IT1098380B - Hypocholesterolaemic 5-substd. mevalono:lactone derivs. - Google Patents
Hypocholesterolaemic 5-substd. mevalono:lactone derivs.Info
- Publication number
- IT1098380B IT1098380B IT2668378A IT2668378A IT1098380B IT 1098380 B IT1098380 B IT 1098380B IT 2668378 A IT2668378 A IT 2668378A IT 2668378 A IT2668378 A IT 2668378A IT 1098380 B IT1098380 B IT 1098380B
- Authority
- IT
- Italy
- Prior art keywords
- substd
- halogen
- alkyl
- haloalkyl
- phenyl
- Prior art date
Links
- 230000000871 hypocholesterolemic effect Effects 0.000 title 1
- 150000002596 lactones Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 229910052736 halogen Inorganic materials 0.000 abstract 5
- 150000002367 halogens Chemical class 0.000 abstract 5
- 125000001188 haloalkyl group Chemical group 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- JYVXNLLUYHCIIH-UHFFFAOYSA-N (+/-)-mevalonolactone Natural products CC1(O)CCOC(=O)C1 JYVXNLLUYHCIIH-UHFFFAOYSA-N 0.000 abstract 1
- VUMRVPOHPKGPGS-UHFFFAOYSA-N 5-bromo-4-hydroxy-4-methyl-6-(2-phenylethyl)oxan-2-one Chemical compound BrC1C(C)(O)CC(=O)OC1CCC1=CC=CC=C1 VUMRVPOHPKGPGS-UHFFFAOYSA-N 0.000 abstract 1
- PHEPHOADHFLZJS-FNORWQNLSA-N 6-Phenyl-3-hexen-2-one Chemical compound CC(=O)\C=C\CCC1=CC=CC=C1 PHEPHOADHFLZJS-FNORWQNLSA-N 0.000 abstract 1
- PHEPHOADHFLZJS-UHFFFAOYSA-N 6-Phenyl-3-hexen-2-one Natural products CC(=O)C=CCCC1=CC=CC=C1 PHEPHOADHFLZJS-UHFFFAOYSA-N 0.000 abstract 1
- 201000001320 Atherosclerosis Diseases 0.000 abstract 1
- 208000031226 Hyperlipidaemia Diseases 0.000 abstract 1
- JYVXNLLUYHCIIH-ZCFIWIBFSA-N R-mevalonolactone, (-)- Chemical compound C[C@@]1(O)CCOC(=O)C1 JYVXNLLUYHCIIH-ZCFIWIBFSA-N 0.000 abstract 1
- 239000003529 anticholesteremic agent Substances 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 235000012000 cholesterol Nutrition 0.000 abstract 1
- KNHUKKLJHYUCFP-UHFFFAOYSA-N clofibrate Chemical compound CCOC(=O)C(C)(C)OC1=CC=C(Cl)C=C1 KNHUKKLJHYUCFP-UHFFFAOYSA-N 0.000 abstract 1
- 229960001214 clofibrate Drugs 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 238000000338 in vitro Methods 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- 229940057061 mevalonolactone Drugs 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Mevalonolactone derivs. of formula (I) are new: In the formula, A is a direct bond or a CH2, CH2CH2, CH2CH2 CH2 or CH=CH gp; R1 is H, 2-8C aliphatic acyl, or benzoyl opt. substd. by OH, 1-4C alkoxy, 2-8C aliphatic acyloxy and/or halogen; R2 is H, halogen or Me, R3-R5 are H, halogen, 1-4C alkyl, 1-4C haloalkyl, Ar or R6O; Ar is phenyl opt. substd. by halogen, 1-4C alkoxy, 2-8C aliphatic acyloxy, 1-4C alkyl and/or 1-4C haloalkyl; R6 is H, 2-8C aliphatic acyl, Ar'CO, Ar', Ar'-substd. 1-3C alkyl, AR'CH=CHCH2, 1-4C alkyl or 1-4C haloalkyl; Ar' is phenyl opt. substd. by OH, halogen, 1-4C alkoxy, 2-8C aliphatic acyloxy, 1-4C alkyl and/or 1-4C haloalkyl. Cpds. (I) inhibit cholesterol biosynthesis (ID50=10-6-10-4M) and are thus useful as hypocholesterolaemic agents for treatment of hyperlipaemia and atherosclerosis; many cpds. (I) have higher activity in vitro than clofibrate. A typical cpd. (I) is 3-hydroxy-3-methyl-4-bromo-7-phenyl-5-heptanolide. In an example, this was prepd. from 6-phenyl-3-hexen-2-one.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2668378A IT1098380B (en) | 1978-08-10 | 1978-08-10 | Hypocholesterolaemic 5-substd. mevalono:lactone derivs. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2668378A IT1098380B (en) | 1978-08-10 | 1978-08-10 | Hypocholesterolaemic 5-substd. mevalono:lactone derivs. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IT7826683A0 IT7826683A0 (en) | 1978-08-10 |
