ChemicalBook--->CAS DataBase List--->1803605-68-6

1803605-68-6

1803605-68-6 Structure

1803605-68-6 Structure
IdentificationBack Directory
[Name]

N-cycloheptyl-2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)acetamide hydrochloride
[CAS]

1803605-68-6
[Synonyms]

ICCB-19 hydrochloride
ICCB-19 HCl(750621-52-4 free base)
N-cycloheptyl-2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)acetamide hydrochloride
[Molecular Formula]

C12H22ClN3OS
[MOL File]

1803605-68-6.mol
[Molecular Weight]

291.84
Chemical PropertiesBack Directory
[storage temp. ]

4°C, protect from light
[solubility ]

DMSO : 83.33 mg/mL (285.53 mM; Need ultrasonic)
[form ]

Solid
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H335-H319-H315
[Precautionary statements ]

P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Hazard InformationBack Directory
[Uses]

ICCB-19 hydrochloride is a TRADD (TNFRSF1A associated via death domain) inhibitor. ICCB-19 hydrochloride binds with N-terminal domain of TRADD (TRADD-N), disrupting its binding to both TRADD-C and TRAF2. ICCB-19 hydrochloride is indirect inhibitor of RIPK1 kinase activity. ICCB-19 hydrochloride effectively induces autophagy and the degradation of long-lived proteins[1].
[Biological Activity]

ICCB-19 hydrochloride is a TRADD (TNFRSF1A associated via death domain) inhibitor. ICCB-19 hydrochloride binds with N-terminal domain of TRADD (TRADD-N), disrupting its binding to both TRADD-C and TRAF2. ICCB-19 hydrochloride is indirect inhibitor of RIPK1 kinase activity. ICCB-19 hydrochloride effectively induces autophagy and the degradation of long-lived proteins[1]. ICCB-19 inhibits Bortezomib-induced apoptosis and RIPK1-dependent apoptosis (RDA) with an IC50 of about 1 μM[1]. ICCB-19 has no effect on mTOR. ICCB-19 (10 μM) treatment of cells increases the levels of DsRed-FYVE dots and the lipid kinase activity of VPS34[1]. ICCB-19 (10 μM) promotes autophagy via K63-linked ubiquitination of beclin 1 mediated by E3 ubiquitin ligases cIAP1 and cIAP2 and the adaptor TRAF2[1]. ICCB-19 (10 μM) reduces the rapid activation of RIPK1 in complex I induced by TNF. Treatment with ICCB-19 increases recruitment of TRADD, HOIP, and A20, but not RIPK1, to complex I[1]. ICCB-19 reduces inflammatory responses in Tradd-/- mice. ICCB-19 reduces expression of the TNF-induced inflammatory target gene products, NOS and COXII27, and of inflammatory cytokines in cells stimulated with pathogen-associated molecular patterns[1].
[in vivo]

ICCB-19 reduces inflammatory responses in Tradd?/? mice. ICCB-19 reduces expression of the TNF-induced inflammatory target gene products, NOS and COXII27, and of inflammatory cytokines in cells stimulated with pathogen-associated molecular patterns[1].

[IC 50]

RIPK1
[storage]

4°C, protect from light
[References]

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

N-cycloheptyl-2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)acetamide hydrochloride(1803605-68-6)1HNMR
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