CA2286232A1 - Dna-binding pyrrole and imidazole polyamide derivatives - Google Patents
Dna-binding pyrrole and imidazole polyamide derivatives Download PDFInfo
- Publication number
- CA2286232A1 CA2286232A1 CA002286232A CA2286232A CA2286232A1 CA 2286232 A1 CA2286232 A1 CA 2286232A1 CA 002286232 A CA002286232 A CA 002286232A CA 2286232 A CA2286232 A CA 2286232A CA 2286232 A1 CA2286232 A1 CA 2286232A1
- Authority
- CA
- Canada
- Prior art keywords
- polyamide
- beta
- gamma
- dna
- alanine
- 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.)
- Abandoned
Links
- 229920002647 polyamide Polymers 0.000 title claims abstract description 533
- 239000004952 Polyamide Substances 0.000 title claims abstract description 532
- 108020004414 DNA Proteins 0.000 title claims abstract description 158
- 230000027455 binding Effects 0.000 title description 124
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 title description 62
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 title description 20
- -1 N-methylimidazole amino acids Chemical class 0.000 claims abstract description 68
- 229910052739 hydrogen Inorganic materials 0.000 claims description 169
- 239000000203 mixture Substances 0.000 claims description 41
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 claims description 29
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 claims description 25
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 claims description 22
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 claims description 22
- 125000003047 N-acetyl group Chemical group 0.000 claims description 19
- 229960002685 biotin Drugs 0.000 claims description 17
- 239000011616 biotin Substances 0.000 claims description 17
- 235000020958 biotin Nutrition 0.000 claims description 17
- 125000003342 alkenyl group Chemical group 0.000 claims description 16
- 125000005599 alkyl carboxylate group Chemical group 0.000 claims description 16
- 102000053602 DNA Human genes 0.000 claims description 15
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 15
- 150000003973 alkyl amines Chemical class 0.000 claims description 15
- 125000000304 alkynyl group Chemical group 0.000 claims description 15
- LBZQAEQLSRWNLM-UHFFFAOYSA-N n-methyl-1h-pyrrole-2-carboxamide Chemical group CNC(=O)C1=CC=CN1 LBZQAEQLSRWNLM-UHFFFAOYSA-N 0.000 claims description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims description 14
- OWWASHBXVFOTDF-UHFFFAOYSA-N n-methyl-1h-imidazole-2-carboxamide Chemical group CNC(=O)C1=NC=CN1 OWWASHBXVFOTDF-UHFFFAOYSA-N 0.000 claims description 13
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
- HBRCDTRQDHMTDA-UHFFFAOYSA-N 2-[[4-(diethylamino)phenyl]diazenyl]benzoic acid Chemical compound C1=CC(N(CC)CC)=CC=C1N=NC1=CC=CC=C1C(O)=O HBRCDTRQDHMTDA-UHFFFAOYSA-N 0.000 claims description 10
- JUIKUQOUMZUFQT-UHFFFAOYSA-N 2-bromoacetamide Chemical compound NC(=O)CBr JUIKUQOUMZUFQT-UHFFFAOYSA-N 0.000 claims description 10
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 10
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- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 10
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 claims description 10
- PGLTVOMIXTUURA-UHFFFAOYSA-N iodoacetamide Chemical compound NC(=O)CI PGLTVOMIXTUURA-UHFFFAOYSA-N 0.000 claims description 10
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- 125000004055 thiomethyl group Chemical group [H]SC([H])([H])* 0.000 claims description 5
- XXJGBENTLXFVFI-UHFFFAOYSA-N 1-amino-methylene Chemical compound N[CH2] XXJGBENTLXFVFI-UHFFFAOYSA-N 0.000 claims description 4
