IE34381B1 - Thiophen ethers and processes for preparing them - Google Patents
Thiophen ethers and processes for preparing themInfo
- Publication number
- IE34381B1 IE34381B1 IE900/70A IE90070A IE34381B1 IE 34381 B1 IE34381 B1 IE 34381B1 IE 900/70 A IE900/70 A IE 900/70A IE 90070 A IE90070 A IE 90070A IE 34381 B1 IE34381 B1 IE 34381B1
- Authority
- IE
- Ireland
- Prior art keywords
- thiophen
- ethers
- salts
- bromine
- july
- Prior art date
Links
- -1 Thiophen ethers Chemical class 0.000 title abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 230000004531 blood pressure lowering effect Effects 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000003262 carboxylic acid ester group Chemical group [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 238000006482 condensation reaction Methods 0.000 abstract 1
- 238000006114 decarboxylation reaction Methods 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 125000000468 ketone group Chemical group 0.000 abstract 1
- 229910052987 metal hydride Inorganic materials 0.000 abstract 1
- 150000004681 metal hydrides Chemical class 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000003373 pyrazinyl group Chemical group 0.000 abstract 1
- 125000002098 pyridazinyl group Chemical group 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000000714 pyrimidinyl group Chemical group 0.000 abstract 1
- 238000007127 saponification reaction Methods 0.000 abstract 1
- 239000000932 sedative agent Substances 0.000 abstract 1
- 230000001624 sedative effect Effects 0.000 abstract 1
- WZMPOCLULGAHJR-UHFFFAOYSA-N thiophen-2-ol Chemical compound OC1=CC=CS1 WZMPOCLULGAHJR-UHFFFAOYSA-N 0.000 abstract 1
- 230000000304 vasodilatating effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
-
- H—ELECTRICITY
- H02—GENERATION; CONVERSION OR DISTRIBUTION OF ELECTRIC POWER
- H02B—BOARDS, SUBSTATIONS OR SWITCHING ARRANGEMENTS FOR THE SUPPLY OR DISTRIBUTION OF ELECTRIC POWER
- H02B5/00—Non-enclosed substations; Substations with enclosed and non-enclosed equipment
- H02B5/01—Earthing arrangements, e.g. earthing rods
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Power Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Cosmetics (AREA)
Abstract
1278348 Thiophen ethers FARBWERKE HOECHST AG 13 July 1970 [12 July 1969] 33832/70 Heading C2C Novel thiophen ethers of the general Formula I wherein R 1 represents a thiophen ring optionally substituted by one or more C 1-6 alkyl, hydroxymethyl, carboxyl (optionally esterified) groups or chlorine or bromine or a combination thereof; R 2 is a phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl group optionally substituted by one or more C 1-6 alkyl or alkoxy or chlorine or bromine and A is a C 2 -C 6 straight or branched alkylene radical or a CH 2 CHOH-CH 2 group may be prepared by one of six known condensation reactions, or reduction of a keto group in a corresponding compound to Formula I having an R 1 -O-B-CO- side chain, wherein B is a C 1 -C 5 straight or branched alkylene radical with a metal hydride to produce A, followed optionally by saponification, decarboxylation reducing carboxylic acid ester groups and/or converting the bases into salts or salts into free bases. The intermediate VI may be prepared by condensation of a hydroxy thiophen with chlorohydrin in the presence of base. Pharmaceutical compositions of the compounds I or their pharmaceutically acceptable salts show α-sympathicolytic activity and have sedative, blood pressure lowering and vasodilatatory effects when administered parenterally or orally.
