ES8206551A1 - Adenosine derivatives of antiinflammatory and analgesic activity and therapeutic compositions containing them - Google Patents
Adenosine derivatives of antiinflammatory and analgesic activity and therapeutic compositions containing themInfo
- Publication number
- ES8206551A1 ES8206551A1 ES501539A ES501539A ES8206551A1 ES 8206551 A1 ES8206551 A1 ES 8206551A1 ES 501539 A ES501539 A ES 501539A ES 501539 A ES501539 A ES 501539A ES 8206551 A1 ES8206551 A1 ES 8206551A1
- Authority
- ES
- Spain
- Prior art keywords
- atoms
- acyl radical
- antiinflammatory
- radical containing
- formula
- 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
- 230000000202 analgesic effect Effects 0.000 title abstract 2
- 230000003110 anti-inflammatory effect Effects 0.000 title abstract 2
- 239000000203 mixture Substances 0.000 title abstract 2
- 230000001225 therapeutic effect Effects 0.000 title abstract 2
- 150000003835 adenosine derivatives Chemical class 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- WUUGFSXJNOTRMR-WOIOKPISSA-N 5'-deoxy-5'-methylthioadenosine Chemical compound O[C@@H]1[C@@H](O)[C@H](CSC)O[C@H]1N1C2=NC=NC(N)=C2N=C1 WUUGFSXJNOTRMR-WOIOKPISSA-N 0.000 abstract 1
- WUUGFSXJNOTRMR-UHFFFAOYSA-N 5alpha-Hydroxy-3abeta,5beta,8-trimethyl-1-(1,5-dimethyl-hexen-(4)-yl)-4abetaH,7abetaH-dicyclopentano[a.d]cyclooctaen-(8) Natural products OC1C(O)C(CSC)OC1N1C2=NC=NC(N)=C2N=C1 WUUGFSXJNOTRMR-UHFFFAOYSA-N 0.000 abstract 1
- MEFKEPWMEQBLKI-AIRLBKTGSA-N S-adenosyl-L-methioninate Chemical compound O[C@@H]1[C@H](O)[C@@H](C[S+](CC[C@H](N)C([O-])=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 MEFKEPWMEQBLKI-AIRLBKTGSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 230000000996 additive effect Effects 0.000 abstract 1
- 229960001570 ademetionine Drugs 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 238000010992 reflux Methods 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Pain & Pain Management (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Rheumatology (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A therapeutic composition of antiinflammatory, analgesic and antipyretic activity comprises as its active principle, at least one component of the general formula: < IMAGE > in which R is a linear or branched alkyl radical containing 1-18 C atoms or a phenylalkylene in which the alkylene chain contains 1-6 C atoms R1 is H, an aliphatic acyl radical containing 1-6 C atoms or an aromatic acyl radical R2 is H, an aliphatic acyl radical containing 1-6 C atoms, or an aromatic acyl radical, or the radicals R2 together form an isopropylidene chain and N is 0 or 1, or an acid additive salt of a compound of formula (I) in which R' is hydrogen. Various methods of preparing compounds of formula (I) are disclosed including a method of preparing 5'-deoxy-5'-methylthiodenosine by hydrolysing a concentrated aqueous solution of S-adenosyl-methionine by heating under reflux, neutralising the reaction mixture and cooling it to separate the 5'-deoxy-5'-methylthioadenosine formed.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT21550/80A IT1193529B (en) | 1980-04-22 | 1980-04-22 | ADENOSINIC DERIVATIVES FOR ANTI-INFLAMMATORY AND ANALGESIC ACTIVITIES AND THERAPEUTIC COMPOSITIONS THAT CONTAIN THEM AS AN ACTIVE PRINCIPLE |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES501539A0 ES501539A0 (en) | 1982-08-16 |
| ES8206551A1 true ES8206551A1 (en) | 1982-08-16 |
Family
ID=11183457
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES501539A Expired ES8206551A1 (en) | 1980-04-22 | 1981-04-21 | Adenosine derivatives of antiinflammatory and analgesic activity and therapeutic compositions containing them |
| ES511039A Expired ES8306378A1 (en) | 1980-04-22 | 1982-04-01 | Adenosine derivatives of antiinflammatory and analgesic activity and therapeutic compositions containing them |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES511039A Expired ES8306378A1 (en) | 1980-04-22 | 1982-04-01 | Adenosine derivatives of antiinflammatory and analgesic activity and therapeutic compositions containing them |
Country Status (17)
| Country | Link |
|---|---|
| JP (2) | JPS56166117A (en) |
| AR (1) | AR231144A1 (en) |
| BE (1) | BE888472A (en) |
| CA (1) | CA1198105A (en) |
| CH (2) | CH645544A5 (en) |
| DE (1) | DE3116067A1 (en) |
| DK (1) | DK159453C (en) |
| ES (2) | ES8206551A1 (en) |
| FI (1) | FI70227C (en) |
