AU669269B2 - Biologically active ureido derivatives useful as antimetastatic agents - Google Patents
Biologically active ureido derivatives useful as antimetastatic agents Download PDFInfo
- Publication number
- AU669269B2 AU669269B2 AU60003/94A AU6000394A AU669269B2 AU 669269 B2 AU669269 B2 AU 669269B2 AU 60003/94 A AU60003/94 A AU 60003/94A AU 6000394 A AU6000394 A AU 6000394A AU 669269 B2 AU669269 B2 AU 669269B2
- Authority
- AU
- Australia
- Prior art keywords
- bis
- pyrrole
- methyl
- carbonyl
- imino
- Prior art date
- Legal status (The legal status 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 status listed.)
- Ceased
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- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 title description 3
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- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
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- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 229960000908 idarubicin Drugs 0.000 description 1
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- 238000007918 intramuscular administration Methods 0.000 description 1
- 239000007927 intramuscular injection Substances 0.000 description 1
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- 239000008101 lactose Substances 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 229960004393 lidocaine hydrochloride Drugs 0.000 description 1
- YECIFGHRMFEPJK-UHFFFAOYSA-N lidocaine hydrochloride monohydrate Chemical compound O.[Cl-].CC[NH+](CC)CC(=O)NC1=C(C)C=CC=C1C YECIFGHRMFEPJK-UHFFFAOYSA-N 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 230000036210 malignancy Effects 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 229960004857 mitomycin Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- YPLIFKZBNCNJJN-UHFFFAOYSA-N n,n-bis(ethylamino)ethanamine Chemical compound CCNN(CC)NCC YPLIFKZBNCNJJN-UHFFFAOYSA-N 0.000 description 1
- RIWRFSMVIUAEBX-UHFFFAOYSA-N n-methyl-1-phenylmethanamine Chemical compound CNCC1=CC=CC=C1 RIWRFSMVIUAEBX-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 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
- 210000000496 pancreas Anatomy 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
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- 229920001223 polyethylene glycol Polymers 0.000 description 1
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- 229940068965 polysorbates Drugs 0.000 description 1
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- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 239000000473 propyl gallate Substances 0.000 description 1
- 210000002307 prostate Anatomy 0.000 description 1
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- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
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- 208000011581 secondary neoplasm Diseases 0.000 description 1
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- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000004320 sodium erythorbate Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229920003109 sodium starch glycolate Polymers 0.000 description 1
- 229940079832 sodium starch glycolate Drugs 0.000 description 1
- 239000008109 sodium starch glycolate Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
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- 239000008117 stearic acid Substances 0.000 description 1
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- 239000003765 sweetening agent Substances 0.000 description 1
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- 210000001685 thyroid gland Anatomy 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- 125000004784 trichloromethoxy group Chemical group ClC(O*)(Cl)Cl 0.000 description 1
- UCPYLLCMEDAXFR-UHFFFAOYSA-N triphosgene Chemical compound ClC(Cl)(Cl)OC(=O)OC(Cl)(Cl)Cl UCPYLLCMEDAXFR-UHFFFAOYSA-N 0.000 description 1
- 230000004614 tumor growth Effects 0.000 description 1
- 230000004222 uncontrolled growth Effects 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
-
- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/475—Quinolines; Isoquinolines having an indole ring, e.g. yohimbine, reserpine, strychnine, vinblastine
-
- 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
- A61K31/495—Heterocyclic 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
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
-
- 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
- A61K31/66—Phosphorus compounds
- A61K31/675—Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
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- 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
- A61K31/74—Synthetic polymeric materials
- A61K31/785—Polymers containing nitrogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Molecular Biology (AREA)
- Gastroenterology & Hepatology (AREA)
- Immunology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Ophthalmology & Optometry (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9304589 | 1993-03-05 | ||
GB939304589A GB9304589D0 (en) | 1993-03-05 | 1993-03-05 | Biologically active ureido derivatives useful as antimetastic agents |
PCT/EP1994/000268 WO1994020095A1 (en) | 1993-03-05 | 1994-01-31 | Biologically active ureido derivatives useful as antimetastatic agents |
Publications (2)
Publication Number | Publication Date |
---|---|
AU6000394A AU6000394A (en) | 1994-09-26 |
AU669269B2 true AU669269B2 (en) | 1996-05-30 |
Family
ID=10731580