[GB1278348A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691935558 DE1935558A1 (en) | 1969-07-12 | 1969-07-12 | Tiophenaethers and methods for their preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE34381L IE34381L (en) | 1971-01-12 |
| IE34381B1 true IE34381B1 (en) | 1975-04-30 |
Family
ID=5739692
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE900/70A IE34381B1 (en) | 1969-07-12 | 1970-07-10 | Thiophen ethers and processes for preparing them |
Country Status (12)
| Country | Link |
|---|---|
| AT (4) | AT310732B (en) |
| AU (1) | AU1748370A (en) |
| BE (1) | BE753376A (en) |
| BR (1) | BR6915358D0 (en) |
| DE (1) | DE1935558A1 (en) |
| ES (1) | ES381705A1 (en) |
| FR (1) | FR2059509B1 (en) |
| GB (1) | GB1278348A (en) |
| IE (1) | IE34381B1 (en) |
| IL (1) | IL34868A0 (en) |
| NL (1) | NL7010021A (en) |
| ZA (1) | ZA704737B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2209557A1 (en) * | 1972-12-12 | 1974-07-05 | Roussel Uclaf | Piperazo alkyl thiazolyl ketones/ethers - adrenolytics and antihypertensives prepd. from a piperazine and a halo alkyl thiazole |
| DE2310215A1 (en) * | 1973-03-01 | 1974-09-12 | Albert Ag Chem Werke | NEW THIOPHEN DERIVATIVES AND PROCESS FOR THEIR PRODUCTION |
| FR2464952A1 (en) * | 1979-09-13 | 1981-03-20 | Roussel Uclaf | Thienyl derivatives prepd. from 1,2-epoxy 3-(3-(thienyloxy)) propane - and an amine, used as medicament e.g. for treating arterial hypertension |
| DE2950064A1 (en) * | 1979-12-13 | 1981-06-19 | Basf Ag, 6700 Ludwigshafen | PIPERIDE DERIVATIVES OF 3-HYDROXYTHIOPHEN-2-CARBONIC ACIDS AND ESTERS, THEIR PRODUCTION AND THE PHARMACEUTICAL PREPARATIONS CONTAINING THEM |
| JPS62178585A (en) * | 1986-01-29 | 1987-08-05 | レフオ−サン−ゲゼルシヤフト エム・ベ−・ハ− | 1-(3-(2-hydroxy-3-alkylaminopropoxy)-2-thienyl)-3-phenyl-1- propanone and its acid addition salt, its production and pharmacological composition containing the same |
| CA2442860C (en) * | 2001-04-05 | 2011-02-01 | Mario Leclerc | Detection of negatively charged polymers using water-soluble, cationic, polythiophene derivatives |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1458905A (en) * | 1959-03-26 | 1966-04-29 | Process for the preparation of 1-aralkyl-4-arylpiperazines |
-
1969
- 1969-07-12 DE DE19691935558 patent/DE1935558A1/en active Pending
- 1969-12-19 BR BR215358/69A patent/BR6915358D0/en unknown
-
1970
- 1970-07-07 NL NL7010021A patent/NL7010021A/xx unknown
- 1970-07-08 IL IL34868A patent/IL34868A0/en unknown
- 1970-07-08 ZA ZA704737A patent/ZA704737B/en unknown
- 1970-07-10 IE IE900/70A patent/IE34381B1/en unknown
- 1970-07-10 AT AT291472A patent/AT310732B/en not_active IP Right Cessation
- 1970-07-10 AT AT291572A patent/AT310733B/en not_active IP Right Cessation
- 1970-07-10 AT AT630070A patent/AT305999B/en not_active IP Right Cessation
- 1970-07-10 AT AT291672A patent/AT310734B/en not_active IP Right Cessation
- 1970-07-11 ES ES381705A patent/ES381705A1/en not_active Expired
- 1970-07-13 AU AU17483/70A patent/AU1748370A/en not_active Expired
- 1970-07-13 BE BE753376A patent/BE753376A/en unknown
- 1970-07-13 GB GB33832/70A patent/GB1278348A/en not_active Expired
- 1970-07-15 FR FR7025993A patent/FR2059509B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL7010021A (en) | 1971-01-14 |
| AT310733B (en) | 1973-10-10 |
| AT305999B (en) | 1973-03-26 |
| GB1278348A (en) | 1972-06-21 |
| AT310734B (en) | 1973-10-10 |
| FR2059509B1 (en) | 1973-12-21 |
| ZA704737B (en) | 1971-12-29 |
| BE753376A (en) | 1971-01-13 |
| AU1748370A (en) | 1972-01-20 |
| AT310732B (en) | 1973-10-10 |
| BR6915358D0 (en) | 1973-01-25 |
| DE1935558A1 (en) | 1971-01-28 |
| FR2059509A1 (en) | 1971-06-04 |
| IE34381L (en) | 1971-01-12 |
| ES381705A1 (en) | 1972-12-01 |
| IL34868A0 (en) | 1970-09-17 |
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