KR840005729A - 스피로〔2h-1, 4-벤조디옥세핀-3(5h)4'-피페리딘 및 3'-피롤리디노〕화합물의 제조방법 - Google Patents
스피로〔2h-1, 4-벤조디옥세핀-3(5h)4'-피페리딘 및 3'-피롤리디노〕화합물의 제조방법 Download PDFInfo
- Publication number
- KR840005729A KR840005729A KR1019830003853A KR830003853A KR840005729A KR 840005729 A KR840005729 A KR 840005729A KR 1019830003853 A KR1019830003853 A KR 1019830003853A KR 830003853 A KR830003853 A KR 830003853A KR 840005729 A KR840005729 A KR 840005729A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- group
- formula
- hydrogen
- straight
- 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
- 150000001875 compounds Chemical class 0.000 title claims description 18
- 238000004519 manufacturing process Methods 0.000 title claims 4
- 125000003003 spiro group Chemical group 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 14
- 125000000217 alkyl group Chemical group 0.000 claims 13
- 239000001257 hydrogen Substances 0.000 claims 12
- -1 alkynyl halide Chemical class 0.000 claims 7
- 150000002431 hydrogen Chemical group 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 239000000460 chlorine Substances 0.000 claims 5
- 229910052801 chlorine Inorganic materials 0.000 claims 5
- 229910052731 fluorine Inorganic materials 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- 229910052794 bromium Inorganic materials 0.000 claims 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
- 229910052740 iodine Inorganic materials 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 229910052698 phosphorus Inorganic materials 0.000 claims 2
- 239000011574 phosphorus Substances 0.000 claims 2
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims 1
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 150000001502 aryl halides Chemical class 0.000 claims 1
- IUKQLMGVFMDQDP-UHFFFAOYSA-N azane;piperidine Chemical group N.C1CCNCC1 IUKQLMGVFMDQDP-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 230000003287 optical effect Effects 0.000 claims 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 238000010992 reflux Methods 0.000 claims 1
- 229910000104 sodium hydride Inorganic materials 0.000 claims 1
- 239000012312 sodium hydride Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/48—Oxygen atoms attached in position 4 having an acyclic carbon atom attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D321/00—Heterocyclic compounds containing rings having two oxygen atoms as the only ring hetero atoms, not provided for by groups C07D317/00 - C07D319/00
- C07D321/02—Seven-membered rings
- C07D321/10—Seven-membered rings condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
- C07D491/113—Spiro-condensed systems with two or more oxygen atoms as ring hetero atoms in the oxygen-containing ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/410,155 US4405631A (en) | 1982-08-20 | 1982-08-20 | Spiro[2H-1,4-benzodioxepin-3(5H)4'-piperidine and -3'pyrrolidine] compounds and their use as antihypertensive agents |
| US410155 | 1995-03-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR840005729A true KR840005729A (ko) | 1984-11-16 |
Family
ID=23623465
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019830003853A Ceased KR840005729A (ko) | 1982-08-20 | 1983-08-18 | 스피로〔2h-1, 4-벤조디옥세핀-3(5h)4'-피페리딘 및 3'-피롤리디노〕화합물의 제조방법 |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US4405631A (enExample) |
| EP (1) | EP0102034B1 (enExample) |
| JP (1) | JPS5953489A (enExample) |
| KR (1) | KR840005729A (enExample) |
| AT (1) | ATE33656T1 (enExample) |
| AU (1) | AU576473B2 (enExample) |
| CA (1) | CA1210764A (enExample) |
| DE (1) | DE3376327D1 (enExample) |
| DK (1) | DK381983A (enExample) |
| ES (2) | ES525013A0 (enExample) |
| FI (1) | FI832959A7 (enExample) |
| GR (1) | GR78667B (enExample) |
| HU (1) | HU191874B (enExample) |
| IL (1) | IL69525A0 (enExample) |
| MA (1) | MA19881A1 (enExample) |
| NO (1) | NO833001L (enExample) |
| NZ (1) | NZ205320A (enExample) |
| PH (1) | PH18839A (enExample) |
| PT (1) | PT77223B (enExample) |
