BG61693B1 - 1,3-оксатиоланови нуклеозидни аналози - Google Patents

1,3-оксатиоланови нуклеозидни аналози Download PDF

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Publication number
BG61693B1
BG61693B1 BG98616A BG9861694A BG61693B1 BG 61693 B1 BG61693 B1 BG 61693B1 BG 98616 A BG98616 A BG 98616A BG 9861694 A BG9861694 A BG 9861694A BG 61693 B1 BG61693 B1 BG 61693B1
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BG
Bulgaria
Prior art keywords
compound
compound according
enantiomer
ester
pharmaceutically acceptable
Prior art date
Application number
BG98616A
Other languages
Bulgarian (bg)
English (en)
Other versions
BG98616A (bg
Inventor
Gervais Dionne
Original Assignee
Biochem Pharma Inc
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
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=10699340&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=BG61693(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Biochem Pharma Inc filed Critical Biochem Pharma Inc
Publication of BG98616A publication Critical patent/BG98616A/bg
Publication of BG61693B1 publication Critical patent/BG61693B1/bg

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D411/00Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms
    • C07D411/02Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D411/04Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/506Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • A61P31/14Antivirals for RNA viruses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • A61P31/14Antivirals for RNA viruses
    • A61P31/18Antivirals for RNA viruses for HIV
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/16Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing two or more hetero rings
    • C12P17/167Heterorings having sulfur atoms as ring heteroatoms, e.g. vitamin B1, thiamine nucleus and open chain analogs
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00Preparation of compounds containing saccharide radicals
    • C12P19/26Preparation of nitrogen-containing carbohydrates
    • C12P19/28N-glycosides
    • C12P19/38Nucleosides
    • C12P19/40Nucleosides having a condensed ring system containing a six-membered ring having two nitrogen atoms in the same ring, e.g. purine nucleosides
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/001Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by metabolizing one of the enantiomers
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/006Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biochemistry (AREA)
  • Genetics & Genomics (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Microbiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Biotechnology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Virology (AREA)
  • Analytical Chemistry (AREA)
  • Molecular Biology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Epidemiology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • AIDS & HIV (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Medicinal Preparation (AREA)
BG98616A 1991-08-01 1994-02-28 1,3-оксатиоланови нуклеозидни аналози BG61693B1 (bg)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB919116601A GB9116601D0 (en) 1991-08-01 1991-08-01 1,3-oxathiolane nucleoside analogues
PCT/CA1992/000321 WO1993003027A1 (en) 1991-08-01 1992-07-24 1,3-oxathiolane nucleoside analogues

Publications (2)

Publication Number Publication Date
BG98616A BG98616A (bg) 1995-03-31
BG61693B1 true BG61693B1 (bg) 1998-03-31

Family

ID=10699340

Family Applications (1)

Application Number Title Priority Date Filing Date
BG98616A BG61693B1 (bg) 1991-08-01 1994-02-28 1,3-оксатиоланови нуклеозидни аналози

Country Status (41)

Country Link
US (2) US5538975A (ko)
EP (2) EP0526253B1 (ko)
JP (1) JP2960778B2 (ko)
KR (1) KR100242454B1 (ko)
CN (5) CN1034810C (ko)
AP (1) AP321A (ko)
AT (2) ATE227720T1 (ko)
AU (1) AU659668B2 (ko)
BG (1) BG61693B1 (ko)
CA (2) CA2682254C (ko)
CZ (1) CZ283765B6 (ko)
DE (2) DE69232845T2 (ko)
DK (2) DK0526253T3 (ko)
EE (1) EE03002B1 (ko)
EG (1) EG20193A (ko)
ES (2) ES2335968T3 (ko)
FI (1) FI940435A (ko)
GB (1) GB9116601D0 (ko)
GE (1) GEP20002094B (ko)
HK (2) HK1008672A1 (ko)
HN (1) HN1997000118A (ko)
HU (2) HUT70030A (ko)
IL (1) IL102616A (ko)
MA (1) MA22919A1 (ko)
MD (1) MD1434C2 (ko)
MX (1) MX9204474A (ko)
NO (3) NO300842B1 (ko)
NZ (1) NZ243637A (ko)
OA (1) OA09883A (ko)
PH (1) PH30983A (ko)
PT (2) PT526253E (ko)
RS (1) RS49993B (ko)
RU (1) RU2126405C1 (ko)
SG (1) SG68541A1 (ko)
SK (1) SK280131B6 (ko)
TJ (1) TJ244R3 (ko)
TN (1) TNSN92070A1 (ko)
TW (2) TWI232217B (ko)
WO (1) WO1993003027A1 (ko)
YU (1) YU49259B (ko)
ZA (1) ZA925668B (ko)

