KR890701558A - Melatonin homologue - Google Patents

Abstract

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Description

Melatonin homologue

Since this is an open matter, no full text was included.

1 is a multiplane with the longitudinal axis of the indole moiety and the 2-aryl substituent as described herein, showing the spatial orientation of the compounds of the invention having melatonin antagonistic activity, and FIG. As a single plane as described, a closely related homolog is assumed that does not exhibit melatonin antagonist activity. FIG. 3a is a concentration-response showing melatonin antagonistic activity of one of the preferred compounds of the invention and FIG. 3b is a Schild diagram.

Claims (25)

The compound represented by the following general formula. Wherein each R is independently selected from the group consisting of hydrogen, halogen, and lower alkyl groups, R ¹ is an aryl group having from 4 to 14 carbon atoms, and R ² is selected from the group consisting of hydrogen, lower alkyl and phenyl groups R ³ is selected from the group consisting of hydrogen, halogen, hydroxy, lower alkyl, lower alkoxy and phenoxy group, and R ⁴ is selected from the group consisting of hydrogen, halogen, hydroxy, lower alkoxy and lower alkoxy and phenoxy group R ⁵ is selected from the group consisting of hydrogen, halogen, hydroxy, lower alkyl, lower alkoxy and phenoxy group, and R ⁶ is selected from the group consisting of hydrogen, halogen, hydroxy, lower alkoxy and lower alkoxy and phenoxy group And A is O, S or N, m is an integer of 1 to 3, n is an integer of 1 to 3, x is 0 or 1 and y is 2 when A is N. ^2. A compound according to claim 1 wherein each R is a hydrogen group, R ² is a lower alkyl group, m is 1, n is 2 and x is 0. A compound according to claim 2, wherein R ¹ is a hydrocarbyl group. The method of claim 3 ^{wherein, R 3, R 4, R} 5 and R ⁶ is a compound wherein the hydrogen. 5. Compounds according to claim 4, wherein R ¹ is selected from the group consisting of phenyl, naphthyl, p-methyl phenyl and p-methoxy phenyl groups. ^4. A compound according to claim 3, wherein R ³ is a methoxy group and R ⁴ , R ⁵ and R ⁶ are hydrogen groups. A compound according to claim 6, wherein R ¹ is a phenyl group. A compound according to claim 5, wherein R ¹ is a phenyl group. A compound according to claim 5, wherein R ¹ is a naphthyl group. A compound according to claim 5, wherein R ¹ is a p-methyl phenyl group. A compound according to claim 5, wherein R ¹ is a p-methoxy phenyl group. A therapeutically effective amount of one or more compounds of paragraphs 1,2,5,6,8 or 10 to a patient suffering from a mental disorder may be used to treat a mental illness associated with melatonin function or affected by melatonin and 24-hour rhythms. How to treat. 13. The method of claim 12, wherein the disease is a lifelong disease. 13. The method of claim 12, wherein the disease is an endocrine disease. Treatment of a disease wherein the treatment of one or more of the compounds of 1,2,5,6,8 or 10 inhibits melatonin function or affects 24-hour rhythm by administering to the human or animal a therapeutically effective amount Method or triggering method. 16. The method of claim 15, wherein the breeding cycle of the animal is controlled by administering the compound. (a) the following general formula (Wherein each of R is independently selected from the group consisting of hydrogen, halogen, and lower alkyl group, R ³ , R ⁴ , R ⁵ and R ⁶ are independently hydrogen, halogen, hydroxy, lower alkyl and Tryptamine compound having a lower alkoxy group selected from the group consisting of lower alkoxy groups is reacted with an aldehyde represented by the following general formula R ¹ -CHO (wherein R ¹ is an aryl group) in the presence of an acid R ¹ -CHO Wherein R ¹ is an aryl group Obtaining a 1-benzyltetrahydrocarboline compound having (wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ⁶ are as defined above), (b) the car of step (a) Reduction of Boline to the following general formula Obtaining a compound having (wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ⁶ are as defined above), (c) acetylating the compound of step (b) Obtaining a 2-aryl substituted N-acetyltrytamine having R ¹ , R ² , R ³ , R ⁴ , R ^5, and R ⁶ as defined above; A process for preparing acetyltryptamine. 18. The method of claim 17, wherein each R is H. 19. The method of claim 18, wherein R ³ is methoxy and R ⁴ , R ⁵ and R ⁶ are H. ¹⁹ . 19. The method of claim 18, wherein R ³ , R ⁴ , R ⁵ and R ⁶ are H. ¹⁹ . 21. The method of claim 20, wherein R ¹ is p-methoxybenzyl. The method of claim 20, wherein R ¹ is p-methylbenzyl. 21. The method of claim 20, wherein R ¹ is naphthyl. The method of claim 20, wherein R ¹ is benzyl. 20. The method of claim 19, wherein R ¹ is benzyl. ※ Note: The disclosure is based on the initial application.