DE2355540C2 - 16-Phenoxy-ω-tetranorprostaglandinderivate - Google Patents
16-Phenoxy-ω-tetranorprostaglandinderivateInfo
- Publication number
- DE2355540C2 DE2355540C2 DE2355540A DE2355540A DE2355540C2 DE 2355540 C2 DE2355540 C2 DE 2355540C2 DE 2355540 A DE2355540 A DE 2355540A DE 2355540 A DE2355540 A DE 2355540A DE 2355540 C2 DE2355540 C2 DE 2355540C2
- Authority
- DE
- Germany
- Prior art keywords
- phenoxy
- solution
- trans
- cis
- tetranor
- 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.)
- Expired
Links
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- HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 description 1
- GRWIABMEEKERFV-UHFFFAOYSA-N methanol;oxolane Chemical compound OC.C1CCOC1 GRWIABMEEKERFV-UHFFFAOYSA-N 0.000 description 1
- BZCKRPHEZOHHBK-UHFFFAOYSA-N methyl 2-phenoxyacetate Chemical compound COC(=O)COC1=CC=CC=C1 BZCKRPHEZOHHBK-UHFFFAOYSA-N 0.000 description 1
- GATUGNVDXMYTJX-UHFFFAOYSA-N methyl 4-phenylbenzoate Chemical compound C1=CC(C(=O)OC)=CC=C1C1=CC=CC=C1 GATUGNVDXMYTJX-UHFFFAOYSA-N 0.000 description 1
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 1
- WPHGSKGZRAQSGP-UHFFFAOYSA-N methylenecyclohexane Natural products C1CCCC2CC21 WPHGSKGZRAQSGP-UHFFFAOYSA-N 0.000 description 1
- YACKEPLHDIMKIO-UHFFFAOYSA-N methylphosphonic acid Chemical compound CP(O)(O)=O YACKEPLHDIMKIO-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- OUPLTJDZPQZRBW-UHFFFAOYSA-N n-(oxomethylidene)methanesulfonamide Chemical compound CS(=O)(=O)N=C=O OUPLTJDZPQZRBW-UHFFFAOYSA-N 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 229940111202 pepsin Drugs 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 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
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- LJCNRYVRMXRIQR-OLXYHTOASA-L potassium sodium L-tartrate Chemical compound [Na+].[K+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O LJCNRYVRMXRIQR-OLXYHTOASA-L 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000001476 sodium potassium tartrate Substances 0.000 description 1
- 235000011006 sodium potassium tartrate Nutrition 0.000 description 1
- HSFQBFMEWSTNOW-UHFFFAOYSA-N sodium;carbanide Chemical group [CH3-].[Na+] HSFQBFMEWSTNOW-UHFFFAOYSA-N 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 230000003033 spasmogenic effect Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000007910 systemic administration Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- 230000036269 ulceration Effects 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 229940124549 vasodilator Drugs 0.000 description 1
- 239000003071 vasodilator agent Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
- C07C405/0008—Analogues having the carboxyl group in the side-chains replaced by other functional groups
- C07C405/0041—Analogues having the carboxyl group in the side-chains replaced by other functional groups containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/93—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered
- C07D307/935—Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
- C07D309/10—Oxygen atoms
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
- C07F9/40—Esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5407—Acyclic saturated phosphonium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6524—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having four or more nitrogen atoms as the only ring hetero atoms
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30481372A | 1972-11-08 | 1972-11-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2355540A1 DE2355540A1 (de) | 1974-05-22 |
| DE2355540C2 true DE2355540C2 (de) | 1982-11-18 |
Family
ID=23178133
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2355540A Expired DE2355540C2 (de) | 1972-11-08 | 1973-11-07 | 16-Phenoxy-ω-tetranorprostaglandinderivate |
Country Status (29)
| Country | Link |
