GB1348289A - Thiopyrimidine nucleotide derivatives processes for their pre paration and compositions containing them - Google Patents
Thiopyrimidine nucleotide derivatives processes for their pre paration and compositions containing themInfo
- Publication number
- GB1348289A GB1348289A GB3753571A GB3753571A GB1348289A GB 1348289 A GB1348289 A GB 1348289A GB 3753571 A GB3753571 A GB 3753571A GB 3753571 A GB3753571 A GB 3753571A GB 1348289 A GB1348289 A GB 1348289A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- radical
- present
- compound
- groups
- 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
- 238000000034 method Methods 0.000 title abstract 4
- HBCQSNAFLVXVAY-UHFFFAOYSA-N pyrimidine-2-thiol Chemical class SC1=NC=CC=N1 HBCQSNAFLVXVAY-UHFFFAOYSA-N 0.000 title abstract 3
- 239000000203 mixture Substances 0.000 title 1
- 238000002360 preparation method Methods 0.000 title 1
- -1 2,4-dithiouracilyl Chemical group 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 6
- 108091033319 polynucleotide Proteins 0.000 abstract 4
- 239000002157 polynucleotide Substances 0.000 abstract 4
- 102000040430 polynucleotide Human genes 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 102000004190 Enzymes Human genes 0.000 abstract 3
- 108090000790 Enzymes Proteins 0.000 abstract 3
- 238000006116 polymerization reaction Methods 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 abstract 2
- 229910019142 PO4 Inorganic materials 0.000 abstract 2
- 239000003638 chemical reducing agent Substances 0.000 abstract 2
- 239000001177 diphosphate Substances 0.000 abstract 2
- 235000011180 diphosphates Nutrition 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 125000000524 functional group Chemical group 0.000 abstract 2
- 239000002773 nucleotide Substances 0.000 abstract 2
- 125000003729 nucleotide group Chemical group 0.000 abstract 2
- 239000007800 oxidant agent Substances 0.000 abstract 2
- 235000021317 phosphate Nutrition 0.000 abstract 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 abstract 2
- 239000000376 reactant Substances 0.000 abstract 2
- RHFUOMFWUGWKKO-XVFCMESISA-N 2-thiocytidine Chemical compound S=C1N=C(N)C=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 RHFUOMFWUGWKKO-XVFCMESISA-N 0.000 abstract 1
- 125000001572 5'-adenylyl group Chemical group C=12N=C([H])N=C(N([H])[H])C=1N=C([H])N2[C@@]1([H])[C@@](O[H])([H])[C@@](O[H])([H])[C@](C(OP(=O)(O[H])[*])([H])[H])([H])O1 0.000 abstract 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 abstract 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 abstract 1
- 101001066878 Homo sapiens Polyribonucleotide nucleotidyltransferase 1, mitochondrial Proteins 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- 229910021380 Manganese Chloride Inorganic materials 0.000 abstract 1
- GLFNIEUTAYBVOC-UHFFFAOYSA-L Manganese chloride Chemical compound Cl[Mn]Cl GLFNIEUTAYBVOC-UHFFFAOYSA-L 0.000 abstract 1
- 108091034117 Oligonucleotide Proteins 0.000 abstract 1
- 102000002681 Polyribonucleotide nucleotidyltransferase Human genes 0.000 abstract 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 abstract 1
- PYMYPHUHKUWMLA-LMVFSUKVSA-N Ribose Natural products OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- WQECRVJRCIIBDA-XVFCMESISA-N [(2R,3S,4R,5R)-5-[2,4-bis(sulfanylidene)pyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate Chemical compound P(=O)(O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N1C(=S)NC(=S)C=C1)O)O WQECRVJRCIIBDA-XVFCMESISA-N 0.000 abstract 1
- BPWVHBCPZTVLLY-XVFCMESISA-N [(2r,3s,4r,5r)-5-(4-amino-2-sulfanylidenepyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate Chemical compound S=C1N=C(N)C=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](COP(O)(O)=O)O1 BPWVHBCPZTVLLY-XVFCMESISA-N 0.000 abstract 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 150000003931 anilides Chemical class 0.000 abstract 1
- 230000000259 anti-tumor effect Effects 0.000 abstract 1
- 230000000840 anti-viral effect Effects 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 abstract 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 abstract 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 239000001110 calcium chloride Substances 0.000 abstract 1
- 229910001628 calcium chloride Inorganic materials 0.000 abstract 1
- 235000011148 calcium chloride Nutrition 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- XOAYKINYVYDPDF-UHFFFAOYSA-N imidazolidine-1-carboxylic acid Chemical compound OC(=O)N1CCNC1 XOAYKINYVYDPDF-UHFFFAOYSA-N 0.000 abstract 1
- 229910017053 inorganic salt Inorganic materials 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L magnesium chloride Substances [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 abstract 1
- 229910001629 magnesium chloride Inorganic materials 0.000 abstract 1
- 235000011147 magnesium chloride Nutrition 0.000 abstract 1
- 239000011565 manganese chloride Substances 0.000 abstract 1
- 235000002867 manganese chloride Nutrition 0.000 abstract 1
- 239000002609 medium Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 238000003541 multi-stage reaction Methods 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- RHFUOMFWUGWKKO-UHFFFAOYSA-N s2C Natural products S=C1N=C(N)C=CN1C1C(O)C(O)C(CO)O1 RHFUOMFWUGWKKO-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000005208 trialkylammonium group Chemical group 0.000 abstract 1
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
- C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702041735 DE2041735A1 (de) | 1970-08-22 | 1970-08-22 | Thio-pyrimidin-derivate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1348289A true GB1348289A (en) | 1974-03-13 |
Family
ID=5780460
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3753571A Expired GB1348289A (en) | 1970-08-22 | 1971-08-10 | Thiopyrimidine nucleotide derivatives processes for their pre paration and compositions containing them |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US3804826A (https=) |
| AT (1) | AT323902B (https=) |
| AU (1) | AU456788B2 (https=) |
| BE (1) | BE771513A (https=) |
| BR (1) | BR7105458D0 (https=) |
| CA (1) | CA980277A (https=) |
| CH (1) | CH583747A5 (https=) |
| CS (2) | CS167941B2 (https=) |
| DE (1) | DE2041735A1 (https=) |
| DK (1) | DK560675A (https=) |
| ES (1) | ES394422A1 (https=) |
| FR (1) | FR2103444B1 (https=) |
| GB (1) | GB1348289A (https=) |
| HU (1) | HU165094B (https=) |
| IL (1) | IL37472A (https=) |
| NL (1) | NL7111262A (https=) |
| RO (2) | RO62392A (https=) |
| SE (1) | SE380273B (https=) |
| YU (1) | YU211971A (https=) |
| ZA (1) | ZA715545B (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2185026B (en) * | 1986-01-06 | 1990-08-08 | Nippon Shinyaku Co Ltd | Thiolated nucleic acid derivatives. |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IN150740B (https=) * | 1978-11-24 | 1982-12-04 | Hoffmann La Roche | |
| US4503035B1 (en) * | 1978-11-24 | 1996-03-19 | Hoffmann La Roche | Protein purification process and product |
