IT1157931B - 4-Alkylthio:phenyl-ethanolamine cpds. - Google Patents
4-Alkylthio:phenyl-ethanolamine cpds.Info
- Publication number
- IT1157931B IT1157931B IT19693/82A IT1969382A IT1157931B IT 1157931 B IT1157931 B IT 1157931B IT 19693/82 A IT19693/82 A IT 19693/82A IT 1969382 A IT1969382 A IT 1969382A IT 1157931 B IT1157931 B IT 1157931B
- Authority
- IT
- Italy
- Prior art keywords
- inhibited
- rats
- substd
- cinnamoyl
- cinnamyl
- Prior art date
Links
- ULSIYEODSMZIPX-UHFFFAOYSA-N phenylethanolamine Chemical compound NCC(O)C1=CC=CC=C1 ULSIYEODSMZIPX-UHFFFAOYSA-N 0.000 title 2
- 229950006768 phenylethanolamine Drugs 0.000 title 1
- 241000700159 Rattus Species 0.000 abstract 5
- -1 1-piperazinyl Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 210000001772 blood platelet Anatomy 0.000 abstract 2
- 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
- 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 abstract 2
- 230000008602 contraction Effects 0.000 abstract 2
- 208000010110 spontaneous platelet aggregation Diseases 0.000 abstract 2
- SFLSHLFXELFNJZ-QMMMGPOBSA-N (-)-norepinephrine Chemical compound NC[C@H](O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-QMMMGPOBSA-N 0.000 abstract 1
- 206010002660 Anoxia Diseases 0.000 abstract 1
- 241000976983 Anoxia Species 0.000 abstract 1
- 206010003210 Arteriosclerosis Diseases 0.000 abstract 1
- 208000037260 Atherosclerotic Plaque Diseases 0.000 abstract 1
- 102000008186 Collagen Human genes 0.000 abstract 1
- 108010035532 Collagen Proteins 0.000 abstract 1
- 102000015779 HDL Lipoproteins Human genes 0.000 abstract 1
- 108010010234 HDL Lipoproteins Proteins 0.000 abstract 1
- 208000031226 Hyperlipidaemia Diseases 0.000 abstract 1
- 206010021143 Hypoxia Diseases 0.000 abstract 1
- 241000699670 Mus sp. Species 0.000 abstract 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 230000007953 anoxia Effects 0.000 abstract 1
- 210000000709 aorta Anatomy 0.000 abstract 1
- 230000002490 cerebral effect Effects 0.000 abstract 1
- 235000012000 cholesterol Nutrition 0.000 abstract 1
- 229920001436 collagen Polymers 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- 230000003247 decreasing effect Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 150000002169 ethanolamines Chemical class 0.000 abstract 1
- 210000000936 intestine Anatomy 0.000 abstract 1
- 150000002632 lipids Chemical class 0.000 abstract 1
- SFLSHLFXELFNJZ-UHFFFAOYSA-N norepinephrine Natural products NCC(O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-UHFFFAOYSA-N 0.000 abstract 1
- 229960002748 norepinephrine Drugs 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003904 phospholipids Chemical class 0.000 abstract 1
- 230000002048 spasmolytic effect Effects 0.000 abstract 1
- GIZSHQYTTBQKOQ-UHFFFAOYSA-N threo-Syringoylglycerol Chemical compound COC1=CC(C(O)C(O)CO)=CC(OC)=C1O GIZSHQYTTBQKOQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000003626 triacylglycerols Chemical class 0.000 abstract 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 abstract 1
Abstract
Ethanolamines of formula (I) are new. In (I), R is 1-4C alkyl; R1 is 1-3C alkyl; R2 is phenylamine or 5-6C cycloalkylamine opt. carrying a phenyl or cyclohexyl substit., or is 1-piperazinyl which is 4-substd. by cinnamoyl or cinnamyl, the cinnamoyl or cinnamyl in turn being opt. substd. in its 3,4 and/or 5 position by 1, 2 or 3 MeO, EtO, OH, NH2 and/or NO2 gps. (I) are active against blood platelet aggregation and lipaemia, and they improve cerebral circulation. In tests, the cpds. (a) inhibited ADP- or collagen-induced blood platelet aggregation in rats, (b) exhibited spasmolytic activity on isolated rat intestines, (c) inhibited norepinephrine-induced contractions of the deferens, (d) inhibited contractions of isolated rat aorta, (e) decreased or annulled the rise of cholesterol, triglycerides, total lipids and phospholipids in rats treated with Triton, (f) increased high density lipoprotein in rats (corresp. to an atheroma-preventing effect in man), and (g), when used in threo-form, extended the time of resistance to anoxia of mice maintained in an atmos. which was virtually devoid of O2.