| ZA (1) | ZA836127B (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4521537A (en) * | 1982-08-20 | 1985-06-04 | Hoechst-Roussel Pharmaceuticals Incorporated | Spiro[2H-1,4-benzodioxepin-3(5H)4'-piperidine and -3'-pyrrolidine] compounds and their use as antihypertensive agents |
| US4472580A (en) * | 1982-08-20 | 1984-09-18 | Hoechst-Roussel Pharmaceuticals Incorporated | Spiro (2H-1,4-benzodioxepin-3 (5H)4-piperidine and -3-pyrrolidine) compounds and their use as anti-hypertensive agents |
| US4751223A (en) * | 1986-10-14 | 1988-06-14 | Hoechst-Roussel Pharmaceuticals, Inc. | Antiinflammatory and analgesic aminoalkyl tetracyclic benzodiazepines |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1312894A (fr) * | 1962-01-29 | 1962-12-21 | Geigy Ag J R | Nouveaux composés hétérocycliques à 2 atomes d'oxygène dans le cycle et leur préparation |
| CH469736A (de) * | 1966-06-28 | 1969-03-15 | Geigy Ag J R | Verfahren zur Herstellung von neuen Heterospiroalkanen |
| US3679666A (en) * | 1969-04-03 | 1972-07-25 | Hoffmann La Roche | 4-(4-hydroxypiperidino)-4'-fluorobutyrophenones |
-
1982
- 1982-08-20 US US06/410,155 patent/US4405631A/en not_active Expired - Fee Related
-
1983
- 1983-08-17 GR GR72231A patent/GR78667B/el unknown
- 1983-08-18 AT AT83108156T patent/ATE33656T1/de not_active IP Right Cessation
- 1983-08-18 PH PH29413A patent/PH18839A/en unknown
- 1983-08-18 EP EP83108156A patent/EP0102034B1/en not_active Expired
- 1983-08-18 DE DE8383108156T patent/DE3376327D1/de not_active Expired
- 1983-08-18 NZ NZ205320A patent/NZ205320A/en unknown
- 1983-08-18 ES ES525013A patent/ES525013A0/es active Granted
- 1983-08-18 KR KR1019830003853A patent/KR840005729A/ko not_active Ceased
- 1983-08-18 FI FI832959A patent/FI832959A7/fi not_active Application Discontinuation
- 1983-08-19 AU AU18169/83A patent/AU576473B2/en not_active Ceased
- 1983-08-19 DK DK381983A patent/DK381983A/da not_active Application Discontinuation
- 1983-08-19 ZA ZA836127A patent/ZA836127B/xx unknown
- 1983-08-19 PT PT77223A patent/PT77223B/pt unknown
- 1983-08-19 NO NO833001A patent/NO833001L/no unknown
- 1983-08-19 HU HU832920A patent/HU191874B/hu unknown
- 1983-08-19 IL IL69525A patent/IL69525A0/xx unknown
- 1983-08-19 JP JP58150473A patent/JPS5953489A/ja active Pending
- 1983-08-19 CA CA000434928A patent/CA1210764A/en not_active Expired
- 1983-08-20 MA MA20103A patent/MA19881A1/fr unknown
-
1985
- 1985-03-01 ES ES540841A patent/ES8602800A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GR78667B (enExample) | 1984-09-27 |
| EP0102034A1 (en) | 1984-03-07 |
| NO833001L (no) | 1984-02-21 |
| PT77223B (en) | 1986-03-18 |
| CA1210764A (en) | 1986-09-02 |
| AU1816983A (en) | 1984-02-23 |
| AU576473B2 (en) | 1988-09-01 |
| ATE33656T1 (de) | 1988-05-15 |
| DK381983A (da) | 1984-02-21 |
| FI832959A0 (fi) | 1983-08-18 |
| PH18839A (en) | 1985-10-10 |
| DK381983D0 (da) | 1983-08-19 |
| ES8505685A1 (es) | 1985-06-01 |
| FI832959A7 (fi) | 1984-02-21 |
| ES540841A0 (es) | 1985-12-01 |
| DE3376327D1 (en) | 1988-05-26 |
| MA19881A1 (fr) | 1984-04-01 |
| JPS5953489A (ja) | 1984-03-28 |
| ES8602800A1 (es) | 1985-12-01 |
| IL69525A0 (en) | 1983-11-30 |
| ZA836127B (en) | 1984-04-25 |
| NZ205320A (en) | 1987-05-29 |
| US4405631A (en) | 1983-09-20 |
| HU191874B (en) | 1987-04-28 |
| EP0102034B1 (en) | 1988-04-20 |
| PT77223A (en) | 1983-09-01 |
| ES525013A0 (es) | 1985-06-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19830818 |
|
| PG1501 | Laying open of application | ||
| A201 | Request for examination | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 19870928 Comment text: Request for Examination of Application Patent event code: PA02011R01I Patent event date: 19830818 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: 19881121 Patent event code: PE09021S01D |
|
| E601 | Decision to refuse application | ||
| PE0601 | Decision on rejection of patent |
Patent event date: 19890629 Comment text: Decision to Refuse Application Patent event code: PE06012S01D Patent event date: 19881121 Comment text: Notification of reason for refusal Patent event code: PE06011S01I |