LV10868B - Oxadiazolyl-alkyl-purine derivatives - Google Patents
Oxadiazolyl-alkyl-purine derivatives Download PDFInfo
- Publication number
- LV10868B LV10868B LVP-93-649A LV930649A LV10868B LV 10868 B LV10868 B LV 10868B LV 930649 A LV930649 A LV 930649A LV 10868 B LV10868 B LV 10868B
- Authority
- LV
- Latvia
- Prior art keywords
- methyl
- purine
- dione
- dihydro
- oxadiazol
- Prior art date
Links
- 229940083251 peripheral vasodilators purine derivative Drugs 0.000 title 1
- -1 oxyphenyl Chemical group 0.000 claims description 55
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 16
- GMSNIKWWOQHZGF-UHFFFAOYSA-N 3-methyl-9H-xanthine Chemical compound O=C1NC(=O)N(C)C2=C1N=CN2 GMSNIKWWOQHZGF-UHFFFAOYSA-N 0.000 claims description 14
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 14
- 229910052708 sodium Inorganic materials 0.000 claims description 13
- 239000011734 sodium Substances 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 229910001868 water Inorganic materials 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 5
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 5
- 150000002367 halogens Chemical group 0.000 claims description 5
- 125000004181 carboxyalkyl group Chemical group 0.000 claims description 4
- SFZULDYEOVSIKM-UHFFFAOYSA-N chembl321317 Chemical compound C1=CC(C(=N)NO)=CC=C1C1=CC=C(C=2C=CC(=CC=2)C(=N)NO)O1 SFZULDYEOVSIKM-UHFFFAOYSA-N 0.000 claims description 4
- 125000001188 haloalkyl group Chemical group 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 150000001336 alkenes Chemical class 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- PALPUXJOYPSQMN-UHFFFAOYSA-N 7-[[5-[(3,4-dimethoxyphenyl)methyl]-1,2,4-oxadiazol-3-yl]methyl]-3-methylpurine-2,6-dione Chemical compound C1=C(OC)C(OC)=CC=C1CC1=NC(CN2C=3C(=O)NC(=O)N(C)C=3N=C2)=NO1 PALPUXJOYPSQMN-UHFFFAOYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 150000007529 inorganic bases Chemical class 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 150000004866 oxadiazoles Chemical class 0.000 claims 1
- 125000005429 oxyalkyl group Chemical group 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
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- 125000000623 heterocyclic group Chemical group 0.000 description 2
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- 125000002774 3,4-dimethoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C(OC([H])([H])[H])=C1OC([H])([H])[H])C([H])([H])* 0.000 description 1
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- JDVQZFHNZYVOBA-UHFFFAOYSA-N 3-methyl-7h-purine-2,6-dione;sodium Chemical compound [Na].O=C1NC(=O)N(C)C2=C1NC=N2 JDVQZFHNZYVOBA-UHFFFAOYSA-N 0.000 description 1
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- RGTBLCLLSZPOKR-UHFFFAOYSA-N 5-methyl-1,2,4-oxadiazole Chemical compound CC1=NC=NO1 RGTBLCLLSZPOKR-UHFFFAOYSA-N 0.000 description 1
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- 241000566113 Branta sandvicensis Species 0.000 description 1
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- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
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- VZFUCHSFHOYXIS-UHFFFAOYSA-N cycloheptane carboxylic acid Natural products OC(=O)C1CCCCCC1 VZFUCHSFHOYXIS-UHFFFAOYSA-N 0.000 description 1
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- JYGYEBCBALMPDC-UHFFFAOYSA-N heptane;propan-2-one Chemical compound CC(C)=O.CCCCCCC JYGYEBCBALMPDC-UHFFFAOYSA-N 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
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- 244000145841 kine Species 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
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- 229940100688 oral solution Drugs 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- PXZDWASDNFWKSD-UHFFFAOYSA-N prenoxdiazine Chemical compound C1CCCCN1CCC(ON=1)=NC=1CC(C=1C=CC=CC=1)C1=CC=CC=C1 PXZDWASDNFWKSD-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- FAIAJSOSTNJZCI-UHFFFAOYSA-N purine-2,6-dione Chemical compound O=C1NC(=O)C2=NC=NC2=N1 FAIAJSOSTNJZCI-UHFFFAOYSA-N 0.000 description 1
