ChemicalBook > CAS DataBase List > 3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMide

3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMide

Product Name: 3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMide
CAS No.: 420831-40-9
Chemical Name: 3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMide
Synonyms: AK-7;CS-922;AK 7, >=98%;AK-7?, ≥99%;AK-7;AK7;AK 7;SIRT2 Inhibitor II;AK-7, 10 mM in DMSO;SIRT2 Inhibitor,AK-7;SIRT2 Inhibitor II, AK-7;SIRT2 INHIBITOR II;AK7;AK 7
CBNumber: CB52639218
Molecular Formula: C19H21BrN2O3S
Formula Weight: 437.35
MOL File: 420831-40-9.mol

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3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMide Property

Density: 1.469±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,2-8°C
solubility: DMSO: ≥15mg/mL
form: powder
pka: 12.28±0.70(Predicted)
color: white to tan
Stability:: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChI: InChI=1S/C19H21BrN2O3S/c20-16-8-6-9-17(14-16)21-19(23)15-7-5-10-18(13-15)26(24,25)22-11-3-1-2-4-12-22/h5-10,13-14H,1-4,11-12H2,(H,21,23)
InChIKey: IYAYHZZWYNXHEQ-UHFFFAOYSA-N
SMILES: C(NC1=CC=CC(Br)=C1)(=O)C1=CC=CC(S(N2CCCCCC2)(=O)=O)=C1

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Safety

Hazard Codes: Xi
Risk Statements: 36
Safety Statements: 26
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Hazard statements: H319Causes serious eye irritation
Precautionary statements: P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0152
Product name: AK-7
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $101
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML0152
Product name: AK-7
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $275.8
Updated: 2025/07/31

Cayman Chemical

Product number: 14004
Product name: AK-7
Purity: ≥95%
Packaging: 5mg
Price: $73
Updated: 2024/03/01

Cayman Chemical

Product number: 14004
Product name: AK-7
Purity: ≥95%
Packaging: 10mg
Price: $138
Updated: 2024/03/01

Cayman Chemical

Product number: 14004
Product name: AK-7
Purity: ≥95%
Packaging: 25mg
Price: $324
Updated: 2024/03/01

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3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMide Chemical Properties,Usage,Production

Description

The sirtuin SIRT2 is a deacetylase which targets α-tubulin, histone 4, forkhead transcription factors, and several other substrates. It has roles in metabolic diseases, cancer, age-related disorders, and neurodegenerative diseases, potentially including Alzheimer’s, Huntington’s, and Parkinson’s diseases. AK-7 is a cell- and brain-permeable inhibitor of SIRT2 (IC₅₀ = 15.5 μM). In culture, it diminishes neuronal cell death induced by mutant huntingtin fragment. In addition, AK-7 down-regulates cholesterol biosynthetic gene expression and reduces total cholesterol levels in neurons in vivo.

Uses

AK-7 is a deacetylase which targets α-tubulin, histone 4, forkhead transcription factors, and several other substrates it is also a selective SIRT2 inhibitor.

in vivo

AK-7 (15 mg/kg/dose, i.p.) is brain-permeable in wild-type and HD mice^[1]. AK-7 (10, 20 mg/kg, i.p.) improves the behavior and neuropathological phenotype and extends survival of R6/2 HD mice. AK-7 (20 mg/kg) ameliorates HD neuropathology in R6/2 mice. AK-7 also reduces the polyglutamine aggregation in R6/2 brain. In addition, AK-7 treated 140CAG mice show motor performance changes that parallel untreated wild-type mice, with the 20 mg/kg dose being most effective and significantly different from untreated 140CAG mice^[2].

IC 50

SIRT2: 15.5 μM (IC₅₀)

storage

+4°C

References

[1] DAVID M. TAYLOR. A Brain-Permeable Small Molecule Reduces Neuronal Cholesterol by Inhibiting Activity of Sirtuin 2 Deacetylase[J]. ACS Chemical Biology, 2011, 6 6: 540-546. DOI:10.1021/cb100376q
[2] VANITA CHOPRA. The sirtuin 2 inhibitor AK-7 is neuroprotective in Huntington’s disease mouse models.[J]. Cell reports, 2012, 2 6: 1492-1497. DOI:10.1016/j.celrep.2012.11.001

3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMide Preparation Products And Raw materials

Raw materials

Preparation Products

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420831-40-9, 3-(azepan-1-ylsulfonyl)-N-(3-broMophenyl)benzaMideRelated Search:

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