KR870007893A - 이소헥사이드 뉴클레오사이드의 제조방법 - Google Patents
이소헥사이드 뉴클레오사이드의 제조방법 Download PDFInfo
- Publication number
- KR870007893A KR870007893A KR870001782A KR870001782A KR870007893A KR 870007893 A KR870007893 A KR 870007893A KR 870001782 A KR870001782 A KR 870001782A KR 870001782 A KR870001782 A KR 870001782A KR 870007893 A KR870007893 A KR 870007893A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- hydrogen
- compound
- halogen
- carbon atoms
- Prior art date
Links
- 239000002777 nucleoside Substances 0.000 title abstract 2
- 150000003833 nucleoside derivatives Chemical class 0.000 title 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Chemical group C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- 229910019142 PO4 Inorganic materials 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 239000010452 phosphate Substances 0.000 claims 3
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical group O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- OPTASPLRGRRNAP-UHFFFAOYSA-N cytosine Chemical compound NC=1C=CNC(=O)N=1 OPTASPLRGRRNAP-UHFFFAOYSA-N 0.000 claims 2
- CYEBJEDOHLIWNP-UHFFFAOYSA-N methanethioamide Chemical compound NC=S CYEBJEDOHLIWNP-UHFFFAOYSA-N 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims 1
- XQCZBXHVTFVIFE-UHFFFAOYSA-N 2-amino-4-hydroxypyrimidine Chemical compound NC1=NC=CC(O)=N1 XQCZBXHVTFVIFE-UHFFFAOYSA-N 0.000 claims 1
- MFEFTTYGMZOIKO-UHFFFAOYSA-N 5-azacytosine Chemical compound NC1=NC=NC(=O)N1 MFEFTTYGMZOIKO-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000004423 acyloxy group Chemical group 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 125000003917 carbamoyl group Chemical class [H]N([H])C(*)=O 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 229940104302 cytosine Drugs 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 claims 1
- 230000000865 phosphorylative effect Effects 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 150000003230 pyrimidines Chemical group 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 150000003852 triazoles Chemical group 0.000 claims 1
- 229940035893 uracil Drugs 0.000 claims 1
- 239000000824 cytostatic agent Substances 0.000 abstract 1
- 230000001085 cytostatic effect Effects 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229960001438 immunostimulant agent Drugs 0.000 abstract 1
- 239000003022 immunostimulating agent Substances 0.000 abstract 1
- 230000003308 immunostimulating effect Effects 0.000 abstract 1
- 125000003835 nucleoside group Chemical group 0.000 abstract 1
- 239000002544 virustatic Substances 0.000 abstract 1
- 230000001790 virustatic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Communicable Diseases (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Virology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Steroid Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (7)
- 일반식(IX)의 화합물을 일반식(XI)의 화합물과 반응시키고, 필요한 경우, 보호그룹 R6를 제거하고, 필요한 경우, 인산화제와 반응시켜 R이 포스페이트인 일반식(Ⅰ)의 화합물을 형성시킴을 특징으로 하여, 일반식(Ⅰ)의 화합물 및 이의 약제학적으로 허용되는 산부가염을 제조하는 방법.B-H (XI)상기식에서,R은 수소:탄소수 2내지 5의 지방족 아실:할로겐, 탄소수 1내지 6의 알킬 또는 니트로에 의해 임의 치환된 방향족 아실:벤질, 또는 포스페이트이고,B는 5-또는 6-원 질소-함유 헤테로사이클릭 방향족 그룹이며,R6는 보호그룹이고,A는 이탈 그룹 또는 원자이다.
- 제1항에 있어서, B가 피리미딘, 트리아진, 트리아졸 또는 이미다졸의 유도체임을 특징으로 하는 방법.
- 제1항에 있어서, B가 일반식(Ⅱ)의 우라실, 일반식(Ⅲ)의 시토신, 일반식(Ⅳ)의 이소시토신, 구조식(Ⅴ)의 5-아자시토신, 일반식(Ⅵ)의 트리아졸, 또는 일반식(Ⅶ)의 이미다졸임을 특징으로 하는 방법.상기식에서R1은 수소:할로겐:또는 각각 하이드록실 또는 할로겐에 의해 임의 치환된, 탄소수 1내지 6의 알킬, 알케닐 또는 알키닐이고,R2는 3-또는 5-위치에 존재하며, 수소, 알콕시카보닐 COOR3(여기에서 R3는 탄소수 1내지 5의 알킬이다), 카복스아미드, 티오카복스아미드 또는 시아노이고,R4및 R5는 동일하거나 상이하며 수소, 아미노, 카복스아미드, 티오카복스아미드 또는 시아노이다.
