IE46172L - 1, 3-benzodioxine derivatives - Google Patents
1, 3-benzodioxine derivativesInfo
- Publication number
- IE46172L IE46172L IE772268A IE226877A IE46172L IE 46172 L IE46172 L IE 46172L IE 772268 A IE772268 A IE 772268A IE 226877 A IE226877 A IE 226877A IE 46172 L IE46172 L IE 46172L
- Authority
- IE
- Ireland
- Prior art keywords
- alkyl
- esters
- phenyl
- compounds
- hydrogen
- Prior art date
Links
- TWSIYGATPWEKBK-UHFFFAOYSA-N 4h-1,3-benzodioxine Chemical class C1=CC=C2OCOCC2=C1 TWSIYGATPWEKBK-UHFFFAOYSA-N 0.000 title 1
- -1 alkali metal salt Chemical class 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000006724 (C1-C5) alkyl ester group Chemical class 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 abstract 1
- 206010019280 Heart failures Diseases 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 230000001684 chronic effect Effects 0.000 abstract 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 abstract 1
- 125000003963 dichloro group Chemical group Cl* 0.000 abstract 1
- IZEKFCXSFNUWAM-UHFFFAOYSA-N dipyridamole Chemical compound C=12N=C(N(CCO)CCO)N=C(N3CCCCC3)C2=NC(N(CCO)CCO)=NC=1N1CCCCC1 IZEKFCXSFNUWAM-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 201000005577 familial hyperlipidemia Diseases 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 150000002632 lipids Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 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
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/08—1,3-Dioxanes; Hydrogenated 1,3-dioxanes condensed with carbocyclic rings or ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/54—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of compounds containing doubly bound oxygen atoms, e.g. esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Compounds of formula: <IMAGE> in which R2 represents hydrogen or a C1-C5 alkyl, R3 represents hydrogen, a C1-C5 alkyl or a phenyl and R4 and R5 represent hydrogen or a halogen, are prepared by reaction of a 1-(2-hydroxy-R5-phenyl)-1-(R4-phenyl)alcohol and of an alkali metal salt of a dichloro-, dibromo- or diiodo-R2-acetic acid, and then treatment with an acid. The acids obtained can be converted to C1-C5 alkyl esters, 2,3-dihydroxypropyl esters, (2,2-dimethyl-1,3-dioxolan-4-yl)methyl esters and dialkylaminoalkyl (C1-C4 alkyl) esters, by reaction with a corresponding alcohol or with diazomethane. Chlorine can be removed from the compounds I with R4 and/or R5 = chlorine by reacting with hydrogen in the presence of a catalyst. The compounds and their alkali metal, alkaline-earth metal, aluminium, ammonium and amine salts have a hypolipemiating activity and reduce plasmatic lipid levels; they can be used in the treatment of hyperlipemia, of certain cardiac insufficiencies and of chronic anginal states.
[GB1590169A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7633409A FR2369838A1 (en) | 1976-11-05 | 1976-11-05 | NEW DERIVATIVES OF (1-3) BENZODIOXIN, A PROCESS FOR THEIR PREPARATION AND THEIR APPLICATION AS MEDICINAL PRODUCTS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE46172L true IE46172L (en) | 1978-05-05 |
| IE46172B1 IE46172B1 (en) | 1983-03-23 |
Family
ID=9179584
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE2268/77A IE46172B1 (en) | 1976-11-05 | 1977-11-07 | 1,3-benzodioxine derivatives, processes for preparing them and pharmaceutical compositions containing them |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS5359676A (en) |
| AT (1) | AT360986B (en) |
| AU (1) | AU515307B2 (en) |
| BE (1) | BE860500A (en) |
| CH (1) | CH625517A5 (en) |
| DE (1) | DE2749279C2 (en) |
| DK (1) | DK152429C (en) |
| ES (1) | ES463842A1 (en) |
| FR (1) | FR2369838A1 (en) |
| GB (1) | GB1590169A (en) |
| HU (1) | HU179057B (en) |
| IE (1) | IE46172B1 (en) |
| IL (1) | IL53232A (en) |
| LU (1) | LU78456A1 (en) |
| NL (1) | NL7712172A (en) |
| SE (1) | SE436879B (en) |
| ZA (1) | ZA776529B (en) |
-
1976
- 1976-11-05 FR FR7633409A patent/FR2369838A1/en active Granted
-
1977
- 1977-10-17 SE SE7711669A patent/SE436879B/en not_active IP Right Cessation
- 1977-10-26 IL IL53232A patent/IL53232A/en unknown
- 1977-11-02 ZA ZA00776529A patent/ZA776529B/en unknown
- 1977-11-03 HU HU77RO948A patent/HU179057B/en not_active IP Right Cessation
- 1977-11-03 DE DE2749279A patent/DE2749279C2/en not_active Expired
- 1977-11-04 AU AU30329/77A patent/AU515307B2/en not_active Expired
- 1977-11-04 DK DK490477A patent/DK152429C/en not_active IP Right Cessation
- 1977-11-04 ES ES463842A patent/ES463842A1/en not_active Expired
- 1977-11-04 JP JP13163977A patent/JPS5359676A/en active Granted
- 1977-11-04 LU LU78456A patent/LU78456A1/xx unknown
- 1977-11-04 BE BE182360A patent/BE860500A/en not_active IP Right Cessation
- 1977-11-04 NL NL7712172A patent/NL7712172A/en not_active Application Discontinuation
- 1977-11-04 CH CH1345677A patent/CH625517A5/en not_active IP Right Cessation
- 1977-11-07 IE IE2268/77A patent/IE46172B1/en unknown
- 1977-11-07 AT AT793377A patent/AT360986B/en not_active IP Right Cessation
- 1977-11-07 GB GB46192/77A patent/GB1590169A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5359676A (en) | 1978-05-29 |
| DE2749279C2 (en) | 1985-11-14 |
| IL53232A0 (en) | 1977-12-30 |
| SE7711669L (en) | 1978-05-06 |
| FR2369838B1 (en) | 1979-06-29 |
| HU179057B (en) | 1982-08-28 |
| AU3032977A (en) | 1979-06-14 |
| DK152429B (en) | 1988-02-29 |
| BE860500A (en) | 1978-05-05 |
| ATA793377A (en) | 1980-07-15 |
| DK490477A (en) | 1978-05-06 |
| DE2749279A1 (en) | 1978-05-11 |
| IL53232A (en) | 1982-05-31 |
| CH625517A5 (en) | 1981-09-30 |
| GB1590169A (en) | 1981-05-28 |
| AU515307B2 (en) | 1981-03-26 |
| FR2369838A1 (en) | 1978-06-02 |
| ES463842A1 (en) | 1978-06-16 |
| DK152429C (en) | 1988-07-25 |
| JPS6113473B2 (en) | 1986-04-14 |
| ZA776529B (en) | 1978-12-27 |
| NL7712172A (en) | 1978-05-09 |
| AT360986B (en) | 1981-02-10 |
| SE436879B (en) | 1985-01-28 |
| LU78456A1 (en) | 1978-07-14 |
| IE46172B1 (en) | 1983-03-23 |
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