GB1514975A - Polyene compounds their preparation and compositions containing them - Google Patents
Polyene compounds their preparation and compositions containing themInfo
- Publication number
- GB1514975A GB1514975A GB39545/75A GB3954575A GB1514975A GB 1514975 A GB1514975 A GB 1514975A GB 39545/75 A GB39545/75 A GB 39545/75A GB 3954575 A GB3954575 A GB 3954575A GB 1514975 A GB1514975 A GB 1514975A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- symbol
- formula
- formyl
- lower alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 Polyene compounds Chemical class 0.000 title abstract 8
- 239000000203 mixture Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 5
- 125000005843 halogen group Chemical group 0.000 abstract 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 125000005042 acyloxymethyl group Chemical group 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000004849 alkoxymethyl group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract 2
- 125000004970 halomethyl group Chemical group 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- LJQDRBHJSRPHEP-UHFFFAOYSA-N 1-chloro-2,4,5-trimethylbenzene Chemical compound CC1=CC(C)=C(Cl)C=C1C LJQDRBHJSRPHEP-UHFFFAOYSA-N 0.000 abstract 1
- WWAJFOUPOXEVPB-UHFFFAOYSA-N 1-chloro-3-methoxy-2,4,5-trimethylbenzene Chemical compound COC1=C(C)C(C)=CC(Cl)=C1C WWAJFOUPOXEVPB-UHFFFAOYSA-N 0.000 abstract 1
- XADVXMBXUVHUTC-UHFFFAOYSA-N 2,6-dimethylocta-2,4,6-trienal Chemical compound CC=C(C)C=CC=C(C)C=O XADVXMBXUVHUTC-UHFFFAOYSA-N 0.000 abstract 1
- WCDVUDDKKZGHFN-UHFFFAOYSA-N 3-chloro-2,5,6-trimethylaniline Chemical compound CC1=CC(Cl)=C(C)C(N)=C1C WCDVUDDKKZGHFN-UHFFFAOYSA-N 0.000 abstract 1
- ALJZUSDCIRVOFI-UHFFFAOYSA-N 3-chloro-2,5,6-trimethylphenol Chemical compound CC1=CC(Cl)=C(C)C(O)=C1C ALJZUSDCIRVOFI-UHFFFAOYSA-N 0.000 abstract 1
- 101000653791 Bos taurus Protein S100-A12 Proteins 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 125000005496 phosphonium group Chemical group 0.000 abstract 1
- 150000004714 phosphonium salts Chemical class 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000001174 sulfone group Chemical group 0.000 abstract 1
Classifications
-
- 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
- C07F9/5456—Arylalkanephosphonium compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- 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
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/07—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms
- C07C205/11—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms having nitro groups bound to carbon atoms of six-membered aromatic rings
- C07C205/12—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms having nitro groups bound to carbon atoms of six-membered aromatic rings the six-membered aromatic ring or a condensed ring system containing that ring being substituted by halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
- C07C205/20—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C07C205/21—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C205/22—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring having one nitro groups bound to the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
- C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
- C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
-
- 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
- C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
- C07C37/045—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis by substitution of a group bound to the ring by nitrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
- C07C41/30—Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
-
- 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
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
- C07C45/515—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an acetalised, ketalised hemi-acetalised, or hemi-ketalised hydroxyl group
-
- 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
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Dermatology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