| FR (1) | FR2491761A1 (en) |
| GB (3) | GB2074446B (en) |
| IT (1) | IT1193529B (en) |
| LU (1) | LU83307A1 (en) |
| MX (1) | MX9203630A (en) |
| NL (1) | NL192111C (en) |
| NO (1) | NO150515C (en) |
| SE (3) | SE460198B (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1177373B (en) * | 1984-12-06 | 1987-08-26 | Bioresearch Spa | SALTS OF 5'-METHYLLIUM-5'-DEOXYDENOSINE WITH LONG ALCHYLIC CHAIN SULPHONIC ACIDS |
| IT1227049B (en) * | 1988-07-29 | 1991-03-14 | Bioresearch Spa | USE OF ADENOSINIC DERIVATIVES FOR THE PREPARATION OF PHARMACEUTICAL COMPOSITIONS HAVING IMMUNOSTIMULATING ACTIVITIES. |
| JPH0497287A (en) * | 1990-08-10 | 1992-03-30 | Nec Ic Microcomput Syst Ltd | Picture display integrated circuit |
| ES2259552B1 (en) * | 2005-03-17 | 2007-06-16 | Proyecto De Biomedicina Cima, S.L. | EMPLOYMENT OF 5'-METHYLTIOENENINE (MTA) IN THE PREVENTION AND / OR TREATMENT OF AUTOIMMUNE DISEASES AND / OR REPLACEMENT OF TRANSPLANTS. |
| DE602005016729D1 (en) * | 2005-03-17 | 2009-10-29 | Proyecto Biomedicina Cima Sl | USE OF 5'-METHYLTHIOADENOSINE FOR THE PREVENTION AND / OR TREATMENT OF AUTOIMMUNE DISEASES AND / OR TRANSPLANT DISPOSAL |
| DE102010027595A1 (en) * | 2010-07-23 | 2012-01-26 | Helmut Vorbrüggen | Clinical application of adenosine derivative, preferably (dihydroxyphenyl)ethyl-amino-purin-9-yl-(hydroxymethyl)oxolane-diol, for reducing body temperature during impending ischemia of brain vessels, which occur during heart attacks |
| DE102011005232A1 (en) * | 2011-03-08 | 2012-09-13 | AristoCon GmbH & Co. KG | Adenosine and its derivatives for use in pain therapy |
| WO2014163150A1 (en) * | 2013-04-05 | 2014-10-09 | ライオン株式会社 | Composition for internal use |
| KR20150139508A (en) * | 2013-04-05 | 2015-12-11 | 라이온 가부시키가이샤 | Yeast culture, and composition for internal application |
| JP6226962B2 (en) * | 2013-04-05 | 2017-11-08 | ライオン株式会社 | Non-REM sleep enhancer, deep sleep enhancer, natural sleep inducer, and early sleep delta power enhancer |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1259341B (en) * | 1962-12-22 | 1968-01-25 | Boehringer & Soehne Gmbh | Process for the preparation of new 5'-sulfoxides of nucleosides |
| DE1545645A1 (en) * | 1965-12-06 | 1969-08-21 | Boehringer Mannheim Gmbh | Process for the preparation of disubstituted adenosine derivatives |
| FR2252405B1 (en) * | 1973-11-27 | 1978-04-28 | Ajinomoto Kk | |
| FR2313937A1 (en) * | 1975-06-09 | 1977-01-07 | Anvar | DRUG BASED ON 5 'THIOETHERS OF ADENOSINE |
| FR2424027A1 (en) * | 1978-04-28 | 1979-11-23 | Merieux Inst | NEW MEDICINAL PRODUCT, IN PARTICULAR SEDATIVE AND SLEEP INDUCER AND PHARMACEUTICAL COMPOSITIONS CONTAINING IT |
-
1980
- 1980-04-22 IT IT21550/80A patent/IT1193529B/en active
-
1981
- 1981-04-17 BE BE0/204529A patent/BE888472A/en not_active IP Right Cessation
- 1981-04-21 NO NO811346A patent/NO150515C/en unknown
- 1981-04-21 SE SE8102489A patent/SE460198B/en not_active IP Right Cessation
- 1981-04-21 JP JP5930181A patent/JPS56166117A/en active Granted
- 1981-04-21 ES ES501539A patent/ES8206551A1/en not_active Expired
- 1981-04-21 LU LU83307A patent/LU83307A1/en unknown
- 1981-04-21 AR AR285020A patent/AR231144A1/en active
- 1981-04-21 DK DK176481A patent/DK159453C/en not_active IP Right Cessation
- 1981-04-21 CA CA000375784A patent/CA1198105A/en not_active Expired
- 1981-04-22 CH CH263281A patent/CH645544A5/en not_active IP Right Cessation
- 1981-04-22 FI FI811249A patent/FI70227C/en not_active IP Right Cessation
- 1981-04-22 DE DE19813116067 patent/DE3116067A1/en active Granted
- 1981-04-22 CH CH4716/84A patent/CH650514A5/en not_active IP Right Cessation
- 1981-04-22 GB GB8112428A patent/GB2074446B/en not_active Expired
- 1981-04-22 FR FR8107992A patent/FR2491761A1/en active Granted
- 1981-04-22 NL NL8101984A patent/NL192111C/en not_active IP Right Cessation
-
1982
- 1982-04-01 ES ES511039A patent/ES8306378A1/en not_active Expired
-
1983
- 1983-08-15 GB GB08321947A patent/GB2144409B/en not_active Expired
-
1984
- 1984-05-25 GB GB08413454A patent/GB2144038B/en not_active Expired
-
1987
- 1987-03-04 SE SE8700914A patent/SE464635B/en not_active IP Right Cessation
- 1987-03-04 SE SE8700913A patent/SE466238B/en not_active IP Right Cessation
-
1989
- 1989-02-02 JP JP1022771A patent/JPH01301692A/en active Granted
-
1992
- 1992-06-26 MX MX9203630A patent/MX9203630A/en unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 20000201 |