UST101305I4 - 3[(3-Alkylamino-2-hydroxypropoxy)phenyl]-1,2-propanediols - Google Patents
3[(3-Alkylamino-2-hydroxypropoxy)phenyl]-1,2-propanediols Download PDFInfo
- Publication number
- UST101305I4 UST101305I4 US06/182,280 US18228080A UST101305I4 US T101305 I4 UST101305 I4 US T101305I4 US 18228080 A US18228080 A US 18228080A US T101305 I4 UST101305 I4 US T101305I4
- Authority
- US
- United States
- Prior art keywords
- group
- compounds
- antiarrhythmic
- andrenergic
- propanediols
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 6
- 239000003416 antiarrhythmic agent Substances 0.000 abstract 3
- -1 2,3-dihydroxypropyl Chemical group 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 230000003288 anthiarrhythmic effect Effects 0.000 abstract 2
- 230000000903 blocking effect Effects 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 241000124008 Mammalia Species 0.000 abstract 1
- 101100386054 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) CYS3 gene Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000005138 alkoxysulfonyl group Chemical group 0.000 abstract 1
- 125000005142 aryl oxy sulfonyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 101150035983 str1 gene Proteins 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
This invention concerns novel 3-[(3-alkylamino-2-hydroxypropoxy)phenyl]-1,2-propanediols of the formula: ##STR1## wherein R is selected from the group consisting of straight or branched-chain lower alkyls (C1 -C6) and cycloalkyls (C1 -C6); R1 and R2 are selected from the group consisting of hydrogen and 2,3-dihydroxypropyl, with the proviso that R1 and R2 may not be the same; and R3 is selected from the group consisting of lower alkyls (C1 -C4) and lower alkoxys (C1 -C4); and the acid addition salts thereof. These novel compounds are useful as antiarrhythmic agents and β-andrenergic blockers in mammals.
This invention also concerns novel compounds of the formula ##STR2## wherein R1 and R2 are selected from the group consisting of hydrogen and 2,3-dihydroxypropyl, with the proviso that R1 and R2 may not be the same; R3 is selected from the group consisting of lower alkyls (C1 -C4) and lower alkoxys (C1 -C4); and X is selected from the group consisting of ##STR3## and --CHOH--CH2 --Z (or a mixture of these compounds wherein X has both meanings stated above) where Z may be halogen, alkoxy sulfonyl and aryloxysulfonyl; and the acid-addition salts thereof. These compounds are useful as intermediates for the preparation of the active antiarrhythmic and β-andrenergic blocking compounds described above.
This invention also concerns a process for preparing said antiarrhythmic and β-andrenergic blocking compounds from said intermediates.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/182,280 UST101305I4 (en) | 1979-11-05 | 1980-08-28 | 3[(3-Alkylamino-2-hydroxypropoxy)phenyl]-1,2-propanediols |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9096679A | 1979-11-05 | 1979-11-05 | |
| US06/182,280 UST101305I4 (en) | 1979-11-05 | 1980-08-28 | 3[(3-Alkylamino-2-hydroxypropoxy)phenyl]-1,2-propanediols |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US9096679A Continuation | 1979-11-05 | 1979-11-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UST101305I4 true UST101305I4 (en) | 1981-12-01 |
Family
ID=26782825
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US06/182,280 Pending UST101305I4 (en) | 1979-11-05 | 1980-08-28 | 3[(3-Alkylamino-2-hydroxypropoxy)phenyl]-1,2-propanediols |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | UST101305I4 (en) |
-
1980
- 1980-08-28 US US06/182,280 patent/UST101305I4/en active Pending
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| STCF | Information on status: patent grant |
Free format text: PATENTED CASE |