IL99829A - Heteroaroyl derivatives of monocyclic beta-lactams pharmaceutical compositions containing the same and processes for the preparation thereof - Google Patents
Heteroaroyl derivatives of monocyclic beta-lactams pharmaceutical compositions containing the same and processes for the preparation thereofInfo
- Publication number
- IL99829A IL99829A IL9982991A IL9982991A IL99829A IL 99829 A IL99829 A IL 99829A IL 9982991 A IL9982991 A IL 9982991A IL 9982991 A IL9982991 A IL 9982991A IL 99829 A IL99829 A IL 99829A
- Authority
- IL
- Israel
- Prior art keywords
- lactams
- processes
- preparation
- pharmaceutical compositions
- same
- Prior art date
Links
- -1 derivatives of monocyclic beta-lactams Chemical class 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/40—Benzopyrazines
- C07D241/42—Benzopyrazines with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/50—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to ring nitrogen atoms
- C07D241/52—Oxygen atoms
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
- C07C217/80—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
- C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
- C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
- C07C217/86—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/62—Compounds containing any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylcarbamates
- C07C271/66—Y being a hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/40—Benzopyrazines
- C07D241/44—Benzopyrazines 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 carbon atoms of the hetero ring
-
- 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
- C07D417/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- 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 Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6509—Six-membered rings
- C07F9/650952—Six-membered rings having the nitrogen atoms in the positions 1 and 4
- C07F9/650994—Six-membered rings having the nitrogen atoms in the positions 1 and 4 condensed with carbocyclic rings or carbocyclic ring systems
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Oncology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
- Pyrrole Compounds (AREA)
- Luminescent Compositions (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IL11836796A IL118367A0 (en) | 1990-11-05 | 1991-10-23 | Heteroaroyl derivatives |
IL118368A IL118368A (en) | 1990-11-05 | 1991-10-23 | N-oxide quinoxaline derivatives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US60894590A | 1990-11-05 | 1990-11-05 |
Publications (2)
Publication Number | Publication Date |
---|---|
IL99829A0 IL99829A0 (en) | 1992-08-18 |
IL99829A true IL99829A (en) | 1997-01-10 |
Family
ID=24438745
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL11836796A IL118367A0 (en) | 1990-11-05 | 1991-10-23 | Heteroaroyl derivatives |
IL9982991A IL99829A (en) | 1990-11-05 | 1991-10-23 | Heteroaroyl derivatives of monocyclic beta-lactams pharmaceutical compositions containing the same and processes for the preparation thereof |
IL118368A IL118368A (en) | 1990-11-05 | 1991-10-23 | N-oxide quinoxaline derivatives |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL11836796A IL118367A0 (en) | 1990-11-05 | 1991-10-23 | Heteroaroyl derivatives |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL118368A IL118368A (en) | 1990-11-05 | 1991-10-23 | N-oxide quinoxaline derivatives |
Country Status (27)
Country | Link |
---|---|
US (3) | US5290929A (ja) |
EP (1) | EP0484881B1 (ja) |
JP (2) | JP3157565B2 (ja) |
KR (4) | KR100210631B1 (ja) |
CN (3) | CN1031825C (ja) |
AT (1) | ATE178604T1 (ja) |
AU (2) | AU648835B2 (ja) |
CA (1) | CA2053359C (ja) |
CZ (1) | CZ289671B6 (ja) |
DE (1) | DE69131090T2 (ja) |
DK (1) | DK0484881T3 (ja) |
ES (1) | ES2129397T3 (ja) |
FI (1) | FI915194A (ja) |
GR (1) | GR3030572T3 (ja) |
HU (1) | HU211402B (ja) |
IE (1) | IE913565A1 (ja) |
IL (3) | IL118367A0 (ja) |
MX (1) | MX9101767A (ja) |
MY (2) | MY113385A (ja) |
NO (1) | NO914320L (ja) |
NZ (5) | NZ272437A (ja) |
PL (1) | PL167312B1 (ja) |
PT (1) | PT99427A (ja) |