- 239000002510 pyrogen Substances 0.000 description 1
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- 238000007363 ring formation reaction Methods 0.000 description 1
- 235000012045 salad Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
- C07D473/06—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/04—Drugs for disorders of the respiratory system for throat disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/14—Antitussive agents
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pulmonology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Otolaryngology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU864230A HU197574B (en) | 1986-10-09 | 1986-10-09 | Process for production of derivatives of 3,7-dihydro-3-methil-7-//1,2,4-oxadiasole/-3-il/alkylenil/-1h-purin-2,6-dion and medical compositions containing these substances |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| LV10868A LV10868A (lv) | 1995-10-20 |
| LV10868B true LV10868B (en) | 1996-06-20 |
Family
ID=10967389
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LVP-93-649A LV10868B (en) | 1986-10-09 | 1993-06-22 | Oxadiazolyl-alkyl-purine derivatives |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US4840949A (en, 2012) |
| EP (1) | EP0264081B1 (en, 2012) |
| JP (1) | JPS63107980A (en, 2012) |
| KR (1) | KR960003612B1 (en, 2012) |
| CN (1) | CN1018644B (en, 2012) |
| AT (1) | ATE99685T1 (en, 2012) |
| AU (1) | AU595384B2 (en, 2012) |
| BG (1) | BG60403B2 (en, 2012) |
| CS (1) | CS276993B6 (en, 2012) |
| CY (1) | CY1843A (en, 2012) |
| DD (1) | DD262658A5 (en, 2012) |
| DE (1) | DE3788701D1 (en, 2012) |
| DK (1) | DK167806B1 (en, 2012) |
| ES (1) | ES2061465T3 (en, 2012) |
| FI (1) | FI87215C (en, 2012) |
| GE (3) | GEP19970842B (en, 2012) |
| HK (1) | HK78995A (en, 2012) |
| HU (1) | HU197574B (en, 2012) |
| IL (1) | IL84030A (en, 2012) |
| LT (1) | LT3685B (en, 2012) |
| LV (1) | LV10868B (en, 2012) |
| NO (1) | NO166323C (en, 2012) |
| PL (2) | PL268147A1 (en, 2012) |
| RU (1) | RU2007404C1 (en, 2012) |
| SU (2) | SU1602862A1 (en, 2012) |
| UA (2) | UA5572A1 (en, 2012) |
| YU (1) | YU47545B (en, 2012) |
| ZA (1) | ZA877333B (en, 2012) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU197574B (en) * | 1986-10-09 | 1989-04-28 | Chinoin Gyogyszer Es Vegyeszet | Process for production of derivatives of 3,7-dihydro-3-methil-7-//1,2,4-oxadiasole/-3-il/alkylenil/-1h-purin-2,6-dion and medical compositions containing these substances |
| IT1199320B (it) * | 1986-12-16 | 1988-12-30 | Malesci Sas | 8-azaxantine alchilaminoalchil o eterociclilalchil sostituite sul nucleo triazolico,loro sali fisiologicamente accettabili,loro composizioni farmaceutiche ad attivita'antibroncospastica e relativo procedimento di preparazione |
| HU198933B (en) * | 1987-11-02 | 1989-12-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing new xanthine derivatives and pharmaceutical compositions comprising same as active ingredient |
| HU206884B (en) * | 1990-11-22 | 1993-01-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing purin derivatives and pharmaceutical compositions containing them |
| HUP9700654A2 (hu) * | 1997-03-26 | 1999-09-28 | Dezső Korbonits | Teobromin tartalmú köhögéscsillapító készítmények |
| US7914828B2 (en) * | 2008-10-17 | 2011-03-29 | Levine Brian M | Combination herbal product to benefit respiratory tract |
| US8106234B2 (en) * | 2009-05-07 | 2012-01-31 | OptMed, Inc | Methylidene malonate process |
| US10414839B2 (en) | 2010-10-20 | 2019-09-17 | Sirrus, Inc. | Polymers including a methylene beta-ketoester and products formed therefrom |
| US8361519B2 (en) | 2010-11-18 | 2013-01-29 | Aadvantics Pharmaceuticals, Inc. | Combination herbal product to benefit respiratory tract in people exposed to smoke |
| CA2853073A1 (en) | 2011-10-19 | 2013-04-25 | Bioformix Inc. | Methylene beta-diketone monomers, methods for making methylene beta-diketone monomers, polymerizable compositions and products formed therefrom |
