JPS5716861A - Preparation of 4-(3-alkylamino-2-hydroxypropoxy)-indole - Google Patents
Preparation of 4-(3-alkylamino-2-hydroxypropoxy)-indoleInfo
- Publication number
- JPS5716861A JPS5716861A JP9066980A JP9066980A JPS5716861A JP S5716861 A JPS5716861 A JP S5716861A JP 9066980 A JP9066980 A JP 9066980A JP 9066980 A JP9066980 A JP 9066980A JP S5716861 A JPS5716861 A JP S5716861A
- Authority
- JP
- Japan
- Prior art keywords
- indole
- alkylamino
- hydroxypropoxy
- substituted
- group
- 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.)
- Granted
Links
- -1 N-substituted-4-hydroxyindole Chemical class 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000001041 indolyl group Chemical group 0.000 abstract 2
- JZQKKSLKJUAGIC-UHFFFAOYSA-N pindolol Chemical compound CC(C)NCC(O)COC1=CC=CC2=C1C=CN2 JZQKKSLKJUAGIC-UHFFFAOYSA-N 0.000 abstract 2
- 239000002994 raw material Substances 0.000 abstract 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 102000012740 beta Adrenergic Receptors Human genes 0.000 abstract 1
- 108010079452 beta Adrenergic Receptors Proteins 0.000 abstract 1
- 230000000903 blocking effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229960002508 pindolol Drugs 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
Landscapes
- Indole Compounds (AREA)
Abstract
PURPOSE: To prepare the titled compound useful as an agent for blocking β-receptor, easily, by using a novel stable N-substituted-4-hydroxyindole as a raw material, and carrying out the substitution reaction of the 4-poisiton OH together with the elimination reaction of the carbamate of the indole ring.
CONSTITUTION: The 4-position OH group of the novel N-substituted-4-hydroxyindole of formula I (R1 is lower alkyl or aralkyl) which is used as a raw material, is substituted by 3-alkylamino-2-hydroxypropoxy group, and at the same time the 1-position -COOR1 group of the indole ring of the starting material is catalytically reduced or hydrolyzed to obtain 4-(3-alkylamino-2-hydroxypropoxy)-indole of formula II (R2 is lower alkyl), e.g. 4-(3-isopropylamino-2-hydroxy-propoxy)-indole (pindolol).
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9066980A JPS5716861A (en) | 1980-07-04 | 1980-07-04 | Preparation of 4-(3-alkylamino-2-hydroxypropoxy)-indole |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9066980A JPS5716861A (en) | 1980-07-04 | 1980-07-04 | Preparation of 4-(3-alkylamino-2-hydroxypropoxy)-indole |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5716861A true JPS5716861A (en) | 1982-01-28 |
| JPS6317827B2 JPS6317827B2 (en) | 1988-04-15 |
Family
ID=14004936
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9066980A Granted JPS5716861A (en) | 1980-07-04 | 1980-07-04 | Preparation of 4-(3-alkylamino-2-hydroxypropoxy)-indole |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5716861A (en) |
-
1980
- 1980-07-04 JP JP9066980A patent/JPS5716861A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6317827B2 (en) | 1988-04-15 |
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