AT317181B - Verfahren zur Herstellung von neuen 1-Isopropylamino-2-hydroxy-3-(p-substituierten phenoxy)-propanen in Form der Racemate und optischen Antipoden sowie von Säureadditionssalzen derselben - Google Patents
Verfahren zur Herstellung von neuen 1-Isopropylamino-2-hydroxy-3-(p-substituierten phenoxy)-propanen in Form der Racemate und optischen Antipoden sowie von Säureadditionssalzen derselbenInfo
- Publication number
- AT317181B AT317181B AT957072A AT957072A AT317181B AT 317181 B AT317181 B AT 317181B AT 957072 A AT957072 A AT 957072A AT 957072 A AT957072 A AT 957072A AT 317181 B AT317181 B AT 317181B
- Authority
- AT
- Austria
- Prior art keywords
- propanes
- isopropylamino
- racemates
- hydroxy
- preparation
- Prior art date
Links
- -1 1-isopropylamino-2-hydroxy-3- (p-substituted phenoxy) propanes Chemical class 0.000 title 1
- 239000002253 acid Substances 0.000 title 1
- 230000003287 optical effect Effects 0.000 title 1
- 150000003839 salts Chemical class 0.000 title 1
Classifications
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- 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
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A61K31/138—Aryloxyalkylamines, e.g. propranolol, tamoxifen, phenoxybenzamine
-
- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/27—Esters, e.g. nitroglycerine, selenocyanates of carbamic or thiocarbamic acids, meprobamate, carbachol, neostigmine
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C217/28—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines
- C07C217/30—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring
- C07C217/32—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring the six-membered aromatic ring or condensed ring system containing that ring being further substituted
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/22—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to an acyclic carbon atom of a carbon skeleton containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/02—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to acyclic carbon atoms
- C07C317/10—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
-
- 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
- C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
- C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings 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
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
- C07D263/24—Oxygen atoms attached in position 2 with hydrocarbon radicals, substituted by oxygen atoms, attached to other ring carbon atoms
-
- 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
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/24—Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Glass Compositions (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE02050/70A SE354851B (de) | 1970-02-18 | 1970-02-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
AT317181B true AT317181B (de) | 1974-08-12 |
Family
ID=20259298
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AT505872A AT310144B (de) | 1970-02-18 | 1971-02-17 | Verfahren zur Herstellung von neuen 1-Isopropylamino- oder 1-tert. Butylamino-2-hydroxy-3-(p-substituierten phenoxy)-propanen in Form der Racemate und optischen Antipoden sowie von Säureadditionssalzen derselben |
AT134971A AT307386B (de) | 1970-02-18 | 1971-02-17 | Verfahren zur Herstellung von neuen 1-Isopropylamino- oder 1-tert. Butylamino-2-hydroxy-3-(p-substituierten phenoxy)-propanen, sowie deren Säureadditionssalzen |
AT957072A AT317181B (de) | 1970-02-18 | 1971-02-17 | Verfahren zur Herstellung von neuen 1-Isopropylamino-2-hydroxy-3-(p-substituierten phenoxy)-propanen in Form der Racemate und optischen Antipoden sowie von Säureadditionssalzen derselben |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AT505872A AT310144B (de) | 1970-02-18 | 1971-02-17 | Verfahren zur Herstellung von neuen 1-Isopropylamino- oder 1-tert. Butylamino-2-hydroxy-3-(p-substituierten phenoxy)-propanen in Form der Racemate und optischen Antipoden sowie von Säureadditionssalzen derselben |
AT134971A AT307386B (de) | 1970-02-18 | 1971-02-17 | Verfahren zur Herstellung von neuen 1-Isopropylamino- oder 1-tert. Butylamino-2-hydroxy-3-(p-substituierten phenoxy)-propanen, sowie deren Säureadditionssalzen |
Country Status (17)
Country | Link |
---|---|
US (4) | US3873600A (de) |
JP (2) | JPS5317587B1 (de) |
