IL124097A - History of trans-avincaminic acid esters, their preparation, pharmaceutical preparations containing them and their use as medicines - Google Patents

History of trans-avincaminic acid esters, their preparation, pharmaceutical preparations containing them and their use as medicines

Info

Publication number: IL124097A
Authority: IL; Israel
Prior art keywords: formula; preparation; trans; compound; therapeutically acceptable
Prior art date: 1995-12-22

Application number

IL12409796A

Other languages

English (en)

Hebrew (he)

Original Assignee

Richter Gedeon Vegyeszet

Priority date (The priority date 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 date listed.)

1995-12-22

Filing date

1996-12-13

Publication date

2001-12-23

1996-12-13 Application filed by Richter Gedeon Vegyeszet filed Critical Richter Gedeon Vegyeszet

2001-12-23 Publication of IL124097A publication Critical patent/IL124097A/en

Links

-1 apovincaminic acid ester Chemical class 0.000 title claims abstract description 43
238000002360 preparation method Methods 0.000 title claims description 32
239000008194 pharmaceutical composition Substances 0.000 title claims description 5
239000003814 drug Substances 0.000 title claims description 4
229940079593 drug Drugs 0.000 title description 2
150000003839 salts Chemical class 0.000 claims abstract description 27
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 14
239000001257 hydrogen Substances 0.000 claims abstract description 11
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 7
125000001072 heteroaryl group Chemical group 0.000 claims abstract description 4
150000001875 compounds Chemical class 0.000 claims description 88
230000003859 lipid peroxidation Effects 0.000 claims description 24
239000002253 acid Substances 0.000 claims description 20
238000000034 method Methods 0.000 claims description 17
239000000203 mixture Substances 0.000 claims description 17
150000002148 esters Chemical class 0.000 claims description 15
208000028867 ischemia Diseases 0.000 claims description 11
230000002401 inhibitory effect Effects 0.000 claims description 8
208000000044 Amnesia Diseases 0.000 claims description 5
208000031091 Amnestic disease Diseases 0.000 claims description 5
230000006986 amnesia Effects 0.000 claims description 5
230000004770 neurodegeneration Effects 0.000 claims description 5
208000015122 neurodegenerative disease Diseases 0.000 claims description 5
150000002431 hydrogen Chemical class 0.000 claims description 3
239000004480 active ingredient Substances 0.000 claims description 2
238000002156 mixing Methods 0.000 claims description 2
239000000654 additive Substances 0.000 claims 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
125000003710 aryl alkyl group Chemical group 0.000 abstract 1
125000003107 substituted aryl group Chemical group 0.000 abstract 1
239000000243 solution Substances 0.000 description 46
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 42
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 30
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 29
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 29
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 25
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 19
230000003078 antioxidant effect Effects 0.000 description 19
ZFCQLDAGNBFMJQ-QUCCMNQESA-N apovincaminic acid Chemical class C1=CC=C2C(CCN3CCC4)=C5[C@@H]3[C@]4(CC)C=C(C(O)=O)N5C2=C1 ZFCQLDAGNBFMJQ-QUCCMNQESA-N 0.000 description 18
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 17
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 15
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 14
230000002829 reductive effect Effects 0.000 description 14
238000006243 chemical reaction Methods 0.000 description 13
230000000694 effects Effects 0.000 description 13
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 12
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GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 10
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229940093499 ethyl acetate Drugs 0.000 description 10
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JGPMMRGNQUBGND-UHFFFAOYSA-N idebenone Chemical compound COC1=C(OC)C(=O)C(CCCCCCCCCCO)=C(C)C1=O JGPMMRGNQUBGND-UHFFFAOYSA-N 0.000 description 10
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KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
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AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 8
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241000699670 Mus sp. Species 0.000 description 4
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PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
DDNCQMVWWZOMLN-IRLDBZIGSA-N Vinpocetine Chemical compound C1=CC=C2C(CCN3CCC4)=C5[C@@H]3[C@]4(CC)C=C(C(=O)OCC)N5C2=C1 DDNCQMVWWZOMLN-IRLDBZIGSA-N 0.000 description 4
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125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 3
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238000005303 weighing Methods 0.000 description 3
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 2
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239000000460 chlorine Substances 0.000 description 1
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125000002541 furyl group Chemical group 0.000 description 1
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125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
FAARLWTXUUQFSN-UHFFFAOYSA-N methylellagic acid Natural products O1C(=O)C2=CC(O)=C(O)C3=C2C2=C1C(OC)=C(O)C=C2C(=O)O3 FAARLWTXUUQFSN-UHFFFAOYSA-N 0.000 description 1
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230000003000 nontoxic effect Effects 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
239000004006 olive oil Substances 0.000 description 1
235000008390 olive oil Nutrition 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
230000008506 pathogenesis Effects 0.000 description 1
230000009054 pathological process Effects 0.000 description 1
239000000312 peanut oil Substances 0.000 description 1
239000001814 pectin Substances 0.000 description 1
235000010987 pectin Nutrition 0.000 description 1
229920001277 pectin Polymers 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
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239000003755 preservative agent Substances 0.000 description 1
238000002203 pretreatment Methods 0.000 description 1
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IBALRBWGSVJPAP-HEHNFIMWSA-N progabide Chemical compound C=1C(F)=CC=C(O)C=1C(=N/CCCC(=O)N)/C1=CC=C(Cl)C=C1 IBALRBWGSVJPAP-HEHNFIMWSA-N 0.000 description 1
125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 1
ATBIAJXSKNPHEI-UHFFFAOYSA-N pyridine-3-carbonyl chloride Chemical compound ClC(=O)C1=CC=CN=C1 ATBIAJXSKNPHEI-UHFFFAOYSA-N 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
125000000168 pyrrolyl group Chemical group 0.000 description 1
238000007348 radical reaction Methods 0.000 description 1
239000013558 reference substance Substances 0.000 description 1
201000009570 retrograde amnesia Diseases 0.000 description 1
230000002441 reversible effect Effects 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
CYGIJEJDYJOUAN-JSGXPVSSSA-N silydianin Chemical compound C1=C(O)C(OC)=CC([C@H]2[C@H]3C=C([C@@H]4[C@@](C3=O)(O)OC[C@@H]42)[C@@H]2[C@H](C(=O)C3=C(O)C=C(O)C=C3O2)O)=C1 CYGIJEJDYJOUAN-JSGXPVSSSA-N 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 1
239000008247 solid mixture Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
230000001954 sterilising effect Effects 0.000 description 1
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125000001424 substituent group Chemical group 0.000 description 1
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239000000829 suppository Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
230000002889 sympathetic effect Effects 0.000 description 1
239000003826 tablet Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
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235000012222 talc Nutrition 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
QIQITDHWZYEEPA-UHFFFAOYSA-N thiophene-2-carbonyl chloride Chemical compound ClC(=O)C1=CC=CS1 QIQITDHWZYEEPA-UHFFFAOYSA-N 0.000 description 1
201000010875 transient cerebral ischemia Diseases 0.000 description 1
230000001052 transient effect Effects 0.000 description 1
230000008733 trauma Effects 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
230000001515 vagal effect Effects 0.000 description 1
230000000304 vasodilatating effect Effects 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D461/00—Heterocyclic compounds containing indolo [3,2,1-d,e] pyrido [3,2,1,j] [1,5]-naphthyridine ring systems, e.g. vincamine
- 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
- 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
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- 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
- 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
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Animal Behavior & Ethology (AREA)
Pharmacology & Pharmacy (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Neurology (AREA)
Neurosurgery (AREA)
Biomedical Technology (AREA)
Heart & Thoracic Surgery (AREA)
Cardiology (AREA)
Urology & Nephrology (AREA)
Vascular Medicine (AREA)
Hospice & Palliative Care (AREA)
Psychiatry (AREA)
Diabetes (AREA)
Hematology (AREA)
Obesity (AREA)
Epidemiology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)

