SU961557A3 - Способ получени производных алкиламиноэтанола или их солей в виде рацемата или оптически-активного антипода - Google Patents
Способ получени производных алкиламиноэтанола или их солей в виде рацемата или оптически-активного антипода Download PDFInfo
- Publication number
- SU961557A3 SU961557A3 SU792746153A SU2746153A SU961557A3 SU 961557 A3 SU961557 A3 SU 961557A3 SU 792746153 A SU792746153 A SU 792746153A SU 2746153 A SU2746153 A SU 2746153A SU 961557 A3 SU961557 A3 SU 961557A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- animals
- given
- group
- histamine
- formula
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title claims abstract 4
- 238000000034 method Methods 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 7
- 239000001257 hydrogen Substances 0.000 claims abstract description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract 3
- 125000000217 alkyl group Chemical group 0.000 claims abstract 2
- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 claims description 20
- 230000000694 effects Effects 0.000 claims description 12
- 241001465754 Metazoa Species 0.000 claims description 11
- XWTYSIMOBUGWOL-UHFFFAOYSA-N (+-)-Terbutaline Chemical compound CC(C)(C)NCC(O)C1=CC(O)=CC(O)=C1 XWTYSIMOBUGWOL-UHFFFAOYSA-N 0.000 claims description 10
- 230000000572 bronchospasmolytic effect Effects 0.000 claims description 10
- 229960001340 histamine Drugs 0.000 claims description 10
- 229960000195 terbutaline Drugs 0.000 claims description 10
- 239000000443 aerosol Substances 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 230000037396 body weight Effects 0.000 claims description 4
- 230000029058 respiratory gaseous exchange Effects 0.000 claims description 4
- 238000007920 subcutaneous administration Methods 0.000 claims description 4
- 241000700198 Cavia Species 0.000 claims description 3
- 238000002474 experimental method Methods 0.000 claims description 3
- 238000005303 weighing Methods 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims 1
- 241001124076 Aphididae Species 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 230000001788 irregular Effects 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- 230000004936 stimulating effect Effects 0.000 description 5
- 241000282326 Felis catus Species 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 4
- 230000000747 cardiac effect Effects 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 230000008602 contraction Effects 0.000 description 3
- 238000001819 mass spectrum Methods 0.000 description 3
- 230000003512 tremorgenic effect Effects 0.000 description 3
- -1 2-ethoxyphenyl Chemical group 0.000 description 2
- 208000009079 Bronchial Spasm Diseases 0.000 description 2
- 208000014181 Bronchial disease Diseases 0.000 description 2
- 206010006482 Bronchospasm Diseases 0.000 description 2
- WEXRUCMBJFQVBZ-UHFFFAOYSA-N pentobarbital Chemical compound CCCC(C)C1(CC)C(=O)NC(=O)NC1=O WEXRUCMBJFQVBZ-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 210000002027 skeletal muscle Anatomy 0.000 description 2
- DENFPCAOAYSNJH-UHFFFAOYSA-N 1-(2-methoxyphenyl)-1-(propylamino)ethanol Chemical compound COC1=C(C=CC=C1)C(C)(O)NCCC DENFPCAOAYSNJH-UHFFFAOYSA-N 0.000 description 1
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 206010002091 Anaesthesia Diseases 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 230000037005 anaesthesia Effects 0.000 description 1
- 230000004872 arterial blood pressure Effects 0.000 description 1
- 210000000621 bronchi Anatomy 0.000 description 1
