GB924246A - Purine derivatives and their preparation - Google Patents
Purine derivatives and their preparationInfo
- Publication number
- GB924246A GB924246A GB4111159A GB4111159A GB924246A GB 924246 A GB924246 A GB 924246A GB 4111159 A GB4111159 A GB 4111159A GB 4111159 A GB4111159 A GB 4111159A GB 924246 A GB924246 A GB 924246A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tri
- preparation
- chloro
- purine derivatives
- ribofuranosylpurines
- 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
- 229940083251 peripheral vasodilators purine derivative Drugs 0.000 title 1
- 125000000561 purinyl group Chemical class N1=C(N=C2N=CNC2=C1)* 0.000 title 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- NYHBQMYGNKIUIF-UUOKFMHZSA-N Guanosine Chemical compound C1=NC=2C(=O)NC(N)=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O NYHBQMYGNKIUIF-UUOKFMHZSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 229960003786 inosine Drugs 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- MIKUYHXYGGJMLM-GIMIYPNGSA-N Crotonoside Natural products C1=NC2=C(N)NC(=O)N=C2N1[C@H]1O[C@@H](CO)[C@H](O)[C@@H]1O MIKUYHXYGGJMLM-GIMIYPNGSA-N 0.000 abstract 1
- NYHBQMYGNKIUIF-UHFFFAOYSA-N D-guanosine Natural products C1=2NC(N)=NC(=O)C=2N=CN1C1OC(CO)C(O)C1O NYHBQMYGNKIUIF-UHFFFAOYSA-N 0.000 abstract 1
- UGQMRVRMYYASKQ-KQYNXXCUSA-N Inosine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C2=NC=NC(O)=C2N=C1 UGQMRVRMYYASKQ-KQYNXXCUSA-N 0.000 abstract 1
- 229930010555 Inosine Natural products 0.000 abstract 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 abstract 1
- 239000012320 chlorinating reagent Substances 0.000 abstract 1
- 230000020176 deacylation Effects 0.000 abstract 1
- 238000005947 deacylation reaction Methods 0.000 abstract 1
- 229940029575 guanosine Drugs 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 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
- C07H19/16—Purine 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
The invention comprises 2-amino-6-chloro-9-21,31, 51-tri-O-acylb -D-ribofuranosylpurines and the preparation thereof and of 6-chloro-9-21,31, 51- tri-O-acyl-b -D- ribofuranosylpurine by treating 21,31,51-tri-O-acylguanosines or 21,31,51-tri-O-acylinosines with a chlorinating agent, e.g. phosphoryl chloride. 21,31,51-Tri-O-acetyl- and -benzoyl-guanosine and -inosine are prepared by treating guanosine or inosine with acetic anhydride or benzoyl chloride, in the presence of pyridine. 6-Mercapto- and 2-amino-6-mercapto-9-b -D-ribofuranosylpurines are prepared from the corresponding 6-chloro-tri-O-acyl compounds by thiation followed by deacylation.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US782410A US3074929A (en) | 1955-08-11 | 1958-12-23 | Glycosides of 6-mercaptopurine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB924246A true GB924246A (en) | 1963-04-24 |
Family
ID=25125964
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4111159A Expired GB924246A (en) | 1958-12-23 | 1959-12-03 | Purine derivatives and their preparation |
Country Status (2)
| Country | Link |
|---|---|
| CH (1) | CH388321A (en) |
| GB (1) | GB924246A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7582618B2 (en) | 2002-06-28 | 2009-09-01 | Idenix Pharmaceuticals, Inc. | 2′-C-methyl-3′-O-L-valine ester ribofuranosyl cytidine for treatment of flaviviridae infections |
| US7598373B2 (en) | 2002-12-12 | 2009-10-06 | Idenix Pharmaceuticals, Inc. | Process for the production of 2-C-methyl-D-ribonolactone |
