Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Phosphorus containing other than solely as part of an...
Patent
1995-04-19
1996-06-18
Tsang, Cecilia
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Phosphorus containing other than solely as part of an...
514 89, 546 24, 549220, A61K 31675, A61K 31665, C07F 928
Patent
active
055277861
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to novel phosphonic diester derivatives.
PRIOR ART
The phosphonic diester derivatives of the invention are novel compounds not heretofore described in the literature.
DISCLOSURE OF THE INVENTION
The object of the invention is to provide compounds of value as medicines as will be described hereinafter.
The present invention provides a phosphonic diester derivative of the following general formula (1): ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are the same or different and they each represent a hydrogen atom, a lower alkyl group, a halogen atom, a cyano group, a hydroxyl group, or a lower alkoxy group optionally having a halogen atom, a phenyl group or a hydroxypiperidino group as a substituent; R.sup.4 represents a hydrogen atom, a lower alkoxy group, a halogen atom, or a lower alkyl group optionally having a halogen atom or a cyano group as a substituent; and R.sup.5 and R.sup.6 are the same or different and they each represent a hydrogen atom or a lower alkyl group.
Each of the groups relevant to the above general formula (1) includes the following exemplary species.
The lower alkyl group includes straight- or branched-chain lower alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, hexyl and so on.
The lower alkyl group optionally having a halogen atom or a cyano group as a substituent includes not only the above-mentioned lower alkyl groups but also bromomethyl, chloromethyl, iodomethyl, 1-bromoethyl, 1-bromopropyl, 1-bromobutyl, 1-bromopentyl, 1-bromohexyl, cyanomethyl, 1-cyanoethyl, 1-cyanopropyl, 1-cyanobutyl, 1-cyanopentyl, 1-cyanohexyl, and the like.
The lower alkoxy group includes methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy and so on.
The lower alkoxy group optionally having a halogen atom, a phenyl group or a hydroxypiperidino group as a substituent includes not only the above-mentioned lower alkoxy groups but also benzyloxy, 2-phenylethoxy, 3-phenylpropoxy, 4-phenylbutoxy, 5-phenylpentyloxy, 6-phenylhexyloxy, chloromethoxy, bromomethoxy, 2-chloroethoxy, 3-chloropropoxy, 4-chlorobutoxy, 5-chloropentyloxy, 6-chlorohexyloxy, 4-hydroxypiperidinomethoxy, 3-hydroxypiperidinomethoxy, 2-hydroxypiperidinomethoxy, 2-(4-hydroxypiperidino)ethoxy, 3-(4-hydroxypiperidino)propoxy, 4-(4-hydroxypiperidino)butoxy, 5-(4-hydroxypiperidino)pentyloxy, 6-(4-hydroxypiperidino)hexyloxy, and the like.
The halogen atom includes fluorine, chlorine, bromine and iodine.
The phosphonic diester derivative of the formula (1) according to the invention has excellent hypolipidemic, vasodepressor and hypoglycemic activities and is useful as therapeutic agents for hyperlipidemic diseases, hypertension and diabetes. More specifically, the derivative can treat or prevent various types of diseases (hyperlipidemic diseases) such as hypercholesterolemia, hypertriglyceridemia, hyperphospholipidemia and hyper-free fatty acidemia, hypertension and diabetes.
Suitable phosphonic diester derivatives of the formula (1) according to the invention for the above-mentioned pharmaceutical use include those of the formula (1) wherein R.sup.2 and R.sup.3 each represent a hydrogen atom.
In particular, preferable are those of the formula (1) wherein R.sup.1 represents a hydrogen atom, a lower alkyl group, a halogen atom, a hydroxyl group, or a lower alkoxy group optionally having a halogen atom, a phenyl group or a hydroxypiperidino group as a substituent; R.sup.4 represents a hydrogen atom, a lower alkoxy group, or a lower alkyl group optionally having a cyano group as a substituent; and R.sup.5 and R.sup.6 are the same or different and they each represent a lower alkyl group.
The derivatives of the following formula (1') are particularly preferable. ##STR3## wherein R.sup.1' represents a halogen atom or a benzyloxy group; R.sup.4' represents a hydrogen atom, a lower alkoxy group or a lower alkyl group; and R.sup.5' and R.sup.6' are the same or different and they each represent a lower alkyl group.
Among the derivatives of the formula (1'), those
REFERENCES:
patent: 4232010 (1980-11-01), Tsukamoto et al.
patent: 4434162 (1984-02-01), Tsukamoto et al.
patent: 4822780 (1989-04-01), Tsuda et al.
patent: 4870199 (1989-09-01), Chen et al.
patent: 4971957 (1990-11-01), Tsutsumi et al.
patent: 5081112 (1992-01-01), Tsutsumi et al.
Chem. Abst. 123: 169894 (1995) (abstract of WO/9506051).
Derwent Abstract of JP A 6-9670, published Jan. 18, 1994.
Derwent Abstract of JP A 5-43589, published Feb. 23, 1993.
Derwent Abstract of JP A 4-24388, published Aug. 31, 1992.
Derwent Abstract of U.S. Patent 4,870,199 (Sep. 1989).
Derwent Abstract of JP 57-150698, published Sep. 17, 1982.
Derwent Abstract of European Journal of Medicine Chemistry, vol. 28, No. 7-8, pp. 539-546 (1993).
Derwent Abstract of JP A 2-11590.
Derwent Abstract of JP A 3-236394.
Derwent Abstract of JP A 4-243888.
Derwent Abstract of JP A 4-244090.
Derwent Abstract of JP 4-356495.
Derwent Abstract of JP 4-43589.
Derwent Abstract of JP 5-97883.
Iwamoto Takeshi
Kurogi Yasuhisa
Miyata Kazuyoshi
Naba Chieko
Tsuda Yoshihiko
Otsuka Pharmaceutical Factory Inc.
Tsang Cecilia
LandOfFree
Phosphonic diester derivatives does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Phosphonic diester derivatives, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Phosphonic diester derivatives will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-222970