NZ207358A - 2-desoxy-2,2-difluoropentofuranoses and nucleosides;pharmaceutical compositions - Google Patents
2-desoxy-2,2-difluoropentofuranoses and nucleosides;pharmaceutical compositionsInfo
- Publication number
- NZ207358A NZ207358A NZ207358A NZ20735884A NZ207358A NZ 207358 A NZ207358 A NZ 207358A NZ 207358 A NZ207358 A NZ 207358A NZ 20735884 A NZ20735884 A NZ 20735884A NZ 207358 A NZ207358 A NZ 207358A
- Authority
- NZ
- New Zealand
- Prior art keywords
- desoxy
- formula
- difluororibose
- carbohydrate
- nucleoside
- Prior art date
Links
- 239000002777 nucleoside Substances 0.000 title claims description 28
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 3
- 125000003835 nucleoside group Chemical group 0.000 title description 10
- 150000001875 compounds Chemical class 0.000 claims description 42
- -1 2-desoxy-2,2-difluoro-ribosyl Chemical group 0.000 claims description 40
- 150000001720 carbohydrates Chemical group 0.000 claims description 22
- 150000003839 salts Chemical class 0.000 claims description 18
- 150000003833 nucleoside derivatives Chemical class 0.000 claims description 17
- 125000006239 protecting group Chemical group 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 12
- 241000700605 Viruses Species 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 125000001246 bromo group Chemical group Br* 0.000 claims description 7
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- 238000005859 coupling reaction Methods 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- HMFHBZSHGGEWLO-SOOFDHNKSA-N D-ribofuranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H]1O HMFHBZSHGGEWLO-SOOFDHNKSA-N 0.000 claims description 4
- PYMYPHUHKUWMLA-LMVFSUKVSA-N Ribose Natural products OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 claims description 4
- HMFHBZSHGGEWLO-UHFFFAOYSA-N alpha-D-Furanose-Ribose Natural products OCC1OC(O)C(O)C1O HMFHBZSHGGEWLO-UHFFFAOYSA-N 0.000 claims description 4
- 125000002346 iodo group Chemical group I* 0.000 claims description 4
- WFMBOGWJPNESIL-QWWZWVQMSA-N (3r,4r)-2,2-difluoro-3,4,5-trihydroxypentanal Chemical compound OC[C@@H](O)[C@@H](O)C(F)(F)C=O WFMBOGWJPNESIL-QWWZWVQMSA-N 0.000 claims description 3
- 241001465754 Metazoa Species 0.000 claims description 3
- 208000036142 Viral infection Diseases 0.000 claims description 3
- 230000008878 coupling Effects 0.000 claims description 3
- 238000010168 coupling process Methods 0.000 claims description 3
- 150000002431 hydrogen Chemical group 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 230000009385 viral infection Effects 0.000 claims description 3
- OZBOEPRPFJXOCN-RFZPGFLSSA-N 4-amino-1-[(3r,4r)-2,2-difluoro-3,4,5-trihydroxypentanoyl]-5-iodopyrimidin-2-one Chemical compound NC1=NC(=O)N(C(=O)C(F)(F)[C@H](O)[C@H](O)CO)C=C1I OZBOEPRPFJXOCN-RFZPGFLSSA-N 0.000 claims description 2
- 101100097467 Arabidopsis thaliana SYD gene Proteins 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- XQFRJNBWHJMXHO-RRKCRQDMSA-N IDUR Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(I)=C1 XQFRJNBWHJMXHO-RRKCRQDMSA-N 0.000 claims description 2
- 101100495925 Schizosaccharomyces pombe (strain 972 / ATCC 24843) chr3 gene Proteins 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
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- 238000006243 chemical reaction Methods 0.000 description 34
