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

CAS No.
1803605-68-6
Chemical Name:
N-cycloheptyl-2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)acetamide hydrochloride
Synonyms
ICCB-19 hydrochloride;ICCB-19 HCl(750621-52-4 free base);N-cycloheptyl-2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)acetamide hydrochloride;ICCB19,ubiquitination,cIAP2,TRADD,cIAP1,RDA,ICCB 19 hydrochloride,Receptor-interacting protein kinases,Autophagy,ICCB 19,beclin1,RIPK,RIP kinase,k63,Apoptosis,Inhibitor,RIPK1,ICCB19 hydrochloride,inhibit,ICCB-19
CBNumber:
CB08142681
Molecular Formula:
C12H22ClN3OS
Molecular Weight:
291.84
MDL Number:
MOL File:
1803605-68-6.mol
Last updated:2023-05-21 10:59:17

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

storage temp. 4°C, protect from light
solubility DMSO : 83.33 mg/mL (285.53 mM; Need ultrasonic)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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

N-cycloheptyl-2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)acetamide hydrochloride Chemical Properties,Uses,Production

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].

References

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

N-cycloheptyl-2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)acetamide hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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

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N-cycloheptyl-2-(4,5-dihydro-1H-imidazol-2-ylsulfanyl)acetamide hydrochloride ICCB-19 hydrochloride ICCB-19 HCl(750621-52-4 free base) ICCB19,ubiquitination,cIAP2,TRADD,cIAP1,RDA,ICCB 19 hydrochloride,Receptor-interacting protein kinases,Autophagy,ICCB 19,beclin1,RIPK,RIP kinase,k63,Apoptosis,Inhibitor,RIPK1,ICCB19 hydrochloride,inhibit,ICCB-19 1803605-68-6