N-Cycloheptyl-2-[(1-methyl-4,5-dihydro-1H-imidazol-2-yl)sulfanyl]-2-phenylacetamide

Modify Date: 2024-09-16 21:12:17

N-Cycloheptyl-2-[(1-methyl-4,5-dihydro-1H-imidazol-2-yl)sulfanyl]-2-phenylacetamide Structure
N-Cycloheptyl-2-[(1-methyl-4,5-dihydro-1H-imidazol-2-yl)sulfanyl]-2-phenylacetamide structure
Common Name N-Cycloheptyl-2-[(1-methyl-4,5-dihydro-1H-imidazol-2-yl)sulfanyl]-2-phenylacetamide
CAS Number 2559703-06-7 Molecular Weight 345.502
Density 1.2±0.1 g/cm3 Boiling Point N/A
Molecular Formula C19H27N3OS Melting Point N/A
MSDS N/A Flash Point N/A

 Use of N-Cycloheptyl-2-[(1-methyl-4,5-dihydro-1H-imidazol-2-yl)sulfanyl]-2-phenylacetamide


Apostatin-1 (Apt-1) is a potent TRADD inhibitor. Apostatin-1 can bind with TRADD-N (KD=2.17 μM), disrupting its binding to both TRADD-C and TRAF2. Apostatin-1 modulates the ubiquitination of RIPK1 and beclin 1. Apostatin-1 blocks apoptosis and restores cellular homeostasis by activating autophagy in cells with accumulated mutant tau, α-synuclein, or huntingtin[1].

 Names

Name N-Cycloheptyl-2-[(1-methyl-4,5-dihydro-1H-imidazol-2-yl)sulfanyl]-2-phenylacetamide
Synonym More Synonyms

  Biological Activity

Description Apostatin-1 (Apt-1) is a potent TRADD inhibitor. Apostatin-1 can bind with TRADD-N (KD=2.17 μM), disrupting its binding to both TRADD-C and TRAF2. Apostatin-1 modulates the ubiquitination of RIPK1 and beclin 1. Apostatin-1 blocks apoptosis and restores cellular homeostasis by activating autophagy in cells with accumulated mutant tau, α-synuclein, or huntingtin[1].
Related Catalog
In Vitro Apostatin-1 inhibits Velcade (bortezomib)-induced apoptosis and RIPK1-dependent apoptosis (RDA) and necroptosis, with an IC50 of 0.97 μM[1]. Apostatin-1 (10 μM, 6 h) effectively induces autophagy and the degradation of long-lived proteins[1]. Western Blot Analysis[1] Cell Line: SH-SY5Y, HeLa, HT-29, and Jurkat cells Concentration: 10 μM Incubation Time: 6 h Result: Effectively induced autophagy by LC3 II induction and p62 reduction.
In Vivo Apostatin-1 (20 mg/kg, IP, once) inhibits inflammatory responses, and increases survival of systemic inflammation mouse model[1]. Animal Model: Wild-type mice (n = 10, male, 8 weeks of age, systemic inflammation mouse model)[1] Dosage: 20 mg/kg Administration: IP, once Result: Reduced expression of the TNF-induced inflammatory target gene products, NOS and COXII27, and of inflammatory cytokines in cells stimulated with pathogen-associated molecular patterns, including interferon γ (IFNγ), lipopolysaccharide (LPS), Pam3CSK4 (a synthetic bacterial lipopeptide), and muramyl dipeptide (MDP). Showed increased survival following intravenous delivery of TNF, a mouse model of systemic inflammation.
References

[1]. Xu D, et al. Modulating TRADD to restore cellular homeostasis and inhibit apoptosis. Nature. 2020 Nov;587(7832):133-138.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Molecular Formula C19H27N3OS
Molecular Weight 345.502
Exact Mass 345.187469
LogP 3.63
Index of Refraction 1.630

 Synonyms

Benzeneacetamide, N-cycloheptyl-α-[(4,5-dihydro-1-methyl-1H-imidazol-2-yl)thio]-
N-Cycloheptyl-2-[(1-methyl-4,5-dihydro-1H-imidazol-2-yl)sulfanyl]-2-phenylacetamide