DE2247187A1 - Imidazolylessigsaeureamide, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel - Google Patents
Imidazolylessigsaeureamide, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittelInfo
- Publication number
- DE2247187A1 DE2247187A1 DE19722247187 DE2247187A DE2247187A1 DE 2247187 A1 DE2247187 A1 DE 2247187A1 DE 19722247187 DE19722247187 DE 19722247187 DE 2247187 A DE2247187 A DE 2247187A DE 2247187 A1 DE2247187 A1 DE 2247187A1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- optionally substituted
- acid
- halogen
- given above
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims description 33
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- -1 IMIDAZOLYL ACID AMIDES Chemical class 0.000 title description 16
- 229940126601 medicinal product Drugs 0.000 title description 2
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- 150000001875 compounds Chemical class 0.000 claims description 23
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 12
- 229910052736 halogen Inorganic materials 0.000 claims description 11
- 150000002367 halogens Chemical class 0.000 claims description 11
- 231100000252 nontoxic Toxicity 0.000 claims description 9
- 230000003000 nontoxic effect Effects 0.000 claims description 9
- 239000011230 binding agent Substances 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 8
- 239000000969 carrier Substances 0.000 claims description 7
- 150000001412 amines Chemical class 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- 125000000623 heterocyclic group Chemical group 0.000 claims description 5
- 238000002955 isolation Methods 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 150000002431 hydrogen Chemical group 0.000 claims description 4
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims description 3
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
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- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
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- 239000002385 cottonseed oil Substances 0.000 description 1
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- HXCKCCRKGXHOBK-UHFFFAOYSA-N cycloheptane Chemical compound [CH]1CCCCCC1 HXCKCCRKGXHOBK-UHFFFAOYSA-N 0.000 description 1
- NISGSNTVMOOSJQ-UHFFFAOYSA-N cyclopentanamine Chemical compound NC1CCCC1 NISGSNTVMOOSJQ-UHFFFAOYSA-N 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
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- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- 229940093499 ethyl acetate Drugs 0.000 description 1
- 239000010642 eucalyptus oil Substances 0.000 description 1
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- 150000004665 fatty acids Chemical class 0.000 description 1
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- 239000008273 gelatin Substances 0.000 description 1
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- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 235000001727 glucose Nutrition 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
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- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
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- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
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- 235000010355 mannitol Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000001525 mentha piperita l. herb oil Substances 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
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- 229940016286 microcrystalline cellulose Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- CQDGTJPVBWZJAZ-UHFFFAOYSA-N monoethyl carbonate Chemical compound CCOC(O)=O CQDGTJPVBWZJAZ-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 150000002889 oleic acids Chemical class 0.000 description 1
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- 239000003960 organic solvent Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
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- 244000052769 pathogen Species 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 235000019477 peppermint oil Nutrition 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
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- 238000004321 preservation Methods 0.000 description 1
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- 229960004063 propylene glycol Drugs 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 238000013207 serial dilution Methods 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
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- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
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- 239000003765 sweetening agent Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 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
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- 239000003451 thiazide diuretic agent Substances 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or 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
-
- 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
- A61K31/415—1,2-Diazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (21)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19722247187 DE2247187A1 (de) | 1972-09-26 | 1972-09-26 | Imidazolylessigsaeureamide, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
PL1973165404A PL91055B1 (en, 2012) | 1972-09-26 | 1973-09-24 | |
CA181,738A CA979898A (en) | 1972-09-26 | 1973-09-24 | Imidazolylacetic acid amides, their production, antimycotic compositions comprising said compounds and their use as antimycotic agents |
LU68476A LU68476A1 (en, 2012) | 1972-09-26 | 1973-09-24 | |