AT (3) | AT310144B (de) |
BE (1) | BE762629A (de) |
CA (1) | CA982140A (de) |
CH (8) | CH563338A5 (de) |
DE (1) | DE2106209C3 (de) |
DK (1) | DK129446B (de) |
FI (1) | FI55024C (de) |
FR (1) | FR2081523B1 (de) |
GB (1) | GB1308106A (de) |
IE (1) | IE35106B1 (de) |
MY (1) | MY7500161A (de) |
NL (1) | NL160549C (de) |
NO (1) | NO132798C (de) |
SE (1) | SE354851B (de) |
ZA (1) | ZA71682B (de) |
Families Citing this family (63)
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SE384853B (sv) * | 1972-04-04 | 1976-05-24 | Haessle Ab | Forfarande for framstellning av nya aminer |
US4145442A (en) * | 1972-04-04 | 1979-03-20 | Aktiebolaget Hassle | Phenoxy-hydroxypropylamines, their preparation, and method and pharmaceutical preparations for treating cardiovascular diseases |
US4035420A (en) * | 1972-07-06 | 1977-07-12 | Aktiebolaget Hassle | Substituted ureido alkylene phenoxy propanolamines |
US4041075A (en) * | 1973-12-12 | 1977-08-09 | Imperial Chemical Industries Limited | Phenoxy-alkanolamine derivatives |
AT334385B (de) * | 1973-12-20 | 1976-01-10 | Chemie Linz Ag | Verfahren zur herstellung von neuen phenoxypropylaminderivaten und deren salzen |
SE7402096L (de) * | 1974-02-18 | 1975-08-19 | United Aircraft Corp | |
US4145363A (en) * | 1975-02-05 | 1979-03-20 | Yamanouchi Pharmaceutical Co., Ltd. | 4-Carbamoylamino-α-aminomethylbenzyl alcohol derivatives |
FR2330383A1 (fr) * | 1975-11-06 | 1977-06-03 | Synthelabo | Nouveaux ethers de phenols substitues, leurs sels, leur preparation et les medicaments qui les renferment |
DE2645710C2 (de) * | 1976-10-09 | 1985-06-27 | Merck Patent Gmbh, 6100 Darmstadt | Phenoxy-amino-propanole, Verfahren zu ihrer Herstellung und pharmazeutische Zubereitung |
IT1109002B (it) * | 1977-09-22 | 1985-12-16 | Menarini Sas | Derivati del 2 oxazolidone e loro metodi di preparazione |
US4243681A (en) * | 1977-10-11 | 1981-01-06 | Mead Johnson & Company | Alkylthiophenoxypropanolamines and pharmaceutical compositions and uses thereof |
US4341718A (en) * | 1978-07-03 | 1982-07-27 | American Home Products Corporation | α-[(Alkylamino)-methyl]-β-aryloxy-benzeneethanols exhibiting antiarrhythmic activity |
US4329502A (en) * | 1978-08-28 | 1982-05-11 | Syva Company | Propranolol antigen conjugates and antibodies |
FR2477537A1 (fr) * | 1980-03-07 | 1981-09-11 | Francaise Sucrerie | Nouvelles guanidines acylees, urees et urees substituees, leur procede de fabrication et leur application en tant que medicaments |
FI59985C (fi) * | 1980-05-26 | 1982-01-08 | Farmos Oy | Foerfarande foer framstaellning av terapeutiskt aktiv 1-isopropylamino-3-(4-(2-metoxietyl)fenoxi)-2-propanol samt dess syra-additionssalter |
SE8004087L (sv) * | 1980-06-02 | 1981-12-03 | Haessle Ab | Nya parasubstituerade 3-fenoxi-1-alkylaminopropanol-2-er med betareceptorblockerande egenskaper, samt forfarande for deras framstellning, farmaceutiska beredningar innehallande desamma, och metod att behandla akut ... |
SE8004088L (sv) * | 1980-06-02 | 1981-12-03 | Haessle Ab | Nya substituerade 3-fenoxi-l-alkoxikarbonylalkylamino-propanol-2-er med beta-receptorblockerande egenskaper samt forfarande for deras framstellning, farmaceutiska beredningar innehallande desamma och metod att ... |
FI63016C (fi) * | 1980-06-04 | 1983-04-11 | Haessle Ab | Foerfarande foer framstaellning av en terapeutiskt aktiv propanolamin |
US4342783A (en) * | 1980-06-30 | 1982-08-03 | Synthelabo | Anti-glaucoma agent |
FR2497194B1 (fr) * | 1980-08-07 | 1985-06-14 | Sandoz Sa | Nouveaux composes phenoliques |
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DE3151201A1 (de) * | 1981-12-23 | 1983-07-28 | Beiersdorf Ag, 2000 Hamburg | Substituierte phenoxyalkanolamine und phenoxyalkanol-cycloalkylamine, verfahren zu ihrer herstellung, diese verbindungen enthaltende pharmazeutische zubereitungen und zwischenprodukte |
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WO1988000190A1 (en) * | 1986-06-25 | 1988-01-14 | Massachusetts Institute Of Technology | Optically active derivatives of glycidol |
JPS6388944U (de) * | 1986-12-01 | 1988-06-09 | ||
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GB8925032D0 (en) * | 1989-11-06 | 1989-12-28 | Ici Plc | Chemical compounds |
US5107034A (en) * | 1990-03-28 | 1992-04-21 | Hoechst Celanese Corporation | Method for producing 4-(2'-methoxyethyl)phenol |
