GB1430778A - N1-oxides of adenosine-5-carboxylates - Google Patents
N1-oxides of adenosine-5-carboxylatesInfo
- Publication number
- GB1430778A GB1430778A GB4274873A GB4274873A GB1430778A GB 1430778 A GB1430778 A GB 1430778A GB 4274873 A GB4274873 A GB 4274873A GB 4274873 A GB4274873 A GB 4274873A GB 1430778 A GB1430778 A GB 1430778A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- adenosine
- alkyl
- isopropylidene
- oxides
- 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
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- 101100188552 Arabidopsis thaliana OCT3 gene Proteins 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000003835 adenosine derivatives Chemical class 0.000 abstract 1
- 239000004004 anti-anginal agent Substances 0.000 abstract 1
- 229940124345 antianginal agent Drugs 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 125000001033 ether group Chemical group 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 229960002163 hydrogen peroxide Drugs 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000003839 salts Chemical class 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)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1430778 N<SP>1</SP>-Oxides of adenosine derivatives ABBOTT LABORATORIES 11 Sept 1973 [3 Oct 1972] 42748/73 Heading C2C Novel compounds I in which R 1 is hydrogen, C 1-6 alkyl, hydroxy C 1-6 alkyl or halo C 1-6 alkyl and R 2 and R 3 are hydrogen or, when R 1 is hydrogen, they together form an isopropylidene group and their acid addition salts are prepared by forming 2<SP>1</SP>,3<SP>1</SP>- isopropylidene adenosine - N<SP>1</SP> - oxide by oxidation of 2<SP>1</SP>,3<SP>1</SP>-isopropylidene adenosine using hydrogen-peroxide, cleaving the ether group to form adenosine-N<SP>1</SP>-oxide and reacting the acid with an alcohol R 1 OH in the presence of thionyl chloride. Compounds I in which R 1 is other than hydrogen and R 2 and R 3 are hydrogen are antianginal agents and form with a carrier or diluent a pharmaceutical composition which may be administered orally or parenterally.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00294741A US3830793A (en) | 1972-10-03 | 1972-10-03 | N1-oxides of adenosine-5'-carboxylates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1430778A true GB1430778A (en) | 1976-04-07 |
Family
ID=23134739
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4274873A Expired GB1430778A (en) | 1972-10-03 | 1973-09-11 | N1-oxides of adenosine-5-carboxylates |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3830793A (en) |
| JP (1) | JPS4970994A (en) |
| AU (1) | AU476086B2 (en) |
| CA (1) | CA1012141A (en) |
| CH (1) | CH586235A5 (en) |
| DE (1) | DE2349503A1 (en) |
| FR (1) | FR2201101B1 (en) |
| GB (1) | GB1430778A (en) |
| PH (1) | PH10069A (en) |
| ZA (1) | ZA737242B (en) |
-
1972
- 1972-10-03 US US00294741A patent/US3830793A/en not_active Expired - Lifetime
-
1973
- 1973-09-11 ZA ZA737242*A patent/ZA737242B/en unknown
- 1973-09-11 GB GB4274873A patent/GB1430778A/en not_active Expired
- 1973-09-13 AU AU60305/73A patent/AU476086B2/en not_active Expired
- 1973-09-13 PH PH15016A patent/PH10069A/en unknown
- 1973-10-01 CA CA182,312A patent/CA1012141A/en not_active Expired
- 1973-10-02 DE DE19732349503 patent/DE2349503A1/en active Pending
- 1973-10-02 FR FR7335211A patent/FR2201101B1/fr not_active Expired
- 1973-10-02 JP JP48110248A patent/JPS4970994A/ja active Pending
- 1973-10-03 CH CH1411273A patent/CH586235A5/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE2349503A1 (en) | 1974-04-18 |
| ZA737242B (en) | 1974-08-28 |
| FR2201101A1 (en) | 1974-04-26 |
| US3830793A (en) | 1974-08-20 |
| AU6030573A (en) | 1975-03-13 |
| CH586235A5 (en) | 1977-03-31 |
| PH10069A (en) | 1976-08-03 |
| JPS4970994A (en) | 1974-07-09 |
| CA1012141A (en) | 1977-06-14 |
| AU476086B2 (en) | 1976-09-09 |
| FR2201101B1 (en) | 1976-07-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |