KR930016418A - 벤즈이미다졸, 이를 함유하는 약제학적 조성물 및 이의 제조방법 - Google Patents
벤즈이미다졸, 이를 함유하는 약제학적 조성물 및 이의 제조방법 Download PDFInfo
- Publication number
- KR930016418A KR930016418A KR1019930000790A KR930000790A KR930016418A KR 930016418 A KR930016418 A KR 930016418A KR 1019930000790 A KR1019930000790 A KR 1019930000790A KR 930000790 A KR930000790 A KR 930000790A KR 930016418 A KR930016418 A KR 930016418A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- methyl
- alkyl
- substituted
- groups
- 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.)
- Ceased
Links
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 title claims abstract 8
- 238000000034 method Methods 0.000 title claims 4
- 239000008194 pharmaceutical composition Substances 0.000 title claims 4
- -1 morpholino, thiomorpholino, 1-oxido-thiomorpholino Chemical group 0.000 claims abstract 26
- 125000000217 alkyl group Chemical group 0.000 claims abstract 15
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 13
- 150000003839 salts Chemical class 0.000 claims abstract 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 9
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 8
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 6
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims abstract 4
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims abstract 4
- 229910052731 fluorine Inorganic materials 0.000 claims abstract 4
- 239000011737 fluorine Substances 0.000 claims abstract 4
- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims abstract 4
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Chemical group C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims abstract 4
- 238000001727 in vivo Methods 0.000 claims abstract 4
- 125000006518 morpholino carbonyl group Chemical group [H]C1([H])OC([H])([H])C([H])([H])N(C(*)=O)C1([H])[H] 0.000 claims abstract 4
- 125000004495 thiazol-4-yl group Chemical group S1C=NC(=C1)* 0.000 claims abstract 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract 4
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 claims abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 3
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims abstract 3
- 125000004414 alkyl thio group Chemical group 0.000 claims abstract 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract 3
- 229910052801 chlorine Inorganic materials 0.000 claims abstract 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 3
- 239000001257 hydrogen Substances 0.000 claims abstract 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims abstract 2
- 229940123073 Angiotensin antagonist Drugs 0.000 claims abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims abstract 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract 2
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims abstract 2
- 239000000460 chlorine Substances 0.000 claims abstract 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims abstract 2
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims abstract 2
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract 2
- 125000002883 imidazolyl group Chemical group 0.000 claims abstract 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims 18
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 4
- 125000002140 imidazol-4-yl group Chemical group [H]N1C([H])=NC([*])=C1[H] 0.000 claims 4
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000006705 (C5-C7) cycloalkyl group Chemical group 0.000 claims 2
- 125000004343 1-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 125000006201 3-phenylpropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- 125000004176 4-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1F)C([H])([H])* 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- 150000001556 benzimidazoles Chemical class 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 125000004850 cyclobutylmethyl group Chemical group C1(CCC1)C* 0.000 claims 2
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims 2
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
- 150000007529 inorganic bases Chemical class 0.000 claims 2
- 150000007522 mineralic acids Chemical class 0.000 claims 2
- 150000007524 organic acids Chemical class 0.000 claims 2
- 150000007530 organic bases Chemical class 0.000 claims 2
- 125000003145 oxazol-4-yl group Chemical group O1C=NC(=C1)* 0.000 claims 2
- 125000006239 protecting group Chemical group 0.000 claims 2
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
- 125000000579 2,2-diphenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])([H])* 0.000 claims 1
- GHJZFSVLQSSWIJ-UHFFFAOYSA-N 2-[4-[[4-methyl-6-(2-methyl-1,3-oxazol-4-yl)-2-propylbenzimidazol-1-yl]methyl]phenyl]benzoic acid Chemical compound CCCC1=NC2=C(C)C=C(C=3N=C(C)OC=3)C=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C(O)=O GHJZFSVLQSSWIJ-UHFFFAOYSA-N 0.000 claims 1
- VCNIJXAQGXWQLK-UHFFFAOYSA-N 2-[4-[[6-[1-(2-amino-2-oxoethyl)imidazol-4-yl]-4-methyl-2-propylbenzimidazol-1-yl]methyl]phenyl]benzoic acid Chemical compound CCCC1=NC2=C(C)C=C(C=3N=CN(CC(N)=O)C=3)C=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C(O)=O VCNIJXAQGXWQLK-UHFFFAOYSA-N 0.000 claims 1