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-alanine Chemical compound NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 claims 19
- 229960003692 gamma aminobutyric acid Drugs 0.000 claims 9
- JJMDCOVWQOJGCB-UHFFFAOYSA-N 5-aminopentanoic acid Chemical compound [NH3+]CCCCC([O-])=O JJMDCOVWQOJGCB-UHFFFAOYSA-N 0.000 claims 2
- 101100516554 Caenorhabditis elegans nhr-5 gene Proteins 0.000 claims 2
- 229940000635 beta-alanine Drugs 0.000 claims 2
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 claims 1
- XDOLZJYETYVRKV-UHFFFAOYSA-N 7-Aminoheptanoic acid Chemical compound NCCCCCCC(O)=O XDOLZJYETYVRKV-UHFFFAOYSA-N 0.000 claims 1
- UQXNEWQGGVUVQA-UHFFFAOYSA-N 8-aminooctanoic acid Chemical compound NCCCCCCCC(O)=O UQXNEWQGGVUVQA-UHFFFAOYSA-N 0.000 claims 1
- VWPQCOZMXULHDM-UHFFFAOYSA-N 9-aminononanoic acid Chemical compound NCCCCCCCCC(O)=O VWPQCOZMXULHDM-UHFFFAOYSA-N 0.000 claims 1
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- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
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- 150000003384 small molecules Chemical class 0.000 abstract description 11
- 238000013459 approach Methods 0.000 abstract description 10
- OXHNLMTVIGZXSG-UHFFFAOYSA-N 1-Methylpyrrole Chemical compound CN1C=CC=C1 OXHNLMTVIGZXSG-UHFFFAOYSA-N 0.000 abstract description 7
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- 238000005160 1H NMR spectroscopy Methods 0.000 description 75
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- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
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- RZWQDAUIUBVCDD-UHFFFAOYSA-M sodium;benzenethiolate Chemical compound [Na+].[S-]C1=CC=CC=C1 RZWQDAUIUBVCDD-UHFFFAOYSA-M 0.000 description 1
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- WROMPOXWARCANT-UHFFFAOYSA-N tfa trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F WROMPOXWARCANT-UHFFFAOYSA-N 0.000 description 1
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- DBGVGMSCBYYSLD-UHFFFAOYSA-N tributylstannane Chemical compound CCCC[SnH](CCCC)CCCC DBGVGMSCBYYSLD-UHFFFAOYSA-N 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/62—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being a protein, peptide or polyamino acid
- A61K47/64—Drug-peptide, drug-protein or drug-polyamino acid conjugates, i.e. the modifying agent being a peptide, protein or polyamino acid which is covalently bonded or complexed to a therapeutically active agent
- A61K47/645—Polycationic or polyanionic oligopeptides, polypeptides or polyamino acids, e.g. polylysine, polyarginine, polyglutamic acid or peptide TAT
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06139—Dipeptides with the first amino acid being heterocyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06139—Dipeptides with the first amino acid being heterocyclic
- C07K5/06182—Dipeptides with the first amino acid being heterocyclic and Pristinamycin II; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/04—Linear peptides containing only normal peptide links
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/68—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving nucleic acids
- C12Q1/6813—Hybridisation assays
- C12Q1/6839—Triple helix formation or other higher order conformations in hybridisation assays
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
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- Engineering & Computer Science (AREA)
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- Bioinformatics & Cheminformatics (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Animal Behavior & Ethology (AREA)