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT19693/82A IT1157931B (en) | 1982-02-17 | 1982-02-17 | 4-Alkylthio:phenyl-ethanolamine cpds. |
| AT82200619T ATE12226T1 (en) | 1981-05-27 | 1982-05-19 | 4-ALKYL-THIOPHENYL-ETHANOLAMINE, WHICH HAVE ACTIVITY ON Cerebral CIRCULATION, PLATELET AGGREGATION, AND LIPEMIA. |
| EP82200619A EP0066919B1 (en) | 1981-05-27 | 1982-05-19 | 4-alkyl-thiophenyl-ethanolamines, having an activity on the cerebral circulation, the blood platelet-aggregation and the lipemia |
| DE8282200619T DE3262620D1 (en) | 1981-05-27 | 1982-05-19 | 4-alkyl-thiophenyl-ethanolamines, having an activity on the cerebral circulation, the blood platelet-aggregation and the lipemia |
| AU84045/82A AU551488B2 (en) | 1981-05-27 | 1982-05-21 | Alkylthiophenylethanolamines |
| IL65857A IL65857A0 (en) | 1981-05-27 | 1982-05-24 | 4-alkyl-thiophenyl-ethanolamines,having an activity on the cerebral circulation,the blood plateletaggregation and the lipemia |
| MX82192875A MX159364A (en) | 1981-05-27 | 1982-05-26 | PROCEDURE FOR PREPARING 4-ALKYLTHIOPHENYL-ETHANOLAMINES |
| GR68273A GR76447B (en) | 1981-05-27 | 1982-05-27 | |
| ES512595A ES8308846A1 (en) | 1981-05-27 | 1982-05-27 | 4-Alkyl-thiophenyl-ethanolamines, having an activity on the cerebral circulation, the blood platelet-aggregation and the lipemia. |
| US06/382,649 US4587248A (en) | 1981-05-27 | 1982-05-27 | 4-alkyl-thiophenyl-ethanolamines, having an activity the cerebral circulation, the blood platelet-aggregation and the lipenia |
| CA000403895A CA1215987A (en) | 1981-05-27 | 1982-05-27 | 4-alkyl-thiophenyl-ethanolamines, having an activity on the cerebral circulation, the blood platelet- aggregation and the lipemia |
| NZ200765A NZ200765A (en) | 1981-05-27 | 1982-05-27 | 4-alkylthiophenylethanolamine derivatives and pharmaceutical compositions containing such |
| IL65857A IL65857A (en) | 1981-05-27 | 1985-05-24 | 1-(4-alkylthiophenyl)-2-alkyl-2-amino substituted-ethanol derivatives having activity on cerebral circulation,blood platelet-aggregation and lipemia,their preparation and pharmaceutical compositions containing them |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT19693/82A IT1157931B (en) | 1982-02-17 | 1982-02-17 | 4-Alkylthio:phenyl-ethanolamine cpds. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IT8219693A0 IT8219693A0 (en) | 1982-02-17 |
| IT1157931B true IT1157931B (en) | 1987-02-18 |
Family
ID=11160425
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IT19693/82A IT1157931B (en) | 1981-05-27 | 1982-02-17 | 4-Alkylthio:phenyl-ethanolamine cpds. |
Country Status (1)
| Country | Link |
|---|---|
| IT (1) | IT1157931B (en) |
-
1982
- 1982-02-17 IT IT19693/82A patent/IT1157931B/en active
Also Published As
| Publication number | Publication date |
|---|---|
| IT8219693A0 (en) | 1982-02-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| TA | Fee payment date (situation as of event date), data collected since 19931001 |
Effective date: 19970131 |