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- 235000000346 sugar Nutrition 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
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- 150000003461 sulfonyl halides Chemical class 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
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- 125000005958 tetrahydrothienyl group Chemical group 0.000 description 1
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- 229940113082 thymine Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 238000006257 total synthesis reaction Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
- NMXNYNNDVPJWDP-UHFFFAOYSA-N trifluorosilyl methanesulfonate Chemical compound CS(=O)(=O)O[Si](F)(F)F NMXNYNNDVPJWDP-UHFFFAOYSA-N 0.000 description 1
- 125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 description 1
- DRNUNECHVNIYHQ-UHFFFAOYSA-N trimethyl-(5-methyl-2-trimethylsilyloxypyrimidin-4-yl)oxysilane Chemical compound CC1=CN=C(O[Si](C)(C)C)N=C1O[Si](C)(C)C DRNUNECHVNIYHQ-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- MDTPTXSNPBAUHX-UHFFFAOYSA-M trimethylsulfanium;hydroxide Chemical compound [OH-].C[S+](C)C MDTPTXSNPBAUHX-UHFFFAOYSA-M 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical class OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
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- 229910052725 zinc Inorganic materials 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D307/32—Oxygen atoms
- C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
-
- 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
- A61P31/12—Antivirals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/30—Radicals substituted by 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
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H11/00—Compounds containing saccharide radicals esterified by inorganic acids; Metal salts thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/02—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to halogen
-
- 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
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Virology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Furan Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/473,883 US4526988A (en) | 1983-03-10 | 1983-03-10 | Difluoro antivirals and intermediate therefor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ207358A true NZ207358A (en) | 1987-03-06 |
Family
ID=23881409
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ207358A NZ207358A (en) | 1983-03-10 | 1984-03-02 | 2-desoxy-2,2-difluoropentofuranoses and nucleosides;pharmaceutical compositions |
Country Status (36)
| Country | Link |
|---|---|
| US (5) | US4526988A (OSRAM) |
| EP (1) | EP0122707B1 (OSRAM) |
| JP (2) | JPS59175498A (OSRAM) |
| KR (1) | KR860001283B1 (OSRAM) |
| AR (1) | AR243533A1 (OSRAM) |
| AT (1) | ATE29726T1 (OSRAM) |
| AU (1) | AU565856B2 (OSRAM) |
| BG (1) | BG40814A3 (OSRAM) |
| CA (2) | CA1218647A (OSRAM) |
| CS (1) | CS246075B2 (OSRAM) |
| CY (1) | CY1489A (OSRAM) |
| DD (1) | DD216468A5 (OSRAM) |
| DE (2) | DE19675003I2 (OSRAM) |
| DK (2) | DK162529C (OSRAM) |
| ES (1) | ES8602840A1 (OSRAM) |
| FI (1) | FI77870C (OSRAM) |
| GB (2) | GB2136425B (OSRAM) |
| GR (1) | GR81845B (OSRAM) |
| HK (1) | HK44989A (OSRAM) |
| HU (1) | HU193893B (OSRAM) |
| IE (1) | IE57071B1 (OSRAM) |
| IL (2) | IL80463A (OSRAM) |
| KE (1) | KE3874A (OSRAM) |
| LU (1) | LU88791I2 (OSRAM) |
