PL173311B1 - Nowy sposób wytwarzania nowych 7-podstawionych-9-podstawionych-amino-6-demetylo-6-deoksytetracyklin - Google Patents

Nowy sposób wytwarzania nowych 7-podstawionych-9-podstawionych-amino-6-demetylo-6-deoksytetracyklin

Info

Publication number
PL173311B1
PL173311B1 PL92296143A PL29614392A PL173311B1 PL 173311 B1 PL173311 B1 PL 173311B1 PL 92296143 A PL92296143 A PL 92296143A PL 29614392 A PL29614392 A PL 29614392A PL 173311 B1 PL173311 B1 PL 173311B1
Authority
PL
Poland
Prior art keywords
group
formula
alkyl
amino
methylpropyl
Prior art date
Application number
PL92296143A
Other languages
English (en)
Polish (pl)
Other versions
PL296143A1 (en
Inventor
Joseph J. Hlavka
Phaik-Eng Sum
Yakov Gluzman
Ving J. Lee
Adma A. Ross
Original Assignee
American Cyanamid Co
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.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=25092264&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=PL173311(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Publication of PL296143A1 publication Critical patent/PL296143A1/xx
Publication of PL173311B1 publication Critical patent/PL173311B1/pl

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/24Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton
    • C07C237/26Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton of a ring being part of a condensed ring system formed by at least four rings, e.g. tetracycline
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/16Amides, e.g. hydroxamic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D205/00Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/04Heterocyclic compounds containing four-membered rings with one nitrogen 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
    • C07D277/38Nitrogen atoms
    • C07D277/44Acylated amino or imino radicals
    • C07D277/46Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three 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
    • C07D307/68Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/30Hetero atoms other than halogen
    • C07D333/34Sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/38Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00Systems containing at least three condensed rings
    • C07C2603/02Ortho- or ortho- and peri-condensed systems
    • C07C2603/40Ortho- or ortho- and peri-condensed systems containing four condensed rings
    • C07C2603/42Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
    • C07C2603/44Naphthacenes; Hydrogenated naphthacenes
    • C07C2603/461,4,4a,5,5a,6,11,12a- Octahydronaphthacenes, e.g. tetracyclines

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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Peptides Or Proteins (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Furan Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Saccharide Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
  • Moulding By Coating Moulds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
PL92296143A 1991-10-04 1992-10-02 Nowy sposób wytwarzania nowych 7-podstawionych-9-podstawionych-amino-6-demetylo-6-deoksytetracyklin PL173311B1 (pl)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US77157691A 1991-10-04 1991-10-04

Publications (2)

Publication Number Publication Date
PL296143A1 PL296143A1 (en) 1993-05-31
PL173311B1 true PL173311B1 (pl) 1998-02-27

Family

ID=25092264

Family Applications (4)

Application Number Title Priority Date Filing Date
PL92296143A PL173311B1 (pl) 1991-10-04 1992-10-02 Nowy sposób wytwarzania nowych 7-podstawionych-9-podstawionych-amino-6-demetylo-6-deoksytetracyklin
PL92310719A PL176333B1 (pl) 1991-10-04 1992-10-02 Sposób wytwarzania nowych 7-podstawionych-9-podstawionych-amino-6-demetylo-6-deoksytetracyklin
PL92310718A PL175957B1 (pl) 1991-10-04 1992-10-02 Sposób wytwarzania nowych 7-podstawionych-9-podstawionych-amino-6-demetylo-6-deoksytetracyklin
PL92310717A PL172282B1 (pl) 1991-10-04 1992-10-02 S p o só b w ytw arzania now ych 7-po dstaw io nyc h-9-po d s taw ionych-am ino-6- dem etylo-6-deoksytetracyklin PL PL PL PL PL PL PL PL

Family Applications After (3)

Application Number Title Priority Date Filing Date
PL92310719A PL176333B1 (pl) 1991-10-04 1992-10-02 Sposób wytwarzania nowych 7-podstawionych-9-podstawionych-amino-6-demetylo-6-deoksytetracyklin
PL92310718A PL175957B1 (pl) 1991-10-04 1992-10-02 Sposób wytwarzania nowych 7-podstawionych-9-podstawionych-amino-6-demetylo-6-deoksytetracyklin
PL92310717A PL172282B1 (pl) 1991-10-04 1992-10-02 S p o só b w ytw arzania now ych 7-po dstaw io nyc h-9-po d s taw ionych-am ino-6- dem etylo-6-deoksytetracyklin PL PL PL PL PL PL PL PL

Country Status (27)