- 210000001715 carotid artery Anatomy 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000010073 coating (rubber) Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 108700039708 galantide Proteins 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000006199 nebulizer Substances 0.000 description 1
- 229960001412 pentobarbital Drugs 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000006223 plastic coating Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 210000002435 tendon Anatomy 0.000 description 1
- 210000002972 tibial nerve Anatomy 0.000 description 1
- 210000003437 trachea Anatomy 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
Classifications
-
- 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- 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
-
- 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
- C07C41/22—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of halogens; by substitution of halogen atoms by other halogen atoms
-
- 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
- C07C41/26—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of 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
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
-
- 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
-
- 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/255—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/86—Ketones containing a keto group bound to a six-membered aromatic ring containing —CHO groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/367—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Urology & Nephrology (AREA)
- Pulmonology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1403378 | 1978-04-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU961557A3 true SU961557A3 (ru) | 1982-09-23 |
Family
ID=10033794
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU792746153A SU961557A3 (ru) | 1978-04-10 | 1979-04-09 | Способ получени производных алкиламиноэтанола или их солей в виде рацемата или оптически-активного антипода |
| SU813308200A SU1011046A3 (ru) | 1978-04-10 | 1981-07-02 | Способ получени производных алкиламиноэтанола или их солей в форме рацемата или оптически-активного антипода |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU813308200A SU1011046A3 (ru) | 1978-04-10 | 1981-07-02 | Способ получени производных алкиламиноэтанола или их солей в форме рацемата или оптически-активного антипода |
Country Status (25)
| Country | Link |
|---|---|
| EP (1) | EP0004835B1 (enExample) |
| JP (1) | JPS54145624A (enExample) |
| AT (1) | AT367022B (enExample) |
| AU (1) | AU520787B2 (enExample) |
| BR (1) | BR7902193A (enExample) |
| CA (1) | CA1150296A (enExample) |
| CS (1) | CS228114B2 (enExample) |
| CY (1) | CY1228A (enExample) |
| DD (1) | DD142875A5 (enExample) |
| DE (1) | DE2960968D1 (enExample) |
| DK (1) | DK146779A (enExample) |
| ES (2) | ES479440A1 (enExample) |
| FI (1) | FI70405C (enExample) |
| GR (1) | GR66484B (enExample) |
| HK (1) | HK35184A (enExample) |
| HU (1) | HU178207B (enExample) |
| IE (1) | IE48569B1 (enExample) |
| MY (1) | MY8500403A (enExample) |
| NO (1) | NO147103C (enExample) |
| NZ (1) | NZ190078A (enExample) |
| PH (1) | PH17202A (enExample) |
| PT (1) | PT69459A (enExample) |
| SG (1) | SG6984G (enExample) |
| SU (2) | SU961557A3 (enExample) |
| ZA (1) | ZA791403B (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6010021B2 (ja) * | 1979-01-31 | 1985-03-14 | 田辺製薬株式会社 | 新規ベンジルアルコ−ル誘導体及びその製法 |
| JPS6241829Y2 (enExample) * | 1980-03-28 | 1987-10-26 | ||
| DE3169094D1 (en) * | 1980-11-20 | 1985-03-28 | Beecham Group Plc | Secondary amines |