| US7608600B2 (en) | 2002-06-28 | 2009-10-27 | Idenix Pharmaceuticals, Inc. | Modified 2′ and 3′-nucleoside prodrugs for treating Flaviviridae infections |
| US7608597B2 (en) | 2000-05-23 | 2009-10-27 | Idenix Pharmaceuticals, Inc. | Methods and compositions for treating hepatitis C virus |
| US7625875B2 (en) | 2002-06-28 | 2009-12-01 | Idenix Pharmaceuticals, Inc. | 2′ and 3′-nucleoside prodrugs for treating Flaviviridae infections |
| US7781576B2 (en) | 2005-12-23 | 2010-08-24 | Idenix Pharmaceuticals, Inc. | Process for preparing a synthetic intermediate for preparation of branched nucleosides |
| US7824851B2 (en) | 2002-11-15 | 2010-11-02 | Idenix Pharmaceuticals, Inc. | 2′-branched nucleosides and Flaviviridae mutation |
| US8343937B2 (en) | 2000-05-26 | 2013-01-01 | Idenix Pharmaceuticals, Inc. | Methods and compositions for treating flaviviruses and pestiviruses |
-
1959
- 1959-12-03 GB GB4111159A patent/GB924246A/en not_active Expired
- 1959-12-15 CH CH8184359A patent/CH388321A/en unknown
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8299038B2 (en) | 2000-05-23 | 2012-10-30 | Idenix Pharmaceuticals, Inc. | Methods and compositions for treating hepatitis C virus |
| US10758557B2 (en) | 2000-05-23 | 2020-09-01 | Idenix Pharmaceuticals Llc | Methods and compositions for treating hepatitis C virus |
| US10363265B2 (en) | 2000-05-23 | 2019-07-30 | Idenix Pharmaceuticals Llc | Methods and compositions for treating hepatitis C virus |
| US7608597B2 (en) | 2000-05-23 | 2009-10-27 | Idenix Pharmaceuticals, Inc. | Methods and compositions for treating hepatitis C virus |
| US9968628B2 (en) | 2000-05-26 | 2018-05-15 | Idenix Pharmaceuticals Llc | Methods and compositions for treating flaviviruses and pestiviruses |
| US8343937B2 (en) | 2000-05-26 | 2013-01-01 | Idenix Pharmaceuticals, Inc. | Methods and compositions for treating flaviviruses and pestiviruses |
| US7625875B2 (en) | 2002-06-28 | 2009-12-01 | Idenix Pharmaceuticals, Inc. | 2′ and 3′-nucleoside prodrugs for treating Flaviviridae infections |
| US7662798B2 (en) | 2002-06-28 | 2010-02-16 | Idenix Pharmaceuticals, Inc. | 2′ and 3′-nucleoside prodrugs for treating Flaviviridae infections |
| US7635689B2 (en) | 2002-06-28 | 2009-12-22 | Idenix Pharmaceuticals, Inc. | Modified 2′ and 3′-nucleoside prodrugs for treating Flaviviridae infections |
| US7582618B2 (en) | 2002-06-28 | 2009-09-01 | Idenix Pharmaceuticals, Inc. | 2′-C-methyl-3′-O-L-valine ester ribofuranosyl cytidine for treatment of flaviviridae infections |
| US7608600B2 (en) | 2002-06-28 | 2009-10-27 | Idenix Pharmaceuticals, Inc. | Modified 2′ and 3′-nucleoside prodrugs for treating Flaviviridae infections |
| US7824851B2 (en) | 2002-11-15 | 2010-11-02 | Idenix Pharmaceuticals, Inc. | 2′-branched nucleosides and Flaviviridae mutation |
| US8674085B2 (en) | 2002-11-15 | 2014-03-18 | Idenix Pharmaceuticals, Inc. | 2′-branched nucleosides and Flaviviridae mutation |
| US10525072B2 (en) | 2002-11-15 | 2020-01-07 | Idenix Pharmaceuticals Llc | 2′-branched nucleosides and flaviviridae mutation |
| US7598373B2 (en) | 2002-12-12 | 2009-10-06 | Idenix Pharmaceuticals, Inc. | Process for the production of 2-C-methyl-D-ribonolactone |
| US7781576B2 (en) | 2005-12-23 | 2010-08-24 | Idenix Pharmaceuticals, Inc. | Process for preparing a synthetic intermediate for preparation of branched nucleosides |
Also Published As
| Publication number | Publication date |
|---|---|
| CH388321A (en) | 1965-02-28 |
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