KR830009047A - 4-(5)-알킬메르캅토이미다졸 유도체의 제조방법 - Google Patents
4-(5)-알킬메르캅토이미다졸 유도체의 제조방법 Download PDFInfo
- Publication number
- KR830009047A KR830009047A KR1019820000461A KR820000461A KR830009047A KR 830009047 A KR830009047 A KR 830009047A KR 1019820000461 A KR1019820000461 A KR 1019820000461A KR 820000461 A KR820000461 A KR 820000461A KR 830009047 A KR830009047 A KR 830009047A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- group
- general formula
- methyl
- imidazole
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 7
- 150000001875 compounds Chemical class 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- -1 nitromethylene group Chemical group 0.000 claims 3
- JZYMPMDJXMQKLT-UHFFFAOYSA-N 2-isocyanoacetonitrile Chemical compound [C-]#[N+]CC#N JZYMPMDJXMQKLT-UHFFFAOYSA-N 0.000 claims 2
- LGDSHSYDSCRFAB-UHFFFAOYSA-N Methyl isothiocyanate Chemical compound CN=C=S LGDSHSYDSCRFAB-UHFFFAOYSA-N 0.000 claims 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 239000012458 free base Substances 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 239000011593 sulfur Substances 0.000 claims 2
- OGMADIBCHLQMIP-UHFFFAOYSA-N 2-aminoethanethiol;hydron;chloride Chemical compound Cl.NCCS OGMADIBCHLQMIP-UHFFFAOYSA-N 0.000 claims 1
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 229930040373 Paraformaldehyde Natural products 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229940097265 cysteamine hydrochloride Drugs 0.000 claims 1
- HRKQOINLCJTGBK-UHFFFAOYSA-N dihydroxidosulfur Chemical compound OSO HRKQOINLCJTGBK-UHFFFAOYSA-N 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 150000002541 isothioureas Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- XLSZMDLNRCVEIJ-UHFFFAOYSA-N methylimidazole Natural products CC1=CNC=N1 XLSZMDLNRCVEIJ-UHFFFAOYSA-N 0.000 claims 1
- HHENWUYAOCBSAE-UHFFFAOYSA-N n-(cyanomethyl)formamide Chemical compound O=CNCC#N HHENWUYAOCBSAE-UHFFFAOYSA-N 0.000 claims 1
- 229920002866 paraformaldehyde Polymers 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 150000003585 thioureas Chemical class 0.000 claims 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/84—Sulfur atoms
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (2)
- R1이 메틸기나 에틸기인 일반식(VIII)의 화합물과X가 N-시아노기 또는 니트로메틸렌기인 일반식(IX)의 화합물을반응시켜 R1과 X가 앞에서 정의된 바와 같이 일반식(X)의 이소티오우레아 유도체를 형성한 후,이 일반식(X)의 티오우레아 유도체를 메틸아민과 반응시켜 X가 N-시아노기나 니트로틸메렌기인 다음 일반식(I)의 4-(5)-알킬메르캅토이미다졸 유도체를 제조하거나 혹은 일반식(VIII)의 유리염기와 메틸 이소티오시안산염을 반응시켜서 X가 황인 다음 일반식(I)의 화합물을 제조하고, 이렇게 형성된 일반식(I)의 화합물을 약물학적으로 수락되는 산을 이용하여 그것의 염으로도 변화시킬 수 있는 4-(5)-알킬메르캅토이미다졸 유도체의 제조방법.(이 식에서 R1은 메틸기나 에틸기이고 X는 N-시아노기, 니트로메틸렌기 또는 황이다)
- 제1항에 있어서, 일반식(II)의 2-포르밀아미노 아세토니트릴을 탈수반응시켜서 일반식(III)의 2-이소시아노아세토니트릴로 변화시키고,수득된 2-이소시아노아세토니트릴을 R1이 메틸기나 에틸기인 일반식(IV)의 티오알코올과 반응시켜서 일반식(V)의 치환된 5-이미다졸을 형성시킨 후,수득한 이미다졸을 파라포름알데히드와 히드로할린산을 이용하여 일반식(VI)의 4-할로겐메틸 이미다졸로 변화시키고,(이 식에서 Hal은 염소나 브롬이다).그 다음에 일반식(VI)의 할로겐 메틸 이미다졸을 단리시키지 않고 일반식(VII)의 시스테아민 염산염과 반응시켜서 일반식(VIII)의 유리염기를 수득함을 특징으로 하는 4-(5)-알킬메르캅토이미다졸 유도체의 제조방법(이 식에서 R1은 메틸기나 에틸기이다.)※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP3107599 | 1981-02-27 | ||