IL12409796A 1995-12-22 1996-12-13 History of trans-avincaminic acid esters, their preparation, pharmaceutical preparations containing them and their use as medicines IL124097A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
HU9503736A HU214600B (hu)	1995-12-22	1995-12-22	Transz-apovinkaminsav-észter-származékok, az azokat tartalmazó gyógyszerkészítmények és eljárás ezek előállítására
PCT/HU1996/000075 WO1997023481A1 (en)	1995-12-22	1996-12-13	Trans apovincaminic acid ester derivatives as drugs

Publications (1)

Publication Number	Publication Date
IL124097A true IL124097A (en)	2001-12-23

Family

ID=10987512

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL12409796A IL124097A (en)	1995-12-22	1996-12-13	History of trans-avincaminic acid esters, their preparation, pharmaceutical preparations containing them and their use as medicines

Country Status (22)

Country	Link
US (1)	US6093720A (da)
EP (1)	EP0876367B1 (da)
JP (1)	JP2000502676A (da)
KR (1)	KR19990076606A (da)
CN (1)	CN1072670C (da)
AR (1)	AR005182A1 (da)
AT (1)	ATE223914T1 (da)
AU (1)	AU1166997A (da)
CA (1)	CA2238635A1 (da)
CZ (1)	CZ290383B6 (da)
DE (1)	DE69623656T2 (da)
DK (1)	DK0876367T3 (da)
ES (1)	ES2181926T3 (da)
HU (1)	HU214600B (da)
IL (1)	IL124097A (da)
PL (1)	PL186626B1 (da)
PT (1)	PT876367E (da)
RU (1)	RU2161157C2 (da)
TW (1)	TW366348B (da)
UA (1)	UA61062C2 (da)
WO (1)	WO1997023481A1 (da)
ZA (1)	ZA9610646B (da)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2006054536A1 (ja) *	2004-11-16	2006-05-26	Nippon Shinyaku Co., Ltd.	尿路結石症治療剤
JP2008017734A (ja) *	2006-07-11	2008-01-31	Memory Secret Inc	精神的機能を改善するための栄養補助及び栄養摂取食品用の口経投与組成物
CN102485723A (zh) *	2010-12-02	2012-06-06	江苏斯威森生物医药工程研究中心有限公司	一锅法半合成长春西汀及其水溶性盐制备
CN114920743B (zh) *	2022-05-09	2023-08-04	南京中医药大学	一种吲哚生物碱及其制备方法与应用