| MX (1) | MX9203246A (OSRAM) |
| MY (1) | MY102025A (OSRAM) |
| NL (1) | NL950018I2 (OSRAM) |
| NZ (1) | NZ207358A (OSRAM) |
| PH (2) | PH23240A (OSRAM) |
| PL (1) | PL142437B1 (OSRAM) |
| PT (1) | PT78181B (OSRAM) |
| RO (1) | RO89963A (OSRAM) |
| SG (1) | SG21889G (OSRAM) |
| SU (1) | SU1442076A3 (OSRAM) |
| UA (1) | UA5955A1 (OSRAM) |
| ZA (1) | ZA841605B (OSRAM) |
Families Citing this family (245)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4526988A (en) * | 1983-03-10 | 1985-07-02 | Eli Lilly And Company | Difluoro antivirals and intermediate therefor |
| CA1264738A (en) * | 1984-12-04 | 1990-01-23 | Eli Lilly And Company | Treatment of tumors in mammals |
| ZA859008B (en) * | 1984-12-04 | 1987-07-29 | Lilly Co Eli | The treatment of tumors in mammals |
| CA1295998C (en) * | 1985-07-29 | 1992-02-18 | Sai P. Sunkara | Nucleosides and their use as antineoplastic agents |
| US4681873A (en) * | 1985-07-29 | 1987-07-21 | Warner-Lambert Company | 4-amino-3-halo-2-pyridinone nucleoside and nucleotide compounds |
| US4814438A (en) * | 1986-12-24 | 1989-03-21 | Eli Lilly And Company | Immunoglobulin conjugates of 2',2'-difluronucleosides |
| US4994558A (en) * | 1986-12-24 | 1991-02-19 | Eli Lilly And Company | Immunoglobulin conjugates |
| IL84842A0 (en) * | 1986-12-24 | 1988-06-30 | Lilly Co Eli | Immunoglobulin conjugates |
| EP0277599A3 (en) * | 1987-01-30 | 1990-05-09 | Asahi Glass Company Ltd. | Fluorine containing cyclopentane derivatives and processes for their production |
| CA1340645C (en) * | 1987-04-17 | 1999-07-13 | Victor E. Marquez | Acid stable dideoxynucleosides active against the cytopathic effects of human immunodeficiency virus |
| ATE202113T1 (de) | 1987-08-28 | 2001-06-15 | Lilly Co Eli | Verfahren zur herstellung von 2'-deoxy-2',2'- difluornukleosiden |
| US4965374A (en) * | 1987-08-28 | 1990-10-23 | Eli Lilly And Company | Process for and intermediates of 2',2'-difluoronucleosides |
| US5223608A (en) * | 1987-08-28 | 1993-06-29 | Eli Lilly And Company | Process for and intermediates of 2',2'-difluoronucleosides |
| US4914028A (en) * | 1988-02-10 | 1990-04-03 | Eli Lilly And Company | Method of preparing beta-2',2'-difluoronucleosides |
| US5644043A (en) * | 1988-02-16 | 1997-07-01 | Eli Lilly And Company | 2',3'-dideoxy-2',2'-difluoronucleosides and intermediates |
| ES2075040T3 (es) * | 1988-02-16 | 1995-10-01 | Lilly Co Eli | 2',3'-dideoxi-2',2'-difluoronucleosidos. |
| US4983724A (en) * | 1988-02-16 | 1991-01-08 | Eli Lilly And Company | Inversion of 2,2-difluororibose to a 2,2-difluoroxylose and intermediates therefor |
| FI895447A7 (fi) * | 1988-03-16 | 1989-11-15 | Scripps Clinic And Res Foundation | Substituoidut terapeuttisina aineina käytettävät adeniinijohdannaiset |
| US5057301A (en) * | 1988-04-06 | 1991-10-15 | Neorx Corporation | Modified cellular substrates used as linkers for increased cell retention of diagnostic and therapeutic agents |
| JPH0232093A (ja) * | 1988-06-08 | 1990-02-01 | Merrell Dow Pharmaceut Inc | 抗レトロウィルスジフルオロ化ヌクレオシド類 |
| US4987224A (en) * | 1988-08-02 | 1991-01-22 | University Of Georgia Research Foundation, Inc. | Method of preparation of 2',3'-dideoxynucleosides |
| US5157114A (en) * | 1988-08-19 | 1992-10-20 | Burroughs Wellcome Co. | 2',3'-dideoxy-3'-fluoro-5-ethyngluridine |
| CA2012129A1 (en) * | 1989-03-20 | 1990-09-20 | Ramakrishnan Nagarajan | Recovery of difluoro sugar |
