SU637086A3 - Способ получени производных пурина или их кислотноаддитивных солей,или солей щелочных металлов - Google Patents
Способ получени производных пурина или их кислотноаддитивных солей,или солей щелочных металловInfo
- Publication number
- SU637086A3 SU637086A3 SU772455681A SU2455681A SU637086A3 SU 637086 A3 SU637086 A3 SU 637086A3 SU 772455681 A SU772455681 A SU 772455681A SU 2455681 A SU2455681 A SU 2455681A SU 637086 A3 SU637086 A3 SU 637086A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- general formula
- alkali metal
- compound
- hydrogen
- salts
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 5
- 229910052783 alkali metal Inorganic materials 0.000 title claims 4
- -1 alkali metal salts Chemical class 0.000 title claims 3
- 150000003839 salts Chemical class 0.000 title claims 3
- 229940083251 peripheral vasodilators purine derivative Drugs 0.000 title claims 2
- 125000000561 purinyl group Chemical class N1=C(N=C2N=CNC2=C1)* 0.000 title claims 2
- 239000000654 additive Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 150000002431 hydrogen Chemical group 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 239000002585 base Substances 0.000 claims 2
- 150000001340 alkali metals Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 150000002391 heterocyclic compounds Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HVPBQEYFXWIYBP-UHFFFAOYSA-N 2-(chloromethoxy)ethyl propanoate Chemical compound C(CC)(=O)OCCOCCl HVPBQEYFXWIYBP-UHFFFAOYSA-N 0.000 description 2
- JGSACAANCVVBKM-UHFFFAOYSA-N 2-[(2-amino-6-oxo-3h-purin-9-yl)methoxy]ethyl propanoate Chemical compound N1=C(N)NC(=O)C2=C1N(COCCOC(=O)CC)C=N2 JGSACAANCVVBKM-UHFFFAOYSA-N 0.000 description 2
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical compound O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- 229920002866 paraformaldehyde Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- 229910000104 sodium hydride Inorganic materials 0.000 description 2
- 239000012312 sodium hydride Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- AIUZWPFLGQMINO-UHFFFAOYSA-N 2-(chloromethoxy)ethyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCOCCl AIUZWPFLGQMINO-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- LJCCYDSSNYGHJH-UHFFFAOYSA-N ethane-1,2-diol;propane Chemical compound CCC.OCCO LJCCYDSSNYGHJH-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/20—Antivirals for DNA viruses
- A61P31/22—Antivirals for DNA viruses for herpes viruses
-
- 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
- C07D473/16—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Virology (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7988/76A GB1561380A (en) | 1976-03-01 | 1976-03-01 | Esters of hydroxyalkoxyalkyl purines their preparation and pharmaceutical compositions containing them |
| US71810576A | 1976-08-27 | 1976-08-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU637086A3 true SU637086A3 (ru) | 1978-12-05 |
Family
ID=26241801
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU772455681A SU637086A3 (ru) | 1976-03-01 | 1977-03-01 | Способ получени производных пурина или их кислотноаддитивных солей,или солей щелочных металлов |
Country Status (25)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2191189C2 (ru) * | 1994-06-22 | 2002-10-20 | Биокем Фарма Инк | Производные замещенного пуринила, обладающие иммуномодуляторной активностью, фармацевтическая композиция и способ замедления роста опухоли |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL8202626A (nl) * | 1982-06-29 | 1984-01-16 | Stichting Rega V Z W | Derivaten van 9-(2-hydroxyethoxymethyl)guanine. |
| ES8403904A1 (es) * | 1983-02-25 | 1984-04-01 | Ind Farma Especial | Un procedimiento para la preparacion de acicloguanosina. |
| GB8816760D0 (en) * | 1988-07-14 | 1988-08-17 | Wellcome Found | Therapeutic compounds |
| JP4704223B2 (ja) * | 2006-01-30 | 2011-06-15 | Ｈｏｙａ株式会社 | 送りねじ機構 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5122049A (ja) * | 1974-08-19 | 1976-02-21 | Sanwa Denki Kk | Kahenteikosochi |
-
1977
- 1977-02-28 AU AU22759/77A patent/AU515553B2/en not_active Expired
- 1977-03-01 LU LU76869A patent/LU76869A1/xx unknown