| IT1098380B true IT1098380B (en) | 1985-09-07 |
Family
ID=11220029
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IT2668378A IT1098380B (en) | 1978-08-10 | 1978-08-10 | Hypocholesterolaemic 5-substd. mevalono:lactone derivs. |
Country Status (1)
| Country | Link |
|---|---|
| IT (1) | IT1098380B (en) |
-
1978
- 1978-08-10 IT IT2668378A patent/IT1098380B/en active
Also Published As
| Publication number | Publication date |
|---|---|
| IT7826683A0 (en) | 1978-08-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| YU170481A (en) | Process for obtaining ethanolamine derivatives | |
| GEP19971023B (en) | Pteridin-4 (3h)-ones, processes for their preparation and pharmaceutically acceptable salts thereof with alkali metals | |
| AU546142B2 (en) | 2,4,6-triiodo-isophthalic acids | |
| ES8606346A1 (en) | Pharmaceutical preparations containing vicinal dihydroxyalkyl xanthines, process for the preparation of the xanthines and the appropriate intermediates therefor. | |
| FR2405238A1 (en) | MONOMERIC TRIALLYL CARBONATES | |
| MY101126A (en) | Novel compounds | |
| EP0373226A4 (en) | Carbamoyl-2-pyrrolidinone compounds | |
| IT1098380B (en) | Hypocholesterolaemic 5-substd. mevalono:lactone derivs. | |
| ES420643A1 (en) | 13-Sulfa-prostaglandins | |
| DE3164314D1 (en) | Azolylalkyl derivatives, process for their preparation and their use as fungicides | |
| ES8106511A1 (en) | Alkoxy benzofuran carboxylic acids and salts and esters thereof as hypolipidemic agents | |
| AU6948291A (en) | 1-phenylalkyl-3-phenylurea derivative | |
| ES8104222A1 (en) | Alkylcarbapenems, their preparation, use in pharmaceutical compositions and intermediates. | |
| FR2498184B1 (en) | ||
| ES428969A1 (en) | 2,2,2-Trifluoro-1-chloroethyl ethers and process for preparing them | |
| ES466168A1 (en) | Chromone derivatives | |
| ES8402809A1 (en) | Novel carbacyclin esters, process for the preparation thereof, and their use as medicinal agents. | |
| ES8201524A1 (en) | Trifluoromethylbenzylic esters, their intermediates, process for their preparation and their use as insecticides. | |
| FR2333505A1 (en) | (2)-Beta-naphthyloxy ethyl-pyrazolones - antithrombotic cpds. prepd. from (2)-naphthyloxy-ethyl-hydrazine and acyl-acetic acid derivs. | |
| JPS6445360A (en) | 1-benzyl-4-hydroxy-2-pyrrolidone derivative and production thereof | |
| ES8403123A1 (en) | 1 alpha -Ethyl-1 beta -(2'-alkoxy carbonyl-2'-hydroxyiminoethyl)-10-methoxy 1,2,3,4,6,7,12,12 beta -octahydroindolo(2,3A)quinolizines | |
| AU2742288A (en) | Novel compound effective as cerebral insufficiency improver | |
| ES462982A1 (en) | 8-azoprostanoic acid derivatives | |
| FR2378009A2 (en) | 15-Acyloxy-prostaglandin analogues - with hypotensive activity without undesired smooth muscle side effects (BE 24.7.78) | |
| FR2312506A2 (en) | Pyrimidine phosphoric esters - insecticides, acaricides, ovicides and/or nematocides |