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2531108A1 (de) *	1975-07-11	1977-02-03	Synthelabo	Vincaminderivate, verfahren zu ihrer herstellung und sie enthaltende arzneimittel
HU186891B (en) *	1981-06-12	1985-10-28	Richter Gedeon Vegyeszet	Process for producing esters of apovincaminic acid
IT1142026B (it) *	1981-07-21	1986-10-08	Ausonia Farma Srl	Nuovo composto ad attivita' eumetabolica cerebrale
HU187733B (en) *	1982-06-30	1986-02-28	Richter Gedeon Vegyeszeti Gyar Rt,Hu	Process for preparing apovincaminic acid derivatives
JPS60248688A (ja) *	1984-05-24	1985-12-09	Sanwa Kagaku Kenkyusho:Kk	新規のアポビンカミン酸エステルおよびその酸付加塩並びにその製造方法

1995
- 1995-12-22 HU HU9503736A patent/HU214600B/hu not_active IP Right Cessation
1996
- 1996-12-13 RU RU98113854/04A patent/RU2161157C2/ru not_active IP Right Cessation
- 1996-12-13 DK DK96942534T patent/DK0876367T3/da active
- 1996-12-13 IL IL12409796A patent/IL124097A/en not_active IP Right Cessation
- 1996-12-13 CA CA002238635A patent/CA2238635A1/en not_active Abandoned
- 1996-12-13 JP JP09523441A patent/JP2000502676A/ja not_active Withdrawn
- 1996-12-13 CZ CZ19981962A patent/CZ290383B6/cs not_active IP Right Cessation
- 1996-12-13 DE DE69623656T patent/DE69623656T2/de not_active Expired - Fee Related
- 1996-12-13 PL PL96328170A patent/PL186626B1/pl not_active IP Right Cessation
- 1996-12-13 WO PCT/HU1996/000075 patent/WO1997023481A1/en not_active Ceased
- 1996-12-13 EP EP96942534A patent/EP0876367B1/en not_active Expired - Lifetime
- 1996-12-13 ES ES96942534T patent/ES2181926T3/es not_active Expired - Lifetime
- 1996-12-13 CN CN96199131A patent/CN1072670C/zh not_active Expired - Fee Related
- 1996-12-13 UA UA98052781A patent/UA61062C2/uk unknown
- 1996-12-13 US US09/091,260 patent/US6093720A/en not_active Expired - Fee Related
- 1996-12-13 PT PT96942534T patent/PT876367E/pt unknown
- 1996-12-13 AU AU11669/97A patent/AU1166997A/en not_active Abandoned
- 1996-12-13 KR KR1019980704700A patent/KR19990076606A/ko not_active Abandoned
- 1996-12-13 AT AT96942534T patent/ATE223914T1/de not_active IP Right Cessation
- 1996-12-16 TW TW085115515A patent/TW366348B/zh active
- 1996-12-18 ZA ZA9610646A patent/ZA9610646B/xx unknown
- 1996-12-20 AR ARP960105829A patent/AR005182A1/es not_active Application Discontinuation

Also Published As

Publication number	Publication date
CZ196298A3 (cs)	1998-10-14
AR005182A1 (es)	1999-04-14
PL328170A1 (en)	1999-01-18
UA61062C2 (en)	2003-11-17
CA2238635A1 (en)	1997-07-03
ES2181926T3 (es)	2003-03-01
CN1205701A (zh)	1999-01-20
AU1166997A (en)	1997-07-17
EP0876367A1 (en)	1998-11-11
US6093720A (en)	2000-07-25
ATE223914T1 (de)	2002-09-15
HU9503736D0 (en)	1996-02-28
CZ290383B6 (cs)	2002-07-17
DK0876367T3 (da)	2002-12-30
KR19990076606A (ko)	1999-10-15
WO1997023481A1 (en)	1997-07-03
TW366348B (en)	1999-08-11
DE69623656D1 (en)	2002-10-17
RU2161157C2 (ru)	2000-12-27
JP2000502676A (ja)	2000-03-07
ZA9610646B (en)	1997-06-24
DE69623656T2 (de)	2003-05-22
PT876367E (pt)	2003-01-31
HUT76555A (en)	1997-09-29
CN1072670C (zh)	2001-10-10
EP0876367B1 (en)	2002-09-11
PL186626B1 (pl)	2004-02-27
HU214600B (hu)	1998-04-28

Legal Events

Date	Code	Title
2002-05-23	FF	Patent granted
2002-06-30	KB	Patent renewed
2003-02-12	KB	Patent renewed
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