1514975 Preparation of polyene compounds; phosphonium compounds F HOFFMANN-LA ROCHE & CO AG 26 Sept 1975 [26 Sept 1974] 39545/75 Heading C2C Polyene compounds of the general formula wherein one of the symbols R 1 and R 2 represents a halogen atom or a lower alkyl group and the other symbol represents a halogen atom or a lower alkoxy group, the symbols R 3 and R 5 each represent a hydrogen or halogen atom or a lower alkyl group with the proviso that one of the symbols R 3 and R 5 represents other than a halogen atom, the symbol R 4 represents a halogen atom or a lower alkoxy, amino, mono- (lower alkyl)amino or di-(lower alkyl)amino group and the symbol R 6 represents a formyl, hydroxymethyl, alkoxymethyl, alkanoyloxymethyl, carboxyl, alkoxycarbonyl, alkenoxycarbonyl. alkynoxycarbonyl, carbamoyl, mono- (lower alkyl)carbamoyl, di - (lower alkyl)carbamoyl or N-hetero-cyclylcarbonyl group, and salts thereof, are prepared by reacting a compound of the general formula with a compound of the general formula wherein the symbol m stands for zero and the symbol n stands for 1 or the symbol m stands for 1 and the symbol n stands for zero, one of the symbols A and B represents the formyl group and the other symbol represents either a triarylphosphiniummethyl group of the formula in which the symbol X represents an aryl group and the symbol Y represents the anion of the organic or inorganic acid, or a dialkoxyphosphinylmethyl group of the formula in which the symbol Z represents an alkoxy group; or one of the symbols A and B represents a halomethyl, alkylsulphonyloxymethyl or arylsulphonyloxymethyl group and the other symbol represents a sulphonylmethyl group of the formula in which the symbol E represents an aryl or aralkenyl group which may carry one or more electron-repelling to electron-weakly attracting substituents; the symbol R 7 represents a carboxyl, alkoxycarbonyl, alkenoxycarbonyl, alkynoxycarbonyl, di - (lower alkyl)carbamoyl or N-heterocyclylcarbonyl group; or the symbol R 2 also represents an alkoxymethyl or alkanoyloxymethyl group when the symbol B represents the formyl group; or the symbol R 7 also represents a formyl, alkoxymethyl or alkanoyloxymethyl group when the symbol B represents a halomethyl, alkylsulphonyloxymethyl or arylsulphonyloxymethyl group; or the symbol R 7 also represents a formyl group when the symbol B represents a triarylphosphoniummethyl group, a dialkoxyphosphinylmethyl group or a sulphonylmethyl group, and cleaving off a sulphone group which may be present in the reaction product to form an additional carbon-carbon bond, and, if desired, converting an acid obtained or an amine obtained into a salt, or converting a carboxylic acid of Formula I into a carboxylic acid ester of Formula I or into an amide of Formula I, or converting a carboxylic acid ester of Formula I into a carboxylic acid of Formula I or into an amide of Formula I, or reducing a carboxylic acid of Formula I into a carboxylie acid ester of Formula I to the corresponding alcohol of Formula I and if desired etherifying or esterifying said alcohol, or saponifying an alcohol ester of Formula I, or oxidizing an alcohol or alcohol ester of Formula I to the corresponding carboxylic acid. The compounds have pharmaceutical properties. Phosphonium compound starting materials of the skeletal structure of Formula II in which A represents a triaryl phosphonium group -CH 2 -P[X]<SP>+</SP> 3 Y- in which X refers to an aryl group and Y is Cl are prepared in Examples 1 to 6. Other intermediates are 2 - chloro - 3,5,6 - trimethyl - benzene, 2- chloro - 4 - nitro - 3,5,6 - methyl benzene, 4 - amino - 2 - chloro - 3,5,6 - trimethyl benzene, 2 - chloro - 4 - hydroxy - 3,5,6 - trimethyl benzene, 2 - chloro - 4 - methoxy - 3,5,6- trimethyl benzene - 4,4<SP>1 </SP>- dimethoxy - 3- methyl - but - 1 - yne - 3 - ol 2 formyl - 4- chloro - but - 2 - ene and 7 - formyl - 3 - methylocta - 2,4,6 - triene - 1 - oio acid ethyl ester.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1303274A CH605562A5 (en) | 1974-09-26 | 1974-09-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1514975A true GB1514975A (en) | 1978-06-21 |
Family
ID=4388688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB39545/75A Expired GB1514975A (en) | 1974-09-26 | 1975-09-26 | Polyene compounds their preparation and compositions containing them |
Country Status (22)
| Country | Link |
|---|---|
| JP (1) | JPS5951531B2 (en) |
| AR (1) | AR212858A1 (en) |
| AT (1) | AT346311B (en) |
| BE (1) | BE833784A (en) |
| BR (1) | BR7506154A (en) |
| CA (1) | CA1050042A (en) |
| CH (1) | CH605562A5 (en) |
| CU (1) | CU34345A (en) |
| DD (1) | DD122072A5 (en) |