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US6903224B2 (en) 1988-04-11 2005-06-07 Biochem Pharma Inc. Substituted 1,3-oxathiolanes
US6703396B1 (en) 1990-02-01 2004-03-09 Emory University Method of resolution and antiviral activity of 1,3-oxathiolane nuclesoside enantiomers
US5276151A (en) * 1990-02-01 1994-01-04 Emory University Method of synthesis of 1,3-dioxolane nucleosides
US5914331A (en) * 1990-02-01 1999-06-22 Emory University Antiviral activity and resolution of 2-hydroxymethyl-5-(5-fluorocytosin-1-yl)-1,3-oxathiolane
US5204466A (en) * 1990-02-01 1993-04-20 Emory University Method and compositions for the synthesis of bch-189 and related compounds
US5728575A (en) 1990-02-01 1998-03-17 Emory University Method of resolution of 1,3-oxathiolane nucleoside enantiomers
US5444063A (en) * 1990-12-05 1995-08-22 Emory University Enantiomerically pure β-D-dioxolane nucleosides with selective anti-Hepatitis B virus activity
US5925643A (en) * 1990-12-05 1999-07-20 Emory University Enantiomerically pure β-D-dioxolane-nucleosides
US6812233B1 (en) * 1991-03-06 2004-11-02 Emory University Therapeutic nucleosides
US5817667A (en) * 1991-04-17 1998-10-06 University Of Georgia Research Foudation Compounds and methods for the treatment of cancer
GB9116601D0 (en) * 1991-08-01 1991-09-18 Iaf Biochem Int 1,3-oxathiolane nucleoside analogues
GB9226927D0 (en) * 1992-12-24 1993-02-17 Iaf Biochem Int Dideoxy nucleoside analogues
GB9311709D0 (en) * 1993-06-07 1993-07-21 Iaf Biochem Int Stereoselective synthesis of nucleoside analogues using bicycle intermediate
WO1995007086A1 (en) 1993-09-10 1995-03-16 Emory University Nucleosides with anti-hepatitis b virus activity
US20020120130A1 (en) 1993-09-10 2002-08-29 Gilles Gosselin 2' or 3' -deoxy and 2', 3' -dideoxy-beta-L-pentofuranonucleo-side compounds, method of preparation and application in therapy, especially as anti- viral agents
US5587362A (en) * 1994-01-28 1996-12-24 Univ. Of Ga Research Foundation L-nucleosides
IL113432A (en) * 1994-04-23 2000-11-21 Glaxo Group Ltd Process for the diastereoselective synthesis of nucleoside analogues
IL115156A (en) 1994-09-06 2000-07-16 Univ Georgia Pharmaceutical compositions for the treatment of cancer comprising 1-(2-hydroxymethyl-1,3-dioxolan-4-yl) cytosines
US6391859B1 (en) 1995-01-27 2002-05-21 Emory University [5-Carboxamido or 5-fluoro]-[2′,3′-unsaturated or 3′-modified]-pyrimidine nucleosides
US5703058A (en) 1995-01-27 1997-12-30 Emory University Compositions containing 5-fluoro-2',3'-didehydro-2',3'-dideoxycytidine or a mono-, di-, or triphosphate thereof and a second antiviral agent
US5808040A (en) * 1995-01-30 1998-09-15 Yale University L-nucleosides incorporated into polymeric structure for stabilization of oligonucleotides
GB9506644D0 (en) * 1995-03-31 1995-05-24 Wellcome Found Preparation of nucleoside analogues
WO1996040164A1 (en) 1995-06-07 1996-12-19 Emory University Nucleosides with anti-hepatitis b virus activity
US5753789A (en) * 1996-07-26 1998-05-19 Yale University Oligonucleotides containing L-nucleosides
EP0970078B1 (en) * 1997-03-19 2004-05-19 Emory University Synthesis, anti-human immunodeficiency virus and anti-hepatitis b virus activities of 1,3-oxaselenolane nucleosides
EP0986375A2 (en) 1997-04-07 2000-03-22 Triangle Pharmaceuticals Inc. Use of mkc-442 in combination with other antiviral agents
CA2340214C (en) 1998-08-12 2007-10-30 Triangle Pharmaceuticals, Inc. Method of manufacture of 1,3-oxathiolane nucleosides
US6979561B1 (en) 1998-10-09 2005-12-27 Gilead Sciences, Inc. Non-homogeneous systems for the resolution of enantiomeric mixtures
AU1810600A (en) * 1998-11-02 2000-05-22 Triangle Pharmaceuticals, Inc. Combination therapy to treat hepatitis b virus
US6436948B1 (en) 2000-03-03 2002-08-20 University Of Georgia Research Foundation Inc. Method for the treatment of psoriasis and genital warts