IL43298A IL43298A (en) | 1972-09-26 | 1973-09-24 | Omega,omega-diphenyl-omega-imidazolyl-1-acetic acid amides,their production and pharmaceutical compositions containing them |
PL1973187923A PL95785B1 (pl) | 1972-09-26 | 1973-09-24 | Sposob wytwarzania nowych amidow kwasow imidazolilooctowego |
AT818773A AT324326B (de) | 1972-09-26 | 1973-09-24 | Verfahren zur herstellung von neuen imidazolylessigsäureamiden und ihren salzen |
US05/400,263 US3950354A (en) | 1972-09-26 | 1973-09-24 | Imidazolylacetic acid amides |
CH1364373A CH593944A5 (en, 2012) | 1972-09-26 | 1973-09-24 | |
BE135951A BE805210A (fr) | 1972-09-26 | 1973-09-24 | Nouveaux amides d'acides imidazoiylacetiques, leur procede de preparation et medicaments les contenant |
CH1495476A CH599194A5 (en, 2012) | 1972-09-26 | 1973-09-24 | |
GB4488673A GB1402693A (en) | 1972-09-26 | 1973-09-25 | Imidazolylacetamides their production and their medicinal use |
FR7334501A FR2200013B1 (en, 2012) | 1972-09-26 | 1973-09-26 | |
NL7313272A NL7313272A (en, 2012) | 1972-09-26 | 1973-09-26 | |
JP48107649A JPS584023B2 (ja) | 1972-09-26 | 1973-09-26 | イミダゾリルサクサンアミドノ セイゾウホウホウ |
JP48107650A JPS4969811A (en, 2012) | 1972-09-26 | 1973-09-26 | |
US05/594,195 US4024270A (en) | 1972-09-26 | 1975-07-09 | Antimycotic compositions containing an imidazolylacetic acid amide or salt thereof as the active agent and the use thereof in the treatment of mycoses |
US05/594,569 US4033964A (en) | 1972-09-26 | 1975-07-09 | Imidazolylacetic acid amides, their production, antimycotic compositions comprising said compounds and their use as antimycotic agents |
US05/594,544 US3993647A (en) | 1972-09-26 | 1975-07-09 | Imidazolylacetic acid amides |
US05/651,419 US4032636A (en) | 1972-09-26 | 1976-01-22 | Imidazolylacetic acid amides, their production, antimycotic compositions comprising said compounds and their use as antimycotic agents |
US05/710,583 US4079136A (en) | 1972-09-26 | 1976-08-02 | Imidazolylacetic acid amides, their production, antimycotic compositions comprising said compounds and their use as antimycotic agents |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19722247187 DE2247187A1 (de) | 1972-09-26 | 1972-09-26 | Imidazolylessigsaeureamide, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
Publications (1)
Publication Number | Publication Date |
---|---|
DE2247187A1 true DE2247187A1 (de) | 1974-03-28 |
Family
ID=5857425
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19722247187 Withdrawn DE2247187A1 (de) | 1972-09-26 | 1972-09-26 | Imidazolylessigsaeureamide, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
Country Status (13)
Country | Link |
---|---|
US (1) | US3950354A (en, 2012) |
JP (2) | JPS4969811A (en, 2012) |
AT (1) | AT324326B (en, 2012) |
BE (1) | BE805210A (en, 2012) |
CA (1) | CA979898A (en, 2012) |
CH (2) | CH599194A5 (en, 2012) |
DE (1) | DE2247187A1 (en, 2012) |
FR (1) | FR2200013B1 (en, 2012) |
GB (1) | GB1402693A (en, 2012) |
IL (1) | IL43298A (en, 2012) |
LU (1) | LU68476A1 (en, 2012) |
NL (1) | NL7313272A (en, 2012) |
PL (2) | PL95785B1 (en, 2012) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003105853A1 (en) * | 2002-06-12 | 2003-12-24 | Chemocentryx, Inc. | 1-aryl-4-substituted piperazines derivatives for use as ccr1 antagonists for the treatment of inflammation and immune disorders |
US20050256130A1 (en) * | 2002-06-12 | 2005-11-17 | Chemocentryx, Inc. | Substituted piperazines |
US7842693B2 (en) * | 2002-06-12 | 2010-11-30 | Chemocentryx, Inc. | Substituted piperazines |
US7589199B2 (en) | 2002-06-12 | 2009-09-15 | Chemocentryx, Inc. | Substituted piperazines |
US7435831B2 (en) * | 2004-03-03 | 2008-10-14 | Chemocentryx, Inc. | Bicyclic and bridged nitrogen heterocycles |
JP4845873B2 (ja) * | 2004-03-03 | 2011-12-28 | ケモセントリックス インコーポレーティッド | 二環式および架橋した窒素複素環 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH531516A (de) * | 1969-05-21 | 1972-12-15 | Bayer Ag | Verfahren zur Herstellung neuer Phenylimidazolyl-fettsäure-derivate |
-
1972
- 1972-09-26 DE DE19722247187 patent/DE2247187A1/de not_active Withdrawn
-
1973
- 1973-09-24 AT AT818773A patent/AT324326B/de not_active IP Right Cessation
- 1973-09-24 BE BE135951A patent/BE805210A/xx not_active IP Right Cessation
- 1973-09-24 US US05/400,263 patent/US3950354A/en not_active Expired - Lifetime
- 1973-09-24 LU LU68476A patent/LU68476A1/xx unknown
- 1973-09-24 CH CH1495476A patent/CH599194A5/xx not_active IP Right Cessation
- 1973-09-24 CA CA181,738A patent/CA979898A/en not_active Expired
- 1973-09-24 PL PL1973187923A patent/PL95785B1/pl unknown
- 1973-09-24 PL PL1973165404A patent/PL91055B1/pl unknown
- 1973-09-24 IL IL43298A patent/IL43298A/en unknown
- 1973-09-24 CH CH1364373A patent/CH593944A5/xx not_active IP Right Cessation
- 1973-09-25 GB GB4488673A patent/GB1402693A/en not_active Expired
- 1973-09-26 JP JP48107650A patent/JPS4969811A/ja active Pending
- 1973-09-26 NL NL7313272A patent/NL7313272A/xx not_active Application Discontinuation
- 1973-09-26 JP JP48107649A patent/JPS584023B2/ja not_active Expired
- 1973-09-26 FR FR7334501A patent/FR2200013B1/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
PL91055B1 (en, 2012) | 1977-02-28 |
IL43298A (en) | 1977-02-28 |
CH593944A5 (en, 2012) | 1977-12-30 |
FR2200013B1 (en, 2012) | 1977-09-09 |
US3950354A (en) | 1976-04-13 |
GB1402693A (en) | 1975-08-13 |
CH599194A5 (en, 2012) | 1978-05-12 |
JPS584023B2 (ja) | 1983-01-24 |
JPS4969668A (en, 2012) | 1974-07-05 |
AT324326B (de) | 1975-08-25 |
FR2200013A1 (en, 2012) | 1974-04-19 |
BE805210A (fr) | 1974-03-25 |
JPS4969811A (en, 2012) | 1974-07-05 |
NL7313272A (en, 2012) | 1974-03-28 |
IL43298A0 (en) | 1973-11-28 |
CA979898A (en) | 1975-12-16 |
PL95785B1 (pl) | 1977-11-30 |
LU68476A1 (en, 2012) | 1973-12-07 |
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