- 제1항 내지 3항중 어느 한 항에 있어서, R6가 탄소수 2내지 5의 직쇄 또는 측쇄지방족 아실 또는 방향족 아실 또는 벤질임을 특징으로 하는 방법.
- 제1항 내지 4항중 어느 한 항에 있어서, A가 할로겐 또는 아실옥시임을 특징으로 하는 방법.
- 제1항 내지 5항중 어느 한항에 있어서, 인인산화제가 옥시삼염화임을 특징으로 하는 방법.
- 제1항 내지 6항중 어느 한 항에 있어서, R이 수소 또는 포스페이트임을 특징으로 하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP3606634.6 | 1986-02-28 | ||
| DE19863606634 DE3606634A1 (de) | 1986-02-28 | 1986-02-28 | Isohexid-nucleoside, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR870007893A true KR870007893A (ko) | 1987-09-22 |
| KR900001220B1 KR900001220B1 (ko) | 1990-03-05 |
Family
ID=6295228
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019870001782A KR900001220B1 (ko) | 1986-02-28 | 1987-02-28 | 이소헥사이드 뉴클레오사이드의 제조방법 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US4806542A (ko) |
| EP (1) | EP0234494B1 (ko) |
| JP (1) | JPS62270586A (ko) |
| KR (1) | KR900001220B1 (ko) |
| AT (1) | ATE61589T1 (ko) |
| AU (1) | AU576107B2 (ko) |
| CA (1) | CA1266861A (ko) |
| DE (2) | DE3606634A1 (ko) |
| DK (1) | DK102787A (ko) |
| ES (1) | ES2036532T3 (ko) |
| FI (1) | FI870873A (ko) |
| GR (1) | GR3001970T3 (ko) |
| HU (1) | HU198080B (ko) |
| IL (1) | IL81752A (ko) |
| NZ (1) | NZ219440A (ko) |
| PT (1) | PT84384B (ko) |
| ZA (1) | ZA871479B (ko) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2828642B2 (ja) * | 1987-06-24 | 1998-11-25 | ハワード フローレイ インスティテュト オブ イクスペリメンタル フィジオロジー アンド メディシン | ヌクレオシド誘導体 |
| US5120737A (en) * | 1990-09-28 | 1992-06-09 | Kyowa Hakko Kogyo Co., Ltd. | Hexitol derivatives |
| ES2142773B1 (es) | 1998-10-07 | 2001-01-01 | Lacer Sa | Derivados de mononitrato de isosorbida y su empleo como agentes vasodilatadores con tolerancia desminuida. |
| JP4761424B2 (ja) * | 2004-03-17 | 2011-08-31 | 株式会社希少糖生産技術研究所 | Ｌ−プシコース結晶、その製造方法および、糖試薬キット |
| US8496917B2 (en) * | 2009-11-13 | 2013-07-30 | Sytheon Ltd | Compositions and methods for improving skin appearance |
| BR112015021072A2 (pt) * | 2013-03-05 | 2017-07-18 | Archer Daniels Midland Co | processo de preparação de um monotriflato de isohexídeo, composto químico, processo para fabricação de um composto derivado de um monotriflato de isohexídeo, e, composto derivado |
| WO2016160635A1 (en) | 2015-03-27 | 2016-10-06 | Sytheon Limited | Compositions and methods for treating psoriasis |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1027891A (en) * | 1962-01-02 | 1966-04-27 | Aspro Nicholas Ltd | Esters of dianhydro-hexitols |
| FR4141M (ko) * | 1964-08-25 | 1966-05-09 | ||
| BE758266R (fr) * | 1969-11-01 | 1971-04-01 | Schering Ag | 2-thio-pyrimidine-nucleosides et leur |
| US3798209A (en) * | 1971-06-01 | 1974-03-19 | Icn Pharmaceuticals | 1,2,4-triazole nucleosides |
| US4169152A (en) * | 1977-10-31 | 1979-09-25 | Ici Americas Inc. | Isohexide and tetrahydrofuran ethers and their carbamates in method of bringing about relaxation of skeletal musculature |