| US4289689A (en) * | 1980-03-14 | 1981-09-15 | Hoffmann-La Roche Inc. | Preparation of homogeneous human fibroblast interferon |
| US4711955A (en) * | 1981-04-17 | 1987-12-08 | Yale University | Modified nucleotides and methods of preparing and using same |
| US4446315A (en) * | 1982-09-24 | 1984-05-01 | The United States Of America As Represented By The Department Of Health And Human Services | Adenosine 5'-triphosphate-4-carboxamide-ribofuranosylthiazole |
| US4808708A (en) * | 1985-11-02 | 1989-02-28 | Toagosei Chemical Industry Co., Ltd. | Phosphorsulfide derivatives of deoxynucleosides or deoxynucleotides and their uses |
| HUP0600042A3 (en) * | 2006-01-19 | 2012-12-28 | Debreceni Egyetem | New medical use of thiolated pyrimidine-mononucleotides and -nucleosides |
| LT3043803T (lt) | 2013-09-11 | 2022-08-10 | Emory University | Nukleotidų ir nukleozidų kompozicijos ir jų panaudojimas |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3321462A (en) * | 1963-07-15 | 1967-05-23 | Syntex Corp | Process for the preparation of nucleoside polyphosphates |
-
1970
- 1970-08-22 DE DE19702041735 patent/DE2041735A1/de active Pending
-
1971
- 1971-07-13 CH CH1029671A patent/CH583747A5/xx not_active IP Right Cessation
- 1971-08-09 IL IL37472A patent/IL37472A/xx unknown
- 1971-08-10 GB GB3753571A patent/GB1348289A/en not_active Expired
- 1971-08-16 NL NL7111262A patent/NL7111262A/xx not_active Application Discontinuation
- 1971-08-17 FR FR7129930A patent/FR2103444B1/fr not_active Expired
- 1971-08-18 SE SE7110512A patent/SE380273B/xx unknown
- 1971-08-18 CA CA120,832A patent/CA980277A/en not_active Expired
- 1971-08-18 YU YU02119/71A patent/YU211971A/xx unknown
- 1971-08-19 RO RO7100067996A patent/RO62392A/ro unknown
- 1971-08-19 HU HUME1410A patent/HU165094B/hu unknown
- 1971-08-19 RO RO7170269A patent/RO68894A/ro unknown
- 1971-08-19 ZA ZA715545A patent/ZA715545B/xx unknown
- 1971-08-19 BE BE771513A patent/BE771513A/xx unknown
- 1971-08-20 US US00173656A patent/US3804826A/en not_active Expired - Lifetime
- 1971-08-20 AU AU32601/71A patent/AU456788B2/en not_active Expired
- 1971-08-20 CS CS5996A patent/CS167941B2/cs unknown
- 1971-08-20 CS CS1215*[A patent/CS167942B2/cs unknown
- 1971-08-20 BR BR5458/71A patent/BR7105458D0/pt unknown
- 1971-08-20 AT AT731371A patent/AT323902B/de not_active IP Right Cessation
- 1971-08-21 ES ES394422A patent/ES394422A1/es not_active Expired
-
1975
- 1975-12-10 DK DK560675A patent/DK560675A/da unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2185026B (en) * | 1986-01-06 | 1990-08-08 | Nippon Shinyaku Co Ltd | Thiolated nucleic acid derivatives. |
Also Published As
| Publication number | Publication date |
|---|---|
| BR7105458D0 (pt) | 1973-05-10 |
| FR2103444B1 (https=) | 1974-09-06 |
| AT323902B (de) | 1975-08-11 |
| YU211971A (en) | 1979-07-10 |
| CS167941B2 (https=) | 1976-05-28 |
| BE771513A (fr) | 1972-02-21 |
| RO62392A (fr) | 1978-03-15 |
| IL37472A0 (en) | 1971-11-29 |
| HU165094B (https=) | 1974-06-28 |
| DE2041735A1 (de) | 1972-02-24 |
| US3804826A (en) | 1974-04-16 |
| AU3260171A (en) | 1973-02-22 |
| FR2103444A1 (https=) | 1972-04-14 |
| ZA715545B (en) | 1972-04-26 |
| ES394422A1 (es) | 1973-12-16 |
| CH583747A5 (https=) | 1977-01-14 |
| CA980277A (en) | 1975-12-23 |
| NL7111262A (https=) | 1972-02-24 |
| AU456788B2 (en) | 1975-01-16 |
| SE380273B (sv) | 1975-11-03 |
| DK560675A (da) | 1975-12-10 |
| CS167942B2 (https=) | 1976-05-28 |
| IL37472A (en) | 1974-06-30 |
| RO68894A (ro) | 1981-06-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |