LU82013A1 - Nouvelles poudres lyophilisees contenant un sel de l'acide thiazolidine-4-carboxylique et leur procede de preparation - Google Patents
Nouvelles poudres lyophilisees contenant un sel de l'acide thiazolidine-4-carboxylique et leur procede de preparation Download PDFInfo
- Publication number
- LU82013A1 LU82013A1 LU82013A LU82013A LU82013A1 LU 82013 A1 LU82013 A1 LU 82013A1 LU 82013 A LU82013 A LU 82013A LU 82013 A LU82013 A LU 82013A LU 82013 A1 LU82013 A1 LU 82013A1
- Authority
- LU
- Luxembourg
- Prior art keywords
- thiazolidine
- carboxylic acid
- pharmaceutically acceptable
- pharmaceutical composition
- acceptable salt
- Prior art date
Links
- DZLNHFMRPBPULJ-UHFFFAOYSA-N thioproline Chemical class OC(=O)C1CSCN1 DZLNHFMRPBPULJ-UHFFFAOYSA-N 0.000 title claims description 35
- 238000000034 method Methods 0.000 title claims description 19
- 239000008176 lyophilized powder Substances 0.000 title claims description 11
- 238000002360 preparation method Methods 0.000 title claims description 11
- 230000008569 process Effects 0.000 title claims description 10
- 206010028980 Neoplasm Diseases 0.000 claims description 38
- 150000003839 salts Chemical class 0.000 claims description 25
- 229940127089 cytotoxic agent Drugs 0.000 claims description 10
- 239000008194 pharmaceutical composition Substances 0.000 claims description 10
- 239000002254 cytotoxic agent Substances 0.000 claims description 9
- 239000000243 solution Substances 0.000 claims description 9
- 231100000599 cytotoxic agent Toxicity 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 230000012010 growth Effects 0.000 claims description 6
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical group OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 5
- 241000124008 Mammalia Species 0.000 claims description 4
- 229930195725 Mannitol Natural products 0.000 claims description 4
- -1 alkaline earth metal cations Chemical class 0.000 claims description 4
- 201000010099 disease Diseases 0.000 claims description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 4
- 238000010255 intramuscular injection Methods 0.000 claims description 4
- 239000007927 intramuscular injection Substances 0.000 claims description 4
- 238000010253 intravenous injection Methods 0.000 claims description 4
- 239000000594 mannitol Substances 0.000 claims description 4
- 235000010355 mannitol Nutrition 0.000 claims description 4
- 238000006386 neutralization reaction Methods 0.000 claims description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
- 239000002585 base Substances 0.000 claims description 3
- 238000004108 freeze drying Methods 0.000 claims description 3
- OGYGFUAIIOPWQD-UHFFFAOYSA-N 1,3-thiazolidine Chemical compound C1CSCN1 OGYGFUAIIOPWQD-UHFFFAOYSA-N 0.000 claims description 2
- GHASVSINZRGABV-UHFFFAOYSA-N Fluorouracil Chemical compound FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 229960002949 fluorouracil Drugs 0.000 claims description 2
- 229960000485 methotrexate Drugs 0.000 claims description 2
- 229910052697 platinum Inorganic materials 0.000 claims description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- NOLHRFLIXVQPSZ-UHFFFAOYSA-N 1,3-thiazolidin-4-one Chemical compound O=C1CSCN1 NOLHRFLIXVQPSZ-UHFFFAOYSA-N 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 239000003513 alkali Substances 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 229940102223 injectable solution Drugs 0.000 claims 1
- 238000007918 intramuscular administration Methods 0.000 claims 1
- 238000001990 intravenous administration Methods 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 230000001613 neoplastic effect Effects 0.000 claims 1
- 210000004027 cell Anatomy 0.000 description 34
- 201000011510 cancer Diseases 0.000 description 21
- 238000011282 treatment Methods 0.000 description 19
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 8
- 230000030944 contact inhibition Effects 0.000 description 8
- 229940079593 drug Drugs 0.000 description 7
- 239000003814 drug Substances 0.000 description 7
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- 238000002474 experimental method Methods 0.000 description 5
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- 230000002441 reversible effect Effects 0.000 description 5
- YWLXEQKAKDKVBQ-UHFFFAOYSA-M sodium;1,3-thiazolidine-4-carboxylate Chemical compound [Na+].[O-]C(=O)C1CSCN1 YWLXEQKAKDKVBQ-UHFFFAOYSA-M 0.000 description 5
- 230000009466 transformation Effects 0.000 description 5
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- 230000002685 pulmonary effect Effects 0.000 description 4
