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5-Methoxy-N,N-dimethyl-2-phenyl-1H-indole-3-ethanamine, also known as BGC 20-761, is a selective high affinity 5-HT6 antagonist with a Ki value of 20 nM. It is a synthetic compound that has been studied for its potential effects on memory consolidation and cognitive function.

17375-63-2

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17375-63-2 Usage

Uses

Used in Pharmaceutical Industry:
5-Methoxy-N,N-dimethyl-2-phenyl-1H-indole-3-ethanamine is used as a cognitive enhancer for its ability to improve memory consolidation in a rat model. It has demonstrated the potential to reverse the amnesic effects of Scopolamine, a drug that impairs memory and cognitive function.
Additionally, as a 5-HT6 antagonist, it may have therapeutic applications in the treatment of various cognitive disorders and neurodegenerative diseases, such as Alzheimer's disease and schizophrenia, by modulating serotonin signaling pathways and enhancing synaptic plasticity. However, further research is needed to fully understand its potential applications and safety profile in humans.

Biological Activity

bgc20-761 is a selective and high affinity antagonist of 5-htc.the 5-ht6 receptor, a g protein-coupled receptor (gpcr), is a subtype of 5-ht receptor which binds the endogenous neurotransmitter serotonin (5-hydroxytryptamine, 5-ht). this protein is expressed almost exclusively in the brain and mediates excitatory neurotransmission.in cellular level, bgc20-761 (5-methoxy-2-phenyl-n,n-dimethyltryptamine) was shown to selectively blocked 5-htc.bgc20-761 was used to study the difference in drug- induced effects in memory consolidation in young and mature rats and human. in young mice, bgc20-761 treatment at doses of 5 mg/kg and 10 mg/kg i.p, dose-dependently reversed a deficit of social recognition induced by scopolamine, an anticholinergic drug that impairs memory at dosage of 0.4 mg/kg i.p. in mature rats (6 months), recognition of the novel object was improved following administration of bgc20-761. the difference in effects of bgc20-761 in young vs. mature rats may reflect the status of memory consolidation in these different age ranges 1.

references

1. mitchell es, hoplight bj, lear sp, et al. bgc20-761, a novel tryptamine analog, enhances memory consolidation and reverses scopolamine-induced memory deficit in social and visuospatial memory tasks through a 5-ht6 receptor-mediated mechanism. neuropharmacology. 2006;50(4):412-420.

Check Digit Verification of cas no

The CAS Registry Mumber 17375-63-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,3,7 and 5 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 17375-63:
(7*1)+(6*7)+(5*3)+(4*7)+(3*5)+(2*6)+(1*3)=122
122 % 10 = 2
So 17375-63-2 is a valid CAS Registry Number.

17375-63-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(5-Methoxy-2-phenyl-1H-indol-3-yl)-N,N-dimethylethanamine

1.2 Other means of identification

Product number -
Other names 3-(2-Dimethylamino-aethyl)-indol-5-ol,Hydrogenoxalat

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:17375-63-2 SDS

17375-63-2Downstream Products

17375-63-2Relevant academic research and scientific papers

PREPARATION OF 3-AMINOALKYL-SUBSTITUTED INDOLE DERIVATIVES FROM PHENYLHYDRAZINES AND AMINOKETONES

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Page 13, (2008/06/13)

The present invention relates to a process for the preparation of indole derivatives, particularly those, which are useful as pharmaceutical intermediates. The process involves formation of hydrazone derivative between a phenyl hydrazine and a ketone amine, followed by cyclisation to give desired 2,3-substituted indole derivative in the presence of acid catalyst.

2-Substituted tryptamines: Agents with selectivity for 5-HT6 serotonin receptors

Glennon, Richard A.,Lee, Mase,Rangisetty, Jagadeesh B.,Dukat, Malgorzata,Roth, Bryan L.,Savage, Jason E.,McBride, Ace,Rauser, Laura,Hufeisen, Sandy,Lee, David K. H.

, p. 1011 - 1018 (2007/10/03)

Several 2-alkyl-5-methoxytryptamine analogues were designed and prepared as potential 5-HT6 serotonin agonists. It was found that 5-HT6 receptors accommodate small alkyl substituents at the indole 2-position and that the resulting co

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