ATE339211T1 (de) 2000-03-29 2006-10-15 Univ Georgetown L-fmau zur behandlung von hepatitis-delta-virus- infizierung
CA2308559C (en) 2000-05-16 2005-07-26 Brantford Chemicals Inc. 1,3-oxathiolan-5-ones useful in the production of antiviral nucleoside analogues
AU2008202336B2 (en) * 2001-03-01 2011-11-10 Abbvie Inc. Polymorphic and other crystalline forms of cis-FTC
CA2788498C (en) * 2001-03-01 2016-02-16 Gilead Sciences, Inc. Polymorphic and other crystalline forms of cis-ftc
CN1620295A (zh) * 2001-12-14 2005-05-25 法玛塞特有限公司 制备用于合成抗病毒核苷的中间体
CN105596356A (zh) 2003-01-14 2016-05-25 吉里德科学公司 用于联合抗病毒治疗的组合物和方法
ITMI20030578A1 (it) * 2003-03-24 2004-09-25 Clariant Lsm Italia Spa Processo ed intermedi per la preparazione di emtricitabina
TWI471145B (zh) 2005-06-13 2015-02-01 Bristol Myers Squibb & Gilead Sciences Llc 單一式藥學劑量型
TWI375560B (en) 2005-06-13 2012-11-01 Gilead Sciences Inc Composition comprising dry granulated emtricitabine and tenofovir df and method for making the same
CN100360528C (zh) * 2005-08-31 2008-01-09 四川大学 4-氨基-1-(2-羟甲基-1,3-氧硫杂环戊烷-5-基)-2(1h)-嘧啶酮的制备方法
WO2007077505A2 (en) * 2005-12-30 2007-07-12 Ranbaxy Laboratories Limited Crystalline l-menthyl (2r, 5s)-5-(4-amino-5-fluoro-2-oxo-2h-pyrimidin-1-yl)[1, 3]oxathiolan-2-carboxylate and process for preparation thereof
US8173621B2 (en) 2008-06-11 2012-05-08 Gilead Pharmasset Llc Nucleoside cyclicphosphates
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US8551973B2 (en) * 2008-12-23 2013-10-08 Gilead Pharmasset Llc Nucleoside analogs
CA2757178C (en) * 2009-04-03 2020-05-19 Medical Research Council Mutants of activation-induced cytidine deaminase (aid) and methods of use
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CA2794671C (en) 2010-03-31 2018-05-01 Gilead Pharmasset Llc Stereoselective synthesis of phosphorus containing actives
WO2013104361A1 (en) 2012-01-10 2013-07-18 C.C. Jensen A/S Method and system for cleaning degraded oil
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US5047407A (en) * 1989-02-08 1991-09-10 Iaf Biochem International, Inc. 2-substituted-5-substituted-1,3-oxathiolanes with antiviral properties
US5466806A (en) * 1989-02-08 1995-11-14 Biochem Pharma Inc. Processes for preparing substituted 1,3-oxathiolanes with antiviral properties
US5270315A (en) * 1988-04-11 1993-12-14 Biochem Pharma Inc. 4-(purinyl bases)-substituted-1,3-dioxlanes
ES2196004T3 (es) * 1989-02-08 2003-12-16 Iaf Biochem Int Procedimiento para preparar 1,3-oxatiolanos sustituidos con propiedades antivirales.
US5276151A (en) * 1990-02-01 1994-01-04 Emory University Method of synthesis of 1,3-dioxolane nucleosides
US5204466A (en) * 1990-02-01 1993-04-20 Emory University Method and compositions for the synthesis of bch-189 and related compounds
GB9009861D0 (en) * 1990-05-02 1990-06-27 Glaxo Group Ltd Chemical compounds
US5248776A (en) * 1990-12-05 1993-09-28 University Of Georgia Research Foundation, Inc. Process for enantiomerically pure β-L-1,3-oxathiolane nucleosides
US5444063A (en) * 1990-12-05 1995-08-22 Emory University Enantiomerically pure β-D-dioxolane nucleosides with selective anti-Hepatitis B virus activity
AU9125991A (en) * 1990-12-05 1992-07-08 University Of Georgia Research Foundation, Inc., The Enantiomerically pure beta -l-(-)-1,3-oxathiolane nucleosides
NZ241625A (en) * 1991-02-22 1996-03-26 Univ Emory 1,3-oxathiolane derivatives, anti-viral compositions containing such and method of resolving racemic mixture of enantiomers
GB9104740D0 (en) * 1991-03-06 1991-04-17 Wellcome Found Antiviral nucleoside combination
PT100198B (pt) * 1991-03-06 2000-03-31 Univ Emory Utilizacao de nucleosido oxatiolano para a preparacao de composicoes para fins terapeuticos
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GB9116601D0 (en) * 1991-08-01 1991-09-18 Iaf Biochem Int 1,3-oxathiolane nucleoside analogues