Country Link
EP (1) EP0536515B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
JP (1) JP3186863B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
KR (1) KR100269072B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
CN (1) CN1048240C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
AT (1) ATE211128T1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
AU (1) AU654049B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
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CA (1) CA2079692C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
CL (1) CL2004001623A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
CZ (2) CZ309397A3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
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HU (2) HU219973B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
IL (3) IL119590A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
LU (1) LU91279I2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
MX (1) MX9205532A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
NL (1) NL300244I1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
NO (3) NO301472B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
NZ (1) NZ244585A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
PL (4) PL173311B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
PT (1) PT536515E (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
SG (1) SG52361A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
SK (2) SK280837B6 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
TW (1) TW275616B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
ZA (1) ZA927607B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)

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US5420272A (en) * 1992-08-13 1995-05-30 American Cyanamid Company 7-(substituted)-8-(substituted)-9-](substituted glycyl)amido]-6-demethyl-6-deoxytetracyclines
US5328902A (en) * 1992-08-13 1994-07-12 American Cyanamid Co. 7-(substituted)-9-[(substituted glycyl)amido]-6-demethyl-6-deoxytetracyclines
MX9603508A (es) * 1994-02-17 1997-03-29 Pfizer Analogos de la doxiciclina.
CN1399627A (zh) 1999-09-14 2003-02-26 塔夫茨大学信托人 用基于过渡金属的化学制备取代四环素的方法
US8106225B2 (en) 1999-09-14 2012-01-31 Trustees Of Tufts College Methods of preparing substituted tetracyclines with transition metal-based chemistries
IL151971A0 (en) 2000-03-31 2003-04-10 Tufts College 7-and 9-carbamate, urea, thiourea, thiocarbabamate, and heteroaryl-amino substituted tetracycline compounds
WO2001087824A2 (en) * 2000-05-15 2001-11-22 Paratek Pharmaceuticals, Inc. 7-substituted fused ring tetracycline compounds
US7094806B2 (en) 2000-07-07 2006-08-22 Trustees Of Tufts College 7, 8 and 9-substituted tetracycline compounds
US6846939B2 (en) * 2000-07-07 2005-01-25 Paratek Pharmaceuticals, Inc. 9-substituted minocycline compounds
MXPA03008165A (es) 2001-03-13 2003-12-12 Paratek Pharm Innc Compuestos tetraciclina sustituidos en la posicion 7,9.
EP1241160A1 (en) 2001-03-13 2002-09-18 Glaxo Group Limited Tetracycline derivatives and their use as antibiotic agents
US7553828B2 (en) 2001-03-13 2009-06-30 Paratek Pharmaceuticals, Inc. 9-aminomethyl substituted minocycline compounds
AU2002250331A1 (en) 2001-03-13 2002-09-24 Paratek Pharmaceuticals, Inc. 7-pyrollyl tetracycline compounds and methods of use thereof
US20040092490A1 (en) * 2001-04-24 2004-05-13 Michael Draper Substituted tetracycline compounds for the treatment of malaria
EP2329826A1 (en) 2001-07-13 2011-06-08 Paratek Pharmaceuticals, Inc. Tetracyclines for the treatment of multiple sclerosis
AU2002365120A1 (en) 2001-08-02 2003-07-15 Paratek Pharmaceuticals, Inc. Medicaments
EP2995610A1 (en) 2002-01-08 2016-03-16 Paratek Pharmaceuticals, Inc. 4-dedimethylamino tetracycline compounds
EP1482926A4 (en) * 2002-03-08 2006-04-12 Paratek Pharm Innc AMINO METHYL SUBSTITUTED TETRACYCLINE COMPOUNDS
EP2319828A3 (en) 2003-07-09 2011-07-06 Paratek Pharmaceuticals, Inc. Substituted tetracycline compounds
UA83266C2 (en) * 2003-12-08 2008-06-25 Уайет Oxazole derivatives of tetracyclines
DK1753713T3 (en) 2004-05-21 2016-11-28 Harvard College SYNTHESIS OF TETRACYCLINES AND ANALOGS THEREOF
US7534766B2 (en) 2004-11-05 2009-05-19 Wyeth Glucuronide metabolites and epimers thereof of tigecycline
AR057649A1 (es) 2005-05-27 2007-12-12 Wyeth Corp Formas solidas cristalinas de tigeciclina y metodos para preparar las mismas
KR20080041722A (ko) * 2005-08-31 2008-05-13 와이어쓰 글리실사이클린의 9-아미노카르보닐 치환된 유도체
EP2537934A3 (en) 2006-05-15 2013-04-10 Paratek Pharmaceuticals, Inc. Methods of regulating expression of genes or of gene products using substituted tetracycline compounds
PT2225253E (pt) 2007-11-29 2012-09-19 Actelion Pharmaceuticals Ltd Derivados de ácido fosfónico e respetiva utilização como antagonistas do recetor p2y12
PT2271348T (pt) 2008-03-28 2018-04-16 Paratek Pharm Innc Formulação de comprimido oral de composto de tetraciclina
ITMI20080807A1 (it) 2008-05-05 2009-11-06 Antibioticos Spa Procedimento per la preparazione di tigeciclina in forma amorfa
TW202436282A (zh) 2008-05-19 2024-09-16 美商Prtk Spv2公司 四環素化合物之甲苯磺酸鹽及同素異形體
SG10201806714PA (en) * 2008-08-08 2018-09-27 Tetraphase Pharmaceuticals Inc C7-fluoro substituted tetracycline compounds
WO2010126607A2 (en) 2009-04-30 2010-11-04 President And Fellows Of Harvard College Synthesis of tetracyclines and intermediates thereto
US9315451B2 (en) 2009-05-08 2016-04-19 Tetraphase Pharmaceuticals, Inc. Tetracycline compounds
CN105622496B (zh) * 2009-08-28 2019-03-05 四相制药公司 四环素类化合物
PL2568987T3 (pl) 2010-05-12 2017-06-30 Rempex Pharmaceuticals, Inc. Kompozycje tetracyklinowe
CN103635456B (zh) * 2011-07-26 2016-03-09 山东亨利医药科技有限责任公司 替加环素衍生物
MX364400B (es) 2012-08-31 2019-04-24 Tetraphase Pharmaceuticals Inc Compuestos de tetraciclina.
EP3068370A2 (en) 2013-11-12 2016-09-21 Galenicum Health S.L. Stable pharmaceutical compositions
CN110582486B (zh) 2016-10-19 2024-01-12 四相制药公司 艾若威四环素的结晶形式