|---|---|
| JP (3) | JPS5416491B2 (no) |
| AR (3) | AR200585A1 (no) |
| AT (3) | AT367034B (no) |
| AU (1) | AU470375B2 (no) |
| BE (1) | BE806995A (no) |
| CA (3) | CA1085831A (no) |
| CH (1) | CH597176A5 (no) |
| CS (3) | CS182794B2 (no) |
| DD (4) | DD118856A5 (no) |
| DE (1) | DE2355540C2 (no) |
| DK (1) | DK144247C (no) |
| ES (3) | ES420325A1 (no) |
| FI (1) | FI60389C (no) |
| FR (3) | FR2205335B1 (no) |
| GB (3) | GB1456514A (no) |
| HK (3) | HK27979A (no) |
| HU (3) | HU171819B (no) |
| IE (1) | IE39537B1 (no) |
| IL (1) | IL43589A (no) |
| IN (1) | IN139384B (no) |
| KE (3) | KE2930A (no) |
| MY (3) | MY7900245A (no) |
| NL (1) | NL164273C (no) |
| NO (3) | NO147836C (no) |
| PH (3) | PH13272A (no) |
| SE (4) | SE448992B (no) |
| SU (4) | SU584766A3 (no) |
| YU (3) | YU39715B (no) |
| ZA (1) | ZA738554B (no) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3929862A (en) * | 1974-01-08 | 1975-12-30 | Upjohn Co | Substituted tolylesters of PGF{HD 2{B {60 |
| GB1506817A (en) * | 1975-03-31 | 1978-04-12 | Upjohn Co | Prostaglandins |
| US3986764A (en) * | 1975-03-31 | 1976-10-19 | Gte Automatic Electric Laboratories Incorporated | Panel for supporting a pair of elongated mating connectors and selectively locking them together |
| ES449162A1 (es) * | 1975-06-23 | 1977-12-16 | Syntex Inc | Un procedimiento para la preparacion de un compuesto racemi-co u 8r-antimerico. |
| GB1516414A (en) * | 1975-08-22 | 1978-07-05 | Ici Ltd | Prostane derivatives |
| SE7809008L (sv) * | 1977-12-12 | 1979-06-13 | Upjohn Co | Anvendning av amider av prostaglandintyp for att styra eller reglera reproduktionscykeln hos individer tillhorande deggdjursarter |
| IN150279B (no) * | 1978-01-16 | 1982-09-04 | Pfizer | |
| CA2303801C (en) * | 1997-09-09 | 2005-05-10 | The Procter & Gamble Company | Aromatic c16-c20-substituted tetrahydro prostaglandins useful as fp agonists |
| PL350917A1 (en) | 1999-03-05 | 2003-02-10 | Procter & Gamble | C16 unsaturated fp-selective prostaglandins analogs |
| US6894175B1 (en) | 1999-08-04 | 2005-05-17 | The Procter & Gamble Company | 2-Decarboxy-2-phosphinico prostaglandin derivatives and methods for their preparation and use |
| US20020037914A1 (en) | 2000-03-31 | 2002-03-28 | Delong Mitchell Anthony | Compositions and methods for treating hair loss using C16-C20 aromatic tetrahydro prostaglandins |
| US20020172693A1 (en) | 2000-03-31 | 2002-11-21 | Delong Michell Anthony | Compositions and methods for treating hair loss using non-naturally occurring prostaglandins |
| US20020013294A1 (en) | 2000-03-31 | 2002-01-31 | Delong Mitchell Anthony | Cosmetic and pharmaceutical compositions and methods using 2-decarboxy-2-phosphinico derivatives |
| JP2002329615A (ja) * | 2001-05-02 | 2002-11-15 | Ohira Denshi Kk | トロイダルコイル |
| US6476064B1 (en) * | 2001-06-13 | 2002-11-05 | Allergan, Inc. | Cyclopentane heptan(ene) acyl sulfonamide, 2-alkyl or 2-arylalkyl, or 2-heteroarylalkenyl derivatives as therapeutic agents |
| US20060135609A1 (en) | 2004-10-21 | 2006-06-22 | Duke University | Ophthamological drugs |
| US8623918B2 (en) | 2008-10-29 | 2014-01-07 | Novaer Holdings, Inc. | Amino acid salts of prostaglandins |
| US8722739B2 (en) | 2008-10-29 | 2014-05-13 | Novaer Holdings, Inc. | Amino acid salts of prostaglandins |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1324737A (en) * | 1970-11-02 | 1973-07-25 | Upjohn Co | Prostaglandins and the preparation thereof |
| IE37602B1 (en) * | 1971-05-11 | 1977-08-31 | Ici Ltd | Cyclopentane derivatives |
-
1972
- 1972-11-07 DD DD182498*A patent/DD118856A5/xx unknown
-
1973
- 1973-10-29 SE SE7314686A patent/SE448992B/xx unknown
- 1973-11-07 IN IN2448/CAL/73A patent/IN139384B/en unknown
- 1973-11-07 JP JP12527273A patent/JPS5416491B2/ja not_active Expired
- 1973-11-07 BE BE1005485A patent/BE806995A/xx not_active IP Right Cessation
