KR930016391A - 긴 사슬의 지방족 알콜을 가진 아실카르니틴 에스테르와 항박테리아 활성을 지닌 그의 약제조성물 - Google Patents
긴 사슬의 지방족 알콜을 가진 아실카르니틴 에스테르와 항박테리아 활성을 지닌 그의 약제조성물 Download PDFInfo
- Publication number
- KR930016391A KR930016391A KR1019930000522A KR930000522A KR930016391A KR 930016391 A KR930016391 A KR 930016391A KR 1019930000522 A KR1019930000522 A KR 1019930000522A KR 930000522 A KR930000522 A KR 930000522A KR 930016391 A KR930016391 A KR 930016391A
- Authority
- KR
- South Korea
- Prior art keywords
- pharmaceutical composition
- ester
- carnitine
- acyl
- chloride
- Prior art date
Links
- -1 aliphatic alcohols Chemical class 0.000 title claims abstract 10
- 239000008194 pharmaceutical composition Substances 0.000 title claims 13
- 230000000844 anti-bacterial effect Effects 0.000 title claims 3
- MEFKEPWMEQBLKI-AIRLBKTGSA-O S-adenosyl-L-methionine Chemical class O[C@@H]1[C@H](O)[C@@H](C[S+](CC[C@H]([NH3+])C([O-])=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 MEFKEPWMEQBLKI-AIRLBKTGSA-O 0.000 title 1
- 150000002148 esters Chemical class 0.000 claims abstract 11
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 3
- 239000002253 acid Substances 0.000 claims abstract 2
- 125000002252 acyl group Chemical group 0.000 claims abstract 2
- 150000001450 anions Chemical class 0.000 claims abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 229940079593 drug Drugs 0.000 claims 3
- 208000004232 Enteritis Diseases 0.000 claims 2
- 241001465754 Metazoa Species 0.000 claims 2
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 241000894006 Bacteria Species 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 1
- 241000589876 Campylobacter Species 0.000 claims 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 1
- 241000192125 Firmicutes Species 0.000 claims 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 1
- 208000007882 Gastritis Diseases 0.000 claims 1
- 241000589989 Helicobacter Species 0.000 claims 1
- 241000282412 Homo Species 0.000 claims 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 1
- LRCNOZRCYBNMEP-SECBINFHSA-N O-isobutyryl-L-carnitine Chemical group CC(C)C(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C LRCNOZRCYBNMEP-SECBINFHSA-N 0.000 claims 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical group OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- AWUCVROLDVIAJX-UHFFFAOYSA-N alpha-glycerophosphate Natural products OCC(O)COP(O)(O)=O AWUCVROLDVIAJX-UHFFFAOYSA-N 0.000 claims 1
- 229940009098 aspartate Drugs 0.000 claims 1
- 229960004203 carnitine Drugs 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 229940001468 citrate Drugs 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 208000000718 duodenal ulcer Diseases 0.000 claims 1
- 210000004392 genitalia Anatomy 0.000 claims 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 1
- 230000001939 inductive effect Effects 0.000 claims 1
- 208000015181 infectious disease Diseases 0.000 claims 1
- IGQBPDJNUXPEMT-SNVBAGLBSA-N isovaleryl-L-carnitine Chemical group CC(C)CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C IGQBPDJNUXPEMT-SNVBAGLBSA-N 0.000 claims 1
- 229940049920 malate Drugs 0.000 claims 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- AWUCVROLDVIAJX-GSVOUGTGSA-N sn-glycerol 3-phosphate Chemical compound OC[C@@H](O)COP(O)(O)=O AWUCVROLDVIAJX-GSVOUGTGSA-N 0.000 claims 1
- 229940095064 tartrate Drugs 0.000 claims 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/02—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/22—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated the carbon skeleton being further substituted by oxygen atoms
-
- 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
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (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)
- Oncology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Communicable Diseases (AREA)
- Epidemiology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
본 발명은 다음 일반식(I)로 표시되는 긴 사슬의 지방족 알콜을 가진 아실 L-카르니틴의 에스테르에 관한 것이다.