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US3579579A (en) * 1968-04-18 1971-05-18 American Cyanamid Co Substituted 7- and/or 9-amino-6-demethyl-6-deoxytetracyclines

Also Published As

Publication number Publication date
NL300244I2 (nl) 2007-01-02
ZA927607B (en) 1993-04-13
NO2006015I1 (no) 2006-11-27
ES2168254T3 (es) 2002-06-16
HK1011348A1 (en) 1999-07-09
CA2079692A1 (en) 1993-04-05
LU91279I2 (fr) 2006-12-11
PT536515E (pt) 2002-05-31
CZ284209B6 (cs) 1998-09-16
CL2004001623A1 (es) 2005-06-03
FI114911B (fi) 2005-01-31
DE69232302T4 (de) 2003-02-13
SG52361A1 (en) 1998-09-28
MX9205532A (es) 1993-04-01
IL119590A0 (en) 1997-02-18
IL119590A (en) 1999-03-12
KR100269072B1 (ko) 2000-10-16
PL296143A1 (en) 1993-05-31
SK284826B6 (sk) 2005-12-01
NO2017037I2 (no) 2017-08-01
HU9203110D0 (en) 1992-12-28
DK0536515T3 (da) 2002-04-08
HUT63145A (en) 1993-07-28
NL300244I1 (nl) 2007-01-02
IL103320A0 (en) 1993-03-15
JPH05255219A (ja) 1993-10-05
TW275616B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) 1996-05-11
AU654049B2 (en) 1994-10-20
CN1072172A (zh) 1993-05-19
CZ309397A3 (cs) 1998-09-16
ATE211128T1 (de) 2002-01-15
PL172282B1 (pl) 1997-08-29
AU2618392A (en) 1993-04-08
SK298492A3 (en) 1995-03-08
DE122006000058I1 (de) 2007-01-18
CA2079692C (en) 2004-06-08
BR1100853A (pt) 1999-12-07
NO301472B1 (no) 1997-11-03
PL175957B1 (pl) 1999-03-31
IL103320A (en) 1998-12-06
SK280837B6 (sk) 2000-08-14
FI924454L (fi) 1993-04-05
HU219973B (hu) 2001-10-28
SK114999A3 (en) 2000-07-11
EP0536515B1 (en) 2001-12-19
NO923857D0 (no) 1992-10-02
EP0536515A1 (en) 1993-04-14
HU211172A9 (en) 1995-11-28
JP3186863B2 (ja) 2001-07-11
DE122006000058I2 (de) 2007-09-13
NO923857L (no) 1993-04-05
CN1048240C (zh) 2000-01-12
NO2017037I1 (no) 2017-08-01
NO2006015I2 (no) 2011-03-14
DE69232302T2 (de) 2002-08-14
CZ284159B6 (cs) 1998-08-12
CZ298492A3 (en) 1993-05-12
PL176333B1 (pl) 1999-05-31
DE69232302D1 (de) 2002-01-31
FI924454A0 (fi) 1992-10-02
NZ244585A (en) 1995-07-26
KR930007894A (ko) 1993-05-20

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