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AU60003/94A Ceased AU669269B2 (en) | 1993-03-05 | 1994-01-31 | Biologically active ureido derivatives useful as antimetastatic agents |
Country Status (17)
Country | Link |
---|---|
US (1) | US5534539A (en, 2012) |
EP (1) | EP0639073A1 (en, 2012) |
JP (1) | JPH07506594A (en, 2012) |
KR (1) | KR950701217A (en, 2012) |
CN (1) | CN1103533A (en, 2012) |
AU (1) | AU669269B2 (en, 2012) |
CA (1) | CA2134098A1 (en, 2012) |
FI (1) | FI945164A7 (en, 2012) |
GB (1) | GB9304589D0 (en, 2012) |
HU (1) | HUT71400A (en, 2012) |
IL (1) | IL108665A (en, 2012) |
MY (1) | MY110004A (en, 2012) |
NZ (1) | NZ261308A (en, 2012) |
PL (1) | PL305981A1 (en, 2012) |
TW (1) | TW262465B (en, 2012) |
WO (1) | WO1994020095A1 (en, 2012) |
ZA (1) | ZA941126B (en, 2012) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9403909D0 (en) * | 1994-03-01 | 1994-04-20 | Erba Carlo Spa | Ureido derivatives of naphthalenephosphonic acids and process for their preparation |
GB9504065D0 (en) * | 1995-03-01 | 1995-04-19 | Pharmacia Spa | Poly-pyrrolecarboxamidonaphthalenic acid derivatives |
GB9602721D0 (en) * | 1996-02-09 | 1996-04-10 | Pharmacia Spa | Biologically active ureido derivatives useful in the treatment of multiple sclerosis |
WO1999027939A1 (en) | 1997-12-04 | 1999-06-10 | The Government Of The United States Of America, Represented By The Secretary, Department Of Health And Human Services | Ureido derivatives of poly-4-amino-2-carboxy-1-methyl pyrrole compounds for inhibition of inflammation |
GB9727524D0 (en) * | 1997-12-31 | 1998-02-25 | Pharmacia & Upjohn Spa | Synergistic antitumor composition containing a biologically active ureido compound |
WO1999058126A1 (en) * | 1998-05-11 | 1999-11-18 | The Endowment For Research In Human Biology, Inc. | Use of neomycin for treating angiogenesis-related diseases |
KR20080035702A (ko) * | 2002-01-11 | 2008-04-23 | 상꾜 가부시키가이샤 | 아미노 알코올 유도체 또는 포스폰산 유도체 및 이들을함유하는 의약 조성물 |
CN1921847B (zh) | 2004-02-24 | 2010-06-16 | 三共株式会社 | 氨基醇化合物 |
EP3381897A1 (en) | 2017-03-27 | 2018-10-03 | Leadiant Biosciences SA | Derivatives of the disodium 2,2'-{carbonylbis[imino-3,1-phenylenecarbonylimino(1-methyl-1h-pyrrole-4,2-diyl)carbonylimino]}dinaphthalene-1,5-disulfonate salt and related compounds as heparanase inhibitors for the treatment of cancer |
CN107235866B (zh) | 2017-06-13 | 2019-09-10 | 重庆医科大学 | 一种用于检测次磺酸化蛋白质的荧光探针、制备方法及其应用 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1991010649A1 (en) * | 1990-01-11 | 1991-07-25 | Farmitalia Carlo Erba S.R.L. | New ureido derivatives of poly-4-amino-2-carboxy-1-methyl compounds |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1986002266A1 (en) * | 1984-10-12 | 1986-04-24 | United States Of America, Represented By The Unite | Use of suramin for clinical treatment of infection with any of the members of the family of human t-cell leukemia (htlv) viruses including lymphadenopathy virus (lav) |
CA1308516C (en) * | 1987-07-06 | 1992-10-06 | J. William Lown | Oligopeptide anticancer and antiviral agents |
GB9024738D0 (en) * | 1990-11-14 | 1991-01-02 | Erba Carlo Spa | A new method of treatment of tumor necroisis factor(tnf)-related diseases |
GB9116896D0 (en) * | 1991-08-06 | 1991-09-18 | Erba Carlo Spa | 3-deoxymannosamine derivatives and process for their preparation |
GB9216962D0 (en) * | 1992-08-11 | 1992-09-23 | Erba Carlo Spa | Therapeutically active naphthalenesulfonic-pyrrolecarboxamido derivatives |
-
1993
- 1993-03-05 GB GB939304589A patent/GB9304589D0/en active Pending
-
1994
- 1994-01-31 CA CA002134098A patent/CA2134098A1/en not_active Abandoned
- 1994-01-31 WO PCT/EP1994/000268 patent/WO1994020095A1/en not_active Application Discontinuation
- 1994-01-31 NZ NZ261308A patent/NZ261308A/en unknown
- 1994-01-31 PL PL94305981A patent/PL305981A1/xx unknown
- 1994-01-31 AU AU60003/94A patent/AU669269B2/en not_active Ceased
- 1994-01-31 CN CN94190108A patent/CN1103533A/zh active Pending
- 1994-01-31 KR KR1019940703947A patent/KR950701217A/ko not_active Withdrawn
- 1994-01-31 JP JP6519502A patent/JPH07506594A/ja active Pending
- 1994-01-31 HU HU9403177A patent/HUT71400A/hu unknown
- 1994-01-31 EP EP94906181A patent/EP0639073A1/en not_active Ceased
- 1994-02-16 IL IL108665A patent/IL108665A/xx not_active IP Right Cessation
- 1994-02-18 ZA ZA941126A patent/ZA941126B/xx unknown
- 1994-03-03 MY MYPI94000512A patent/MY110004A/en unknown
- 1994-03-04 TW TW083101900A patent/TW262465B/zh active
- 1994-11-02 FI FI945164A patent/FI945164A7/fi unknown
-
1995
- 1995-06-12 US US08/489,621 patent/US5534539A/en not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1991010649A1 (en) * | 1990-01-11 | 1991-07-25 | Farmitalia Carlo Erba S.R.L. | New ureido derivatives of poly-4-amino-2-carboxy-1-methyl compounds |
Also Published As
Publication number | Publication date |
---|---|
CA2134098A1 (en) | 1994-09-15 |
FI945164A0 (fi) | 1994-11-02 |
MY110004A (en) | 1997-11-29 |
ZA941126B (en) | 1994-08-30 |
HUT71400A (en) | 1995-11-28 |
JPH07506594A (ja) | 1995-07-20 |
IL108665A (en) | 1997-03-18 |
IL108665A0 (en) | 1994-05-30 |
NZ261308A (en) | 1996-02-27 |
KR950701217A (ko) | 1995-03-23 |
US5534539A (en) | 1996-07-09 |
WO1994020095A1 (en) | 1994-09-15 |
CN1103533A (zh) | 1995-06-07 |
EP0639073A1 (en) | 1995-02-22 |
GB9304589D0 (en) | 1993-04-21 |
AU6000394A (en) | 1994-09-26 |
TW262465B (en, 2012) | 1995-11-11 |
FI945164A7 (fi) | 1994-11-02 |
PL305981A1 (en) | 1995-02-20 |
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