DE2324130A1 - Neue 2-substituierte adenosin-3',5'cyclomonophosphate - Google Patents
Neue 2-substituierte adenosin-3',5'cyclomonophosphateInfo
- Publication number
- DE2324130A1 DE2324130A1 DE2324130A DE2324130A DE2324130A1 DE 2324130 A1 DE2324130 A1 DE 2324130A1 DE 2324130 A DE2324130 A DE 2324130A DE 2324130 A DE2324130 A DE 2324130A DE 2324130 A1 DE2324130 A1 DE 2324130A1
- Authority
- DE
- Germany
- Prior art keywords
- parts
- radical
- formula
- adenosine
- volume
- 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.)
- Pending
Links
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- MWEQTWJABOLLOS-UHFFFAOYSA-L disodium;[[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-oxidophosphoryl] hydrogen phosphate;trihydrate Chemical class O.O.O.[Na+].[Na+].C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(=O)OP([O-])(=O)OP(O)([O-])=O)C(O)C1O MWEQTWJABOLLOS-UHFFFAOYSA-L 0.000 claims description 10
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
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- 125000003277 amino group Chemical class 0.000 claims description 5
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- 125000001424 substituent group Chemical group 0.000 claims description 2
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- 238000000862 absorption spectrum Methods 0.000 description 12
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- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 description 8
- CNTIXUGILVWVHR-UHFFFAOYSA-N diphosphoryl chloride Chemical compound ClP(Cl)(=O)OP(Cl)(Cl)=O CNTIXUGILVWVHR-UHFFFAOYSA-N 0.000 description 7
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- JVIPLYCGEZUBIO-UHFFFAOYSA-N 2-(4-fluorophenyl)-1,3-dioxoisoindole-5-carboxylic acid Chemical compound O=C1C2=CC(C(=O)O)=CC=C2C(=O)N1C1=CC=C(F)C=C1 JVIPLYCGEZUBIO-UHFFFAOYSA-N 0.000 description 5
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 5
- 229910000013 Ammonium bicarbonate Inorganic materials 0.000 description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical group OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 5
- 239000002126 C01EB10 - Adenosine Substances 0.000 description 5
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- VKSRAKNPXOTFAX-CNEMSGBDSA-N (2r,3r,4s,5r)-2-[6-amino-2-(4-methoxyphenyl)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol Chemical compound C1=CC(OC)=CC=C1C1=NC(N)=C(N=CN2[C@H]3[C@@H]([C@H](O)[C@@H](CO)O3)O)C2=N1 VKSRAKNPXOTFAX-CNEMSGBDSA-N 0.000 description 3
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- 239000012024 dehydrating agents Substances 0.000 description 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 125000004914 dipropylamino group Chemical group C(CC)N(CCC)* 0.000 description 1
- 239000002934 diuretic Substances 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 239000007903 gelatin capsule Substances 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229940064880 inositol 100 mg Drugs 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- PBMIETCUUSQZCG-UHFFFAOYSA-N n'-cyclohexylmethanediimine Chemical compound N=C=NC1CCCCC1 PBMIETCUUSQZCG-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000003935 n-pentoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012434 nucleophilic reagent Substances 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- 239000001226 triphosphate Substances 0.000 description 1
- 235000011178 triphosphate Nutrition 0.000 description 1
- 125000002264 triphosphate group Chemical class [H]OP(=O)(O[H])OP(=O)(O[H])OP(=O)(O[H])O* 0.000 description 1
- 238000002211 ultraviolet spectrum Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 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