- Zoology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Biotechnology (AREA)
- Immunology (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Peptides Or Proteins (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US4202297P | 1997-04-06 | 1997-04-06 | |
US4344497P | 1997-04-08 | 1997-04-08 | |
US4344697P | 1997-04-08 | 1997-04-08 | |
US60/043,444 | 1997-04-08 | ||
US60/043,446 | 1997-04-08 | ||
US60/042,022 | 1997-04-16 | ||
US08/837,524 | 1997-04-21 | ||
US08/837,524 US6143901A (en) | 1996-07-31 | 1997-04-21 | Complex formation between dsDNA and pyrrole imidazole polyamides |
US08/853,522 | 1997-05-08 | ||
US08/853,522 US6635417B1 (en) | 1996-07-31 | 1997-05-08 | Complex formation between DSDNA and oligomer of cyclic heterocycles |
PCT/US1997/012722 WO1998050582A1 (en) | 1997-05-08 | 1997-07-21 | COMPLEX FORMATION BETWEEN dsDNA AND OLIGOMER OF HETEROCYCLES |
WOPCT/US97/12722 | 1997-07-21 | ||
PCT/US1998/006997 WO1998049142A1 (en) | 1997-04-06 | 1998-04-08 | Dna-binding pyrrole and imidazole polyamide derivatives |
Publications (1)
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CA2286232A1 true CA2286232A1 (en) | 1998-11-05 |
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CA002286232A Abandoned CA2286232A1 (en) | 1997-04-06 | 1998-04-08 | Dna-binding pyrrole and imidazole polyamide derivatives |
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EP (1) | EP0986539A1 (de) |
JP (1) | JP2002515063A (de) |
CA (1) | CA2286232A1 (de) |
WO (1) | WO1998049142A1 (de) |
Families Citing this family (36)
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US5801155A (en) | 1995-04-03 | 1998-09-01 | Epoch Pharmaceuticals, Inc. | Covalently linked oligonucleotide minor grove binder conjugates |
EP1112267A2 (de) * | 1998-09-11 | 2001-07-04 | California Institute Of Technology | Hemmung der onkogentranskription durch synthetische polyamide |
WO2000040605A2 (en) * | 1999-01-08 | 2000-07-13 | California Institute Of Technology | Compositions and methods relating to cyclic compounds that undergo nucleotide base pair-specific interactions with double-stranded nucleic acids |
JP2001136974A (ja) * | 1999-11-16 | 2001-05-22 | Japan Science & Technology Corp | 生理活性ピロールイミダゾール誘導体のスクリーニング方法 |
US6559125B1 (en) | 2000-01-28 | 2003-05-06 | California Institute Of Technology | Polyamide-alkylator conjugates and related products and method |
DE60128551D1 (de) * | 2000-03-16 | 2007-07-05 | Genesoft Inc | Geladene verbindungen mit einer nukleinsäure-bindenden einheit sowie deren verwendungen |
US7078536B2 (en) | 2001-03-14 | 2006-07-18 | Genesoft Pharmaceuticals, Inc. | Charged compounds comprising a nucleic acid binding moiety and uses therefor |
GB0011938D0 (en) * | 2000-05-17 | 2000-07-05 | Angeletti P Ist Richerche Bio | Improvements relating to gene delivery systems |
US20020169296A1 (en) * | 2000-07-11 | 2002-11-14 | Ulrich Laemmli | Linked, sequence-specific DNA-binding molecules |
US7122626B2 (en) | 2001-04-26 | 2006-10-17 | Genesoft Pharmceuticals, Inc. | Halogen-substitued thienyl compounds |
WO2002095022A2 (en) * | 2001-05-21 | 2002-11-28 | Universite De Geneve | Sequence-specific dna binding compounds and their use in targeting telomeres and other dna sequences |
EP1470119A4 (de) | 2001-06-13 | 2005-10-19 | Genesoft Pharmaceuticals Inc | Benzothiophenverbindungen mit antiinfektiver wirkung |
WO2002101007A2 (en) | 2001-06-13 | 2002-12-19 | Genesoft Pharmaceuticals, Inc | Antipathogenic benzamide compounds |
