ES443357A1 - 1,4-benzodioxanes their methods of preparation and their application in therapeutics - Google Patents
1,4-benzodioxanes their methods of preparation and their application in therapeuticsInfo
- Publication number
- ES443357A1 ES443357A1 ES443357A ES443357A ES443357A1 ES 443357 A1 ES443357 A1 ES 443357A1 ES 443357 A ES443357 A ES 443357A ES 443357 A ES443357 A ES 443357A ES 443357 A1 ES443357 A1 ES 443357A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- carbon atoms
- see formula
- benzodioxanes
- maximum
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 2
- BNBQRQQYDMDJAH-UHFFFAOYSA-N benzodioxan Chemical class C1=CC=C2OCCOC2=C1 BNBQRQQYDMDJAH-UHFFFAOYSA-N 0.000 title 1
- 239000003814 drug Substances 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- -1 pyrrolidino, piperidino, hexamethyleneimino Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000005504 styryl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
- C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
- C07D319/16—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D319/18—Ethylenedioxybenzenes, not substituted on the hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
A method of preparing benzodioxanes-1, 4, of formula (I): **(See formula)** in which: X represents a methyl group or a styryl group whose phenyl nucleus is eventually replaced by a hydroxyl radical or an alkoxy group containing at most three: carbon atoms; n is an integer equal to 2 or 3; and R1 and R2 designate an alcohol radical containing a maximum of four carbon atoms, or together with the nitrogen atom to which they are attached, form a heterocyclic radical selected from the following: pyrrolidino, piperidino, hexamethyleneimino, as well as their pharmacologically acceptable salts, characterized by the fact that it consists of condensing a carbonylated compound of formula (II) in the acetone medium and in the presence of potassium carbonate: **(See formula)** with a chloroalcohilamina of formula (III): **(See formula)** in which n, R1 and R2 have the same significance as in formula (I), and then react eventually in methanolic medium and in the presence of a strong base, the condensation product thus obtained with a benzoic aldehyde of formula (IV): **(See formula)** in which R3 designates a hydrogen atom, a hydroxyl radical or an alkoxy group containing a maximum of three carbon atoms. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7533783A FR2330390A2 (en) | 1975-11-05 | 1975-11-05 | NEW 1,4-BENZODIOXANES, THEIR PREPARATION PROCESS AND THEIR THERAPEUTIC APPLICATION |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES443357A1 true ES443357A1 (en) | 1977-05-01 |
Family
ID=9162052
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES443357A Expired ES443357A1 (en) | 1975-11-05 | 1975-12-10 | 1,4-benzodioxanes their methods of preparation and their application in therapeutics |
Country Status (14)
| Country | Link |
|---|---|
| JP (2) | JPS5259166A (en) |
| AU (1) | AU499442B2 (en) |
| BE (1) | BE835828A (en) |
| CA (1) | CA1065321A (en) |
| CH (1) | CH610322A5 (en) |
| DE (1) | DE2552868A1 (en) |
| ES (1) | ES443357A1 (en) |
| FR (1) | FR2330390A2 (en) |
| GB (1) | GB1486356A (en) |
| IT (1) | IT1059875B (en) |
| LU (1) | LU73931A1 (en) |
| NL (1) | NL7514416A (en) |
| SE (1) | SE7513235L (en) |
| SU (2) | SU586840A3 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2449088A1 (en) * | 1979-02-14 | 1980-09-12 | Delalande Sa | 5-Piperazinyl-propoxy-1,4-benzodioxan derivs. - useful as hypotensives and vasodilators |
| FR2537970B1 (en) * | 1982-12-15 | 1986-08-14 | Delalande Sa | NOVEL AMINOALKOXY AROMATIC DERIVATIVES, THEIR PREPARATION PROCESS AND THEIR APPLICATION IN THERAPEUTICS |
| US6514996B2 (en) | 1995-05-19 | 2003-02-04 | Kyowa Hakko Kogyo Co., Ltd. | Derivatives of benzofuran or benzodioxole |
| AU4967697A (en) * | 1996-11-19 | 1998-06-10 | Kyowa Hakko Kogyo Co. Ltd. | Oxygenic heterocyclic compounds |
-
1975
- 1975-11-05 FR FR7533783A patent/FR2330390A2/en active Pending
- 1975-11-21 BE BE162085A patent/BE835828A/en unknown
- 1975-11-24 CH CH1522575A patent/CH610322A5/en not_active IP Right Cessation
- 1975-11-25 SE SE7513235A patent/SE7513235L/en unknown
- 1975-11-25 GB GB48302/75A patent/GB1486356A/en not_active Expired
- 1975-11-25 DE DE19752552868 patent/DE2552868A1/en active Pending
- 1975-12-01 CA CA240,784A patent/CA1065321A/en not_active Expired
- 1975-12-04 LU LU73931A patent/LU73931A1/xx unknown
- 1975-12-04 JP JP50144905A patent/JPS5259166A/en active Pending
- 1975-12-05 AU AU87298/75A patent/AU499442B2/en not_active Expired
- 1975-12-10 ES ES443357A patent/ES443357A1/en not_active Expired
- 1975-12-10 NL NL7514416A patent/NL7514416A/en not_active Application Discontinuation
- 1975-12-18 SU SU752199290A patent/SU586840A3/en active
- 1975-12-31 IT IT70254/75A patent/IT1059875B/en active
-
1976
- 1976-01-08 JP JP51001832A patent/JPS5259167A/en active Pending
- 1976-10-25 SU SU762414459A patent/SU645576A3/en active
Also Published As
| Publication number | Publication date |
|---|---|
| AU499442B2 (en) | 1979-04-12 |
| CH610322A5 (en) | 1979-04-12 |
| FR2330390A2 (en) | 1977-06-03 |
| CA1065321A (en) | 1979-10-30 |
| SU645576A3 (en) | 1979-01-30 |
| NL7514416A (en) | 1977-05-09 |
| DE2552868A1 (en) | 1977-05-18 |
| BE835828A (en) | 1976-05-21 |
| AU8729875A (en) | 1977-06-09 |
| GB1486356A (en) | 1977-09-21 |
| JPS5259167A (en) | 1977-05-16 |
| JPS5259166A (en) | 1977-05-16 |
| IT1059875B (en) | 1982-06-21 |
| SU586840A3 (en) | 1977-12-30 |
| SE7513235L (en) | 1977-05-06 |
| LU73931A1 (en) | 1976-11-11 |
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