| JP6345644B2 (ja) | 2012-03-30 | 2018-06-20 | シラス・インコーポレイテッド | インク配合物およびコーティング配合物ならびにこれらを作製するための重合性の系 |
| US10913875B2 (en) | 2012-03-30 | 2021-02-09 | Sirrus, Inc. | Composite and laminate articles and polymerizable systems for producing the same |
| WO2013181600A2 (en) | 2012-06-01 | 2013-12-05 | Bioformix Inc. | Optical material and articles formed therefrom |
| EP2920231B1 (en) | 2012-11-16 | 2020-05-06 | Sirrus, Inc. | Plastics bonding systems and methods |
| EP3712928A1 (en) | 2012-11-30 | 2020-09-23 | Sirrus, Inc. | Composite compositions for electronics applications |
| US9334430B1 (en) | 2015-05-29 | 2016-05-10 | Sirrus, Inc. | Encapsulated polymerization initiators, polymerization systems and methods using the same |
| US9217098B1 (en) | 2015-06-01 | 2015-12-22 | Sirrus, Inc. | Electroinitiated polymerization of compositions having a 1,1-disubstituted alkene compound |
| RU2754735C1 (ru) * | 2020-12-14 | 2021-09-06 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Ярославский государственный технический университет" ФГБОУВО "ЯГТУ" | Способ получения 3,5-дизамещенных 1,2,4-оксадиазолов, содержащих алкенильный фрагмент |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU190377B (en) * | 1982-03-12 | 1986-08-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing theophyllinyl-alkyl-oxadiazoles |
| HU197574B (en) * | 1986-10-09 | 1989-04-28 | Chinoin Gyogyszer Es Vegyeszet | Process for production of derivatives of 3,7-dihydro-3-methil-7-//1,2,4-oxadiasole/-3-il/alkylenil/-1h-purin-2,6-dion and medical compositions containing these substances |
-
1986
- 1986-10-09 HU HU864230A patent/HU197574B/hu not_active IP Right Cessation
-
1987
- 1987-09-29 ZA ZA877333A patent/ZA877333B/xx unknown
- 1987-09-29 IL IL84030A patent/IL84030A/xx not_active IP Right Cessation
- 1987-10-06 KR KR1019870011121A patent/KR960003612B1/ko not_active Expired - Fee Related
- 1987-10-08 YU YU185787A patent/YU47545B/sh unknown
- 1987-10-08 DK DK527087A patent/DK167806B1/da not_active IP Right Cessation
- 1987-10-08 AU AU79462/87A patent/AU595384B2/en not_active Ceased
- 1987-10-08 JP JP62254513A patent/JPS63107980A/ja active Granted
- 1987-10-08 NO NO874216A patent/NO166323C/no not_active IP Right Cessation
- 1987-10-09 UA UA4355201A patent/UA5572A1/uk unknown
- 1987-10-09 UA UA4203547A patent/UA26368A/uk unknown
- 1987-10-09 DD DD87307805A patent/DD262658A5/de not_active IP Right Cessation
- 1987-10-09 AT AT87114798T patent/ATE99685T1/de not_active IP Right Cessation
- 1987-10-09 EP EP87114798A patent/EP0264081B1/de not_active Expired - Lifetime
- 1987-10-09 US US07/107,693 patent/US4840949A/en not_active Expired - Fee Related
- 1987-10-09 FI FI874456A patent/FI87215C/fi not_active IP Right Cessation
- 1987-10-09 PL PL1987268147A patent/PL268147A1/xx unknown
- 1987-10-09 CN CN87107785A patent/CN1018644B/zh not_active Expired
- 1987-10-09 DE DE87114798T patent/DE3788701D1/de not_active Expired - Fee Related
- 1987-10-09 ES ES87114798T patent/ES2061465T3/es not_active Expired - Lifetime
- 1987-10-09 PL PL1987280763A patent/PL151206B1/pl unknown
- 1987-10-09 RU SU874203547A patent/RU2007404C1/ru active
- 1987-10-09 CS CS877327A patent/CS276993B6/cs not_active IP Right Cessation
-
1988
- 1988-02-19 SU SU884355201A patent/SU1602862A1/ru active
- 1988-09-19 SU SU884356424A patent/SU1635901A3/ru active
-
1993
- 1993-06-22 LV LVP-93-649A patent/LV10868B/lv unknown
- 1993-08-12 GE GEAP19931402A patent/GEP19970842B/en unknown
- 1993-08-12 GE GEAP19931394A patent/GEP19960657B/en unknown
- 1993-08-12 GE GEAP19931397A patent/GEP19970817B/en unknown
- 1993-11-10 LT LTIP1455A patent/LT3685B/lt not_active IP Right Cessation
- 1993-12-02 BG BG098265A patent/BG60403B2/bg unknown
-
1995
- 1995-05-18 HK HK78995A patent/HK78995A/xx not_active IP Right Cessation
-
1996
- 1996-03-08 CY CY184396A patent/CY1843A/xx unknown
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