- 238000011160 research Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 206010027458 Metastases to lung Diseases 0.000 description 3
- 208000009956 adenocarcinoma Diseases 0.000 description 3
- 239000002246 antineoplastic agent Substances 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 231100000433 cytotoxic Toxicity 0.000 description 3
- 230000003211 malignant effect Effects 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- 231100000252 nontoxic Toxicity 0.000 description 3
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- 201000004384 Alopecia Diseases 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 241000193830 Bacillus <bacterium> Species 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- UDMBCSSLTHHNCD-UHFFFAOYSA-N Coenzym Q(11) Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(O)=O)C(O)C1O UDMBCSSLTHHNCD-UHFFFAOYSA-N 0.000 description 1
- IVOMOUWHDPKRLL-KQYNXXCUSA-N Cyclic adenosine monophosphate Chemical compound C([C@H]1O2)OP(O)(=O)O[C@H]1[C@@H](O)[C@@H]2N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-KQYNXXCUSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 101000947178 Homo sapiens Platelet basic protein Proteins 0.000 description 1
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 208000006552 Lewis Lung Carcinoma Diseases 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- GEJCIRQLMVVEDX-UHFFFAOYSA-N OOPO Chemical compound OOPO GEJCIRQLMVVEDX-UHFFFAOYSA-N 0.000 description 1
- 102100036154 Platelet basic protein Human genes 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 206010063493 Premature ageing Diseases 0.000 description 1
- 208000032038 Premature aging Diseases 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- 208000008312 Tooth Loss Diseases 0.000 description 1
- IVOMOUWHDPKRLL-UHFFFAOYSA-N UNPD107823 Natural products O1C2COP(O)(=O)OC2C(O)C1N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-UHFFFAOYSA-N 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 206010047700 Vomiting Diseases 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- UDMBCSSLTHHNCD-KQYNXXCUSA-N adenosine 5'-monophosphate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O UDMBCSSLTHHNCD-KQYNXXCUSA-N 0.000 description 1
- LNQVTSROQXJCDD-UHFFFAOYSA-N adenosine monophosphate Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(CO)C(OP(O)(O)=O)C1O LNQVTSROQXJCDD-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000000307 algesic effect Effects 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 238000011394 anticancer treatment Methods 0.000 description 1
- 239000003972 antineoplastic antibiotic Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- KMGARVOVYXNAOF-UHFFFAOYSA-N benzpiperylone Chemical compound C1CN(C)CCC1N1C(=O)C(CC=2C=CC=CC=2)=C(C=2C=CC=CC=2)N1 KMGARVOVYXNAOF-UHFFFAOYSA-N 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 244000309466 calf Species 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000032823 cell division Effects 0.000 description 1
- 230000003915 cell function Effects 0.000 description 1
- 230000010261 cell growth Effects 0.000 description 1
- 230000009087 cell motility Effects 0.000 description 1
- 238000009232 chiropractic Methods 0.000 description 1
- 229940095074 cyclic amp Drugs 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 1
- 235000018417 cysteine Nutrition 0.000 description 1
- 238000011393 cytotoxic chemotherapy Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
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- 208000024963 hair loss Diseases 0.000 description 1
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- 238000010438 heat treatment Methods 0.000 description 1
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- 239000008101 lactose Substances 0.000 description 1
- 208000032839 leukemia Diseases 0.000 description 1
- 208000037841 lung tumor Diseases 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000009401 metastasis Effects 0.000 description 1
- 208000037819 metastatic cancer Diseases 0.000 description 1
- 208000011575 metastatic malignant neoplasm Diseases 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002547 new drug Substances 0.000 description 1
- 230000001151 other effect Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
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- 208000011581 secondary neoplasm Diseases 0.000 description 1
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- 159000000000 sodium salts Chemical class 0.000 description 1
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- 231100000331 toxic Toxicity 0.000 description 1
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- 231100000419 toxicity Toxicity 0.000 description 1