Also Published As

Publication number Publication date
FI940435A0 (fi) 1994-01-28
NO2008009I1 (no) 2008-06-30
AP9200414A0 (en) 1992-07-31
OA09883A (en) 1994-09-15
YU74992A (sh) 1995-12-04
RS49993B (sr) 2008-09-29
MA22919A1 (fr) 1993-04-01
YU72303A (sh) 2006-05-25
US5538975A (en) 1996-07-23
NO2005017I2 (no) 2007-10-01
AP321A (en) 1994-02-28
EP0526253B1 (en) 2002-11-13
TJ244R3 (en) 1999-11-24
ATE227720T1 (de) 2002-11-15
JPH07500317A (ja) 1995-01-12
TNSN92070A1 (fr) 1993-06-08
NO2005017I1 (no) 2005-09-05
NZ243637A (en) 1995-03-28
AU659668B2 (en) 1995-05-25
CZ283765B6 (cs) 1998-06-17
HU211333A9 (en) 1995-11-28
CN101074228A (zh) 2007-11-21
DK1155695T3 (da) 2010-04-06
DE69233776D1 (de) 2009-12-31
FI940435A (fi) 1994-01-28
CN1132073A (zh) 1996-10-02
EP1155695B1 (en) 2009-11-18
CA2682254A1 (en) 1993-02-18
CA2114221A1 (en) 1993-02-18
CA2114221C (en) 2009-12-22
BG98616A (bg) 1995-03-31
YU49259B (sh) 2004-12-31
WO1993003027A1 (en) 1993-02-18
ES2335968T3 (es) 2010-04-07
ES2186667T3 (es) 2003-05-16
CN101066970A (zh) 2007-11-07
ZA925668B (en) 1993-04-28
MX9204474A (es) 1993-12-01
NO940322D0 (no) 1994-01-31
IL102616A0 (en) 1993-01-14
HN1997000118A (es) 1999-11-12
HK1008672A1 (en) 1999-05-14
HUT70030A (en) 1995-09-28
PH30983A (en) 1997-12-23
HK1038189A1 (en) 2002-03-08
CN1074924C (zh) 2001-11-21
NO300842B1 (no) 1997-08-04
JP2960778B2 (ja) 1999-10-12
GB9116601D0 (en) 1991-09-18
ATE448787T1 (de) 2009-12-15
US5618820A (en) 1997-04-08
HU9400285D0 (en) 1994-05-30
EE03002B1 (et) 1997-06-16
IL102616A (en) 1996-10-31
EP1155695A1 (en) 2001-11-21
DE69232845D1 (de) 2002-12-19
PT526253E (pt) 2003-03-31
MD1434C2 (ro) 2000-12-31
KR100242454B1 (ko) 2000-03-02
AU2340892A (en) 1993-03-02
CN100542535C (zh) 2009-09-23
NO940322L (no) 1994-03-21
CZ20394A3 (en) 1994-07-13
TWI232217B (en) 2005-05-11
TW366347B (en) 1999-08-11
SG68541A1 (en) 1999-11-16
RU2126405C1 (ru) 1999-02-20
EP0526253A1 (en) 1993-02-03
CN1302612A (zh) 2001-07-11
MD1434B2 (en) 2000-03-31
PT1155695E (pt) 2010-02-02
GEP20002094B (en) 2000-05-10
SK10494A3 (en) 1994-12-07
CN1034810C (zh) 1997-05-07
SK280131B6 (sk) 1999-08-06
CN1070191A (zh) 1993-03-24
DE69232845T2 (de) 2003-04-24
DK0526253T3 (da) 2003-03-17
MD950114A (en) 1996-06-28
EG20193A (en) 1997-10-30
CA2682254C (en) 2012-02-21

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