KR830010095A - 항고혈압제의 제조방법 - Google Patents
항고혈압제의 제조방법 Download PDFInfo
- Publication number
- KR830010095A KR830010095A KR1019820001907A KR820001907A KR830010095A KR 830010095 A KR830010095 A KR 830010095A KR 1019820001907 A KR1019820001907 A KR 1019820001907A KR 820001907 A KR820001907 A KR 820001907A KR 830010095 A KR830010095 A KR 830010095A
- Authority
- KR
- South Korea
- Prior art keywords
- hydrogen
- phenyl
- propyl
- benzyl
- formula
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 230000003276 anti-hypertensive effect Effects 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 7
- 150000002431 hydrogen Chemical class 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- -1 CF 3 Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- 150000002924 oxiranes Chemical class 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims 1
- 230000001476 alcoholic effect Effects 0.000 claims 1
- 229940030600 antihypertensive agent Drugs 0.000 claims 1
- 239000002220 antihypertensive agent Substances 0.000 claims 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- OTAFHZMPRISVEM-UHFFFAOYSA-N chromone Chemical group C1=CC=C2C(=O)C=COC2=C1 OTAFHZMPRISVEM-UHFFFAOYSA-N 0.000 claims 1
- 150000004777 chromones Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/34—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 3 only
- C07D311/36—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 3 only not hydrogenated in the hetero ring, e.g. isoflavones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
- C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (5)
- 에필클로로히드린 또는 에피브로모히드린을 용매 및 염기 존재하에 다음 일반식(Ⅱ)의 화합물과 반응시켜 OR5가인 일반식(Ⅱ)의 에폭사이드를 얻고 이 에폭사이드를 일반식(Ⅲ)의 아민과 알콜성 용매중, 상승된 온도에서 반응시키고, R6가 벤질일 경우에는 촉매적 수소화 반응시켜 그 2급 아민을 얻음을 특징으로하여 항 고혈압제로 유용한 일반식(Ⅰ)의 크로몬 유도체 및 그 약제학적으로 가능한 염을 제조하는 방법.R1R6NH (Ⅲ)상기식에서 R1NHCH2CH(OH)CH2O 그룹은 크로몬핵의 6또는 7위치에 존재하며, R1은 수소, 탄소수 1내지 4의 1급 또는 알킬 또는 탄소수 3내지 6의 사이클로 알킬이고, R2는 수소, 저급알킬, CF3, 페닐, 0-클로로페닐 또는 p-클로로페닐이고, R3는 수소, 페닐 또는 벤질이고, R4는 수소 또는 하이드록실이며, 단, R2또는 R3중의 적어도 하나는 페닐 또는 치환된 페닐이며, OR5는 6 또는 7위치에서 치환된 하이드록실 그룹이며 R6는 수소 또는 벤질이다.
- 제1항에 있어서, R1NHCH2-CH(OH)-CH2O-그룹은 7위치에 있는 방법.
- 제1항에 있어서 R1이 i-프로필, n-프로필, 또는 사이클로프로필이고, R2는 페닐이고, R3는 페닐 또는 수소이고, R4는 수소인데, 단, R3가 수소일때 R1은 시이클로프로필 또는 n-프로필인 방법.
- 제3항에 있어서, R1이 n-프로필인 방법.
- 제3항에 있어서, R3는 페닐인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25940381A | 1981-05-01 | 1981-05-01 | |
| US259403 | 1994-06-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR830010095A true KR830010095A (ko) | 1983-12-26 |
Family
ID=22984803
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019820001907A KR830010095A (ko) | 1981-05-01 | 1982-04-30 | 항고혈압제의 제조방법 |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0064165B1 (ko) |
| JP (1) | JPS57185277A (ko) |
| KR (1) | KR830010095A (ko) |
| AT (1) | ATE27700T1 (ko) |
| AU (1) | AU552925B2 (ko) |
| CA (1) | CA1188311A (ko) |
| DE (1) | DE3276531D1 (ko) |
| DK (1) | DK194682A (ko) |
| FI (1) | FI821514L (ko) |
| NO (1) | NO821446L (ko) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5474994A (en) * | 1992-05-26 | 1995-12-12 | Recordati S.A., Chemical And Pharmaceutical Company | Bicyclic heterocyclic derivatives having α1 -adrenergic and 5HT1A |
| IT1254469B (it) * | 1992-02-25 | 1995-09-25 | Recordati Chem Pharm | Derivati benzopiranici e benzotiopiranici |
| US5605896A (en) * | 1992-02-25 | 1997-02-25 | Recordati S.A., Chemical And Pharmaceutical Company | Bicyclic heterocyclic derivatives having α1 adrenergic and 5HT1A activities |
| IT1258315B (it) * | 1992-04-10 | 1996-02-22 | Recordati Chem Pharm | Derivati del flavone |
| US7635779B2 (en) * | 2004-10-15 | 2009-12-22 | Council Of Scientific & Industrial Research | Oxy substituted flavones as antihyperglycemic and antidyslipidemic agents |
| WO2008018089A1 (en) | 2006-08-09 | 2008-02-14 | Council Of Scientific & Industrial Research | R-(-) / s-(+)-7-[3-n-substituted amino-2-hydroxypropoxy] flavones |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1054091B (de) * | 1958-05-30 | 1959-04-02 | Chemiewerk Homburg Ag | Verfahren zur Herstellung von N-substituierten 2-Phenyl-7-aminoalkoxy-chromonen |
| FR1320300A (fr) * | 1962-03-15 | 1963-03-08 | Cassella Farbwerke Mainkur Ag | Procédé de préparation de dérivés de la 3-phényl-7-hydroxy-chromone |
| GB1058822A (en) * | 1963-07-30 | 1967-02-15 | Ici Ltd | 3-amino-2-hydroxypropoxy heterocyclic derivatives |
-
1982
- 1982-02-23 CA CA000396888A patent/CA1188311A/en not_active Expired
- 1982-02-26 AU AU80952/82A patent/AU552925B2/en not_active Ceased
- 1982-04-06 DE DE8282102950T patent/DE3276531D1/de not_active Expired
- 1982-04-06 AT AT82102950T patent/ATE27700T1/de not_active IP Right Cessation
- 1982-04-06 EP EP82102950A patent/EP0064165B1/en not_active Expired
- 1982-04-26 JP JP57068884A patent/JPS57185277A/ja active Pending
- 1982-04-29 FI FI821514A patent/FI821514L/fi not_active Application Discontinuation
- 1982-04-30 DK DK194682A patent/DK194682A/da not_active Application Discontinuation
- 1982-04-30 NO NO821446A patent/NO821446L/no unknown
- 1982-04-30 KR KR1019820001907A patent/KR830010095A/ko unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO821446L (no) | 1982-11-02 |
| JPS57185277A (en) | 1982-11-15 |
| DE3276531D1 (en) | 1987-07-16 |
| DK194682A (da) | 1982-11-02 |
| EP0064165A1 (en) | 1982-11-10 |
| ATE27700T1 (de) | 1987-06-15 |
| CA1188311A (en) | 1985-06-04 |
| FI821514L (fi) | 1982-11-02 |
| AU8095282A (en) | 1982-11-04 |
| EP0064165B1 (en) | 1987-06-10 |
| AU552925B2 (en) | 1986-06-26 |
| FI821514A0 (fi) | 1982-04-29 |
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