| US4954623A (en) * | 1989-03-20 | 1990-09-04 | Eli Lilly And Company | Recovery of difluoro sugar |
| US5821357A (en) * | 1992-06-22 | 1998-10-13 | Eli Lilly And Company | Stereoselective glycosylation process for preparing 2'-deoxy-2',2'-difluoropurine and triazole nucleosides |
| US5401861A (en) * | 1992-06-22 | 1995-03-28 | Eli Lilly And Company | Low temperature process for preparing alpha-anomer enriched 2-deoxy-2,2-difluoro-D-ribofuranosyl sulfonates |
| US5252756A (en) * | 1992-06-22 | 1993-10-12 | Eli Lilly And Company | Process for preparing beta-anomer enriched 2-deoxy-2,2-difluoro-D-ribofuranosyl-arylsulfonates |
| CA2098887C (en) * | 1992-06-22 | 2003-10-28 | Ta-Sen Chou | Process for preparing alpha-anomer enriched 1-halo-2-deoxy-2,2-difluoro-d-ribofuranosyl derivatives |
| FI932871A7 (fi) * | 1992-06-22 | 1993-12-23 | Lilly Co Eli | Stereoselektiivinen anioniglykosylaatioprosessi |
| US5426183A (en) * | 1992-06-22 | 1995-06-20 | Eli Lilly And Company | Catalytic stereoselective glycosylation process for preparing 2'-deoxy-2',2'-difluoronucleosides and 2'-deoxy-2'-fluoronucleosides |
| US5606048A (en) * | 1992-06-22 | 1997-02-25 | Eli Lilly And Company | Stereoselective glycosylation process for preparing 2'-Deoxy-2', 2'-difluoronucleosides and 2'-deoxy-2'-fluoronucleosides |
| US5401838A (en) * | 1992-06-22 | 1995-03-28 | Eli Lilly And Company | Stereoselective fusion glycosylation process for preparing 2'-deoxy-2',2'-difluoronucleosides and 2'-deoxy-2'-fluoronucleosides |
| US5256798A (en) * | 1992-06-22 | 1993-10-26 | Eli Lilly And Company | Process for preparing alpha-anomer enriched 2-deoxy-2,2-difluoro-D-ribofuranosyl sulfonates |
| US5256797A (en) | 1992-06-22 | 1993-10-26 | Eli Lilly And Company | Process for separating 2-deoxy-2,2-difluoro-D-ribofuranosyl alkylsulfonate anomers |
| US5594124A (en) * | 1992-06-22 | 1997-01-14 | Eli Lilly And Company | Stereoselective glycosylation process for preparing 2'-Deoxy-2',2'-difluoropyrimidine nucleosides and 2'-deoxy-2'-fluoropyrimidine nucleosides and intermediates thereof |
| US5371210A (en) * | 1992-06-22 | 1994-12-06 | Eli Lilly And Company | Stereoselective fusion glycosylation process for preparing 2'-deoxy-2',2'-difluoronucleosides and 2'-deoxy-2'-fluoronucleosides |
| YU43193A (sh) * | 1992-06-22 | 1997-01-08 | Eli Lilly And Company | 2'-deoksi-2',2'-difluoro(4-supstituisani)pirimidinski nukleozidi antivirusnog i antikancerogenog dejstva i međuproizvodi |
| US5424416A (en) * | 1993-08-25 | 1995-06-13 | Eli Lilly And Company | Process for preparation of 2-deoxy-2,2-difluoro-D-ribofuranosyl-3,5-hydroxy protected-1-alkyl and aryl sulfonates and their use in preparation of 2',2'-difluoro-2'-deoxy nucleosides |
| US5480992A (en) * | 1993-09-16 | 1996-01-02 | Eli Lilly And Company | Anomeric fluororibosyl amines |
| US5428176A (en) * | 1994-04-14 | 1995-06-27 | Eli Lilly And Company | Process for preparing 2,2-difluoroketene silyl O,S-acetals and α,α-difluoro-β-silyloxy-1,3-dioxolane-4-propanoic acid O,S-esters |
| US5637688A (en) * | 1994-12-13 | 1997-06-10 | Eli Lilly And Company | Process for preparing 1-(2'-deoxy-2'-difluoro-d-ribofuranosyl)-4-aminopyrimidin-2-one hydrochloride |
| US5521294A (en) * | 1995-01-18 | 1996-05-28 | Eli Lilly And Company | 2,2-difluoro-3-carbamoyl ribose sulfonate compounds and process for the preparation of beta nucleosides |
