GB989455A - Cytosine derivatives and the manufacture thereof - Google Patents
Cytosine derivatives and the manufacture thereofInfo
- Publication number
- GB989455A GB989455A GB1706363A GB1706363A GB989455A GB 989455 A GB989455 A GB 989455A GB 1706363 A GB1706363 A GB 1706363A GB 1706363 A GB1706363 A GB 1706363A GB 989455 A GB989455 A GB 989455A
- Authority
- GB
- United Kingdom
- Prior art keywords
- fluoro
- cytosine
- deoxy
- alpha
- monoacyl
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises 4-(N-monoacyl) -1-[31,51 - di - (O - aroyl) - 21 - deoxy - D - ribofuranosyl] - 5 - fluoro - cytosines, including their alpha and beta anomeric forms, and a process for their production comprising acylating 5-fluoro-cytosine, treating the resulting 4-(N-monoacyl) - 5 - fluoro - cytosine with a mercury salt, e.g. mercuric chloride or acetate, to form the corresponding monomercury salt, reacting the monomercury salt while suspended in an inert, water-immiscible, organic solvent with a 3,5-diaroyl - 2 - deoxy - D - ribofuranosyl halide to form a mixture containing the alpha and beta anomers of a 4-(N-monoacyl)-1-[31,51-di-(O-aroyl) - 21 - deoxy - D - ribofuranosyl] - 5 - fluoro-cytosine and, if desired, separating the alpha and/or beta anomer from the mixture. The preferred compounds are those in which the 4-monoacyl group is a 4-toluoyl, 4-acetyl or 4-pivaloyl group and the aroyl groups are p-toluoyl groups. Alpha and/or beta anomers of 1-(21-deoxy-D-ribofuranosyl) - 5 - fluoro - cytosine are prepared by alkaline hydrolysis of the alpha and/or beta anomer of a 4-(N - monoacyl) - 1 - [31,51 - di -(O-aroyl) - 21 - deoxy - D - ribofuranosyl] - 5 - fluoro-cytosine. Specification 989,456 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US19143862A | 1962-05-01 | 1962-05-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB989455A true GB989455A (en) | 1965-04-22 |
Family
ID=22705512
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1706363A Expired GB989455A (en) | 1962-05-01 | 1963-05-01 | Cytosine derivatives and the manufacture thereof |
GB5220164A Expired GB989456A (en) | 1962-05-01 | 1963-05-01 | Cytosine derivatives and the preparation thereof |
GB5220264A Expired GB1002278A (en) | 1962-05-01 | 1963-05-01 | Cytidine derivatives and the preparation thereof |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB5220164A Expired GB989456A (en) | 1962-05-01 | 1963-05-01 | Cytosine derivatives and the preparation thereof |
GB5220264A Expired GB1002278A (en) | 1962-05-01 | 1963-05-01 | Cytidine derivatives and the preparation thereof |
Country Status (6)
Country | Link |
---|---|
BR (1) | BR6348745D0 (en) |
CH (1) | CH421973A (en) |
DK (1) | DK115916B (en) |
ES (1) | ES287587A1 (en) |
FR (1) | FR1514917A (en) |
GB (3) | GB989455A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20110034490A1 (en) * | 2009-08-07 | 2011-02-10 | Dow Agrosciences Llc | N1-acyl-5-fluoropyrimidinone derivatives |
US9271497B2 (en) | 2012-12-28 | 2016-03-01 | Dow Agrosciences Llc | 1-(substituted-benzoyl)-5-fluoro-4-imino-3-methyl-3,4-dihydropyrimidin-2(1H)-one derivatives |
US9321734B2 (en) | 2012-12-28 | 2016-04-26 | Dow Agrosciences Llc | N-(substituted)-5-fluoro-4-imino-3-methyl-2-oxo-3,4-dihydropyrimidine-1(2H)-carboxamide derivatives |
US9622474B2 (en) | 2012-12-28 | 2017-04-18 | Adama Makhteshim Ltd. | N-(substituted)-5-fluoro-4-imino-3-methyl-2-oxo-3,4-dihydropyrimidine-1(2H)-carboxylate derivatives |
US9642368B2 (en) | 2012-12-31 | 2017-05-09 | Adama Makhteshim Ltd. | 3-alkyl-5-fluoro-4-substituted-imino-3,4-dihydropyrimidin-2(1H)-one derivatives as fungicides |
-
1963
- 1963-04-19 CH CH500663A patent/CH421973A/en unknown
- 1963-04-29 BR BR14874563A patent/BR6348745D0/en unknown
- 1963-04-30 FR FR933131A patent/FR1514917A/en not_active Expired
- 1963-04-30 ES ES287587A patent/ES287587A1/en not_active Expired
- 1963-05-01 GB GB1706363A patent/GB989455A/en not_active Expired
- 1963-05-01 DK DK206163A patent/DK115916B/en unknown
- 1963-05-01 GB GB5220164A patent/GB989456A/en not_active Expired
- 1963-05-01 GB GB5220264A patent/GB1002278A/en not_active Expired
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20110034490A1 (en) * | 2009-08-07 | 2011-02-10 | Dow Agrosciences Llc | N1-acyl-5-fluoropyrimidinone derivatives |
US8470839B2 (en) * | 2009-08-07 | 2013-06-25 | Dow Agrosciences, Llc. | N1-acyl-5-fluoropyrimidinone derivatives |
US9271497B2 (en) | 2012-12-28 | 2016-03-01 | Dow Agrosciences Llc | 1-(substituted-benzoyl)-5-fluoro-4-imino-3-methyl-3,4-dihydropyrimidin-2(1H)-one derivatives |
US9321734B2 (en) | 2012-12-28 | 2016-04-26 | Dow Agrosciences Llc | N-(substituted)-5-fluoro-4-imino-3-methyl-2-oxo-3,4-dihydropyrimidine-1(2H)-carboxamide derivatives |
US9622474B2 (en) | 2012-12-28 | 2017-04-18 | Adama Makhteshim Ltd. | N-(substituted)-5-fluoro-4-imino-3-methyl-2-oxo-3,4-dihydropyrimidine-1(2H)-carboxylate derivatives |
US9840475B2 (en) | 2012-12-28 | 2017-12-12 | Adama Makhteshim Ltd. | N-(substituted)-5-fluoro-4-imino-3-methyl-2-oxo-3,4-dihydropyrimidine-1(2H)-carboxamide derivatives |
US9908855B2 (en) | 2012-12-28 | 2018-03-06 | Adama Makhteshim Ltd. | N-(substituted)-5-fluoro-4-imino-3-methyl-2-oxo-3,4-dihydropyrimidine-1(2H)-carboxylate derivatives |
US9642368B2 (en) | 2012-12-31 | 2017-05-09 | Adama Makhteshim Ltd. | 3-alkyl-5-fluoro-4-substituted-imino-3,4-dihydropyrimidin-2(1H)-one derivatives as fungicides |
US10059703B2 (en) | 2012-12-31 | 2018-08-28 | Adama Makhteshim Ltd. | 3-alkyl-5-fluoro-4-substituted-imino-3,4-dihydropyrimidin-2(1H)-one derivatives as fungicides |
Also Published As
Publication number | Publication date |
---|---|
CH421973A (en) | 1966-10-15 |
DK115916B (en) | 1969-11-24 |
FR1514917A (en) | 1968-03-01 |
ES287587A1 (en) | 1963-11-01 |
GB989456A (en) | 1965-04-22 |
BR6348745D0 (en) | 1973-07-03 |
GB1002278A (en) | 1965-08-25 |
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