NL7909025A - Nieuwe cyclododecaanderivaten en werkwijze voor de bereiding van deze derivaten. - Google Patents
Nieuwe cyclododecaanderivaten en werkwijze voor de bereiding van deze derivaten. Download PDFInfo
- Publication number
- NL7909025A NL7909025A NL7909025A NL7909025A NL7909025A NL 7909025 A NL7909025 A NL 7909025A NL 7909025 A NL7909025 A NL 7909025A NL 7909025 A NL7909025 A NL 7909025A NL 7909025 A NL7909025 A NL 7909025A
- Authority
- NL
- Netherlands
- Prior art keywords
- general formula
- derivative
- group
- cyclododecane
- mol
- Prior art date
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- DDTBPAQBQHZRDW-UHFFFAOYSA-N cyclododecane Chemical class C1CCCCCCCCCCC1 DDTBPAQBQHZRDW-UHFFFAOYSA-N 0.000 title claims description 17
- 238000000034 method Methods 0.000 title claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 35
- SXVPOSFURRDKBO-UHFFFAOYSA-N Cyclododecanone Chemical class O=C1CCCCCCCCCCC1 SXVPOSFURRDKBO-UHFFFAOYSA-N 0.000 claims description 17
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 10
- 229910000104 sodium hydride Inorganic materials 0.000 claims description 10
- 239000012312 sodium hydride Substances 0.000 claims description 10
- 150000003839 salts Chemical class 0.000 claims description 9
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 8
- 239000013543 active substance Substances 0.000 claims description 8
- -1 alkali metal alkoxide Chemical class 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 5
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000005842 heteroatom Chemical group 0.000 claims description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 239000012442 inert solvent Substances 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 2
- 229910000102 alkali metal hydride Inorganic materials 0.000 claims description 2
- 150000008046 alkali metal hydrides Chemical class 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 2
- 239000000969 carrier Substances 0.000 claims description 2
- 150000007530 organic bases Chemical class 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 27
- VZCYOOQTPOCHFL-OWOJBTEDSA-M fumarate(1-) Chemical compound OC(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-M 0.000 description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 239000000203 mixture Substances 0.000 description 13
- 239000000243 solution Substances 0.000 description 11
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 10
- SCRFXJBEIINMIC-UHFFFAOYSA-N n-cyclododecylidenehydroxylamine Chemical compound ON=C1CCCCCCCCCCC1 SCRFXJBEIINMIC-UHFFFAOYSA-N 0.000 description 10
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- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 235000019359 magnesium stearate Nutrition 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- 229930008281 A03AD01 - Papaverine Natural products 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
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- 239000008187 granular material Substances 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
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- 238000010992 reflux Methods 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- MTWNJKFHMFBTMG-WLHGVMLRSA-N (e)-but-2-enedioic acid;2-(cyclododecylideneamino)oxy-n,n-diethylethanamine Chemical compound OC(=O)\C=C\C(O)=O.CCN(CC)CCON=C1CCCCCCCCCCC1 MTWNJKFHMFBTMG-WLHGVMLRSA-N 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 2
- YFIASDXULNXOAZ-UHFFFAOYSA-N 2-(cyclododecylideneamino)oxy-n,n-diethylethanamine Chemical compound CCN(CC)CCON=C1CCCCCCCCCCC1 YFIASDXULNXOAZ-UHFFFAOYSA-N 0.000 description 2
- LUDVXWQMOSWOKZ-UHFFFAOYSA-N 3-(cyclododecylideneamino)oxy-n,n-di(propan-2-yl)propan-1-amine Chemical compound CC(C)N(C(C)C)CCCON=C1CCCCCCCCCCC1 LUDVXWQMOSWOKZ-UHFFFAOYSA-N 0.000 description 2