| DE3421072A1 (de) * | 1984-06-06 | 1985-12-12 | Heinrich Mack Nachf., 7918 Illertissen | 1,4:3,6-dianhydro-hexit-derivate, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| AU547387B1 (en) * | 1984-07-09 | 1985-10-17 | Nachf, Heinrich Mack | Acyl derivatives of 1,4&3,6-dianhydrohexitols |
| JPS6165833A (ja) * | 1984-09-10 | 1986-04-04 | Agency Of Ind Science & Technol | エチレングリコ−ルの製造法 |
| DK363987A (da) * | 1986-08-08 | 1988-02-09 | Hoffmann La Roche | Pyrimidinderivater |
-
1986
- 1986-02-28 DE DE19863606634 patent/DE3606634A1/de not_active Withdrawn
-
1987
- 1987-02-18 DE DE8787102295T patent/DE3768529D1/de not_active Expired - Fee Related
- 1987-02-18 EP EP87102295A patent/EP0234494B1/en not_active Expired - Lifetime
- 1987-02-18 ES ES198787102295T patent/ES2036532T3/es not_active Expired - Lifetime
- 1987-02-18 AT AT87102295T patent/ATE61589T1/de active
- 1987-02-26 CA CA000530656A patent/CA1266861A/en not_active Expired - Fee Related
- 1987-02-26 US US07/019,110 patent/US4806542A/en not_active Expired - Fee Related
- 1987-02-26 HU HU87754A patent/HU198080B/hu not_active IP Right Cessation
- 1987-02-27 FI FI870873A patent/FI870873A/fi not_active Application Discontinuation
- 1987-02-27 NZ NZ219440A patent/NZ219440A/xx unknown
- 1987-02-27 PT PT84384A patent/PT84384B/pt not_active IP Right Cessation
- 1987-02-27 DK DK102787A patent/DK102787A/da not_active Application Discontinuation
- 1987-02-28 JP JP62046653A patent/JPS62270586A/ja active Pending
- 1987-02-28 KR KR1019870001782A patent/KR900001220B1/ko not_active IP Right Cessation
- 1987-03-02 ZA ZA871479A patent/ZA871479B/xx unknown
- 1987-03-02 AU AU69599/87A patent/AU576107B2/en not_active Ceased
- 1987-03-03 IL IL81752A patent/IL81752A/xx unknown
-
1991
- 1991-05-20 GR GR91400643T patent/GR3001970T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE3606634A1 (de) | 1987-09-03 |
| HUT43614A (en) | 1987-11-30 |
| KR900001220B1 (ko) | 1990-03-05 |
| DE3768529D1 (de) | 1991-04-18 |
| JPS62270586A (ja) | 1987-11-24 |
| ATE61589T1 (de) | 1991-03-15 |
| EP0234494A3 (en) | 1988-10-26 |
| AU6959987A (en) | 1987-09-03 |
| AU576107B2 (en) | 1988-08-11 |
| ES2036532T3 (es) | 1993-06-01 |
| PT84384A (en) | 1987-03-01 |
| FI870873A (fi) | 1987-08-29 |
| FI870873A0 (fi) | 1987-02-27 |
| DK102787D0 (da) | 1987-02-27 |
| IL81752A (en) | 1991-01-31 |
| EP0234494A2 (en) | 1987-09-02 |
| NZ219440A (en) | 1989-10-27 |
| GR3001970T3 (en) | 1992-11-23 |
| CA1266861A (en) | 1990-03-20 |
| ZA871479B (en) | 1988-10-26 |
| IL81752A0 (en) | 1987-10-20 |
| PT84384B (pt) | 1989-07-31 |
| HU198080B (en) | 1989-07-28 |
| EP0234494B1 (en) | 1991-03-13 |
| DK102787A (da) | 1987-08-29 |
| US4806542A (en) | 1989-02-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| E902 | Notification of reason for refusal | ||
| G160 | Decision to publish patent application | ||
| E701 | Decision to grant or registration of patent right | ||
| GRNT | Written decision to grant | ||
| LAPS | Lapse due to unpaid annual fee |