- 1977-03-01 DD DD197619A patent/DD128611A5/xx unknown
- 1977-03-01 CA CA272,888A patent/CA1086316A/en not_active Expired
- 1977-03-01 ES ES456432A patent/ES456432A2/es not_active Expired
- 1977-03-01 PL PL1977211568A patent/PL115242B1/pl unknown
- 1977-03-01 HU HU77WE550A patent/HU176907B/hu not_active IP Right Cessation
- 1977-03-01 SU SU772455681A patent/SU637086A3/ru active
- 1977-03-01 FR FR7705924A patent/FR2342972A2/fr active Granted
- 1977-03-01 AR AR266728A patent/AR228232A1/es active
- 1977-03-01 BG BG035556A patent/BG27750A3/xx unknown
- 1977-03-01 GR GR52881A patent/GR66070B/el unknown
- 1977-03-01 JP JP2211377A patent/JPS52106896A/ja active Granted
- 1977-03-01 ZA ZA00771220A patent/ZA771220B/xx unknown
- 1977-03-01 DE DE19772708827 patent/DE2708827A1/de active Granted
- 1977-03-01 PL PL1977196356A patent/PL115267B1/pl not_active IP Right Cessation
- 1977-03-01 NL NL7702175A patent/NL7702175A/xx active Search and Examination
- 1977-03-01 SE SE7702233A patent/SE433216B/xx not_active IP Right Cessation
- 1977-03-01 BE BE175383A patent/BE851972R/xx not_active IP Right Cessation
- 1977-03-01 DK DK88677A patent/DK147824C/da not_active IP Right Cessation
- 1977-03-01 FI FI770655A patent/FI60710C/fi not_active IP Right Cessation
- 1977-03-01 CH CH257177A patent/CH629806A5/de not_active IP Right Cessation
- 1977-03-01 IE IE438/77A patent/IE44708B1/en unknown
- 1977-03-01 AT AT134877A patent/AT361007B/de not_active IP Right Cessation
- 1977-03-01 RO RO7796630A patent/RO76591A/ro unknown
- 1977-03-01 BG BG036534A patent/BG28067A3/xx unknown
-
1980
- 1980-06-12 IT IT8048953A patent/IT8048953A0/it unknown
-
1981
- 1981-07-24 AR AR286218A patent/AR228281A1/es active
- 1981-07-24 AR AR286219A patent/AR228282A1/es active
- 1981-07-24 AR AR286220A patent/AR228283A1/es active
- 1981-08-31 CH CH558681A patent/CH632757A5/de not_active IP Right Cessation
- 1981-08-31 CH CH558581A patent/CH631176A5/de not_active IP Right Cessation
- 1981-08-31 CH CH558781A patent/CH632758A5/de not_active IP Right Cessation
-
1984
- 1984-03-21 NL NL8400896A patent/NL8400896A/nl not_active Application Discontinuation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2191189C2 (ru) * | 1994-06-22 | 2002-10-20 | Биокем Фарма Инк | Производные замещенного пуринила, обладающие иммуномодуляторной активностью, фармацевтическая композиция и способ замедления роста опухоли |
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| SU429062A1 (ru) | СПОСОБ ПОЛУЧЕНИЯ ПИРИДО[2,3-Ь] [1,5]ТИАЗЕПИНОНОВПредлагаетс способ получени пиридо [2,3-й] [!1,5]тиазепиионов, которые могут найти применение в качестве биологически активных веществ.В литературе нет сведений о получении производных указанной гетероциклической сисге- мы. Известны лишь производные пиримидо [i2,5-&] ['1,5]тиазепинона, способ получени которых основан на реакции 5-амино-6-меркапто- пиримидинов с хлорангидридом р-бромпропио- новой кислоты с последующей циклизацией образующихс при этом 5-(р-бромпропионил) амино-6-меркаптопиримидинов и пиримидоти- азепины.Оказалось, что этим методом нельз получить пиридотиазепиноны, так как реакци 2-меркапто-З-аминопиридинов с хлорангидридом р-бромн|ропионовой кислоты протекает одновременно по амино- и меркаптогруппе, в результате чего образуютс соединени , от которых не удаетс перейти к пиридотиазепино- нам.Предлагаетс способ получени ииридо [2,3-6] [1,5]тиазепинонов общей формулы 1Ri , , I ^',N—<где R — водород, алкоксил или галоид;RI — водород или алкил. Способ заключаетс в том, что 2-меркапто- 3-аминопиридин общей формулы 2IN'H,SH1015где R имеет указанные значени , нодвер- гают взаимодействию с р-галогеналкановой кислотой в среде растворител , например спирта, в присутствии гидроокисей щелочных металлов, полученный при этом 2-(|р-карбо- кснэтил)тио-3-аминопиридин общей формулы 320иf^^^^-I II г- СООНV-s-^2530где R имеет указанные значени , цикли- зуют под действием дициклогексилкарбоди- имида в среде растворител и образовавшиес целевые соединени формулы 1, где Ri — водород, или выдел ют обычными нриемами или, если это необходимо, далее перевод т в целевые соединени общей формулы 1, где Ri •— алкил, действием галоидалкилов, например |