ES266125A1 - Improvements in or relating to 4 hydroxytryptamine esters - Google Patents
Improvements in or relating to 4 hydroxytryptamine estersInfo
- Publication number
- ES266125A1 ES266125A1 ES0266125A ES266125A ES266125A1 ES 266125 A1 ES266125 A1 ES 266125A1 ES 0266125 A ES0266125 A ES 0266125A ES 266125 A ES266125 A ES 266125A ES 266125 A1 ES266125 A1 ES 266125A1
- Authority
- ES
- Spain
- Prior art keywords
- methyl
- diethylaminoethyl
- acid
- benzyloxyindole
- general formula
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
- C07D209/16—Tryptamines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
Abstract
The invention comprises compounds of the general formula <FORM:0981192/C2/1> and their acid addition salts in which either each of R1 and R2 represents a C1-4 alkyl group with the proviso that R1 and R2 need not be dissimila or R1 and R2 together represent a tetra-or penta-methylene chain, R3 represents a C1-4-alkyl group, a C2-4 alkenyl group or an aralkyl group containing up to 10 carbon atoms inclusive and R4 represents the radical of an organic carboxylic acid containing up to 10 carbon atoms inclusive or sulphuric acid and the preparation thereof by esterifying an appropriate 4-hydroxytryptamine with an acid anhydride (R4)2O or acid halide R4-halogen or (when R3 represents an alkenyl group) reacting a compound of the general formula <FORM:0981192/C2/2> (wherein R is an organic carboxylic acid residue which is not split off under the reaction conditions) with an appropriate alkenyl halide. 1 - Methyl - 3 - (21 - diethylaminoethyl) - 4 - hydroxyindol is prepared by condensing 3-(21-diethylaminoethyl) - 4 - benzyloxyindole with methyl iodide and hydrogenolysing the 1-methyl - 3 - (21 - diethylaminoethyl) - 4 - benzyloxyindole so formed. Similarly were prepared 1 - methyl - 3 - (21 - piperidinoethyl) - 4 - benzyloxyan -4-hydroxy-indoles. Pharmaceutical compositions comprise the tryptamine esters of the invention together with an inert carrier. The compounds show central sympathetic nerve system stimulant action and some show serotonin antagonistic properties.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH356360A CH386422A (en) | 1960-03-30 | 1960-03-30 | Process for the production of new esters of the indole series |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES266125A1 true ES266125A1 (en) | 1961-11-01 |
Family
ID=4258692
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0266125A Expired ES266125A1 (en) | 1960-03-30 | 1961-03-28 | Improvements in or relating to 4 hydroxytryptamine esters |
Country Status (2)
| Country | Link |
|---|---|
| ES (1) | ES266125A1 (en) |
| GB (1) | GB981192A (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2742162B1 (en) * | 1995-12-06 | 1998-01-16 | Oreal | PROCESS FOR THE PREPARATION OF INDOLIC COMPOUNDS |
| JP4897221B2 (en) | 2002-12-20 | 2012-03-14 | チバ ホールディング インコーポレーテッド | Synthesis of amines and intermediates for their synthesis |
| JP2023513680A (en) | 2020-02-04 | 2023-04-03 | マインドセット ファーマ インコーポレイテッド | Silosine derivatives as serotonergic hallucinogens for the treatment of central nervous system disorders |
| WO2021179091A1 (en) * | 2020-03-12 | 2021-09-16 | Bright Minds Biosciences Inc. | 3-(2-(aminoethyl)-indol-4-ol derivatives, methods of preparation thereof, and the use as 5-ht2 receptor modulators |
| US20230219889A1 (en) | 2020-05-19 | 2023-07-13 | Cybin Irl Limited | Deuterated tryptamine derivatives and methods of use |
| KR20230024378A (en) | 2020-06-12 | 2023-02-20 | 벡클리 싸이테크 리미티드 | A composition comprising the benzoate salt of 5-methoxy-N,N-dimethyltryptamine |
| US12065404B2 (en) | 2022-03-18 | 2024-08-20 | Enveric Biosciences Canada Inc. | C4-carboxylic acid-substituted tryptamine derivatives and methods of using |
| GB202212116D0 (en) | 2022-08-19 | 2022-10-05 | Beckley Psytech Ltd | Pharmaceutically acceptable salts and Compositions thereof |
-
1961
- 1961-03-09 GB GB872261A patent/GB981192A/en not_active Expired
- 1961-03-28 ES ES0266125A patent/ES266125A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB981192A (en) | 1965-01-20 |
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