- 208000025421 tumor of uterus Diseases 0.000 description 1
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- 229940088594 vitamin Drugs 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/19—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles lyophilised, i.e. freeze-dried, solutions or dispersions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/971,729 US4384001A (en) | 1978-12-21 | 1978-12-21 | Treatment of tumors with thiazolidine-4-carboxylic acid |
| US97172978 | 1978-12-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| LU82013A1 true LU82013A1 (fr) | 1981-02-03 |
Family
ID=25518727
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LU82013A LU82013A1 (fr) | 1978-12-21 | 1979-12-19 | Nouvelles poudres lyophilisees contenant un sel de l'acide thiazolidine-4-carboxylique et leur procede de preparation |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4384001A (OSRAM) |
| JP (1) | JPS55115822A (OSRAM) |
| AU (1) | AU5390579A (OSRAM) |
| BE (1) | BE880744A (OSRAM) |
| CA (1) | CA1149284A (OSRAM) |
| DE (1) | DE2951050A1 (OSRAM) |
| DK (1) | DK542979A (OSRAM) |
| ES (1) | ES487052A0 (OSRAM) |
| FR (1) | FR2444459A1 (OSRAM) |
| GB (1) | GB2039736B (OSRAM) |
| IL (1) | IL58948A0 (OSRAM) |
| IT (1) | IT1193348B (OSRAM) |
| LU (1) | LU82013A1 (OSRAM) |
| NL (1) | NL7909199A (OSRAM) |
| SE (1) | SE7910300L (OSRAM) |
| ZA (1) | ZA796918B (OSRAM) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE53332B1 (en) * | 1980-03-14 | 1988-10-26 | Efamol Ltd | Pharmaceutical compositions |
| JPS57128625A (en) * | 1981-01-30 | 1982-08-10 | Rikagaku Kenkyusho | Carcinostatic |
| US4335210A (en) * | 1981-02-11 | 1982-06-15 | Cornell Research Foundation | Method of producing L-cysteine |
| FR2547728B1 (fr) * | 1983-06-24 | 1986-05-02 | Riker Laboratories Inc | Medicament a base d'acide d thiazolidine carboxylique |
| FR2547729B1 (fr) * | 1983-06-24 | 1986-05-02 | Riker Laboratories Inc | Medicament a base d'acide dl thiazolidine carboxylique |
| DE3586683T2 (de) * | 1984-12-18 | 1993-04-08 | Clark Pharma Dev | Antitumorzusammensetzungen enthaltend ein reaktionsprodukt zwischen einem cytotoxischen aldehyd und penicillamin und deren verwendung zur herstellung von arzneimitteln. |
| JPH066578B2 (ja) * | 1985-12-27 | 1994-01-26 | 三共株式会社 | チアゾリジン誘導体 |
| JPH01170063U (OSRAM) * | 1988-05-11 | 1989-11-30 | ||
| JPH0467539U (OSRAM) * | 1990-10-18 | 1992-06-16 | ||
| EP0494405B2 (en) * | 1991-01-10 | 2000-04-19 | Transcend Therapeutics, Inc. | Use of L-2-oxo thiazolidine-4-carboxylate for the treatment of pulmonary diseases |
| RO117793B1 (ro) * | 1994-06-14 | 2002-07-30 | Dainippon Pharmaceutical Co | Derivati de acid piridoncarboxilic si compozitie farmaceutica care ii contine |
| ES2277787B1 (es) * | 2006-01-02 | 2008-06-16 | Universidad De Cadiz | Empleo de tioprolina en tratamientos de reduccion de peso corporal. |
-
1978
- 1978-12-21 US US05/971,729 patent/US4384001A/en not_active Expired - Lifetime
-
1979
- 1979-12-12 GB GB7942753A patent/GB2039736B/en not_active Expired
- 1979-12-13 IL IL58948A patent/IL58948A0/xx unknown
- 1979-12-14 SE SE7910300A patent/SE7910300L/xx unknown
- 1979-12-17 AU AU53905/79A patent/AU5390579A/en not_active Abandoned
- 1979-12-18 IT IT28170/79A patent/IT1193348B/it active
- 1979-12-19 BE BE0/198657A patent/BE880744A/fr not_active IP Right Cessation
- 1979-12-19 DK DK542979A patent/DK542979A/da unknown
- 1979-12-19 LU LU82013A patent/LU82013A1/fr unknown
- 1979-12-19 DE DE19792951050 patent/DE2951050A1/de not_active Withdrawn
- 1979-12-19 ES ES487052A patent/ES487052A0/es active Granted
- 1979-12-19 CA CA000342263A patent/CA1149284A/en not_active Expired
- 1979-12-19 FR FR7931158A patent/FR2444459A1/fr active Granted
- 1979-12-20 ZA ZA00796918A patent/ZA796918B/xx unknown
- 1979-12-20 NL NL7909199A patent/NL7909199A/nl not_active Application Discontinuation
- 1979-12-20 JP JP16495079A patent/JPS55115822A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| IT1193348B (it) | 1988-06-15 |
| GB2039736B (en) | 1983-04-13 |
| IL58948A0 (en) | 1980-03-31 |
| BE880744A (fr) | 1980-06-19 |
| NL7909199A (nl) | 1980-06-24 |
| JPS55115822A (en) | 1980-09-06 |
| FR2444459A1 (fr) | 1980-07-18 |
| FR2444459B1 (OSRAM) | 1983-04-01 |
| ES8102108A1 (es) | 1980-12-16 |
| DK542979A (da) | 1980-06-22 |
| AU5390579A (en) | 1980-06-26 |
| IT7928170A0 (it) | 1979-12-18 |
| DE2951050A1 (de) | 1980-07-10 |
| ES487052A0 (es) | 1980-12-16 |
| JPS6328045B2 (OSRAM) | 1988-06-07 |
| ZA796918B (en) | 1980-11-26 |
| GB2039736A (en) | 1980-08-20 |
| CA1149284A (en) | 1983-07-05 |
| US4384001A (en) | 1983-05-17 |
| SE7910300L (sv) | 1980-06-22 |
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