| US5559222A (en) * | 1995-02-03 | 1996-09-24 | Eli Lilly And Company | Preparation of 1-(2'-deoxy-2',2'-difluoro-D-ribo-pentofuranosyl)-cytosine from 2-deoxy-2,2-difluoro-β-D-ribo-pentopyranose |
| CA2171518A1 (en) * | 1995-03-24 | 1996-09-25 | Douglas Patton Kjell | Process for the preparation of 2,2'-anhydro- and 2' -keto-1-(3', 5'-di-o-protected-.beta.-d-arabinofuranosyl) nucleosides |
| US5633367A (en) | 1995-03-24 | 1997-05-27 | Eli Lilly And Company | Process for the preparation of a 2-substituted 3,3-difluorofuran |
| JP2000501738A (ja) | 1995-12-13 | 2000-02-15 | イーライ・リリー・アンド・カンパニー | α，α―ジフルオロ―β―ヒドロキシチオールエステル及びその合成 |
| US5756775A (en) * | 1995-12-13 | 1998-05-26 | Eli Lilly And Company | Process to make α,α-difluoro-β-hydroxyl thiol esters |
| US6001994A (en) * | 1995-12-13 | 1999-12-14 | Eli Lilly And Company | Process for making gemcitabine hydrochloride |
| US5808020A (en) * | 1996-08-12 | 1998-09-15 | Associated Universities, Inc. | Optical reaction cell and light source for 18F! fluoride radiotracer synthesis |
| US6013790A (en) * | 1996-09-25 | 2000-01-11 | Board Of Regents University Of Nebraska-Lincoln | Heavily fluorinated sugar analogs |
| EP0994715A4 (en) * | 1997-03-24 | 2001-08-08 | Lilly Co Eli | DIFLUORONUCLEOSIDE-PHOSPHONIC ACIDS AND DERIVATIVES THEREOF |
| ATE344271T1 (de) * | 1998-02-25 | 2006-11-15 | Univ Emory | 2'-fluoronukleoside |
| TW466112B (en) * | 1998-04-14 | 2001-12-01 | Lilly Co Eli | Novel use of 2'-deoxy-2',2'-difluorocytidine for immunosuppressive therapy and pharmaceutical composition comprising the same |
| US6326507B1 (en) * | 1998-06-19 | 2001-12-04 | Trustees Of Dartmouth College | Therapeutic compounds and methods of use |
| US20030008841A1 (en) * | 2000-08-30 | 2003-01-09 | Rene Devos | Anti-HCV nucleoside derivatives |
| ATE419239T1 (de) * | 2000-10-20 | 2009-01-15 | Eisai R&D Man Co Ltd | Verfahren zur herstellung von 4-phenoxy chinolin derivaten |
| US7435755B2 (en) * | 2000-11-28 | 2008-10-14 | The Trustees Of Dartmouth College | CDDO-compounds and combination therapies thereof |
| US8481712B2 (en) | 2001-01-22 | 2013-07-09 | Merck Sharp & Dohme Corp. | Nucleoside derivatives as inhibitors of RNA-dependent RNA viral polymerase |
| AU2002365256A1 (en) * | 2001-10-25 | 2003-07-30 | Eli Lilly And Company | Gemcitabine in the treatment of smallpox |
| CA2472581C (en) * | 2002-01-15 | 2012-06-26 | Trustees Of Dartmouth College | Tricyclic-bis-enone derivatives and methods of use thereof |
| KR20040094692A (ko) * | 2002-02-14 | 2004-11-10 | 파마셋, 리미티드 | 변형된 불소화 뉴클레오사이드 유사체 |
| JPWO2004080462A1 (ja) * | 2003-03-10 | 2006-06-08 | エーザイ株式会社 | ｃ−Ｋｉｔキナーゼ阻害剤 |
| EP1631258A1 (en) * | 2003-05-20 | 2006-03-08 | Aronex Pharmaceuticals Inc. | Combination chemotherapy comprising gemcitabine and a liposomal platinum complex |
| US20080026044A1 (en) * | 2003-05-20 | 2008-01-31 | Jonathan Lewis | Combination Chemotherapy Comprising Capecitabine and a Liposomal Platinum Complex |
| PT2604620T (pt) * | 2003-05-30 | 2016-08-18 | Gilead Pharmasset Llc | Analogos de nucleósido fluorados modificados |
| US20060034943A1 (en) * | 2003-10-31 | 2006-02-16 | Technology Innovations Llc | Process for treating a biological organism |
| CN101337930B (zh) * | 2003-11-11 | 2010-09-08 | 卫材R&D管理有限公司 | 脲衍生物的制备方法 |
| NZ549605A (en) | 2004-02-06 | 2010-01-29 | Threshold Pharmaceuticals Inc | Use of glufosfamide to treat chemotherapy-refractory pancreatic cancer |