- 125000003852 3-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(Cl)=C1[H])C([H])([H])* 0.000 claims 1
- 125000006181 4-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000001318 4-trifluoromethylbenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])*)C(F)(F)F 0.000 claims 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 1
- 150000001204 N-oxides Chemical class 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000005530 alkylenedioxy group Chemical group 0.000 claims 1
- 239000002333 angiotensin II receptor antagonist Substances 0.000 claims 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- 125000004119 disulfanediyl group Chemical group *SS* 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 238000005886 esterification reaction Methods 0.000 claims 1
- 125000006260 ethylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])C([H])([H])[H] 0.000 claims 1
- 238000007327 hydrogenolysis reaction Methods 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 1
- 125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 230000000269 nucleophilic effect Effects 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 238000007363 ring formation reaction Methods 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 238000005979 thermal decomposition reaction Methods 0.000 claims 1
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 239000002369 angiotensin antagonist Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE?P4201554.5? | 1992-01-22 | ||
| DE4201554A DE4201554A1 (de) | 1992-01-22 | 1992-01-22 | Benzimidazole, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| DE?P4219782.1? | 1992-06-17 | ||
| DE4219782A DE4219782A1 (de) | 1992-01-22 | 1992-06-17 | Benzimidazole, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
| DE4225756A DE4225756A1 (de) | 1992-01-22 | 1992-08-04 | Benzimidazole, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
| DE?P4225756.5? | 1992-08-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR930016418A true KR930016418A (ko) | 1993-08-26 |
Family
ID=51400764
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019930000790A Ceased KR930016418A (ko) | 1992-01-22 | 1993-01-21 | 벤즈이미다졸, 이를 함유하는 약제학적 조성물 및 이의 제조방법 |
Country Status (2)
| Country | Link |
|---|---|
| KR (1) | KR930016418A (enrdf_load_stackoverflow) |
| TW (1) | TW239138B (enrdf_load_stackoverflow) |
-
1992
- 1992-12-22 TW TW081110274A patent/TW239138B/zh active
-
1993
- 1993-01-21 KR KR1019930000790A patent/KR930016418A/ko not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| TW239138B (enrdf_load_stackoverflow) | 1995-01-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR860001793A (ko) | 벤즈 이미다졸 유도체의 제조방법 | |
| KR870000323A (ko) | 헤테로방향족 아민 유도체의 제조방법 | |
| KR840009063A (ko) | 펜에타놀아민 유도체 제조방법 | |
| KR850004459A (ko) | 인돌유도체의 제조방법 | |
| KR850008668A (ko) | 프탈라지논 유도체의 제조방법 | |
| DE60208683D1 (de) | Verfahren zur herstellung von heterocyclischen pentalen derivaten | |
| KR930007949A (ko) | 치환된 피리미딘, 이의 제조 방법, 이를 함유하는 약제학적 조성물 및 이의 용도 | |
| KR840008333A (ko) | 피리미딘 유도체의 제조방법 | |
| KR950032138A (ko) | 벤즈이미다졸, 이 화합물을 함유하는 약제학적 조성물 및 이의 제조방법 | |
| CO5280223A1 (es) | Nuevos compuestos | |
| KR940019702A (ko) | 퀴놀론카르복실산 및 나프티리돈카르복실산의 유도체 | |
| KR850008666A (ko) | 치환된 비스-(4-아미노페닐)-설폰의 제조방법 | |
| DE69722592D1 (de) | Histamin h 3 rezeptorliganden | |
| KR930016418A (ko) | 벤즈이미다졸, 이를 함유하는 약제학적 조성물 및 이의 제조방법 | |
| KR900009608A (ko) | 4.5.6.7-데트라하이드로벤즈이미다졸 유도체 | |
| DE55450T1 (de) | Pyrazoloindazolderivate, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische zubereitung. | |
| DE50205410D1 (de) | Verfahren zur selektiven Reduktion von Alkinverbindungen | |
| AR011126A1 (es) | Procedimiento para preparar eprosartano y compuestos intermediarios. | |
| KR850004467A (ko) | 벤즈이미다졸 유도체의 제조방법 | |
| CO4950614A1 (es) | Antagonistas de taquiquinina | |
| KR860001097A (ko) | 4-아미노-2-페닐퀴놀린의 제조방법 | |
| KR940009160A (ko) | 벤즈이미다졸, 이를 함유하는 약제학적 조성물 및 이의 제조방법 | |
| AR009300A1 (es) | Procedimiento para la preparacion de derivados de carbamato de fisostigmina a partir de eseretoles y procedimiento de obtencion de un intermediario endicho procedimiento | |
| HUP9900679A2 (hu) | Simaizom sejtburjánzást gátló benzimidazolszármazékok, eljárás előállításukra és ezeket tartalmazó gyógyszerkészítmények | |
| KR910006231A (ko) | 치환된 알킬 피레리딘 및 콜레스테롤 합성 억제제로서 이의 용도 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19930121 |
|
| PG1501 | Laying open of application | ||
| A201 | Request for examination | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 19970926 Comment text: Request for Examination of Application Patent event code: PA02011R01I Patent event date: 19930121 Comment text: Patent Application |
|
| E902 | Notification of reason for refusal | ||
| PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 19990920 Patent event code: PE09021S01D |
|
| E601 | Decision to refuse application | ||
| PE0601 | Decision on rejection of patent |
Patent event date: 20000308 Comment text: Decision to Refuse Application Patent event code: PE06012S01D Patent event date: 19990920 Comment text: Notification of reason for refusal Patent event code: PE06011S01I |