- VPBZETYBRLPLSN-UHFFFAOYSA-N 3-(cyclododecylideneamino)oxy-n,n-diethylpropan-1-amine Chemical compound CCN(CC)CCCON=C1CCCCCCCCCCC1 VPBZETYBRLPLSN-UHFFFAOYSA-N 0.000 description 2
- HJDKXIDZVWPKSY-UHFFFAOYSA-N 3-(cyclododecylideneamino)oxy-n,n-dimethylpropan-1-amine Chemical compound CN(C)CCCON=C1CCCCCCCCCCC1 HJDKXIDZVWPKSY-UHFFFAOYSA-N 0.000 description 2
- UGXACBBAXFABGT-UHFFFAOYSA-N 3-chloro-n,n,2-trimethylpropan-1-amine Chemical compound ClCC(C)CN(C)C UGXACBBAXFABGT-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NNJVILVZKWQKPM-UHFFFAOYSA-N Lidocaine Chemical compound CCN(CC)CC(=O)NC1=C(C)C=CC=C1C NNJVILVZKWQKPM-UHFFFAOYSA-N 0.000 description 2
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- 241000700159 Rattus Species 0.000 description 2
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- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
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- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 229960004194 lidocaine Drugs 0.000 description 2
- 239000003589 local anesthetic agent Substances 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- IRSNFALUAOOYBR-UHFFFAOYSA-N n-[2-(cyclododecylideneamino)oxyethyl]-n-propan-2-ylpropan-2-amine Chemical compound CC(C)N(C(C)C)CCON=C1CCCCCCCCCCC1 IRSNFALUAOOYBR-UHFFFAOYSA-N 0.000 description 2
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- DUUQDDTXKQABSD-WLHGVMLRSA-N (e)-but-2-enedioic acid;3-(cyclododecylideneamino)oxy-n,n-di(propan-2-yl)propan-1-amine Chemical compound OC(=O)\C=C\C(O)=O.CC(C)N(C(C)C)CCCON=C1CCCCCCCCCCC1 DUUQDDTXKQABSD-WLHGVMLRSA-N 0.000 description 1
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- YFLJCNQZTVAVOI-UHFFFAOYSA-N o-[2-[di(propan-2-yl)amino]ethyl]hydroxylamine;dihydrochloride Chemical compound Cl.Cl.CC(C)N(C(C)C)CCON YFLJCNQZTVAVOI-UHFFFAOYSA-N 0.000 description 1
- IWCIDSAYQRVUOI-UHFFFAOYSA-N o-[3-(diethylamino)propyl]hydroxylamine;dihydrochloride Chemical compound Cl.Cl.CCN(CC)CCCON IWCIDSAYQRVUOI-UHFFFAOYSA-N 0.000 description 1
- MPSCWZFDRCEEEO-UHFFFAOYSA-N o-[3-[di(propan-2-yl)amino]propyl]hydroxylamine;dihydrochloride Chemical compound Cl.Cl.CC(C)N(C(C)C)CCCON MPSCWZFDRCEEEO-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 210000003497 sciatic nerve Anatomy 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 210000002460 smooth muscle Anatomy 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 230000002048 spasmolytic effect Effects 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- QDWJJTJNXAKQKD-UHFFFAOYSA-N trihexyphenidyl hydrochloride Chemical compound Cl.C1CCCCC1C(C=1C=CC=CC=1)(O)CCN1CCCCC1 QDWJJTJNXAKQKD-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- 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
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HUEE002614 | 1978-12-19 | ||
HU78EE2614A HU178518B (en) | 1978-12-19 | 1978-12-19 | Process for preparing cyclododekanone oxime ethers |
Publications (1)
Publication Number | Publication Date |
---|---|
NL7909025A true NL7909025A (nl) | 1980-06-23 |
Family
ID=10995810
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NL7909025A NL7909025A (nl) | 1978-12-19 | 1979-12-14 | Nieuwe cyclododecaanderivaten en werkwijze voor de bereiding van deze derivaten. |
Country Status (24)
Country | Link |
---|---|
US (1) | US4285942A (cs) |
JP (1) | JPS55108847A (cs) |
AT (1) | AT372079B (cs) |
AU (1) | AU530721B2 (cs) |
BE (1) | BE880508A (cs) |
CA (1) | CA1123852A (cs) |
CH (1) | CH647755A5 (cs) |
CS (1) | CS209944B2 (cs) |
DD (1) | DD148216A5 (cs) |
DE (1) | DE2951235A1 (cs) |
DK (1) | DK541079A (cs) |
ES (1) | ES487090A0 (cs) |
FI (1) | FI793964A7 (cs) |
FR (1) | FR2444666A1 (cs) |
GB (1) | GB2045744B (cs) |
GR (1) | GR74018B (cs) |
HU (1) | HU178518B (cs) |