| DE3107599A DE3107599C2 (de) | 1981-02-27 | 1981-02-27 | N-Cyan-N'-methyl-N"-{2-[(5-methylthio-imidazol-4-yl)-methylthio]-äthyl}-guanidin, Verfahren zu seiner Herstellung und diese Verbindung enthaltende Arzneimittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR830009047A true KR830009047A (ko) | 1983-12-17 |
Family
ID=6125988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019820000461A KR830009047A (ko) | 1981-02-27 | 1982-02-04 | 4-(5)-알킬메르캅토이미다졸 유도체의 제조방법 |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS57158761A (ko) |
| KR (1) | KR830009047A (ko) |
| DE (1) | DE3107599C2 (ko) |
| ES (1) | ES509853A0 (ko) |
| FR (1) | FR2500828A1 (ko) |
| GB (1) | GB2094300A (ko) |
| GR (1) | GR75901B (ko) |
| IL (1) | IL64887A0 (ko) |
| IT (1) | IT1150160B (ko) |
| NL (1) | NL8200351A (ko) |
| ZA (1) | ZA82460B (ko) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA854550B (en) * | 1984-06-18 | 1986-04-30 | Smithkline Beckman Corp | Leukotriene antagonists |
| EP4196793A1 (en) | 2020-08-11 | 2023-06-21 | Université de Strasbourg | H2 blockers targeting liver macrophages for the prevention and treatment of liver disease and cancer |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA938556A (en) * | 1970-06-25 | 1973-12-18 | Smith Kline And French Laboratories Limited | Pharmaceutical compositions containing thiourea derivatives |
| GB1338169A (en) * | 1971-03-09 | 1973-11-21 | Smith Kline French Lab | Ureas thioureas and guanidines |
| GB1397436A (en) * | 1972-09-05 | 1975-06-11 | Smith Kline French Lab | Heterocyclic n-cyanoguinidines |
-
1981
- 1981-02-27 DE DE3107599A patent/DE3107599C2/de not_active Expired
-
1982
- 1982-01-25 ZA ZA82460A patent/ZA82460B/xx unknown
- 1982-01-28 GR GR67144A patent/GR75901B/el unknown
- 1982-01-28 IL IL64887A patent/IL64887A0/xx unknown
- 1982-01-29 IT IT19366/82A patent/IT1150160B/it active
- 1982-02-01 NL NL8200351A patent/NL8200351A/nl not_active Application Discontinuation
- 1982-02-04 KR KR1019820000461A patent/KR830009047A/ko unknown
- 1982-02-24 FR FR8203002A patent/FR2500828A1/fr not_active Withdrawn
- 1982-02-24 GB GB8205433A patent/GB2094300A/en not_active Withdrawn
- 1982-02-24 ES ES509853A patent/ES509853A0/es active Granted
- 1982-02-25 JP JP57030466A patent/JPS57158761A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GR75901B (ko) | 1984-08-02 |
| ZA82460B (en) | 1982-12-29 |
| NL8200351A (nl) | 1982-09-16 |
| ES8301933A1 (es) | 1983-02-01 |
| DE3107599C2 (de) | 1982-12-16 |
| IL64887A0 (en) | 1982-03-31 |
| IT1150160B (it) | 1986-12-10 |
| GB2094300A (en) | 1982-09-15 |
| DE3107599A1 (de) | 1982-09-16 |
| IT8219366A0 (it) | 1982-01-29 |
| ES509853A0 (es) | 1983-02-01 |
| JPS57158761A (en) | 1982-09-30 |
| FR2500828A1 (fr) | 1982-09-03 |
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