- 1973-11-07 AU AU62247/73A patent/AU470375B2/en not_active Expired
- 1973-11-07 GB GB2285876A patent/GB1456514A/en not_active Expired
- 1973-11-07 DK DK601073A patent/DK144247C/da not_active IP Right Cessation
- 1973-11-07 CA CA185,274A patent/CA1085831A/en not_active Expired
- 1973-11-07 DD DD182497*A patent/DD117233A5/xx unknown
- 1973-11-07 NO NO4288/73A patent/NO147836C/no unknown
- 1973-11-07 DD DD174504A patent/DD109212A5/xx unknown
- 1973-11-07 AR AR250885A patent/AR200585A1/es active
- 1973-11-07 PH PH15191A patent/PH13272A/en unknown
- 1973-11-07 IE IE2002/73A patent/IE39537B1/xx unknown
- 1973-11-07 NL NL7315263.A patent/NL164273C/xx not_active IP Right Cessation
- 1973-11-07 DD DD182499*A patent/DD119411A5/xx unknown
- 1973-11-07 DE DE2355540A patent/DE2355540C2/de not_active Expired
- 1973-11-07 GB GB2395076A patent/GB1456513A/en not_active Expired
- 1973-11-07 FI FI3443/73A patent/FI60389C/fi active
- 1973-11-07 IL IL43589A patent/IL43589A/en unknown
- 1973-11-07 FR FR7339544A patent/FR2205335B1/fr not_active Expired
- 1973-11-07 CH CH1563973A patent/CH597176A5/xx not_active IP Right Cessation
- 1973-11-07 YU YU2880/73A patent/YU39715B/xx unknown
- 1973-11-07 ZA ZA738554A patent/ZA738554B/xx unknown
- 1973-11-07 AT AT0936973A patent/AT367034B/de not_active IP Right Cessation
- 1973-11-07 ES ES420325A patent/ES420325A1/es not_active Expired
- 1973-11-07 GB GB5175873A patent/GB1456512A/en not_active Expired
- 1973-11-08 CS CS7500006066A patent/CS182794B2/cs unknown
- 1973-11-08 HU HU73PI00000452A patent/HU171819B/hu unknown
- 1973-11-08 CS CS7500006065A patent/CS182793B2/cs unknown
- 1973-11-08 CS CS7300007669A patent/CS182791B2/cs unknown
- 1973-11-08 HU HU72PI00000399A patent/HU172703B/hu unknown
- 1973-11-08 HU HU73PI451A patent/HU173507B/hu unknown
- 1973-11-11 SU SU7301971722A patent/SU584766A3/ru active
-
1974
- 1974-06-06 AR AR254090A patent/AR202931A1/es active
- 1974-06-06 AR AR254091A patent/AR199966A1/es active
- 1974-09-26 NO NO743493A patent/NO148998C/no unknown
- 1974-12-18 ES ES433047A patent/ES433047A1/es not_active Expired
- 1974-12-18 ES ES433046A patent/ES433046A1/es not_active Expired
-
1975
- 1975-02-18 SU SU752106791A patent/SU667141A3/ru active
- 1975-02-18 NO NO750535A patent/NO149139C/no unknown
- 1975-02-19 SU SU752106125A patent/SU893130A3/ru active
- 1975-07-24 PH PH17410A patent/PH13110A/en unknown
- 1975-07-24 PH PH17409A patent/PH13325A/en unknown
- 1975-08-22 FR FR7526059A patent/FR2279729A1/fr active Granted
- 1975-08-22 FR FR7526060A patent/FR2283146A1/fr active Granted
-
1976
- 1976-07-23 AT AT544576A patent/AT360672B/de not_active IP Right Cessation
- 1976-07-23 AT AT544676A patent/AT353285B/de active
- 1976-10-15 JP JP51123737A patent/JPS5253841A/ja active Pending
- 1976-10-15 JP JP51123738A patent/JPS5257147A/ja active Pending
-
1977
- 1977-01-24 SE SE7700717A patent/SE436278B/xx not_active IP Right Cessation
- 1977-01-24 SE SE7700716A patent/SE445111B/xx not_active IP Right Cessation
- 1977-01-24 SE SE7700718A patent/SE431756B/xx not_active IP Right Cessation
- 1977-07-11 CA CA341,898A patent/CA1088931A/en not_active Expired
- 1977-07-11 CA CA341,897A patent/CA1088930A/en not_active Expired
-
1978
- 1978-07-27 SU SU782629453A patent/SU745362A3/ru active
-
1979
- 1979-03-15 KE KE2930A patent/KE2930A/xx unknown
- 1979-03-15 KE KE2932A patent/KE2932A/xx unknown
- 1979-03-15 KE KE2931A patent/KE2931A/xx unknown
- 1979-05-03 HK HK279/79A patent/HK27979A/xx unknown
- 1979-05-03 HK HK280/79A patent/HK28079A/xx unknown
- 1979-05-03 HK HK281/79A patent/HK28179A/xx unknown
- 1979-12-30 MY MY245/79A patent/MY7900245A/xx unknown
- 1979-12-30 MY MY243/79A patent/MY7900243A/xx unknown
- 1979-12-30 MY MY246/79A patent/MY7900246A/xx unknown
-
1980
- 1980-10-23 YU YU2707/80A patent/YU36975B/xx unknown
- 1980-10-23 YU YU2706/80A patent/YU37316B/xx unknown
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