WO2002101073A2 (en) | 2001-06-13 | 2002-12-19 | Genesoft Pharmaceuticals, Inc. | Aryl-benzimidazole compounds having antiinfective activity |
WO2002100832A1 (en) | 2001-06-13 | 2002-12-19 | Genesoft Pharmaceuticals, Inc. | Isoquinoline compounds having antiinfective activity |
WO2003000683A1 (en) * | 2001-06-25 | 2003-01-03 | Japan Science And Technology Agency | Method of the solid phase synhesis of pyrrole-imidazole polyamide |
EP1442022A4 (de) * | 2001-11-07 | 2005-05-04 | Pharmacia Corp | Polyamidmodulatoren der transkription von cox2 |
WO2004012736A1 (en) | 2002-08-02 | 2004-02-12 | Genesoft Pharmaceuticals, Inc. | Biaryl compounds having anti-infective activity |
WO2004039318A2 (en) | 2002-10-25 | 2004-05-13 | Genesoft Pharmaceuticals, Inc. | Anti-infective biaryl compounds |
EP1587529A4 (de) | 2002-12-10 | 2009-08-12 | Oscient Pharmaceuticals Corp | Antibakterielle verbindungen mit(pyrrolcarboxamid)-(benzamid)-(imidazolcarboxamid)-motiv |
EP1678133A4 (de) | 2003-10-07 | 2008-06-18 | Univ Western Sydney | Sequenzselektive pyrrol- und imidazolpolyamidmetallkomplexe |
WO2005120582A2 (en) * | 2004-06-07 | 2005-12-22 | California Institute Of Technology | Compositions and methods for inhibiting expression of hypoxia-inducible genes |
JP2007176795A (ja) | 2004-08-18 | 2007-07-12 | Univ Nihon | TGF−β遺伝子発現抑制剤 |
WO2007034784A1 (ja) * | 2005-09-20 | 2007-03-29 | Nihon University | Ctgf遺伝子発現抑制剤 |
WO2007060860A1 (ja) * | 2005-11-22 | 2007-05-31 | Nihon University | ピロールイミダゾールポリアミドの固相自動合成 |
ES2387249T3 (es) * | 2006-05-04 | 2012-09-19 | Nanovir, Llc | Poliamidas para el tratamiento del virus del papiloma humano |
WO2008066890A2 (en) | 2006-11-29 | 2008-06-05 | California Institute Of Technology | Polyamides with tail structures |
WO2008133877A1 (en) | 2007-04-23 | 2008-11-06 | California Institute Of Technology | Inhibitors for steroid response elements and related methods |
US9630950B2 (en) | 2007-04-23 | 2017-04-25 | California Institute Of Technology | Inhibitors for steroid response elements and RNA polymerase II and related methods |
CN101980725B (zh) * | 2008-02-01 | 2013-06-12 | 阿森迪斯药物股份有限公司 | 包含可自裂解的连接体的前药 |
US20110046070A1 (en) | 2008-04-17 | 2011-02-24 | Hiroki Nagase | Gene expression inhibitor selective for matrix metalloproteinase-9 gene |
EP3257527A4 (de) * | 2015-02-12 | 2018-07-25 | Kyoto University | Ctb-pi-polyamid-konjugat zur aktivierung der expression eines spezifischen gens |
EP3503898A1 (de) | 2016-08-29 | 2019-07-03 | California Institute of Technology | Zusammensetzungen und verfahren zur behandlung von prostatakrebs |
JPWO2022019303A1 (de) * | 2020-07-20 | 2022-01-27 | ||
WO2022215622A1 (ja) * | 2021-04-09 | 2022-10-13 | 学校法人川崎学園 | ピロールイミダゾールポリアミド化合物を有効成分とするがん転移阻害剤 |
WO2023200009A1 (ja) * | 2022-04-15 | 2023-10-19 | 国立大学法人 東京大学 | 原虫転写因子阻害剤 |
Family Cites Families (1)
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US6090947A (en) * | 1996-02-26 | 2000-07-18 | California Institute Of Technology | Method for the synthesis of pyrrole and imidazole carboxamides on a solid support |
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1998
- 1998-04-08 EP EP98918047A patent/EP0986539A1/de not_active Ceased
- 1998-04-08 WO PCT/US1998/006997 patent/WO1998049142A1/en active IP Right Grant
- 1998-04-08 CA CA002286232A patent/CA2286232A1/en not_active Abandoned
- 1998-04-08 JP JP54701098A patent/JP2002515063A/ja not_active Ceased
Also Published As
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WO1998049142A1 (en) | 1998-11-05 |
EP0986539A1 (de) | 2000-03-22 |
JP2002515063A (ja) | 2002-05-21 |
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