| US4454337A (en) * | 1981-06-29 | 1984-06-12 | Smithkline Beckman Corporation | Semicarbazide intermediates for preparing 4-substituted indoles |
| CH653322A5 (de) * | 1982-12-01 | 1985-12-31 | Siegfried Ag | Verfahren zur herstellung von phenylethanolaminen. |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6610530A (enExample) * | 1966-07-27 | 1968-01-29 | ||
| DE1768167A1 (de) * | 1968-04-06 | 1971-08-05 | Troponwerke Dinklage & Co | 1-(3-Hydroxyphenyl)-2-[3-phenyl-2-methylpropyl-(2)-amino]-aethynol-(1) |
| DE2008654A1 (de) * | 1970-02-25 | 1971-09-09 | C H Boehnnger Sohn, 6507 Ingel heim | Ammoathanoldenvate |
| JPS52113934A (en) * | 1976-03-19 | 1977-09-24 | Eisai Co Ltd | Phenethylamine derivatives and bronchodilator containing the same |
-
1979
- 1979-03-23 ZA ZA791403A patent/ZA791403B/xx unknown
- 1979-03-27 CA CA000324248A patent/CA1150296A/en not_active Expired
- 1979-04-02 NZ NZ190078A patent/NZ190078A/en unknown
- 1979-04-02 AU AU45688/79A patent/AU520787B2/en not_active Ceased
- 1979-04-03 CY CY1228A patent/CY1228A/xx unknown
- 1979-04-03 GR GR58773A patent/GR66484B/el unknown
- 1979-04-03 DE DE7979850021T patent/DE2960968D1/de not_active Expired
- 1979-04-03 EP EP79850021A patent/EP0004835B1/en not_active Expired
- 1979-04-04 FI FI791118A patent/FI70405C/fi not_active IP Right Cessation
- 1979-04-09 ES ES479440A patent/ES479440A1/es not_active Expired
- 1979-04-09 PT PT69459A patent/PT69459A/pt unknown
- 1979-04-09 NO NO791199A patent/NO147103C/no unknown
- 1979-04-09 CS CS792407A patent/CS228114B2/cs unknown
- 1979-04-09 DK DK146779A patent/DK146779A/da not_active IP Right Cessation
- 1979-04-09 HU HU79DA363A patent/HU178207B/hu unknown
- 1979-04-09 SU SU792746153A patent/SU961557A3/ru active
- 1979-04-09 BR BR7902193A patent/BR7902193A/pt unknown
- 1979-04-10 PH PH22374A patent/PH17202A/en unknown
- 1979-04-10 JP JP4337779A patent/JPS54145624A/ja active Granted
- 1979-04-10 DD DD79212113A patent/DD142875A5/de unknown
- 1979-04-10 AT AT0265579A patent/AT367022B/de not_active IP Right Cessation
- 1979-08-08 IE IE754/79A patent/IE48569B1/en unknown
- 1979-12-04 ES ES486580A patent/ES486580A1/es not_active Expired
-
1981
- 1981-07-02 SU SU813308200A patent/SU1011046A3/ru active
-
1984
- 1984-01-25 SG SG69/84A patent/SG6984G/en unknown
- 1984-04-26 HK HK351/84A patent/HK35184A/xx unknown
-
1985
- 1985-12-30 MY MY403/85A patent/MY8500403A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SG6984G (en) | 1984-08-03 |
| PT69459A (en) | 1979-05-01 |
| CY1228A (en) | 1984-06-29 |
| ES486580A1 (es) | 1980-10-01 |
| FI791118A7 (fi) | 1979-10-11 |
| EP0004835A1 (en) | 1979-10-17 |
| ATA265579A (de) | 1981-10-15 |
| CS228114B2 (en) | 1984-05-14 |
| HU178207B (en) | 1982-03-28 |
| JPS638936B2 (enExample) | 1988-02-25 |
| CA1150296A (en) | 1983-07-19 |
| ZA791403B (en) | 1980-05-28 |
| PH17202A (en) | 1984-06-19 |
| JPS54145624A (en) | 1979-11-14 |
| FI70405B (fi) | 1986-03-27 |
| MY8500403A (en) | 1985-12-31 |
| ES479440A1 (es) | 1980-06-16 |
| DE2960968D1 (en) | 1981-12-24 |
| IE48569B1 (en) | 1985-03-06 |
| DK146779A (da) | 1979-10-11 |
| BR7902193A (pt) | 1979-12-04 |
| NO791199L (no) | 1979-10-11 |
| EP0004835B1 (en) | 1981-10-14 |
| NZ190078A (en) | 1984-07-06 |
| AU4568879A (en) | 1980-10-09 |
| NO147103C (no) | 1983-02-02 |
| NO147103B (no) | 1982-10-25 |
| AT367022B (de) | 1982-05-25 |
| DD142875A5 (de) | 1980-07-16 |
| FI70405C (fi) | 1986-09-19 |
| IE790754L (en) | 1979-10-10 |
| SU1011046A3 (ru) | 1983-04-07 |
| HK35184A (en) | 1984-05-04 |
| GR66484B (enExample) | 1981-03-24 |
| AU520787B2 (en) | 1982-02-25 |
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