- C07H19/20—Purine 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 |
|---|---|---|---|
| JP47048372A JPS4911896A (en, 2012) | 1972-05-15 | 1972-05-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2324130A1 true DE2324130A1 (de) | 1973-11-29 |
Family
ID=12801489
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2324130A Pending DE2324130A1 (de) | 1972-05-15 | 1973-05-12 | Neue 2-substituierte adenosin-3',5'cyclomonophosphate |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS4911896A (en, 2012) |
| AT (1) | AT331998B (en, 2012) |
| AU (1) | AU5567573A (en, 2012) |
| CA (1) | CA1000696A (en, 2012) |
| DE (1) | DE2324130A1 (en, 2012) |
| FR (1) | FR2184813B1 (en, 2012) |
| GB (1) | GB1433507A (en, 2012) |
| HU (1) | HU169628B (en, 2012) |
| NL (1) | NL7306790A (en, 2012) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6440948B1 (en) * | 1999-06-22 | 2002-08-27 | Cv Therapeutics, Inc. | Thiophene A2A receptor agonists |
| US6951932B2 (en) | 2001-10-25 | 2005-10-04 | King Pharmaceuticals Research & Development, Inc. | Synthesis of 2-aralkoxyadenosines and 2-alkoxyadenosines |
| US7342003B2 (en) | 2001-10-25 | 2008-03-11 | King Pharmaceuticals Research And Development, Inc. | Synthesis of 2-aralkyloxyadenosines, 2-alkoxyadenosines, and their analogs |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR205247A1 (es) * | 1973-02-07 | 1976-04-21 | Icn Pharmaceuticals | Procedimiento para preparar derivados de amp 2-substituidos |
| JPS54103891A (en) * | 1978-01-28 | 1979-08-15 | Kikkoman Corp | Novel 2-fluoro-adenosine-3',5'-cyclic phosphoric acid and its preparation |
| WO1990011080A1 (fr) * | 1989-03-24 | 1990-10-04 | Daiichi Pharmaceutical Co., Ltd. | Medicament ameliorant les fonctions cerebrales |
| WO1998018430A2 (en) * | 1996-10-30 | 1998-05-07 | The University Of North Carolina At Chapel Hill | P2y receptor antagonists |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1336441A (en) * | 1969-10-10 | 1973-11-07 | Anvar | Derivatives of cyclo adenosine-3,5-phosphoric acid and their preparation |
| FR2068728A1 (en) * | 1969-10-10 | 1971-09-03 | Anvar | Cyclic (iso)adenosine-3' 5'-monophosphoric - acid derivs |
-
1972
- 1972-05-15 JP JP47048372A patent/JPS4911896A/ja active Pending
-
1973
- 1973-05-12 DE DE2324130A patent/DE2324130A1/de active Pending
- 1973-05-14 HU HUTA1253A patent/HU169628B/hu unknown
- 1973-05-14 FR FR7317376A patent/FR2184813B1/fr not_active Expired
- 1973-05-14 CA CA171,274A patent/CA1000696A/en not_active Expired
- 1973-05-14 AU AU55675/73A patent/AU5567573A/en not_active Expired
- 1973-05-15 AT AT424373A patent/AT331998B/de not_active IP Right Cessation
- 1973-05-15 GB GB2303573A patent/GB1433507A/en not_active Expired
- 1973-05-15 NL NL7306790A patent/NL7306790A/xx unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6440948B1 (en) * | 1999-06-22 | 2002-08-27 | Cv Therapeutics, Inc. | Thiophene A2A receptor agonists |
| US6951932B2 (en) | 2001-10-25 | 2005-10-04 | King Pharmaceuticals Research & Development, Inc. | Synthesis of 2-aralkoxyadenosines and 2-alkoxyadenosines |
| US7342003B2 (en) | 2001-10-25 | 2008-03-11 | King Pharmaceuticals Research And Development, Inc. | Synthesis of 2-aralkyloxyadenosines, 2-alkoxyadenosines, and their analogs |
Also Published As
| Publication number | Publication date |
|---|---|
| AU5567573A (en) | 1974-11-14 |
| ATA424373A (de) | 1975-12-15 |
| GB1433507A (en) | 1976-04-28 |
| FR2184813B1 (en, 2012) | 1976-07-02 |
| JPS4911896A (en, 2012) | 1974-02-01 |
| HU169628B (en, 2012) | 1976-12-28 |
| FR2184813A1 (en, 2012) | 1973-12-28 |
| AT331998B (de) | 1976-09-10 |
| CA1000696A (en) | 1976-11-30 |
| NL7306790A (en, 2012) | 1973-11-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHJ | Non-payment of the annual fee |