SK (1) | SK282124B6 (ja) |
UY (1) | UY23318A1 (ja) |
YU (1) | YU175791A (ja) |
ZA (1) | ZA918014B (ja) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5232918A (en) * | 1987-07-23 | 1993-08-03 | Imperial Chemical Industries Plc | Cephalosporin derivatives |
ZA918014B (en) * | 1990-11-05 | 1992-07-29 | Squibb & Sons Inc | Heteroaroyl derivatives of monocyclic beta-lactam antibiotics |
US5250691A (en) * | 1991-09-09 | 1993-10-05 | E. R. Squibb & Sons, Inc. | Heteroaryl derivatives of monocyclic beta-lactam antibiotics |
US5888998A (en) * | 1997-04-24 | 1999-03-30 | Synphar Laboratories, Inc. | 2-oxo-1-azetidine sulfonic acid derivatives as potent β-lactamase inhibitors |
US5994340A (en) * | 1997-08-29 | 1999-11-30 | Synphar Laboratories, Inc. | Azetidinone derivatives as β-lactamase inhibitors |
NZ518401A (en) * | 1999-10-29 | 2004-01-30 | Nektar Therapeutics | Dry powder compositions having improved dispersivity |
US20030133925A1 (en) * | 2001-09-28 | 2003-07-17 | Shawar Ribhi M. | Monobactam compositions and methods of use thereof |
ATE529111T1 (de) * | 2005-12-07 | 2011-11-15 | Basilea Pharmaceutica Ag | Nützliche monobactam-antibiotika |
UY34585A (es) | 2012-01-24 | 2013-09-02 | Aicuris Gmbh & Co Kg | Compuestos b-lactámicos sustituidos con amidina, su preparación y uso |
CN103896964B (zh) * | 2014-03-31 | 2016-04-13 | 南京工业大学 | 一类头孢中间体的制备方法 |
KR101583937B1 (ko) * | 2014-06-09 | 2016-01-08 | 현대자동차주식회사 | 자동차용 연료센더 장치 |
CN105017167B (zh) * | 2015-07-20 | 2017-10-20 | 新乡医学院 | 一种喹喔啉类化合物的制备方法 |
EP3558987A1 (en) | 2016-12-21 | 2019-10-30 | AiCuris GmbH & Co. KG | COMBINATION THERAPY WITH AMIDINE SUBSTITUTED ß-LACTAM COMPOUNDS AND ß-LACTAMASE INHIBITORS FOR INFECTIONS WITH ANTIBIOTIC RESISTANT BACTERIAL STRAINS |
CN111511737B (zh) | 2018-01-29 | 2022-10-18 | 南京明德新药研发有限公司 | 用于治疗细菌感染的单环β-内酰胺化合物 |
CN114828850B (zh) | 2019-12-19 | 2024-08-13 | 深圳嘉科生物科技有限公司 | 化合物在制药中的应用 |
WO2023091438A1 (en) * | 2021-11-18 | 2023-05-25 | Merck Sharp & Dohme Llc | Chromane amidine monobactam antibiotics |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1408675A (en) * | 1973-03-16 | 1975-10-01 | Allen & Hanburys Ltd | Amides derived from quinoxaline |
US4217453A (en) * | 1978-07-24 | 1980-08-12 | Merck & Co., Inc. | 6-Amido-3-substituted-amino-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylic acid |
GR72941B (ja) * | 1978-10-20 | 1984-01-16 | Lilly Co Eli | |
US4224336A (en) * | 1979-04-17 | 1980-09-23 | Merck & Co., Inc. | 3-(2-Aminoethylthio)-6-amido-7-oxo-1-azabicyclo[3.2.0]-hept-2-ene-2-carboxylic acid |
US4775670A (en) * | 1980-09-29 | 1988-10-04 | E. R. Squibb & Sons, Inc. | 2-oxo-1-azetidinesulfonic acid salts |
US4587047A (en) * | 1981-04-09 | 1986-05-06 | E. R. Squibb & Sons, Inc. | 2-oxo-1-[[(substituted sulfonyl)amino]-carbonyl]azetidines |
US4670553A (en) * | 1982-01-04 | 1987-06-02 | E. R. Squibb & Sons, Inc. | 2-oxo-1-(aminocarbonylaminosulfonyl-aminocarbonyl)azetidines |
US4566876A (en) * | 1983-03-10 | 1986-01-28 | Clairol Incorporated | Meta-phenylenediamine coupler compounds and oxidative hair dye compositions and methods using same |
US4610824A (en) * | 1984-10-09 | 1986-09-09 | E. R. Squibb & Sons, Inc. | Hydrazide derivatives of monocyclic beta-lactam antibiotics |
US4743685A (en) * | 1985-09-26 | 1988-05-10 | E. R. Squibb & Sons, Inc. | 2-oxo-1-[[(substituted sulfonyl)amino]carbonyl]azetidines |
FI872879A (fi) * | 1986-07-21 | 1988-01-22 | Sankei Yakuhin Kk | --laktamfoerening, foerfarande foer dess framstaellning, denna innehaollande laekemedelskomposition foer behandling av sjukdom med bakterieinfektion samt mellanprodukter foer dess syntes. |
US4772693A (en) * | 1987-07-01 | 1988-09-20 | E. R. Squibb & Sons, Inc. | 2-oxo-1-((Substituted sulfonyl)amino)-carbonyl)azetidines |
GB8816519D0 (en) * | 1987-07-23 | 1988-08-17 | Ici Plc | Antibiotic compounds |
US4904775A (en) * | 1988-05-16 | 1990-02-27 | E. R. Squibb & Sons, Inc. | Heteroaroylhydrazide derivatives of monocyclic beta-lactam antibiotics |
US5037983A (en) * | 1988-05-16 | 1991-08-06 | E. R. Squibb & Sons, Inc. | 6,7-dihydroxyquinoxalines as intermediates to beta-lactam antibiotics |
US4959470A (en) * | 1988-08-17 | 1990-09-25 | E. R. Squibb & Sons, Inc. | 2-oxo-[[(substituted sulfonyl)-amino]carbonyl]-azetidines |
CA2024282A1 (en) * | 1989-09-21 | 1991-03-22 | Peter H. Ermann | Heterocyclic hydrazide derivatives of monocyclic beta-lactam antibiotics |
US5030724A (en) * | 1990-01-22 | 1991-07-09 | E. R. Squibb & Sons, Inc. | Monobactam hydrazides containing catechol sulfonic acid groups |
ZA918014B (en) * | 1990-11-05 | 1992-07-29 | Squibb & Sons Inc | Heteroaroyl derivatives of monocyclic beta-lactam antibiotics |
US5250691A (en) * | 1991-09-09 | 1993-10-05 | E. R. Squibb & Sons, Inc. | Heteroaryl derivatives of monocyclic beta-lactam antibiotics |
-
1991
- 1991-10-07 ZA ZA918014A patent/ZA918014B/xx unknown
- 1991-10-10 MY MYPI95001552A patent/MY113385A/en unknown
- 1991-10-10 MY MYPI91001842A patent/MY107454A/en unknown
- 1991-10-11 CA CA002053359A patent/CA2053359C/en not_active Expired - Fee Related
- 1991-10-16 IE IE356591A patent/IE913565A1/en not_active IP Right Cessation
- 1991-10-23 IL IL11836796A patent/IL118367A0/xx unknown
- 1991-10-23 IL IL9982991A patent/IL99829A/xx not_active IP Right Cessation
- 1991-10-23 IL IL118368A patent/IL118368A/xx not_active IP Right Cessation
- 1991-10-25 MX MX9101767A patent/MX9101767A/es not_active IP Right Cessation
- 1991-10-29 NZ NZ272437A patent/NZ272437A/en unknown
- 1991-10-29 NZ NZ240382A patent/NZ240382A/en unknown
- 1991-10-29 NZ NZ272438A patent/NZ272438A/en unknown
- 1991-10-29 NZ NZ280077A patent/NZ280077A/en unknown
- 1991-10-29 NZ NZ260513A patent/NZ260513A/en unknown
- 1991-11-01 AU AU86941/91A patent/AU648835B2/en not_active Ceased
- 1991-11-04 KR KR1019910019523A patent/KR100210631B1/ko not_active IP Right Cessation
- 1991-11-04 NO NO91914320A patent/NO914320L/no unknown
- 1991-11-04 FI FI915194A patent/FI915194A/fi not_active Application Discontinuation
- 1991-11-04 HU HU913462A patent/HU211402B/hu not_active IP Right Cessation
- 1991-11-05 PT PT99427A patent/PT99427A/pt not_active Application Discontinuation
- 1991-11-05 EP EP91118838A patent/EP0484881B1/en not_active Expired - Lifetime
- 1991-11-05 DK DK91118838T patent/DK0484881T3/da active
- 1991-11-05 UY UY23318A patent/UY23318A1/es not_active IP Right Cessation
- 1991-11-05 ES ES91118838T patent/ES2129397T3/es not_active Expired - Lifetime
- 1991-11-05 JP JP28860091A patent/JP3157565B2/ja not_active Expired - Fee Related
- 1991-11-05 DE DE69131090T patent/DE69131090T2/de not_active Expired - Fee Related
- 1991-11-05 CN CN91108478A patent/CN1031825C/zh not_active Expired - Fee Related
- 1991-11-05 CN CNB991117891A patent/CN1159303C/zh not_active Expired - Fee Related
- 1991-11-05 AT AT91118838T patent/ATE178604T1/de not_active IP Right Cessation
- 1991-11-05 SK SK3345-91A patent/SK282124B6/sk unknown
- 1991-11-05 PL PL91292287A patent/PL167312B1/pl not_active IP Right Cessation
- 1991-11-05 YU YU175791A patent/YU175791A/sh unknown
- 1991-11-05 CZ CS19913345A patent/CZ289671B6/cs not_active IP Right Cessation
-
1992
- 1992-09-08 US US07/941,600 patent/US5290929A/en not_active Expired - Fee Related
-
1993
- 1993-11-29 US US08/157,801 patent/US5420277A/en not_active Expired - Lifetime
-
1994
- 1994-08-03 AU AU68892/94A patent/AU659780B2/en not_active Ceased
-
1995
- 1995-03-07 US US08/399,793 patent/US5705645A/en not_active Expired - Fee Related
- 1995-04-28 CN CN95104831A patent/CN1067053C/zh not_active Expired - Fee Related
-
1999
- 1999-01-21 KR KR1019990001819A patent/KR100228469B1/ko not_active IP Right Cessation
- 1999-01-21 KR KR1019990001818A patent/KR100221505B1/ko not_active IP Right Cessation
- 1999-01-21 KR KR1019990001817A patent/KR100248590B1/ko not_active IP Right Cessation
- 1999-06-18 GR GR990401655T patent/GR3030572T3/el unknown
-
2000
- 2000-03-17 JP JP2000075432A patent/JP3299734B2/ja not_active Expired - Fee Related
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FF | Patent granted | ||
KB | Patent renewed | ||
KB | Patent renewed | ||
KB | Patent renewed | ||
MM9K | Patent not in force due to non-payment of renewal fees |