상기 식에서, R은 탄소수 2~16, 바람직하게는 탄소수 4~12의 직쇄 또는 가지난 사슬의 아실기이며, 특히 이소부티릴기와 이소발레릴기이고, n은 7~15의 정수, 특히 10이고, X-는 약제학적으로 허용가능한 산의 음이온이다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (12)
- 다음 일반식(I)로 표시되는 아실L-카르니틴의 에스테르.상기 식에서, R은 탄소수 2~16의 직쇄 또는 가지난 사슬의 아실기이고, n은 7~15의 정수이고, X-는 약제학적으로 허용가능한 산의 음이온이다.
- 제1항에 있어서, 상기 식중R은 이소부티릴 또는 이소발레릴임을 특징으로 하는 아실L-카르니틴의 에스테르.
- 제1항에 있어서, 상기 식중 n은 10임을 특징으로 하는 아실 L-카르니틴의 에스테르.
- 제1항에 있어서, 상기 식중 X-는 클로라이드, 브로마이드, 아이오다이드, 아스파르테이트, 시트레이트, 타르트레이트, 포스페이트, 푸마레이트, 글리세로포스페이트, 글루모세포스페이트, 락테이트, 말레이트, 오로데이트, 옥살레이트, 설페이트, 트리콜로아세트테이트, 트리플루오로아세테이트 또는 메탄설포네이트 중에서 선택된 것임을 특징으로 하는 아실 L-카르니틴의 에스테르.
- 제1항에 있어서, 상기 에스테르는 이소발레릴 L-카르니틴 운데실 에스테르 클로라이드인 것.
- 제1항에 있어서, 상기 에스테르는 이소부티릴L-카르니틴 운데실 에스테르 클로라이드인 것.
- 유효성분으로 다음 일반식(I)로 표시되는 에스테르와 약제학적으로 허용가능한 부형제로 이루어진 경구 또는 비경구용 약제조성물.상기 식에서, R, n 및 X는 각각 상기 청구범위 제1항에 정의한 바와 같다.
- 제7항에 있어서, 상기 약제조성물은 인체 또는 동물에 항박테리아 효과를 유도하는데 유효한 상기 청구범위 제1항 내지 제6항의 에스테르를 함유하며 인체 또는 수의학적 분야용으로 항박테리아 활성을 가지는 것을 특징으로 하는 약제조성물.
- 제7항 또는 제8항에 있어서, 상기 약제조성물은 원인균(aetiologic agent)이 캄필로박터(Campylobacter) 또는 헬리코박터(Helicobacter)속의 박테리아인 질병을 치료하는 것임을 특징으로 하는 약제조성물.
- 제9항에 있어서, 상기 약제조성물은 인체의 장염, B-타입의 위염 및 십이지장궤양 치료용 약제임을 특징으로 하는 약제조성물.
- 제9항에 있어서, 상기 약제조성물은 동물의 장염 및 생식기염에 사용되는 약제임을 특징으로 하는 약제조성물.
- 제7항 또는 제8항에 있어서, 상기 약제조성물은 그램음성 또는 그램양성 박테리아에 의해 유발되는 감염치료용 약제임을 특징으로 하는 약제조성물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ITRM92A000027 | 1992-01-16 | ||
ITRM920027A IT1254135B (it) | 1992-01-16 | 1992-01-16 | Esteri di acil carnitine con alcooli alifatici a lunga catena e composizioni farmaceutiche che li contengono, ad attivita' antibatterica. |
Publications (2)
Publication Number | Publication Date |
---|---|
KR930016391A true KR930016391A (ko) | 1993-08-26 |
KR100251888B1 KR100251888B1 (ko) | 2000-05-01 |
Family
ID=11400572
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019930000522A KR100251888B1 (ko) | 1992-01-16 | 1993-01-16 | 긴 사슬의 지방족 알콜을 가진 아실카르니틴 에스테르와 항박테리아 활성을 지닌 그의 약제조성물 |
Country Status (13)
Country | Link |
---|---|
US (2) | US5498632A (ko) |
EP (1) | EP0552137B1 (ko) |
JP (1) | JP3294653B2 (ko) |
KR (1) | KR100251888B1 (ko) |
AT (1) | ATE144492T1 (ko) |
CA (1) | CA2087085C (ko) |
DE (1) | DE69305540T2 (ko) |
DK (1) | DK0552137T3 (ko) |
ES (1) | ES2093395T3 (ko) |
GR (1) | GR3021479T3 (ko) |
HK (1) | HK1005724A1 (ko) |
IT (1) | IT1254135B (ko) |
ZA (1) | ZA93162B (ko) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100513996B1 (ko) * | 1996-11-21 | 2005-12-07 | 아지노모토 가부시키가이샤 | 연속발효에의한l-글루탐산의제조방법 |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT1261828B (it) | 1993-07-14 | 1996-06-03 | Sigma Tau Ind Farmaceuti | Esteri di acil l-carnitine e composizioni farmaceutiche che li contengono per il trattamento dello shock endotossico. |
US5741816A (en) * | 1994-06-20 | 1998-04-21 | Tanabe Seiyaku Co., Ltd. | Hair-growth agent |