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ATE502635T1 (de) | 2002-08-19 | 2011-04-15 | Pfizer | Kombinationstherapie gegen hyperproliferative erkrankungen |
NZ543741A (en) | 2003-05-30 | 2009-10-30 | Ranbaxy Lab Ltd | Substituted pyrrole derivatives and their use as HMG-Co inhibitors |
US20050037063A1 (en) * | 2003-07-21 | 2005-02-17 | Bolton Anthony E. | Combined therapies |
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KR20080016527A (ko) * | 2005-01-31 | 2008-02-21 | 밀란 래보러토리즈, 인크. | 하이드록시화된 네비볼롤을 함유하는 약학적 조성물 |
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JP5498168B2 (ja) | 2006-12-01 | 2014-05-21 | ブリストル−マイヤーズ スクイブ カンパニー | アテローム性動脈硬化および循環器疾患の治療のためのcetp阻害剤としてのn−((3−ベンジル)−2,2−(ビス−フェニル)−プロパン−1−アミン誘導体 |
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US8987262B2 (en) | 2007-10-19 | 2015-03-24 | Universite de Bordeaux | Use of a beta blocker for the manufacture of a medicament for the treatment of hemangiomas |
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CN102295569B (zh) * | 2011-07-04 | 2014-05-21 | 南京工业大学 | 一种制备(s)-琥珀酸美托洛尔的方法 |
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CN112645827A (zh) * | 2020-12-25 | 2021-04-13 | 浙江普洛家园药业有限公司 | 一种连续合成美多心安及其盐的方法 |
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DE1220440B (de) * | 1962-02-14 | 1966-07-07 | Sanol Arznei Schwarz Gmbh | Verfahren zur Herstellung von Derivaten des 1-(o-Bromphenoxy)-2-hydroxy-3-amino-propans und deren Saeureadditionssalzen |
GB1199037A (en) * | 1967-09-27 | 1970-07-15 | Ici Ltd | Alkanolamine Derivatives |
US3466325A (en) * | 1965-04-30 | 1969-09-09 | Haessle Ab | 1-(ortho-alkenyl phenoxy) - 2-hydroxy-3-isopropylaminopropanes and the salts thereof |
US3637827A (en) * | 1966-01-06 | 1972-01-25 | Smith Kline French Lab | Benzhydryloxy-cyclopropanecarboxylic acids and amides |
US3541130A (en) * | 1967-02-06 | 1970-11-17 | Boehringer Sohn Ingelheim | 1-(cyanophenoxy)-2-hydroxy-3-tert.-butylamine propanes |
DE1937477C3 (de) * | 1969-07-23 | 1980-04-10 | C.H. Boehringer Sohn, 6507 Ingelheim | I -Phenoxy-2-hydroxy-3-(l -methylcycloalkylamino)-propane, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel |
JPS5247447A (en) * | 1975-09-29 | 1977-04-15 | Touhoku Nougiyou Shikenjiyouch | Blue film utilizing method for growing of paddy rice young plant |
-
1970
- 1970-02-18 SE SE02050/70A patent/SE354851B/xx unknown
-
1971
- 1971-02-03 ZA ZA710682A patent/ZA71682B/xx unknown
- 1971-02-08 BE BE762629A patent/BE762629A/xx not_active IP Right Cessation
- 1971-02-10 DE DE2106209A patent/DE2106209C3/de not_active Expired
- 1971-02-12 NL NL7101885.A patent/NL160549C/xx not_active IP Right Cessation
- 1971-02-16 NO NO564/71A patent/NO132798C/no unknown
- 1971-02-16 CH CH221671A patent/CH563338A5/xx not_active IP Right Cessation
- 1971-02-16 CH CH278675A patent/CH572895A5/xx not_active IP Right Cessation
- 1971-02-16 CH CH178074A patent/CH563340A5/xx not_active IP Right Cessation
- 1971-02-16 FR FR7105224A patent/FR2081523B1/fr not_active Expired
- 1971-02-16 CH CH177974A patent/CH563339A5/xx not_active IP Right Cessation
- 1971-02-16 CH CH278575A patent/CH578507A5/xx not_active IP Right Cessation
- 1971-02-16 CH CH278875A patent/CH572897A5/xx not_active IP Right Cessation
- 1971-02-16 CH CH278975A patent/CH576938A5/xx not_active IP Right Cessation
- 1971-02-16 CH CH278775A patent/CH572896A5/xx not_active IP Right Cessation
- 1971-02-17 AT AT505872A patent/AT310144B/de not_active IP Right Cessation
- 1971-02-17 FI FI452/71A patent/FI55024C/fi active
- 1971-02-17 IE IE184/71A patent/IE35106B1/xx unknown
- 1971-02-17 DK DK71971AA patent/DK129446B/da not_active IP Right Cessation
- 1971-02-17 AT AT134971A patent/AT307386B/de not_active IP Right Cessation
- 1971-02-17 AT AT957072A patent/AT317181B/de active
- 1971-02-18 JP JP731771A patent/JPS5317587B1/ja active Pending
- 1971-02-18 CA CA105,683A patent/CA982140A/en not_active Expired
- 1971-04-19 GB GB2199471A patent/GB1308106A/en not_active Expired
-
1973
- 1973-03-19 US US342749A patent/US3873600A/en not_active Expired - Lifetime
-
1974
- 1974-01-15 US US433450A patent/US3928601A/en not_active Expired - Lifetime
- 1974-01-15 US US05/433,451 patent/US3998790A/en not_active Expired - Lifetime
- 1974-01-15 US US433565A patent/US3876802A/en not_active Expired - Lifetime
-
1975
- 1975-12-30 MY MY161/75A patent/MY7500161A/xx unknown
-
1977
- 1977-11-24 JP JP14106877A patent/JPS53101322A/ja active Granted
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