628A patent/ZA735628B/en unknown
- 1973-08-16 IL IL43004A patent/IL43004A0/en unknown
- 1973-08-16 PL PL1973164708A patent/PL90397B1/pl unknown
- 1973-08-17 RO RO7300075822A patent/RO62918A/en unknown
- 1973-08-17 BE BE134690A patent/BE803733A/en unknown
- 1973-08-17 BE BE134691A patent/BE803734A/en unknown
- 1973-08-17 BE BE134689A patent/BE803732A/en unknown
- 1973-08-17 FR FR7330076A patent/FR2196168B1/fr not_active Expired
- 1973-08-17 FR FR7330075A patent/FR2196167B1/fr not_active Expired
- 1973-08-17 RO RO7300075821A patent/RO62917A/en unknown
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1974
- 1974-10-21 SU SU2069578A patent/SU511847A3/en active
- 1974-10-21 SU SU2069110A patent/SU554810A3/en active
- 1974-10-21 SU SU7402069575A patent/SU577967A3/en active
- 1974-10-21 SU SU2069771A patent/SU520030A3/en active
- 1974-10-21 SU SU2069577A patent/SU520907A3/en active
- 1974-10-21 SU SU2069114A patent/SU538658A3/en active
- 1974-10-21 SU SU2069576A patent/SU561505A3/en active
- 1974-10-21 SU SU2069774A patent/SU552021A3/en active
- 1974-11-30 ES ES432465A patent/ES432465A1/en not_active Expired
- 1974-11-30 ES ES432464A patent/ES432464A1/en not_active Expired
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