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3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMide, also known as AK-7, is a celland brain-permeable inhibitor of the sirtuin SIRT2 with an IC50 value of 15.5 μM. It is a deacetylase that targets various substrates, including α-tubulin, histone 4, and forkhead transcription factors. SIRT2 plays a role in metabolic diseases, cancer, age-related disorders, and neurodegenerative diseases such as Alzheimer's, Huntington's, and Parkinson's diseases.

420831-40-9

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420831-40-9 Usage

Uses

Used in Pharmaceutical Industry:
3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMide is used as a selective SIRT2 inhibitor for its potential therapeutic applications in treating metabolic diseases, cancer, age-related disorders, and neurodegenerative diseases. Its ability to inhibit SIRT2 makes it a promising candidate for drug development in these areas.
Used in Neurodegenerative Disease Research:
In the field of neurodegenerative disease research, 3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMide is used as a tool to study the role of SIRT2 in diseases such as Alzheimer's, Huntington's, and Parkinson's. By inhibiting SIRT2, researchers can gain insights into the underlying mechanisms and potential therapeutic targets for these conditions.
Used in Neuroprotection:
3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMide is used as a neuroprotective agent in culture, where it has been shown to diminish neuronal cell death induced by mutant huntingtin fragment. This suggests its potential use in the development of treatments for neurodegenerative diseases associated with protein misfolding and aggregation.
Used in Cholesterol Regulation:
In the field of cholesterol regulation, 3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMide is used as a compound that down-regulates cholesterol biosynthetic gene expression and reduces total cholesterol levels in neurons in vivo. This indicates its potential application in the development of therapies for managing cholesterol-related conditions and their associated health risks.

References

1) Tylor et al. (2011), A brain-permeable small molecule that reduces neuronal cholesterol by inhibiting activity of sirtuin 2 deacetylase; ACS Chem. Biol., 6 540 2) Chopra et al. (2012), The sirtuin 2 inhibitor AK-7 is neuroprotective in Huntington’s disease mouse models; Cell Rep., 2 1492

Check Digit Verification of cas no

The CAS Registry Mumber 420831-40-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,2,0,8,3 and 1 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 420831-40:
(8*4)+(7*2)+(6*0)+(5*8)+(4*3)+(3*1)+(2*4)+(1*0)=109
109 % 10 = 9
So 420831-40-9 is a valid CAS Registry Number.

420831-40-9 Well-known Company Product Price

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  • Sigma

  • (SML0152)  AK-7  ≥98% (HPLC)

  • 420831-40-9

  • SML0152-5MG

  • 968.76CNY

  • Detail
  • Sigma

  • (SML0152)  AK-7  ≥98% (HPLC)

  • 420831-40-9

  • SML0152-25MG

  • 3,910.14CNY

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420831-40-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(azepan-1-ylsulfonyl)-N-(3-bromophenyl)benzamide

1.2 Other means of identification

Product number -
Other names UNII-308B6B695N

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:420831-40-9 SDS

420831-40-9Downstream Products

420831-40-9Relevant academic research and scientific papers

A chemoselective and continuous synthesis of m-sulfamoylbenzamide analogues

Verlee, Arno,Heugebaert, Thomas,Van Der Meer, Tom,Kerchev, Pavel I.,Van Breusegem, Frank,Stevens, Christian V.

, p. 303 - 312 (2017/03/14)

For the synthesis of m-sulfamoylbenzamide analogues, small molecules which are known for their bioactivity, a chemoselective procedure has been developed starting from m-(chlorosulfonyl)benzoyl chloride. Although a chemoselective process in batch was already reported, a continuous-flow process reveals an increased selectivity at higher temperatures and without catalysts. In total, 15 analogues were synthesized, using similar conditions, with yields ranging between 65 and 99%. This is the first automated and chemoselective synthesis of m-sulfamoylbenzamide analogues.

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