| DE (1) | DE2542612A1 (en) |
| FR (1) | FR2285864B1 (en) |
| GB (1) | GB1514975A (en) |
| HU (1) | HU172958B (en) |
| IE (1) | IE41801B1 (en) |
| IL (1) | IL47929A (en) |
| LU (1) | LU73452A1 (en) |
| NL (1) | NL177913C (en) |
| NZ (1) | NZ178425A (en) |
| PH (1) | PH12883A (en) |
| SU (1) | SU623515A3 (en) |
| YU (1) | YU40124B (en) |
| ZA (1) | ZA755208B (en) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4338253A (en) | 1975-11-14 | 1982-07-06 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
| US4335248A (en) | 1975-11-14 | 1982-06-15 | Hoffmann-La Roche Inc. | Fluorinated polyenes |
| US4375563A (en) | 1975-11-14 | 1983-03-01 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
| US4201727A (en) | 1976-11-14 | 1980-05-06 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
| US4321209A (en) | 1975-11-14 | 1982-03-23 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
| US4299995A (en) | 1979-05-10 | 1981-11-10 | Hoffmann-La Roche Inc. | Fluorinated polyenes |
| US4266073A (en) * | 1975-11-14 | 1981-05-05 | Hoffmann-La Roche Inc. | Fluorinated aromatic polyenes |
| US4395575A (en) | 1975-11-14 | 1983-07-26 | Hoffmann-La Roche, Inc. | 5(Halophenyl)-2-fluoro-pentadienals |
| CA1111441A (en) * | 1976-12-20 | 1981-10-27 | Werner Bollag | Polyene compounds |
| US4200647A (en) * | 1977-12-21 | 1980-04-29 | Hoffmann-La Roche Inc. | Vitamin A compositions to treat rheumatic disease |
| US4642318A (en) * | 1982-11-17 | 1987-02-10 | Klaus Wolff | Method for decreasing radiation load in PUVA therapy |
| ZA854828B (en) * | 1984-07-27 | 1986-03-26 | Hoffmann La Roche | Phenyl nonatetraenoic acid derivatives |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1109671B (en) * | 1958-10-17 | 1961-06-29 | Basf Ag | Process for the production of ª ‡, ª ‰ -unsaturated carboxylic acid esters or the free acids |
-
1974
- 1974-09-26 CH CH1303274A patent/CH605562A5/xx not_active IP Right Cessation
-
1975
- 1975-08-13 ZA ZA00755208A patent/ZA755208B/en unknown
- 1975-08-15 IL IL47929A patent/IL47929A/en unknown
- 1975-08-19 NZ NZ178425A patent/NZ178425A/en unknown
- 1975-08-26 CA CA234,206A patent/CA1050042A/en not_active Expired
- 1975-09-10 YU YU2287/75A patent/YU40124B/en unknown
- 1975-09-12 NL NLAANVRAGE7510778,A patent/NL177913C/en not_active IP Right Cessation
- 1975-09-12 AR AR260364A patent/AR212858A1/en active
- 1975-09-16 PH PH17579A patent/PH12883A/en unknown
- 1975-09-18 CU CU7534345A patent/CU34345A/en unknown
- 1975-09-23 JP JP50114373A patent/JPS5951531B2/en not_active Expired
- 1975-09-24 BR BR7506154*A patent/BR7506154A/en unknown
- 1975-09-24 HU HU75HO00001839A patent/HU172958B/en unknown
- 1975-09-24 FR FR7529226A patent/FR2285864B1/en not_active Expired
- 1975-09-24 DE DE19752542612 patent/DE2542612A1/en active Granted
- 1975-09-24 LU LU73452A patent/LU73452A1/xx unknown
- 1975-09-25 BE BE160342A patent/BE833784A/en not_active IP Right Cessation
- 1975-09-25 SU SU752178997A patent/SU623515A3/en active
- 1975-09-25 AT AT734775A patent/AT346311B/en not_active IP Right Cessation
- 1975-09-25 DD DD188555A patent/DD122072A5/xx unknown
- 1975-09-25 IE IE2098/75A patent/IE41801B1/en unknown
- 1975-09-26 GB GB39545/75A patent/GB1514975A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| YU228775A (en) | 1983-01-21 |
| PH12883A (en) | 1979-09-28 |
| NZ178425A (en) | 1978-03-06 |
| IL47929A (en) | 1978-07-31 |
| CA1050042A (en) | 1979-03-06 |
| DE2542612A1 (en) | 1976-04-22 |
| AT346311B (en) | 1978-11-10 |
| LU73452A1 (en) | 1977-05-16 |
| NL177913C (en) | 1985-12-16 |
| DD122072A5 (en) | 1976-09-12 |
| FR2285864A1 (en) | 1976-04-23 |
| NL7510778A (en) | 1976-03-30 |
| AR212858A1 (en) | 1978-10-31 |
| JPS5951531B2 (en) | 1984-12-14 |
| IL47929A0 (en) | 1975-11-25 |
| JPS51125233A (en) | 1976-11-01 |
| IE41801L (en) | 1976-03-26 |
| HU172958B (en) | 1979-01-28 |
| YU40124B (en) | 1985-08-31 |
| BR7506154A (en) | 1976-08-03 |
| DE2542612C2 (en) | 1987-09-10 |
| CH605562A5 (en) | 1978-09-29 |
| ZA755208B (en) | 1976-07-28 |
| CU34345A (en) | 1979-09-08 |
| FR2285864B1 (en) | 1980-03-28 |
| AU8418775A (en) | 1977-02-24 |
| SU623515A3 (en) | 1978-09-05 |
| ATA734775A (en) | 1978-03-15 |
| IE41801B1 (en) | 1980-03-26 |
| BE833784A (en) | 1976-03-25 |
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| 732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
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