| DE602005027673D1 (de) * | 2004-03-05 | 2011-06-09 | Vegenics Pty Ltd | Materialien und verfahren für wachstumsfaktorbindende konstrukte |
| US20050249667A1 (en) * | 2004-03-24 | 2005-11-10 | Tuszynski Jack A | Process for treating a biological organism |
| KR101236669B1 (ko) * | 2004-07-21 | 2013-02-22 | 길리어드 파마셋 엘엘씨 | 알킬-치환된 2-데옥시-2-플루오로-ｄ-리보퓨라노실피리미딘 및 퓨린 및 그 유도체의 제조 |
| CN101023094B (zh) * | 2004-07-21 | 2011-05-18 | 法莫赛特股份有限公司 | 烷基取代的2-脱氧-2-氟代-d-呋喃核糖基嘧啶和嘌呤及其衍生物的制备 |
| KR100578616B1 (ko) * | 2004-07-23 | 2006-05-10 | 한미약품 주식회사 | Ｄ-에리트로-2,2-다이플루오로-2-데옥시-1-옥소라이보스화합물의 제조방법 |
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| US2359096A (en) * | 1941-03-21 | 1944-09-26 | Lilly Co Eli | beta-substituted-delta alpha, beta-gamma-butyrolactones and beta-substituted - beta - hydroxy-gamma-butyrolactones and methods of preparing them |
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| FR1362039A (fr) * | 1963-04-17 | 1964-05-29 | Ct D Etudes Experimentales Et | Nouveau procédé de préparation du semi-aldéhyde succinique |
| US3282921A (en) * | 1964-06-04 | 1966-11-01 | Syntex Corp | Halo-deoxynucleosides and processes for the preparation thereof |
| US3870700A (en) * | 1973-05-29 | 1975-03-11 | Miles Lab | 2-halogeno-2-deoxy-5-(substituted)uridines |
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| US4352795A (en) * | 1981-01-29 | 1982-10-05 | Warner-Lambert Company | 7-β-D-Arabinofuranosyl-7H-pyrrolo[2,3-d]pyrimidine compounds and methods for their production |
| FI832884L (fi) * | 1982-08-17 | 1984-02-18 | Sandoz Ag | Desoxiuridinderivat, deras framstaellningsfoerfaranden och anvaendning som farmaceutiska medel |
| US4526988A (en) * | 1983-03-10 | 1985-07-02 | Eli Lilly And Company | Difluoro antivirals and intermediate therefor |
| US4625020A (en) * | 1983-11-18 | 1986-11-25 | Bristol-Myers Company | Nucleoside process |
| CA1295998C (en) * | 1985-07-29 | 1992-02-18 | Sai P. Sunkara | Nucleosides and their use as antineoplastic agents |
-
1983
- 1983-03-10 US US06/473,883 patent/US4526988A/en not_active Expired - Lifetime
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1984
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- 1984-03-06 DE DE8484301463T patent/DE3466224D1/de not_active Expired
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- 1984-03-06 GB GB08405805A patent/GB2136425B/en not_active Expired
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- 1984-03-07 UA UA3710351A patent/UA5955A1/uk unknown
- 1984-03-07 SU SU843710351A patent/SU1442076A3/ru active
- 1984-03-08 DD DD84260703A patent/DD216468A5/de unknown
- 1984-03-08 CS CS841667A patent/CS246075B2/cs unknown
- 1984-03-09 HU HU84963A patent/HU193893B/hu unknown
- 1984-03-09 PL PL1984246601A patent/PL142437B1/pl unknown
- 1984-03-09 JP JP59046387A patent/JPS59175498A/ja active Granted
- 1984-03-09 KR KR1019840001206A patent/KR860001283B1/ko not_active Expired
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1986
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1987
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1989
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1990
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1991
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1992
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1993
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