IT1274157B (it) * | 1994-09-08 | 1997-07-15 | Avantgarde Spa | "sale della l-carnitina e composizioni farmaceutiche che lo contengonoper il trattamento di affezioni cutanee" |
IT1274156B (it) * | 1994-09-08 | 1997-07-15 | Avantgarde Spa | "sale della l-carnitina e composizioni farmaceutiche che lo contengonoper il trattamento di affezioni cutanee" |
JPH08133971A (ja) * | 1994-09-16 | 1996-05-28 | Toyama Chem Co Ltd | 抗ヘリコバクター剤 |
IT1283955B1 (it) * | 1996-03-20 | 1998-05-07 | Sigma Tau Ind Farmaceuti | Bis alcanoil esteri della carnitina ad attivita' antibatterica, antimicotica ed antiprotozoaria. |
US6403124B1 (en) * | 1997-04-16 | 2002-06-11 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Storage and maintenance of blood products including red blood cells and platelets |
DK2286794T3 (en) | 2003-10-15 | 2016-07-25 | Syncore Biotechnology Co Ltd | USE OF CATIONIC LIPOSOMES, WHICH INCLUDES paclitaxel |
CA2584188C (en) * | 2003-10-16 | 2014-03-18 | Techcom Group, Llc | Reduced digestible carbohydrate food having reduced blood glucose response |
US20050232911A1 (en) * | 2004-04-19 | 2005-10-20 | Schreiber Brian D | Prevention and treatment of metabolic abnormalities associated with excess intramyocellular lipid |
CA2601067A1 (en) | 2005-05-04 | 2006-11-09 | Medigene Ag | Method of administering a cationic liposomal preparation comprising paclitaxel |
ES2609388T3 (es) | 2006-03-22 | 2017-04-20 | Syncore Biotechnology Co., Ltd | Tratamiento del cáncer de mama triple negativo a receptores |
EP2394640A1 (en) | 2010-05-21 | 2011-12-14 | MediGene AG | Improved liposomal formulations of lipophilic compounds |
EP2575896A2 (en) | 2010-05-26 | 2013-04-10 | Erik Reimhult | Magnetically responsive membrane structures |
DK2825157T3 (da) | 2012-03-16 | 2019-01-02 | Merck Patent Gmbh | Aminosyrelipider |
KR20200036033A (ko) | 2012-03-16 | 2020-04-06 | 메르크 파텐트 게엠베하 | 표적화 아미노산 지질 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH596147A5 (ko) * | 1974-09-25 | 1978-02-28 | Lonza Ag | |
CH588443A5 (ko) * | 1974-09-25 | 1977-06-15 | Lonza Ag | |
IT1116037B (it) * | 1979-04-23 | 1986-02-10 | Sigma Tau Ind Farmaceuti | Esteri e ammidi di acil carnitine loro procedimenti di preparazione e loro uso terapeutico |
IT1147079B (it) * | 1980-05-30 | 1986-11-19 | Sigma Tau Ind Farmacuetiche Ri | Esteri di alcossi-acil derivati della carnitina procedimento per la loro preparatione e composizioni farmaceutiche che li contengono |
IT1170861B (it) * | 1981-03-31 | 1987-06-03 | Sigma Tau Ind Farmaceuti | Ester di mercaptoacil-carnitine procedimento per la loro preparazione e loro uso terapeutico |
IT1191945B (it) * | 1986-06-04 | 1988-03-31 | Avantgarde Spa | N-alchilammidi della d(+)-carnitina dotate di attivita' antibatterica,procedimento per la loro preparazione e composizioni farmaceutiche e cosmetiche che le contengono |