IL (1) | IL58815A (cs) |
IT (1) | IT1220957B (cs) |
NL (1) | NL7909025A (cs) |
PL (1) | PL120041B1 (cs) |
SE (1) | SE7910430L (cs) |
SU (1) | SU833157A3 (cs) |
YU (2) | YU308479A (cs) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HU189226B (en) * | 1983-02-08 | 1986-06-30 | Egyt Gyogyszervegyeszeti Gyar,Hu | Process for producing basic oxime-ethers |
HU212262B (en) * | 1992-10-30 | 1996-04-29 | Egyt Gyogyszervegyeszeti Gyar | Process to prepare benz /e/ indene derivs. and the pharmaceutical compns. contg. them |
US5508302A (en) * | 1994-09-28 | 1996-04-16 | American Home Products Corporation | Phospholipase A2 inhibitors |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1733462A (en) * | 1926-09-23 | 1929-10-29 | Winthrop Chem Co Inc | New basic oxime ethers of cyclic compounds |
US4083978A (en) * | 1976-01-27 | 1978-04-11 | Egyt Gyogyszervegyeszeti Gyar | Oxime ethers |
-
1978
- 1978-12-19 HU HU78EE2614A patent/HU178518B/hu not_active IP Right Cessation
-
1979
- 1979-11-27 IL IL58815A patent/IL58815A/xx unknown
- 1979-12-03 US US06/099,507 patent/US4285942A/en not_active Expired - Lifetime
- 1979-12-03 AT AT0765379A patent/AT372079B/de not_active IP Right Cessation
- 1979-12-03 GR GR60658A patent/GR74018B/el unknown
- 1979-12-07 CS CS798554A patent/CS209944B2/cs unknown
- 1979-12-10 BE BE1/9638A patent/BE880508A/fr not_active IP Right Cessation
- 1979-12-10 FR FR7930183A patent/FR2444666A1/fr active Granted
- 1979-12-13 DD DD79217646A patent/DD148216A5/de unknown
- 1979-12-14 NL NL7909025A patent/NL7909025A/nl not_active Application Discontinuation
- 1979-12-17 YU YU03084/79A patent/YU308479A/xx unknown
- 1979-12-17 IT IT28029/79A patent/IT1220957B/it active
- 1979-12-18 DK DK541079A patent/DK541079A/da not_active Application Discontinuation
- 1979-12-18 FI FI793964A patent/FI793964A7/fi not_active Application Discontinuation
- 1979-12-18 AU AU53967/79A patent/AU530721B2/en not_active Ceased
- 1979-12-18 SU SU792855002A patent/SU833157A3/ru active
- 1979-12-18 SE SE7910430A patent/SE7910430L/xx not_active Application Discontinuation
- 1979-12-18 GB GB7943550A patent/GB2045744B/en not_active Expired
- 1979-12-18 CH CH11197/79A patent/CH647755A5/de not_active IP Right Cessation
- 1979-12-19 JP JP16416379A patent/JPS55108847A/ja active Pending
- 1979-12-19 ES ES487090A patent/ES487090A0/es active Granted
- 1979-12-19 DE DE19792951235 patent/DE2951235A1/de not_active Withdrawn
- 1979-12-19 CA CA342,285A patent/CA1123852A/en not_active Expired
- 1979-12-19 PL PL1979220531A patent/PL120041B1/pl unknown
-
1983
- 1983-04-21 YU YU00912/83A patent/YU91283A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
CH647755A5 (de) | 1985-02-15 |
PL220531A1 (cs) | 1980-08-25 |
AU5396779A (en) | 1980-06-26 |
AU530721B2 (en) | 1983-07-28 |
ES8100257A1 (es) | 1980-11-01 |
DE2951235A1 (de) | 1980-11-06 |
AT372079B (de) | 1983-08-25 |
IL58815A (en) | 1984-01-31 |
BE880508A (fr) | 1980-06-10 |
FR2444666B1 (cs) | 1982-11-12 |
ATA765379A (de) | 1983-01-15 |
CA1123852A (en) | 1982-05-18 |
IT7928029A0 (it) | 1979-12-17 |
GB2045744A (en) | 1980-11-05 |
IT1220957B (it) | 1990-06-21 |
YU91283A (en) | 1983-12-31 |
IL58815A0 (en) | 1980-02-29 |
PL120041B1 (en) | 1982-02-27 |
GR74018B (cs) | 1984-06-06 |
DK541079A (da) | 1980-06-20 |
CS209944B2 (en) | 1981-12-31 |
HU178518B (en) | 1982-05-28 |
US4285942A (en) | 1981-08-25 |
FR2444666A1 (fr) | 1980-07-18 |
JPS55108847A (en) | 1980-08-21 |
FI793964A7 (fi) | 1981-01-01 |
ES487090A0 (es) | 1980-11-01 |
SU833157A3 (ru) | 1981-05-23 |
YU308479A (en) | 1983-12-31 |
SE7910430L (sv) | 1980-06-20 |
DD148216A5 (de) | 1981-05-13 |
GB2045744B (en) | 1982-11-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
A85 | Still pending on 85-01-01 | ||
BV | The patent application has lapsed |