IT1235494B (it) * | 1987-12-02 | 1992-09-04 | Avantgarde Spa | N-alchilammidi della dl e l(-)carnitina dotate di attivita' antibatterica, procedimento per la loro preparazione e composizioni farmaceutiche e cosmetiche che le contengono |
IT1231751B (it) * | 1989-04-12 | 1991-12-21 | Sigma Tau Ind Farmaceuti | Procedimento per la produzione di r(+) amminocarnitina e s(-) amminocarnitina |
IT1231944B (it) * | 1989-05-05 | 1992-01-16 | Sigma Tau Ind Farmaceuti | Composizione farmaceutica per il trattamento di protozoosi, particolarmente della tripasonomiasi comprendente d-carnitina o un alcanoilderivato della d-carnitina |
IT1240775B (it) * | 1990-02-23 | 1993-12-17 | Sigma Tau Ind Farmaceuti | Esteri della l-carnitina e di acil-l-carnitine con l'acido beta-idrossibutirrico e composizioni farmaceutiche che li contengono per la inibizione della degenerazione neuronale, della proteolisi epatica e nel trattamento del coma. |
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1992
- 1992-01-16 IT ITRM920027A patent/IT1254135B/it active
-
1993
- 1993-01-11 ZA ZA93162A patent/ZA93162B/xx unknown
- 1993-01-11 CA CA002087085A patent/CA2087085C/en not_active Expired - Lifetime
- 1993-01-14 JP JP00476493A patent/JP3294653B2/ja not_active Expired - Lifetime
- 1993-01-15 AT AT93830009T patent/ATE144492T1/de active
- 1993-01-15 ES ES93830009T patent/ES2093395T3/es not_active Expired - Lifetime
- 1993-01-15 DE DE69305540T patent/DE69305540T2/de not_active Expired - Lifetime
- 1993-01-15 EP EP93830009A patent/EP0552137B1/en not_active Expired - Lifetime
- 1993-01-15 DK DK93830009.2T patent/DK0552137T3/da active
- 1993-01-16 KR KR1019930000522A patent/KR100251888B1/ko not_active IP Right Cessation
-
1994
- 1994-05-26 US US08/250,107 patent/US5498632A/en not_active Expired - Lifetime
-
1995
- 1995-03-22 US US08/408,394 patent/US5498633A/en not_active Expired - Lifetime
-
1996
- 1996-10-24 GR GR960402838T patent/GR3021479T3/el unknown
-
1998
- 1998-06-05 HK HK98104924A patent/HK1005724A1/xx not_active IP Right Cessation
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100513996B1 (ko) * | 1996-11-21 | 2005-12-07 | 아지노모토 가부시키가이샤 | 연속발효에의한l-글루탐산의제조방법 |
Also Published As
Publication number | Publication date |
---|---|
ZA93162B (en) | 1993-09-30 |
EP0552137B1 (en) | 1996-10-23 |
DE69305540T2 (de) | 1997-03-06 |
CA2087085A1 (en) | 1993-07-17 |
ATE144492T1 (de) | 1996-11-15 |
JPH05339218A (ja) | 1993-12-21 |
JP3294653B2 (ja) | 2002-06-24 |
CA2087085C (en) | 2003-12-16 |
DE69305540D1 (de) | 1996-11-28 |
KR100251888B1 (ko) | 2000-05-01 |
HK1005724A1 (en) | 1999-01-22 |
ES2093395T3 (es) | 1996-12-16 |
US5498632A (en) | 1996-03-12 |
ITRM920027A1 (it) | 1993-07-16 |
IT1254135B (it) | 1995-09-08 |
GR3021479T3 (en) | 1997-01-31 |
EP0552137A2 (en) | 1993-07-21 |
DK0552137T3 (da) | 1996-11-18 |
ITRM920027A0 (it) | 1992-01-16 |
EP0552137A3 (en) | 1993-10-20 |
US5498633A (en) | 1996-03-12 |
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